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Castillo Tours DMC

Castillo Tours

Adventure Tours in Puerto Rico

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Adventure tours.

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Boat Tours & Charters

City tours & excursions, fishing charters, our most popular tours.

  • Most Popular
  • Hour Glass 5.5 hrs
  • Users Ages 4+
  • Tags Up to 44 People
  • Info Boat Tour

Catamaran Day Trip (Icacos Island)

Book our most popular adventure and enjoy a half-day charter full of leisure and white sand beaches as you sail on our catamaran and enjoy world-class snorkeling!

  • Hour Glass Half-Day
  • Tags Up to 12 People
  • Info Adventure Tour

El Yunque Rainforest Tour

El Yunque National Rainforest is a landmark not to miss when you visit Puerto Rico!

Castillo Tours is a full-service DMC with 45 years of experience. Water sports, cultural adventures, culinary experiences, adrenaline-filled tours, relaxing walks connecting with nature — we can provide it all. From family events to corporate groups, we can help you achieve an unforgettable experience in Puerto Rico.

More Great Experiences

  • Hour Glass 2 Hours
  • Users All Ages
  • Tags Up to 6 People

San Juan Harbor Sunset Cruise

Come aboard our 48-foot powerboat and enjoy a relaxing tour of beautiful Old San Juan Harbor! Bring along the whole family for this unforgettable experience!

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Over 1,200 Excellent TripAdvisor Reviews

Castillo Tours DMC

Out of everything we did in PR this was by far my favorite. The guys are such great entertainers and servers as well! Our drinks were never empty and the food was so good. My boyfriend and I had so much fun snorkeling and the island they take you to is so beautiful!

My friends and I booked this Catamaran trip as part of our recent vacation in San Juan. The staff was professional and fun, and the trip went really smoothly. Would definitely book again!

Very enjoyable! Carlos, our guide, was excellent! He was so knowledgable, informative, nice, patient and loved sharing his culture. He was an excellent driver and very personable. He even stopped at a local place for lunch before leaving the forest that we didn't expect. What a treat!

This trip was amazing! The staff on the vessel are top notch, very caring and made you feel welcomed, safe and comfortable. Willy does a great job helping you learn how to snorkel. This is a must do if you visit Puerto Rico. Had so much fun!!

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Sail the San Juans

Sail the San Juans

catamaran cruise san juan

Make a Reservation (800) 729-3207

northwind sailing charters san juan islands

Relaxing 6 and 12 day sailing adventures aboard Northwind!

humpback whale san juan yacht charters

Humpback whale encounter...

napping seal on the san juan islands sailing cruises

Afternoon nap...

northwind's salon - yacht charters san juan islands

Northwind's elegant salon.

orcas in the san juan islands

Sailing with a pod of resident orcas.

gourmet cuisine from Chef Jette on san juan islands sailing cruises

Gourmet cuisine by Chef Jette.

San Juan Islands Sailing Charters and Cruises

We provide yacht and crew. you relax and enjoy., the art of slow travel.

Something special happens when we cast off the dock lines and head out into the San Juan Islands on a sailing charter. We become aware of the rhythm of the tides, the wind filling the sails, the salty sea air, and the porpoise following in our wake. The hidden coves and diverse marine life of the San Juans beckon us to make discoveries and submerge ourselves in its delightfully relaxed pace.

So much of the world passes by without our being able to see, touch, or feel it. A sailing charter through the San Juan islands allows us to take a moment to slow down and experience it for ourselves.

We have been perfecting the art of “slow travel” for over 25 years. Our new 55′ sailboat Northwind , offers a luxury yacht charter experience for up to six guests in private staterooms with ensuite baths. Each one of our San Juan Sailing Charters and Inside Passage cruises are one of a kind, designed for your group from the ground up. From your preferences on food and drink , to where we go and what we see and do, the result is a perfect blending of islands, yacht, crew, and cuisine. It’s your perfect vacation, Sailing the San Juan Islands in style.

 This is what a carefree sailing vacation is all about

Sailing the san juan islands.

Jon and Jette Baker Sail the San Juans Cruises

Captains Jette & Jon Baker, with TailR

A fully crewed sailing charter with Sail the San Juans is a world away from any vacation experience you probably have ever had. A sailboat charter aboard Northwind  will open a door to see and experience the more remote islands and coves that are not easily accessible to most people.

At the same time, sailing yachts are in a unique position to be less intrusive to marine mammals which helps encourage encounters with Orca, seals and porpoise.

A sailboat charter with Sail the San Juans is a first class experience, from our impeccable yacht and crew to your private chef’s menu built around your preferences.

Join us to explore over 200 forested islands, help trim the sails on Northwind, or just relax while you savor gourmet fare , and great hiking and kayaking through protected bays and inlets.

This is the art of slow travel.

Request our 16 Page Full-Color Brochure

Two booking options

Private Charters: Groups of up to six people receive exclusive use of the sailboat for their group.

Join A Cruise: Reserve a stateroom for two, and let us take care of filling the other cabins.

Learn more about Booking Options and Rates

Two unique island cruises

San Juan Islands:  These six day sailing trips cruise through the San Juan Islands, an enchanting archipelago of hidden coves, abundant wildlife, and forested islands located in the sheltered inland waters of Washington State.

Learn more about San Juan Islands Sailing Charters

The Inside Passage: These twelve day wilderness sailing trips cruise through the southern portion of the Inside Passage, an area rich with native culture, mountain vistas, fjords and waterfalls located in British Columbia.

Learn more about Inside Passage Sailing Charters

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PUERTO RICO SAILING TOURS & CHARTERS

The best sailing experiences in san juan.

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Sail into adventure with the best sailing tours!

Welcome to Sail PR! Come sail with us and experience the beauty of the island from the water. We offer small, intimate sailing experiences that will allow you to see all the best that Old San Juan has to offer, from historical landmarks to stunning natural scenery. Our tours are perfect for families looking to create a unique memory, couples wanting a romantic sail and small groups of friends wanting a private boat for themselves.

Our boat is meticulously maintained and our experienced, professional staff strive to provide the best sailing experience in Puerto Rico. Sit back with a drink in hand and enjoy the sights.

Book your sail online today and enjoy the beauty of Puerto Rico.

catamaran cruise san juan

Sailing Tours & Private Charters

catamaran cruise san juan

Morning Mimosas Sail

Enjoy a unique start to your morning, sailing on our spacious catamaran taking in the sights of Old San Juan from the bay.

Make yourself comfortable on the front net and take some sun in or sit back in the shaded cockpit area and sip your drink of choice as we narrate some historical facts along the way.

This one-hour and 30-minute sail includes bottomless mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, and water.

6 spaces are available per sail. To book privately for yourself or a group choose Private Charter.

catamaran cruise san juan

San Juan Sunset Sail

Our most popular sail! A relaxing cruise around the calm waters of San Juan Bay to enjoy a beautiful sunset and a perfect start to your evening.

See Old San Juan as it changes from daytime to sunset colors and then city lights coming on at night as we are headed back to the marina.

Our two-hour sailing route stays within the calm, protected waters of San Juan Bay for a relaxing experience.

Complimentary refreshments include Prosecco or Cava sparkling wine, our special house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.

catamaran cruise san juan

San Juan Bay Afternoon Sail

Soak in the sun with a drink in hand while taking in the sights of Old San Juan and Cataño from a unique point of view.

While the sun is fully out during the time of this sail, the back cockpit area of our catamaran is shaded so you can also enjoy the sail without being subject to the sun.

Bring your lunch and enjoy it aboard; we provide the drinks! Choose from mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.

Our hour and a half sailing route stays within the calm, protected waters of San Juan Bay. Open ocean sail available upon request dependent on weather.

6 spaces available per sail. To book privately for yourself or group choose the Private Charter.

Why choose us?

Top-rated San Juan sails!

We offer the best sailing experiences in Puerto Rico! We have been consistently top-rated in multiple review sites and earned various recognitions. We provide personal attention and top notch service with our crew of expert sailors and hosts. With 3 different sail times to choose from daily, it's easy to fit a great sail into your day. Let us take care of everything aboard so you can unwind and relax.

Environmentally Friendly

In an effort to reduce plastic waste in our seas, we do not serve single-use plastics such as straws and water bottles. We provide 100% Britta filtered water. You are welcome to bring along your reusable bottle and we will fill it up for you. We use compostable cups aboard for included drinks.

Catamaran Sailboat

Our Ohana 2 is defined as “a yacht or other boat with twin hulls in parallel (imagine two separate big canoes joined together by a platform)” it is the most stable sailing experience you can get while still having a full sailing experience feeling the wind in your face and the fluid motion of the ocean. Equipped with a forward net to lay out, shaded area, spacious cabin in case of rain and full bathroom inside your comfort needs are met for a great sail!

Special Sailebrations

What better way to celebrate a special occasion than on a great sail with your loved ones or friends? We’ll make your engagement proposal, birthday party, anniversary, etc. even more special. Let us know of any special requests you may have such as helping to arrange a surprise birthday cake (additional cost), candid pictures, recording of your proposal, or anything else we can do to make your sail memorable.

catamaran cruise san juan

Set Sail on a perfect adventure in San Juan, Puerto Rico

San Juan is located in the subtropical region and is the capital of Puerto Rico. It is one of the most visited cities in the world. The main sightseeing attractions include Old San Juan, El Morro, La Fortaleza and Castillo de San Cristóbal. The culture of this City is influenced by its multicultural past and enjoys the reputation of being full of passionate people in music, art and family traditions!

The climate and geography of San Juan, Puerto Rico make it a popular tourist destination. Food is a big part of this place and you won't be disappointed with the local cuisine such as mofongo, a plantain mash or churrasco steak. The flavors of the island are a fantastic combination that you must experience when you visit the city.

Frequently asked questions

Where are you located.

We are a convenient 5-10 minute drive from the major hotels in the San Juan, Condado and Isla Verde area in Puerto Rico. We are located in San Juan Bay Marina at Slip A72. If you are taking a cab, ask your driver to take you to San Juan Bay Marina and reference where the Sizzler Restaurant is at. Once at the Marina, walk through the boatyard towards the lower part of Sizzler Restaurant. Once at sea level, go past a Jetski rental kiosk towards the long dock with boats on either side. Our slip is on the left past the white gate that leads to the dock. Slip numbers are marked on the floor.

How do I book a sail?

You may book online here, or by clicking any of the “book now” buttons. We ask that you call, text, or email us for same-day bookings to ensure availability even if the calendar doesn’t show it. Online bookings are handled through a secure and encrypted provider accepting most major credit cards.

How should I dress?

For daysails we recommend cool, light clothing, hat, sunglasses and sunblock. While San Juan Bay has very calm waters and you will usually not get wet, there is always the possibility of some small splashes of water. Sunset sails have usually calmer breeze and cooler temperatures so you may dress more comfortably, however we do recommend light clothing. If you choose to go out into the ocean, the possibilities of getting wet are more likely as we will be sailing in bigger seas. No shoes allowed on-board.

At what time should I arrive for my sail?

We ask that you arrive at least 15 minutes before your sail for a proper safety briefing and preparations. Sails depart sharp on time. Plan to be on time as in consideration to others that may be present we can not delay departure time. Failure to be on time for departure will result in forfeiting full fare or a $50 rebooking fee.

How many passengers are allowed on a boat?

We can accommodate 2-6 passengers for a personal, intimate experience. If you wish your sail to be private you may opt for the Private Charter or reserve the boat for your group. If you are sailing alone we ask that you contact us so we may schedule you with a current group.

Do I have to aid in handling the boat?

Your crew will take care of all the boat handling maneuvers so you may sit back and relax, but you are welcome to take part if you want a more hands-on experience.

Will I get seasick?

As we usually sail in very calm waters, the possibilities of getting seasick are almost zero. However, if you have gotten motion sickness at other times, we do recommend taking some remedies beforehand.

What drinks are included?

We offer complimentary soda, water, local beer, rum & coke and special rum punch for adults over 18 years of age. Sunset sails also include Spanish Cava or Prosecco.

Are there age restrictions to sail?

We welcome everyone to enjoy the wonderful experience of sailing! However, US Coast Guard requires children under 13 to wear a lifejacket at all times. There is also certain level of physical exertion that may take place to board and move around so we advise caution for the elderly and persons with mobility issues and serious medical conditions.

Can I bring my own music?

Of course! We encourage you to do so. Our speaker is bluetooth ready so you may connect your own device and use your personal playlist. We use Spotify and Pandora and may look up your favorite station.

Are the booking times shown here the only ones available for a sail?

While the times shown are our standard offerings we are always available for special requests. Give us a call or email us to make special arrangements

What If I have to cancel my reservations?

We have a 48 hour cancellation notice policy for full refund. 48 hours or less cancellations forfeit 50% fare. 24 hour cancellations forfeit full fare. No shows, late to departure time or same-day booking cancellations will forfeit 100% fare.

What happens if my sail is cancelled due to weather?

We want you to enjoy a great experience while sailing with us so we would reschedule your sail for another day when the weather is ideal. If this would not be possible due to your travel plans, we would offer a full refund. The decision to cancel due to weather rests solely on the Captain. Tropical weather can change quite rapidly so some decisions to cancel might be last minute, however we always take into consideration your time and alternate plans so we try to always cancel at least an hour in advance from our scheduled departure time.

Anything else I should know?

Just be ready for a great sailing experience! If you do have any additional questions, please feel free to call, text or email us and we will gladly clear up any doubts.

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San Juan Tours

SAN JUAN TOURS

Excursions in puerto rico, our most popular tours.

  • Most Popular

KNOCK OUT SALE! $72 * Small Groups * El Yunque Rainforest Adventure Tour 8am / 11am

AVAILABLE AT: 8:00 AM / 11:00 AM

Enjoy an amazing Hike to the world of nature trails, waterfalls, enjoy natural water slides!

SUMMER SPECIAL SALE AVAILABLE! $72 San Juan Snorkeling Tour

  •  PICK-UP START 3:00 PM

Dive into an exhilarating underwater world and immerse yourself in the breathtaking beauty of vibrant marine life!

  • Users Ages 8+

Mystic Charco Azul Adventure: Explore the Enchanted Arenales Cave

Embark on a mystical adventure to Charco Azul Arenales Cave, one of Puerto Rico’s hidden gems!

* Private * El Yunque Rainforest Adventure

AVAILABLE AT: 7:00AM / 8:00 AM / 9:00AM / 11:00 AM

Prepare to embark on an exclusive expedition led by our seasoned tour guide through the enchanting hidden gem of “El Yunque”!

SUMMER SPECIAL SALE AVAILABLE! $149 Combo Tour / El Yunque Rainforest Hiking Adventure and Snorkeling Tour

AVAILABLE AT: 8:00 AM

  • PICK-UP START 7:00 AM 

Embark on the ultimate adventure and unlock the secrets of the mystical El Yunque rainforest and the beautiful ocean live of Puerto Rico!

Best Jet Ski Adventure in Puerto Rico – Guided Tour

DURATION TIME:  1:20 Minutes

*We are 12 minutes away from most hotels on Condado and Isla Verde area*

Seats Up to 2 People • Driver Must Be 18+ with Valid Driver License • Passengers Must Be 8+ year & 48″ in Height

Prepare to embark on an adrenaline-fueled journey like no other as you join us for a guided jet ski adventure in the stunning old San Juan Bay of Puerto Rico!

BEST JET SKI DISCOUNT!

GET READY FOR UNFORGATEBLE ACTION!

Duration Time: 1 hour

Seats Up to 2 People • Driver Must Be 18+ with Valid Driver License • Passengers Must Be 8+ year & 48″ in Height

Get ready to unleash your inner adventurer as you embark on a thrilling journey along the mesmerizing San Juan coastline aboard our state-of-the-art WAVERUNNERS!

San Juan Mini Boat Adventure / up to 3 passengers

Valid driver license is require to be the Captain

AVAILABLE AT

10:30AM / 1:00PM / 3:30PM

Embark on the ultimate adventure with our most exhilarating tour, Be Your Own Captain in San Juan!

El Yunque Rainforest One Hour ATV Ride

Embark on an unforgettable experience like no other in El Yunque Rainforest!

8:30AM/10:00AM/1:30pPM/ 4:30PM

*We are 35 minutes away from most hotels on Condado and Isla Verde area*

Prepare yourself for the adventure of a lifetime on our adrenaline-pumping ATV tour!

2-Hour El Yunque Rainforest ATV Tour

AVAILABLE AT:

9:30 AM / 12:30 PM / 2:30 PM

Get ready to unleash your inner adventurer with the “Rainforest ATV Adventure,” a heart-pounding journey through Puerto Rico’s lush, untamed wilderness!

SAN JUAN 2-hour ATV

  9:00AM/12:00PM / 3:00PM

*We are 15 minutes away from most hotels on Condado and Isla Verde area*

Experienced guides take you through 2,200 acres of land where you enjoy views of mountains, mangroves, lagoons, limestone formations, and wildlife roaming freely!

El Yunque Rainforest UTV ADVENTURE 2 / 3 / 4 or PERSONS OPTION

AVAILABLE AT    8:30 AM / 11:30 AM / 3:00 PM

 Brace yourself for an hour of heart-pounding excitement aboard our top-of-the-line 4×4 off-road touring vehicles, the Maverick Trail 800s!

El Yunque Rainforest One Hour Horseback Riding

AVAILABLE AT  8:00AM /9:00 AM / 3:00PM / 3:30 PM |

Adults $107 & Children $87

Get ready for the ride of a lifetime through the lush foothills of El Yunque Rainforest!

Luquillo Beach Two Hours Beach Horseback Ride

Best Beach Horseback Riding in Puerto Rico

Available At   9:30 AM / 1:30 PM

Explore Puerto Rico and its amazing beaches on horseback on this unforgettable adventure!

San Juan Zipline Tour

AVAILABLE AT 8:00AM / 2:30PM

Prepare to soar like never before on an electrifying zipline adventure that will leave you breathless with excitement!

COMBO/ The world-famous Monster Zipline X Seven Extra Ziplines

THIS IS AN ALL DAY TOUR!

PICK-UP AT 8:00AM 

Prepare to embark on an exhilarating adventure unlike any other as you experience the sheer thrill of conquering the longest zip line in America—the legendary MONSTER!

Sunset Walking Tour in Old San Juan

*Cruise Port Walking Distance*

AVAILABLE AT    4:3 0PM

During sunset the sunlight highlights the beautiful historic architecture of the old town, and the ocean breeze makes the walk pleasurable.

Inside El Morro Castle & Old San Juan Walking Tour

Visit El Castillo San Felipe del Morro Fort, the most visited attraction in Puerto Rico!

AVAILABLE AT    9 :00AM

 The tour includes entrance to El Castillo San Felipe del Morro Fort which is the most visited attraction in Puerto Rico. Other icons of the old town included are the San Juan Cathedral, the Governor’s Mansion and the San Juan Gate.

Culebra Island Catamaran And Power Boats Snorkeling Tour

Dive into an aquatic escapade like no other with the electrifying Culebra Island Snorkeling tour! Prepare to be awestruck as you venture into the crystalline depths of Flamenco, a haven renowned for its celestial turquoise waters and powdery white sands that caress the shores in a mesmerizing embrace.

Icacos Island Snorkeling Catamaran & Power boats Tour

Get ready for the magical Icacos Island, where the catamaran stops so you can disembark and find yourself in knee-deep crystal clear waters and white sand!

Vieques Full Day Beach Tour

   Duration:  6 Hours adventure

Step aboard a catamaran and set navigate on the turquoise waters of the Vieques Island on the Caribbean Sea!

Culebra Blue Paradise Experience

Your journey begins as you step aboard a luxurious catamaran, gliding effortlessly across the crystal-clear waters of the Caribbean Sea. With each passing moment, anticipation builds for the awe-inspiring sights awaiting you at Flamenco Beach.

Customize 5 Hour Vip Private Tour!

* Transportation is Included on most  Condado and Isla verde Airbnb and hotels areas*

PICK YOUR STARTING TIME:  7am/9am

Introducing our latest offering: a 5-hour tour designed for those who seek adventure tailored to their preferences. With the freedom to craft your own route on the main island – perhaps along the northern coastal wonders of the island or through the central mountainous landscapes or any other location of your preference – this experience promises personalization like never before.

Paddle Board Rental

9:00 AM / 12:00 PM / 2:00 PM / 4:00 PM

Embark on a thrilling adventure as you paddle through the crystal-clear waters in Condado Lagoon, surrounded by the stunning backdrop of the city skyline.

10-minute walking distance from most Condado Hotels

Kayak Rental

Get ready to embark on an exciting journey as you paddle through the calm waters, surrounded by breathtaking views of the city, vibrant sea life, and expansive skies.

LED Night Kayak Tour

**THIS IS NOT THE BIO-BAY TOUR!**

7:00 PM / 8:00 PM

Welcome to our Night Kayak Tour with LED lights in the enchanting Condado Lagoon of San Juan, Puerto Rico! Prepare for a one-of-a-kind adventure as you embark on a mesmerizing journey under the starry skies.

Sea Bob Guided Tour

11:00 AM / 2:00 PM 

Prepare for an exhilarating adventure as you explore the crystal-clear waters, immersing yourself in the breathtaking beauty of the city, sea life, and expansive skies.

Have fun in Old San Juan amazing bay, on your Water bike with friend and family, seeing 500 years of breathtaking views of history.

AVAILABLE AT  9:00AM / 11:00AM / 1:00PM /   3 :00PM

‘Includes:

• “Chiliboats” Water Bike. • USCG approved life jacket • Route leader in all tours. • Water resistant small bag for personal belongings.

ABOUT SAN JUAN TOURS

SAN JUAN TOURS was established with these goals in mind: to be different than other companies in the same business, to give you private and personal tours for your family and friends, and to do it all with an excellent service combined with competitive rates. With this goal always in mind, we provide you with the most professional service around.

snorkeler by reef

EXPLORE OUR FIVE-STAR REVIEWS

san juan tours

We had a great time on the waterfall hike, cliff dive and rope swing tour. The entire experience was great. Be prepared for a good and muddy hike, a bit challenging in places over the rocks. Bring good water shoes or hiking shoes but they will get dirty and wet! We definitely recommend these guys.

We did the rain forest, horse back riding and the Culebra Island tours and they were amazing! The rain forest is for active people and there is some climbing involved to get to the good part. The horse back riding was pretty relaxing and beautiful. And the Island was absolutely breathtaking!

Best tour in San Juan! I’ve been going for 5 years now and I will NEVER let anyone take us on a tour unless it is with Carlos and his team! Good people, good experience, good times to come back to!

It was phenomenal. We had such a great time. We went to the forest and the tour guide was very helpful. I would highly recommend them. Plus we had good empanadas and good drinks. If you want fun and nice drinks while you explore the rainforest with nice people then go for this tour!

Sail Getaways

Sail Getaways

Boat tours, private charters & snorkeling in fajardo, puerto rico, update: open for business, boat tours, private charters & snorkeling trips in fajardo, puerto rico.

a glass with a blue pool of water

  • Most Popular
  • Hour Glass 6 Hours
  • Scuba Mask Beach & Snorkel
  • Cruise Ship Power Boat

Culebra Power Boat Snorkeling & Beach Tour

Culebra Island in Puerto Rico offers a memorable experience for snorkeling and beach exploration. With its pristine white sand beaches and abundant tropical fishes, visitors are in for a treat. Whether you choose to relax on the shore or discover the wonders underwater, Culebra is just the place to be!

  • Hour Glass 5 Hours
  • Food Lunch included

Icacos Power Boat Beach & Snorkel Island Hopping Adventure

Embark on an enchanting island-hopping journey that begins with a visit to Palomino. Explore the stunning coral reefs of The Cordillera Reserve, immersing yourself in the vibrant underwater world. Conclude your adventure on Icacos island, where you can luxuriate on its pristine, powder-white beach.

All-Inclusive Vieques Excursion: Swim with Turtles and Enjoy Pristine Beaches

Embark on an extraordinary journey with Sail Getaways to the enchanting island of Vieques. Immerse yourself in the pristine waters during our All-Inclusive Snorkel and Beach Excursion, promising a perfect blend of adventure and relaxation.

  • Most Relaxing
  • Sailboat Sailboat

Sailing Catamaran Icacos Beach & Snorkel Tour

Explore the Cordillera Cays Nature Reserve aboard our 32-foot sailing catamaran, Getaway. Wade in knee-deep, crystal clear waters, sunbathe on stunning beaches and spot tropical marine life.

  • Hour Glass 4 Hours

Icacos Double Dip Power Catamaran Snorkel & Beach Tour

Runaway, tailored for day charters – perfect for both early birds or late risers. This boat embodies fun and speed, providing ample time for snorkeling and beach enjoyment.

an umbrella sitting on top of a table

  • Hour Glass 2 Hours
  • Sunset Private Charter

Private Catamaran Sunset Sail in Fajardo

Relax and let the warm Caribbean wind carry your cares away while you sit back and enjoy some great music or the soothing sound of the boat sailing through the waves on this sunset sail.

  • Hour Glass 3 Hours
  • Sunset Sunset Sail

2 in 1 Icacos Beach & Sunset Adventure

If your vacation days are running out and you want to experience all that our aquatic world has to offer, then the 2 in 1 Icacos Twilight Beach and Sunset Adventure is for you!

Come Getaway With Us

Explore Puerto Rico on a public sail or private charter in a more intimate atmosphere compared to other tour operators that carry larger amounts of passengers.

Enjoy the best of popular tourist destinations like Icacos Cay and Culebra Island on an unforgettable sailing, snorkeling, and beach adventure in Fajardo!

Our vessels are equipped with private restrooms, shaded and open deck space, comfortable cushioned seats, fresh water showers, and easy water access ladders for snorkeling and swimming in the pristine Caribbean waters.

Sail Getaways is a family business committed to excellence by creating lifelong memories through personalized service delivered with genuine Puerto Rican hospitality.

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Top-Rated Charters & Snorkeling in Fajardo, PR!

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I did the tour to icacos island and palomino with the captain Jay, pablito and I forgot the tall guy name but three of them were great! We had a blast on our tour. Drinks were amazing. The crew was making sure we were safe and the most important part make sure we had fun and we enjoy the tour. Thanks for everything !! I will be back.

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The spot chosen for snorkeling was just amazing. Flamenco beach is definitely a must. But what made a difference is the awesome Sail Getaways crew. All of them were super attentive and nice with us. They went above and beyond to ensure our trip was perfect. Not once I had to order for a refill of my drink. 11 out of 10, 100% recommended, I'll definitely repeat.

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Was all of our first time and it was so beautiful and fun. We got to see a barracuda, big jellyfish and a bunch of other little fish. We enjoyed the guys explaining everything, Oscar was fun and kept us entertained since the music wasn't working haha. Loved that lunch and alcohol was included, was so worth the money!

We went with a friend to visit Culebra Island and everything was very nice, the trip was very pleasant, the guides were very attentive, VERY good music and food, I recommend them, 10/10!!

Wonderful experience. Clear turquoise water, white sandy beaches, lush green islands, and a remarkable crew. It was a perfect day of swimming, snorkeling, and positive vibes all around. Highly recommend these guys.

My friend and I took the tour to Tamarindo and Flamenco beach and it was amazing. The weather was perfect which made the ride super smooth. We were a fortunate group to enjoy a beautiful day. It was our first time experience and we loved it. We are beginner swimmers (to say the least) and the gentlemen were kind enough to get in the water with us so we wouldn’t miss the opportunity. Everyone on the boat was super friendly and made us feel like family! It’s definitely a must do activity when visiting the island. Looking forward to many more!!!

It was soo much fun. We took off on time went snorkeling not many fishes but still a great experience then we went to the flamingo island and got 2 hours to ourself to enjoy l. Crew was super friendly and kept the drinks coming. Would totally recommend

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Great quick getaway for our group of 13. Quick boat ride to snorkel, excellent fish viewing and lunch. Then a quick boat ride to Flamenco Beach to wander around. The staff was friendly, knowledgable, and patient.

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We took the three-in-one catamaran getaway on New Year's Day with Omar and Arturo. Our group was 2 adults a 9 year old and a 5 year old. All of us had an amazing time. Omar and Arturo were awesome sailors/hosts/guides making sure they got us to Icacos safely for snorkeling, answered all our questions, taught us about Puerto Rico and even served us delicious drinks and snacks. A really beautiful afternoon/evening with super friendly guides, Omar and Arturo.

catamaran cruise san juan

Check out our Most Popular Tour! Click Here and Book Today!

Salty Dog Catamaran

AFTERNOON SAIL & SUNSET

Quick details.

Hour Glass Duration: 4 hours (makes 2 stops beach and coral reef for snorkeling)

Users Ages:  All ages

Checkmark Inclusions:  Snack variety, rum cocktails and soft drinks, floatation belts, snorkeling equipment

Checkmark Available at Dock:  Beach essentials available for purchase at the dock (towels, sunscreen, etc. please call to confirm availability)

Private charter

Enjoy a relaxing sunset sail from fajardo.

Our sunset sail is a unique and enjoyable experience for everyone who visits us in sunny Puerto Rico! Enjoy the warm sunshine while at the beach followed by the beautiful sights of an ocean sailed sunset. Our afternoon and sunset tour takes you to one of the most stunning islands and coral reefs on the eastern coast of Puerto Rico. It’s truly an experience you don’t want to miss!

Transportation:

Roundtrip transportation is available from most locations in Metro San Juan and hotels at an additional cost of $50 per person. Transportation requires a minimum of 6 passengers in total in order to operate. MUST be arranged 48 hours prior to the scheduled trip or transportation is not guaranteed.

Islands That We Visit:

Destination will be determined by our captain on the day of the experience. The destination is determined based on the weather and water conditions of the day. 

Isla de Palominos

Located some 3.5 nautical miles east of Fajardo, it has a size of approximately 104 acres. It is one of a few private islands that exist throughout Puerto Rico. Part of the island is on lease to El Conquistador Hotel to be used as the hotel’s beach. About a quarter-mile south of Palominos island lies Cayo Palominitos, which is a one-acre sandy key with tropical vegetation perfect for swimming or snorkeling.

Isla de Lobos

Located some 1.5 nautical miles east of Cayo Icacos, it has a size of approximately five acres. It is also one of a few private islands throughout Puerto Rico. In the early ’60s, the island hosted a very exclusive hotel, which ran into financial difficulties and was abandoned for a great part of the ’70s and ’80s until it was bought by a local family and converted into a paradise vacation home. Surrounded by small keys and coral reefs, it is great for snorkeling.

Cayo Icacos

Located some four nautical miles northeast of Fajardo, it has a size of approximately 163 acres. It is part of a chain of small islands, keys, and coral reefs known as La Reserva Natural de la Cordillera. The island hosts a fairly large amount of marine life, coral reefs, birds, and land iguanas. It is the perfect setting for snorkeling, swimming, diving, and beachcombing. It gets its name from the large number of Icacos bushes on the island. The Icacos is a small sour fruit, which grows to about the size of a key lime. When ready to be picked, they are pale yellow in color and come off the bush quite easily. The best way to eat them is cooked in heavy syrup.

Cancellation Policy:

Customers will receive a full refund within 48 hours of notice of cancellation to scheduled reservation . Must call to make any changes. THIS CANCELLATION POLICY DOES NOT APPLY TO GROUPS, COUPONS, SPECIAL OFFERS, OR PRIVATE CHARTERS. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. All reservation changes must be made by phone. No-shows will be charged the full price.

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DAY SAIL & SNORKEL

Take a fun-filled day sail around some of Puerto Rico’s most amazing, unspoiled islands like Isla de Palominos, Isla de Lobos, and or Cayo Icacos.

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Catamaran Yacht Cruise to Icacos Island

  • 9.50 / 10 4 reviews | 114 travellers
  • Free cancellation up to 48 hours before the service starts
  • Hotel pick up
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Discover the paradise island of Icacos on this boat excursion from San Juan . You'll get to know a natural wonderland, and have free time to relax on the island.

Enjoying the Catamaran

Having picked you up from your hotel in San Juan, we'll make our way towards the Puerto del Rey Marina , from where we'll set sail in the direction of Icacos Island.

During the journey, as well as travelling comfortably and in style  in a catamaran sailboat , you'll be able to enjoy the views of the mountains and El Yunque : Puerto Rico's tropical forest. Also, on board the boat the glass viewing windows will offer unbeatable views of the marine life dwelling under  Caribbean waters .

Once arrived at Icacos Island , you'll enjoy the fine white sand while you sunbathe or swim in the crystalline waters of this paradise . If you want, you have the option to go snorkelling to explore the rich seabeds of the island.

Anyone hungry? You'll enjoy a delicious lunch bag comprised of a turkey wrap, a salad, chips and fruit.

From there the tour sails back to port, before taking you back to hotels in  San Juan .

More Information

Hotel pick up and drop off.

Yacht ride.

Lunch bag and drink.

When to book?

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Type of voucher

Electronic. Show the voucher on your phone.

Accessibility

Not wheelchair accessible.

Sustainability

All services published on Civitatis are carried out in accordance with our Sustainability Code .

Our providers commit to:

  • Provide a safe and satisfying experience.
  • Reduce, reuse, recycle.
  • Incorporate eco-conscious technologies.
  • Uphold fair employment standards.
  • Foster the growth of local communities.
  • Preserve the integrity of local culture.
  • Safeguard both cultural and environmental heritage.
  • Ensure ethical treatment of animals.
  • Operate with honesty and transparency.
  • Encourage sustainable behaviors among customers and staff.

This particular activity contributes as follows:

  • Printed material is avoided.
  • Is there a water dispenser.
  • No single-use plastics are used.
  • The activity helps the conservation of biodiversity.
  • No printing of documentation required.
  • Has a gender equality policy.

East Island Excursions Show more

Corporate name: East Island Excursions Inc.

Not permitted.

Frequently asked questions

Q - Why do this activity with Civitatis?

A - At Civitatis we guarantee the best quality and prices, click here if you want to know how we select our activities .

Q - How to book?

A - To reserve the activity, choose the date and complete the form on this page. You will receive your confirmation immediately.

If you have any other questions please contact us.

Free cancellation

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🌅The 6 Best Puerto Rico Sunset Sailing [2024 Reviews]

Enjoy sailing around puerto rico at sunset with one of these sailing cruises.

San Juan, Puerto Rico is one of the hottest vacation destinations for people around the world. Not only is it conveniently-located for those who live in North America, it’s full of rich culture, delicious food, colorful architecture, and beautiful  naturaleza. 

If you’re going to see all of the beauty San Juan has to offer, we have the perfect tours for you: the best sunset sailing tours! These take place out on the water, where the rich oranges and reds reflect perfectly – offering an unmatchable view that is best enjoyed on a sailboat.

We’ve done the “hard” part for you, making sure you are getting the best bang for your buck, and a sailing experience that you’ll want to take over and over again.

Be sure to see our reviews of Puerto Rico Kayaking Tours , El Yunque Rainforest Tours and Puerto Rico ATV Tours .

Best Sunset Sailing Cruises From San Juan

Avenida Campo Rico ("Roberto Sanchez Vila Avenue"), Este Final, CarolinaPickup availableSan Juan, (point will be determined upon booking)
5:00 PMContact tour operator2:30 PM
2 hours1 hour7 hours
2-hour ATV adventure, basic ATV instructionsTransport from San Juan, 1-hour ATV adventureAir-conditioned vehicle, snacks, 3.5 hour ATV adventure

Quick Answer: The 6 Best Sunset Sailing Cruises in Puerto Rico

  • San Juan Catamaran Sunset Sail
  • SUNSET SAIL aboard PRIVATE SAIL YACHT in Fajardo
  • Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
  • Sunset Sail by San Juan Historical Bay
  • Sunset Harbor Boat Ride in San Juan
  • Private Sunset Sail on the East Coast of Puerto Rico

San Juan Sunset Sailing Reviews

1. san juan catamaran sunset sail.

  • Duration: 2 hours
  • Departure:  482 Av. Manuel Fernández Juncos, San Juan, 00901
  • Departure Time: 5:00 PM
  • Includes:  Professional captain and guide, beverages

Let’s start things off with the beautiful San Juan Catamaran Sunset Sail . This 2-hour sail is the perfect way to lead you from the warm day into a refreshing evening.

While sailing on just about any bay will make for a picturesque moment, the San Juan Bay and port have a rich history and various landmarks that make this tour particularly special. You’ll meet up with the rest of your group/guides at Slip A72 on the main dock at San Juan Bay Marina.

The crew makes this process seamless, so everyone can get acquainted, go through safety information, and focus on the incredible view and having fun! The captain and crew are so warm and friendly, and really make the entire experience pleasant from the beginning.

Start off at La Puerta de San Juan, or “San Juan Port”. This landmark is very important in the history of the country. Founded all the way back in the early 1500’s by Ponce de Leon, it has become a major seaport for the country in culture, manufacturing, tourism, and more.

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While a lot has changed in so many hundreds of years, a lot has stayed the same, which makes it such a tourist hot spot.

You’ll then spend the rest of the tour sailing around the bay, catching up-close views of the castle “Castillo San Felipe del Morro”, and the fort, “La Fortaleza – Palacio de Santa Catalina” from the water.

The captain and crew are very experienced and will tell you all about these crucial pieces of history that will only make the adventure that much more interesting!

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience, other puerto rico experiences you may enjoy:, 2. sunset sail aboard private sail yacht in fajardo.

  • Duration: 2.5 hours
  • Departure:  4900 State Road 3 Km. 51.4, Fajardo, 00738, Slip 1089
  • Departure Time: Contact tour operator
  • Includes:  Coffee and/or tea, bottled water, soda, alcoholic beverages, snacks

Are you looking for a captivating cruise in Puerto Rico, but one that offers style and luxury? If so, then look no further than the Sunset Sail Aboard Private Sail Yacht in Fajardo ! This 2.5-hour cruise simply offers the best seat in the house for appreciating all that this beautiful country and city has to naturally offer.

Start off by meeting with the captain and crew, and board the private yacht. Before you get to sailing around the sparkly azure seas, they’ll brief you on sailing basics and safety precautions to take so that all the fun is to be had.

Sit down on the ample seating aboard, and get ready to just relax and take it all in. According to the weather, the captain will take the best route possible so that you’ll comfortably get to see all around the islands and cays on the eastern coast of the country.

Meanwhile, enjoy some delicious fresh fruit platters and/or platters of cold cuts and cheeses! Wash it all down with up to 2 hard liquor drinks, sparkling wine, mojitos, or sangria!

Something else that really makes this tour stand out is the way that the staff makes an effort in ensuring you have the best experience possible. This isn’t a cookie-cutter tour. Nope, they will offer you planning assistance in your tour to make sure you (realistically) can see everything you want to on board.

While the tour is by default around 2.5 hours, you can add extra hours, photos, video edits, or even make special accommodations for occasions like birthdays, proposals, and more.

Search For San Juan Experiences You May Enjoy:

3. janise sailing afternoon charter in fajardo, puerto rico.

  • Duration: 3 hours
  • Departure: Puerto Del Rey Marina, 00735
  • Departure Time: 2:30 PM
  • Includes:  Romantic sailing with a beautiful sunset backdrop, alcoholic beverages, soft drinks

Are you looking for a tour that lasts a bit longer? Then check out the Janise Sailing Afternoon Charter in Fajardo, Puerto Rico . There are various start times to choose from, from the afternoon until the evening so you can choose what works best for you and the rest of your group!

Your tour will take place aboard the Janise Lagoon 380, which is a stunning charter that offers comfortable seating with excellent views of the island and surrounding seas.

No matter if you’re looking for a fun time with friends or a romantic evening with your significant other, this is sure to be one of the best ways to spend 3 hours in Fajardo.

Your voyage will go all around the shores and secluded islands of the eastern coastline, which feel almost like you have them all to yourself. This is definitely one of the top activities to take if you want something away from the hustle-and-bustle of crowds and touristy spots.

After sailing for a nice amount of time, the captain and crew will drop anchor on the coastline, where you’ll be able to select your next activity. You can either take a refreshing dip in the ocean, kick your feet up in the catamaran, or enjoy some mouth-watering snacks and beverages; all while watching the electric sunset.

There are all kinds of snack options on board, along with water, sodas, beer, wine, sangria, and more. If this sounds like a good time to you, then hurry and make your reservation for one of the top-rated San Juan sunset cruises around!

4. Sunset Sail by San Juan Historical Bay

  • Departure: 480 Av. Manuel Fernández Juncos, San Juan, 00907
  • Includes: Refreshments, beverages, bottled water, snacks, unlimited beer, wine and soft drinks, alcoholic beverages

Are you on the hunt for a tour that combines sportsmanship, history, and exploration all into one adventure-packed activity? Then get yourself ready for the Sunset Sail by San Juan Historical Bay tour!

On this tour, you’ll not only get to see the natural beauty of San Juan, but also learn all about it and its iconic landmarks!

Meet up with the captain and crew to board the awesome 30-foot racing boat! This boat seats 6, which means it’s great for intimate groups, personalized attention, learning, and of course high speeds!

If you have a need for speed, then this is one of the best tours to take, but rest assured the captain will always make sure you’re okay with going that fast beforehand. With his clear competence, you can feel confident that you’re in good hands.

Of course, not everything is about getting the adrenaline pumping. You’ll sail very close to important landmarks such as the Castillo San Felipe del Morro, La Fortaleza – Palacio de Santa Catalina, and San Juan Bay.

El Castillo San Felipe del Morro has been around for hundreds of years, and currently is the governor’s mansion. “El Morro” is very impressive to look at, and was built on the orders of King Charles V of Spain. “La Fortaleza” has been around since 1846 and is the oldest executive mansion in continuous use in the New World.

San Juan Bay also has an interesting commercial history, with notoriously flat waters. While you learn, try to keep an eye out for dolphins playing around the boat while watching the sun set over the pristine Caribbean.

5. Sunset Harbor Boat Ride in San Juan

  • Duration: 1.5 hours
  • Departure:  482 Cll Guamani, San Juan, 00901
  • Includes:  Bottled water, local beers, sodas, appetizers

Say you’re tight on time or simply want to pack in as many activities as possible into your day, but still want to partake in a sunset tour. If so, then the Sunset Harbor Boat Ride in San Juan is just for you! This 1.5-hour tour may be a bit compact but it sure is full of fun!

With a pickup from select hotels, the entire experience is streamlined so you can make the most of your time and don’t have to worry about finding a meetup point or transportation

. As with the other tours, the captain and crew are very friendly and knowledgeable about the area, ensuring everyone has a great time.

Take a seat on the relaxing boat ride while enjoying some snacks, soft drinks, and alcoholic beverages. This makes for an excellent precursor to a full dinner on shore while also learning new things and enjoying some fresh air and breathtaking nature.

Partake in some grapes, cheese, chips, and other snacks and beverages. This tour will take you by all kinds of island highlights, such as the Paseo de La Princesa, La Fortaleza, the San Juan City Walls, El Morro, and more!

The excursion involves commentary by the onboard tour guide who knows all about the history of these landmarks, giving you a perspective into colonial times to present-day.

If that weren’t enough, with the sun setting it makes for an even more magical time, illuminating the centuries-old buildings and seas. It makes you feel almost like you’re transported back to “the olden days”.

6. Private Sunset Sail on the East Coast of Puerto Rico

  • Duration: 2.5 hrs
  • Departure:  Puerto Del Rey Marina, 00735
  • Departure Time: 4:30 PM
  • Includes: Snacks, alcoholic beverages, water, soft drinks

Are you looking for a perfectly romantic way to spend an evening with your special someone? Maybe you’re just looking for a relaxing tour to enjoy San Juan’s naturaleza ? If that sounds like something up your alley, take a good look at the Private Sunset Sail on The East Coast of Puerto Rico .

Lasting 2.5 hours, this tour is an excellent way to break up the common stress of scheduling in as much as possible or navigating crowds. Here, you’re going to relax and let any tension melt away while you sip on delicious cocktails, munch on some appetizers, and enjoy the picturesque Costa Rican sunset on the water.

You can choose to sit inside or outside on the deck – whatever you prefer. Seating up to just 6 people, the private sail is meant to be personal. This is also a great way to ask your onboard guide and crew any questions that you may have about the area, the sea, or anything else relating to San Juan.

They’re all very knowledgeable and will provide you with an educational commentary on the area on the landmarks.

Start out by sailing from the marina to the private islands on the eastern coast of Puerto Rico. Once the captain finds the perfect spot, they’ll drop anchor so you can just enjoy all kinds of cocktails and eats while watching the sun set.

This is also the ideal time to take some videos or photos, should you like. You may even see some dolphins or other sea critters, if you’re lucky!

Tour Guides

The San Juan Catamaran Sunset Sail is our Editor's Choice so the top sailing cruise in Puerto Rico

Robert Baker

Related articles, the 7 best el yunque rainforest tours [2024 reviews], the 7 best puerto rico ziplines [2024 reviews], the 6 best puerto rico atv tours [2024 reviews], the 4 best puerto rico bioluminescent kayak tours [2024 reviews].

Catamaran SPREAD EAGLE II

Catamaran Spread Eagle II

Sailing & snorkeling tours in puerto rico, explore our sailing options.

We offer the most exciting sail and snorkeling excursions in Puerto Rico. From Fajardo, we sail out to explore the uninhabited Spanish Virgin Islands’ white sand beaches.

With over three sailing times to choose from, we guarantee that we have the perfect catamaran sailing cruise for you. We’ll take care of all the heavy lifting, so that all you need to do is sit back, relax, and enjoy your cruise.

a small boat in a large body of water

What to Expect

Every guest gets a free snorkel to keep! You are sure to enjoy the waters of the Caribbean.

Feast on our build you own sandwich buffet lunch with piña coladas and fruit punch included.

Sail alongside the uninhabited islands and beaches of the Spanish Virgin Islands.

a group of people on a beach near a body of water

Sail & Snorkel in Puerto Rico

Come enjoy the crystal-clear Caribbean waters and reefs on our daily sail charters, diving tours, and underwater dive tours. Our Puerto Rico sailing and snorkeling tours include pre-packaged and complimentary drinks, and each guest receives a free snorkel. Professional instruction is available for beginners and intermediate swimmers.

Corporate groups and special events can be arranged — they are perfect for tropical weddings and incentive groups. Explore Puerto Rico on our catamaran!

Visit our online shop!

Learn More »

A Superb Adventure in Fajardo, PR

"Great value! Beautiful day on the ocean with 2 stops - the first one more beach-oriented and a chance to practice snorkeling, the second at Tortuga Reef for in-depth snorkeling. The crew were wonderful and the lunch provided exceeded expectations - all fresh, and freshly-prepared sandwich fixings and salads. Even fresh fruit & veg. The free unlimited drinks are not very strong, but for $2, they'll add a shot of rum. Fins, masks and snorkels are provided, which simplifies logistics. We had a great time."

"We had a perfect day for snorkeling and a crew made the entire trip fun and exciting. Great lunch spread and delicious drink selection. Perfect trip for families of all ages. We would recommend the Spread Eagle II for anyone snorkeling out of Fajardo"

"At first I thought there were too many people on the boat but it worked out fine. We had a nice day. The small island where we first stopped had several other boats there. It would have been nice to have landed at a more private place. Same for the spot where we snorkeled. The water was beautiful. We saw some fish, Be sure to wear sun screen!"

"We had a fun day with the friendly and professional crew. Even though the snorkeling visibility was not great, the sailing was fun, the day was beautiful and the whole family enjoyed it. This is definitely a great idea for an outing with anyone from kids to grandparents. People who don't want to snorkel can beachcomb, swim, or just enjoy piña coladas on the catamaran. :)"

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Shore Excursions Group

Catamaran Sail and Snorkel

Catamaran Sail and Snorkel

Spend the perfect day in port with this most popular tour that appeals to everyone and all tastes. Whether you consider yourself a beach bum looking for that perfect stretch of sand or a snorkel enthusiast in search of a perfect reef, come and sail away on this catamaran adventure off the beautiful east coast of Fajardo. Climb aboard for a signature experience on a sleek catamaran and discover what is known as the Enchanted Island, Puerto Rico. Sit back, relax and enjoy a scenic 30-minute sail to Icacos Island or to one of the breathtaking surrounding islands of the Fajardo Keys. Prepare to indulge yourself in the serene atmosphere and either relax on the beach, take a refreshing swim or snorkel for some underwater exploration.

Get a taste of the tropical isle life once the catamaran arrives to the island. The boat can sail directly to the beach so that when you disembark you will find yourself in knee-deep crystal-clear blue waters. Take advantage of our professional snorkeling lessons provided by our crew, swim and/or snorkel from the shore, walk the soft, white sand beach for some shell hunting, or just relax and sunbathe at your leisure.

After spending some time at the island enjoy a delicious picnic lunch prepared and served on board by our crew. After lunch your boat will head back out on the water and anchor approximately 200 yards offshore over a living coral reef. Here you will have the opportunity to snorkel over the reef and view numerous tropical fish and coral formations. Relax as the catamaran returns you back to the marina on a picturesque sail and recount this amazing day with your fellow shipmates, making memories that will not soon be forgotten.

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Cruising Catamaran Learn-n-Cruise

Basic coastal cruising (asa 103), bareboat cruising/charter (asa 104) and cruising catamaran (asa 114), (11 am saturday through 11 am friday).

Our most popular course model, this weeklong live-aboard course will take you out in the San Juan Islands aboard one of our swift, stable, spacious catamarans, for a long stretch of sailing, exploring and learning, in a relaxing teaching environment. This course is designed to develop your fundamental sailing and navigation skills as well as to introduce you to the skills unique to multihull sailing and twin engine maneuvering. You will have the opportunity to achieve Basic Coastal Cruising (ASA 103), Bareboat Cruising (ASA 104) and Cruising Catamaran (ASA 114). Basic Sailing certification or equivalent experience is a prerequisite.

  • If you already have ASA 103 and 104, you can still attend this course and enjoy a more relaxing week of review and skill refinement, while also completing your ASA 114.
  • You’ll learn the skills essential to skippering a twin screw 38' - 41' catamaran aboard this comprehensive weeklong course.
  • This course will cover sailing fundamentals for Basic Coastal Cruising (ASA 103) and Bareboat Cruising/Charter Certification (ASA 104), well as the nuances of multihull cruising for Cruising Catamaran (ASA 114).
  • The course is taught on one of our beautiful catamarans and is geared to the student who is primarily interested in learning and sailing on a catamaran and who wants the added skills to charter multihulls between 30 and 50 feet.
  • There will be both a written and a skills test for each certification to complete the course. Thorough study of the texts, Basic Coastal Cruising Made Easy, Bareboat Cruising Made Easy and Cruising Catamarans Made Easy , will prepare you for your course and greatly enhance your learning experience. The curricula (links below) are helpful to follow while reviewing the texts and will streamline your studying.
  • Based on boat size and cabin layout, this course can accommodate up to 5 students. A 4 student minimum is needed to send a course.
  • There will be opportunities for free time, to go ashore and explore the island beaches and trails, villages and marinas, or simply enjoy a quiet anchorage from the cockpit of your catamaran.
  • All meals included, with the exception on one night, when you’ll eat ashore and enjoy the local island dining. Overnight will mostly be at anchor or mooring ball, with one night at a marina. Bed linens are included.

SPRING (3/15 – 6/7) $3025 per person (private stateroom) $2725 per person (shared stateroom)* SUMMER/FALL (6/8 – 10/15) $3295 per person (private stateroom) $2995 per person (shared stateroom)*

Spend 7 days/6 nights living aboard and learning from an ASA certified USCG Captain/Instructor, while exploring the San Juan Islands. Tuition includes your ASA 103, 104 & 114 certifications, a private stateroom, linens, meal provisioning, fuel and moorage. *To receive the $300 shared stateroom discount, you and the person you will be sharing a stateroom with must book your course together. We do not pair people who do not know each other.

This course covers ASA 103 (Basic Coastal Cruising), ASA 104 (Bareboat Cruising/Chartering), and ASA 114 (Cruising Catamaran). If you prefer to join the class to practice hands-on skills but not pursue ASA certifications, you are welcome to do so. Please let us know if you will not be pursuing ASA certifications and we will discount your tuition $60.

Basic Sailing (ASA 101) certification

If you don’t have the prerequisites, but do have equivalent experience, click here for information on challenging prerequisite certifications.

. The same date being listed more than once indicates multiple sessions of this class on that date.

If the course you are seeking is full, please contact us to be put on a waitlist.

Coastal Cruising Made Easy by ASA Bareboat Cruising Made Easy by ASA Cruising Catamarans Made Easy by ASA Order texts online through the ASA Store , through Amazon or iBooks , or check out from your local library.

Now you’re ready for your first catamaran bareboat charter vacation! Click here for information on options to let you implement and enjoy what you have learned after graduation and to help you continue to build your sailing skills.

Please arrive at our office at 10:45 am. We will introduce you to your instructor and you’ll begin loading your gear onto your boat (making lunch together with your crewmates will be your first activity before departing). You'll want to be fully prepared to take your Basic Coastal Cruising (ASA 103) written test either Saturday evening or Sunday morning, after you are on the boat. This is the first of three written tests. Each level of certification has a written exam and a skills exam and every few days another written exam will be completed. Thorough study of the textbooks will prepare you for the course and greatly enhance your learning. We highly recommend using the curriculum (link below), in conjunction with the textbooks, as a guide to help streamline your studying.

At the end of your learning vacation your boat will return to the San Juan Sailing docks by noon on Friday. Please allow yourself two additional hours to unload, debrief, and shower when planning your transportation home.

Class size is limited, so please contact us by e-mail or at 360-671-8339 for course availability, to register or if you have additional questions. If the above dates do not fit your schedule, please contact us to explore alternate arrangements.

Go to the following links for more information:

  • ASA 103 Curriculum
  • ASA 104 Curriculum
  • ASA 114 Curriculum
  • Packing List
  • Course Checklist

Special Opportunities

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COMMENTS

  1. THE TOP 5 San Juan Catamaran Cruises (Prices from $99)

    1 hour 30 minutes. Free Cancellation. from. $99.00. Likely to Sell Out. San Juan Catamaran Sunset Sail with Drinks Included. 497. Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride.

  2. Castillo Tours

    Castillo Tours is a full-service DMC with 45 years of experience. Water sports, cultural adventures, culinary experiences, adrenaline-filled tours, relaxing walks connecting with nature — we can provide it all. From family events to corporate groups, we can help you achieve an unforgettable experience in Puerto Rico. Browse Our Tours.

  3. THE TOP 10 Puerto Rico Catamaran Cruises (Prices from $99)

    Along the way enjoy a lunch, with included bottled water, sodas & tropical drinks. 5 hours 30 minutes. Free Cancellation. from. $131.21. Likely to Sell Out. San Juan Catamaran Sunset Sail with Drinks Included. 497. Sail the calm, azure waters of San Juan Bay at sunset during a cocktail cruise.

  4. Salty Dog Catamaran

    Book our new mini catamaran, El Russo, for your group of up to 6 guests. Customized to do beach and snorkeling or beach alone. ⁣Call today or Book Online: 787-717-6378 . Most Popular! DAY SAIL & SNORKEL. From $ 102.

  5. San Juan Catamaran Small-Group Sunset Sail with Drinks 2024

    What To Expect. Soak up views of San Juan from the water, and watch the sunset in style, on this sunset catamaran cruise, with drinks included and an intimate group of just six passengers on a 37-foot (11-meter) catamaran. Make your own way to the San Juan Bay Marina to board the catamaran from dock A72 before your scheduled departure time.

  6. San Juan Catamaran Sunset Sail with Drinks Included

    Hop aboard a catamaran sailboat and take in the sights of historic San Juan Bay on this picturesque sunset tour. Perfect for a romantic moment with your sweetheart or a fun time with a group of friends, this evening sail includes your choice of beverages including beer and wine. Plus learn about historical landmarks from the captain along the way.

  7. San Juan Sailing Charters

    Our new 55′ sailboat Northwind, offers a luxury yacht charter experience for up to six guests in private staterooms with ensuite baths. Each one of our San Juan Sailing Charters and Inside Passage cruises are one of a kind, designed for your group from the ground up. From your preferences on food and drink, to where we go and what we see and ...

  8. 3 Best Puerto Rico Sailing Tours & Charters

    Established in 2015, Sail PR is a young, modern experience provider. Our captain is a semi-pro racing sailor currently ranked #14th in the world sailing his specialty, Hobie Cat 16 sailboats. Our 37ft Lagoon Catamaran sailboat will take you sightseeing Old San Juan and San Juan Bay in a small group with complimentary drinks included!

  9. THE 10 BEST Puerto Rico Boat Tours (with Prices)

    Hop aboard and join us for a captivating journey on a sunset pontoon boat tour, exploring the timeless allure of San Juan…. Free cancellation. from. $99. per adult. 9. Icacos Beach Day Package with Water Taxi Transport from Fajardo. 299. Adventure Tours.

  10. San Juan Tours

    SAN JUAN 2-hour ATV. AVAILABLE AT. 9:00AM/12:00PM / 3:00PM. *We are 15 minutes away from most hotels on Condado and Isla Verde area*. Experienced guides take you through 2,200 acres of land where you enjoy views of mountains, mangroves, lagoons, limestone formations, and wildlife roaming freely! Book Now. Learn More.

  11. Sail Getaways

    Sail Getaways will be open for business starting August 16, 2024. We look forward to continuing our adventures with you on the beautiful waters of Puerto Rico! Previous slide. Most Relaxing. From $130. Lunch included. Sailboat. Beach & Snorkel. 5 Hours.

  12. The BEST San Juan, Puerto Rico Cruises & boat tours 2024

    The best San Juan, Puerto Rico Cruises & boat tours are: From Fajardo: Full-Day Culebra Islands Catamaran Tour. San Juan: Old San Juan Sunset Cruise with Drinks & Transfer. From Fajardo: Icacos Island Full-Day Catamaran Trip. From San Juan: Bioluminescent Bay Boat Tour and Hot Springs.

  13. THE TOP 10 San Juan Boat Cruises, Sailing & Water Tours (w/Prices)

    1 hour 30 minutes. Free Cancellation. from. $59.00. San Juan Sunset Harbor Boat Ride. 993. Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck.

  14. Puerto Rico Sunset Sail

    Our afternoon and sunset tour takes you to one of the most stunning islands and coral reefs on the eastern coast of Puerto Rico. It's truly an experience you don't want to miss! Transportation: Roundtrip transportation is available from most locations in Metro San Juan and hotels at an additional cost of $50 per person.

  15. Catamaran Cruise to Icacos Island from San Juan

    Catamaran Yacht Cruise to Icacos Island. Having picked you up from your hotel in San Juan, we'll make our way towards the Puerto del Rey Marina, from where we'll set sail in the direction of Icacos Island.. During the journey, as well as travelling comfortably and in style in a catamaran sailboat, you'll be able to enjoy the views of the mountains and El Yunque: Puerto Rico's tropical forest.

  16. The 6 Best Puerto Rico Sunset Sailing [2024 Reviews]

    Let's start things off with the beautiful San Juan Catamaran Sunset Sail.This 2-hour sail is the perfect way to lead you from the warm day into a refreshing evening. While sailing on just about any bay will make for a picturesque moment, the San Juan Bay and port have a rich history and various landmarks that make this tour particularly special.

  17. 2024 (San Juan) Culebra Snorkeling Tour by Catamaran from Fajardo

    Culebra Snorkeling Tour by Catamaran from Fajardo. Book this package that makes it a breeze to cruise to Culebra from Fajardo for a day of swimming and beach-hopping. It includes a pre-packed lunch box with a choice of chicken salad wrap or veggie wraps, pasta salad, bean salad, fruits, and beverages. Grab a rum punch or piña colada from the ...

  18. Catamaran Spread Eagle II

    Come enjoy the crystal-clear Caribbean waters and reefs on our daily sail charters, diving tours, and underwater dive tours. Our Puerto Rico sailing and snorkeling tours include pre-packaged and complimentary drinks, and each guest receives a free snorkel. Professional instruction is available for beginners and intermediate swimmers.

  19. Icacos Island Catamaran Day Sail from Fajardo

    Live out your island castaway fantasies aboard a luxury catamaran as you visit the deserted tropical island of Cayo Icacos from San Juan on this half-day sailing cruise. Sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling, lunch, and rum cocktails.

  20. Catamaran Sail and Snorkel

    Get a taste of the tropical isle life once the catamaran arrives to the island. The boat can sail directly to the beach so that when you disembark you will find yourself in knee-deep crystal-clear blue waters. Take advantage of our professional snorkeling lessons provided by our crew, swim and/or snorkel from the shore, walk the soft, white ...

  21. Cruising Catamaran Weeklong Course

    Cruising Catamaran Learn-n-Cruise ... Spend 7 days/6 nights living aboard and learning from an ASA certified USCG Captain/Instructor, while exploring the San Juan Islands. Tuition includes your ASA 103, 104 & 114 certifications, a private stateroom, linens, meal provisioning, fuel and moorage. ...

  22. Icacos Deserted Island Catamaran, Snorkel, and Picnic Cruise

    Icacos Beach Day Package with Water Taxi Transport from Fajardo. 418. from $99.00. Puerto Rico, Caribbean. Indigenous Roots Tour with Farm-to-Table Meal and Transport. 8. from $175.00. Puerto Rico, Caribbean. Largest Natural Waterslide, River Hike and Beach Tour in Arecibo.

  23. Cruises from San Juan to the Caribbean

    Port: San Juan • St. Thomas • St. Croix • St. Maarten • St. Lucia • Barbados • San Juan 1,508 reviews Jun 22, 2025 Jul 20, 2025 Aug 17, 2025 Sep 14, 2025 Oct 12, 2025

  24. Fajardo Full-Day Culebra Catamaran Trip 2024

    This Culebra tour is the perfect mix of adventure and relaxation, good food and drinks, and a laid-back afternoon sunbathing and swimming on some of the world's most pristine beaches. Start your day trip with optional pickup from select hotels in San Juan, and head for your catamaran cruise leaving from Puerto del Rey ferry terminal in Fajardo.