st thomas sailboat excursions

ST. THOMAS SAILING CHARTERS

Snorkeling with Turtles

Morning and afternoon.

St. Thomas Sunset Sails

$1500 starting at, sailing from 5:00-7:00pm.

St. Thomas Day Sails

Morning and afternoon.

Private Full Day Sails

Customize your trip, sailing the usvi for over 25 years.

Come aboard and see why vacationers return year after year to sail around the beautiful blue waters around St. Thomas and St. John!

CURRENT CONDITIONS

WATER ISLAND

Half Day Sailing

DINGHY'S BEACH BAR

Ask about Dinghy's lunch and cocktail menu for Fury Charters!

We have over 800 excellent reviews on TripAdvisor! Fury Charters has earned a certificate of excellence every year since 2012.

MAKE A RESERVATION

If you have questions and would prefer to call us directly, please do so! If we are out sailing, we will call you back as soon as we can.

Book online for a 10% discount!

Explore the Virgins like a Pirate™ Boat Charters in St Thomas & St John USVI

Virgin islands public charters, 3, 6, 7, or 9 hour trips.

USVI & BVI Options

Per Person Pricing, Perfect for Solo Travelers, Couples.

Small Groups

Power Boats or Sailing  Catamarans

Private Boat Charters

4 hour, 6 hour, or 8 hour trips.

USVI or BVI Options

Fully Customizable PRIVATE Virgin Islands charters  starting at only $550

Power Boats or Sailing Catamarans

Boats from from 27′ – 55′

Snorkel/Sunset Cruises

2-3 hour trips.

Perfect for guests looking for a couple hours on the water and not a full day.

Family Owned & Operated Boat Charters in St. Thomas & St. John, USVI

• Hour Glass 6–8 Hours
• Users 49 Guests Max

55′ Power Catamaran – Gorda Pirate

Price **INCLUDES FUEL**

Available for  USVI or BVI  Charters.

Large Group? No Problem. Full day private trips for up to 49 guests. Private charters are completely customizable and include a full Open Bar ALL DAY and Snacks.

• Hour Glass 9 Hours

Virgin Gorda – ALL DAY!

Ever wish you could spend the entire day exploring The Baths, or just relax at Devil Bay for hours. This trip allows our guests to spend the entire day Exploring the Island of Virgin Gorda on their own. Explore, Beach, Snorkel, Relax or take an island tour.

• Hour Glass 8.5 hours
• Users 12 Guests Max

Jost Van Dyke Funday & Willy-T

Note: Trip does not operate between August 23rd – October 3rd

We have combined our two most popular Jost Van Dyke trips into one day!! Explore everything that Jost Van Dyke has to offer and then we stop at The Willy-T on our way back in the afternoon.

Catamaran Sail to Jost Van Dyke - (Foxy's & Soggy Dollar Bar)

Note: Trip does not operate between August 1st – October 15th

Maximum only 12 guests on this very personalized trip. Maximize your time exploring Jost Van Dyke! The is NO Snorkel Stop, so you can enjoy the maximum time on Jost Van Dyke. Enjoy over 6 hours on Jost Van Dyke in the British Virgin Islands.

• Hour Glass 4–8 Hours

45′ Luxury Sailing Catamaran Charter

Price * INCLUDES FUEL*

SP1 & SP 2 are luxurious sailing catamarans that are very comfortable for groups of 12 or less. Our sister sailing catamarans are identical, luxurious Fountaine Pajot, Lipari’s. Enjoy a relaxing day being pampered while sailing through the Virgin Islands.

( BVI is to Jost Van Dyke only)

• Hour Glass 3 Hours

Sunset Sail & Pizza Pi

Family Friendly Happy Hour & Sunset Sail.

Enjoy a quick snorkel at Christmas Cove, Pizza from Pizza Pi & a relaxing Sunset Sail on our luxury sailing catamaran. This is a very personalized experience with only a MAX of 12 guests.

This trip operates all year!

• New Itinerary!
• Hour Glass 8 Hours
• Users 14 Guests Max

Circle St. John + Food Boat Tour – Lime Out, Pizza Pi & Lovango Beach Club

Note: Trip does not operate between August 2nd – November 4th

Experience the beautiful scenery as we Circle the island of St. John . Spend a full day Snorkeling & Eating our way through the crystal clear waters of the US Virgin Islands.

Circle the entire island St. John

Enjoy lunch at Lime Out, Pizza from Pizza Pi and Happy Hour at Lovango Beach Club.

Snorkel Christmas Cove and Lovango Cay.

• Hour Glass 6 Hours

Turtles, Pizza & Shipwreck Tour

Enjoy a beautiful sail on a Luxury Sailing Catamaran along the beautiful Northern shore of St. John. We will stop in Maho Bay, St. John to swim with the resident sea turtles and then we will snorkel a shipwreck and enjoy pizza from Pizza Pi in Christmas Cove, Great St. James Island.

Sandwich Lunch served on board during the months that Pizza Pi is Closed

• Users 6 Guests Max

27′ Hydra Sport USVI Boat Charter

Local USVI trips only

Our 27-foot Hydra Sport Center Console is super fast with twin 300HP engines, has a rocking Bluetooth stereo system and is perfect for cruising around the **US Virgin Islands** in affordable style. Just bring your towels and we take care of the rest.

This boat is for US Virgin Islands trips only and can NOT visit the British Virgin Islands.

42′ Power Boats – Stormy Petrel & Pirates Penny

Price * INCLUDES FUEL *

Available for  USVI or BVI  charters

Fully Customizable, Private charters go where you want when you want to go. These classic style boats can comfortably accommodate of 12 guests in BVI waters and 14 pax in USVI waters. These boats were exclusively built to navigate the Sir Francis Drake channel and the trip to Virgin Gorda.

• Users 11 Guests Max

37′ Axopar USVI / BVI Boat Charter

Available for  USVI or BVI  charters.

Our 37-foot Axopars are super comfortable and fast with twin 300HP engines, have a rocking Bluetooth stereo system and they are perfect for cruising around the Virgin Islands with your friends or family in style and comfort.

• Hour Glass 2-3 Hours

Private – Sunset / Snorkel Cruises

Price * INCLUDE FUEL *

This is the perfect “Private Experience” for guests who want to enjoy only few hours on a boat. Watch the sun set, with with a 360 degree view. Undeniably the most beautiful place to watch the sun set in the Virgin Islands.

The Baths and White Bay BVI Tour

Visit the 2 most Popular Destinations in the BVI without being rushed!

Spend the morning exploring The Baths on Virgin Gorda where we’ll take you on a guided hike to beautiful beaches through exotic grottos and caves. Then enjoy a relaxing afternoon of sipping Painkillers at The Soggy Dollar Bar on White Bay Beach, Jost Van Dyke.

Explore the Virgins like a Pirate

A day spent boating will be the best day of your Virgin Islands vacation! Whether you are a solo traveler looking to join a scheduled St Thomas boat tour or a large group planning a fun event, Stormy Pirates has the perfect boat for your Virgin Islands boat day.

Check us out on Instagram!

@stormypirates.

Top Rated Virgin Island Boat Charters & Tours on TripAdvisor and Google!

My wife and I have been in St. Thomas on our honeymoon and were recommended Stormy Pirates charters for a fun day on the water. We ended up taking the 7 hour sea turtle snorkel and sunset sail tour with Brandon and Amanda and had a freaking blast! The boat was beautiful, the trip was better than described and the crew showed us a fantastic time. 10/10 would recommend and we will absolutely be coming back! Thanks guys!

My husband and I had the best time on this excursion. This was by far the highlight of our trip!! We got to see different islands and learn so much history about St John and St Thomas. The crew also had snorkel gear so we could snorkel each island we stopped at, we saw a sunken ship, sea turtles, stingrays. The crew was OUTSTANDING, Kenny and Susanna went above and beyond and made the best cocktails. This was such a wonderful experience!! Highly recommend stormy pirates. (I even changed my pick up from st Thomas to St. John and they were so accommodating)

What a way to spend a day. Met the crew at the dock, jumped on the boat, and had the time of our lives for the day. A couple of snorkel stops, a little sightseeing of the beautiful island of St. John, and then lunch at Lime Out Taco Bar. Lime Out was an excellent experience floating in the clear water surrounded by a beautiful area and eating some great tacos. This was my second trip with Stormy Pirates, and I brought the entire family as my first trip with them was great. Thanks to the crew for making this a day to remember.

We had an amazing time on their Sale Pending 2 boat. Captain Rich was funny and a really good Captain, we knew we were in good hands and safe. Tara, the crew member was so authentically attentive and caring. We had drinks all day long, sodas, water, punch, cocktails. They had fruit and muffins waiting, a scheduled pizza delivery on the boat, snorkeling equipment and the knowledge the guests needed to find sea creatures. So many small detailed extras to make the day superb!

An Unforgettable Catamaran Experience

Good times ahead.

57+ reviews

139+ reviews

116+ reviews

3200+ reviews

Our Signature Experiences

Champagne sunset sail, maho bay turtle snorkel sail, lime out snorkel, the lady lynsey, departing from the beach at the ritz-carlton, st. thomas.

Set sail aboard our luxury sailing catamaran, The Lady Lynsey. Christened alongside the grand re-opening of The Ritz-Carlton, St. Thomas, The Lady Lynsey is among the finest catamarans anywhere in the world. Her style and service are built on the legacy and service of the original Lady Lynsey, which served guests from the hotel for over 20 years.

Our Onboard Experience

Legendary staff & service.

Each excursion includes a selection of gourmet food and beverage offerings prepared by The Ritz-Carlton, St. Thomas culinary team. Our captains and crew members pride themselves on upholding the legendary service standards at the core of the Ritz-Carlton brand at all times.

The Story of Lady Lynsey

Many years ago, when the Golden Age of sail and piracy came to the Caribbean, a young girl was born to a poor family that lived in the Virgin Islands. She was named “Lynsey”, and she would become one of the fiercest pirates to ever sail the seas.

But women couldn’t become captains in those days, let alone become part of the crew. So when she came of age, she dressed up as a lad, kidnapped her best friend Jack, and signed up as part of a ship’s crew.

Jack eventually became the ship’s cook and was nicknamed “Dusty” for constantly covering the ship’s mess with flour as he hastily prepared the crew’s meals. But headstrong Lynsey was never promoted to anything higher than a swab, relegated to cleaning the bilges and tidying up after the rest of the crew. Still, she never lost sight of her dream.

Sail | Snorkel | Gourmet Food & Open Bar | Music | Fun

Captain Jon Stewart in memoriam...

Start exploring, welcome to rumbaba charters.

Have you always wanted to sail through the beautiful Carribean waters, snorkel pristine coral reef habitats, or learn more about the history and legends of the U.S. Virgin Islands?

Join us at Rumbaba Charters for a private sailboat charter. With our amazing food menu and one of the best open bars on the water. You can float the waters with a refreshing cocktail and get lunch cooked on board as you snorkel. Entrees including but not limited to seared Ahi tuna, Hawaiian kulua pork, Mahi Mahi a fish so nice they named it twice, or even a hotdog for the gourmet in your group. Sit back, relax, and let our professional yet laidback crew handle everything!

Our decades of experience combined with a passion for the sailing life, will give every guest a breath-taking excursion into some of the most awe-inspiring areas surrounding the US Virgin Islands. Join our amazing crew as we set sail toward an adventure unlike any other. The best part? You can customize your own private day sail or sunset sail. We offer unique activities including snorkeling in St. Thomas and St. John and swimming with sea turtles! Join us for an unforgettable vacation adventure during your time in St. Thomas!

BOOK ONLINE

Taking an ordinary trip to the US Virgin Islands and making it extraordinary to our adventurous guests.

We offer mixed charters up to 7 people and custom private day sail and Sunset trips up to 12 people. While on board Rumbaba — our 37ft Hunter Legend racer/cruiser sailing vessel — you’ll be treated to the sights and pleasures that only the waters of the Caribbean can offer. Rumbaba offers a level of customer service that is unparalleled. Its nimble and graceful profile also provides an exhilarating experience as we glide quickly through the turquoise waters.

Snorkel, dine, relax, and soak in all the wonders of the Caribbean’s most astonishing scenery while our crew pulls out all the stops to ensure a completely delightful excursion for you and your guests.

HEAR FROM OTHERS

Our testimonials.

"I just wanted to let you know that we had a great time and enjoyed the food, the snorkeling, the view, the company and especially the drinks (painkillers). We have told all our friends about you. We will never forget our time in St. Thomas." - Anna and Bubba Naquin

A Unique experience

You can customize your own private day sail or sunset sail. we offer unique activities including snorkeling in st. thomas and swimming with sea turtles join us for an unforgettable vacation adventure during your time in st. thomas..

Seas The Day Charters

Luxury day charters in st. thomas, usvi, private boat charters from st. thomas to st. john, st. thomas to water island and to the british virgin islands, winner 2024 tripadvisor travelers choice award, rated #1 outdoor activity by tripadvisor, winner 2022 best day sail charter company - vi daily news, a certified eco-business by virgin islands clean coasts, search available boat charters by date.

Luxury Catamaran Charters and Fast Powerboat Charters

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Luxury Catamarans | Private Boat Charters

• Best Family Value
• User All ages
• Hour Glass 7 hours

Fun, Relaxing Catamaran Day Charters Aboard S/Y Mazu or S/Y Neptune

Experience a full day of sailing, snorkeling and beach hopping on a private boat charter. This full-day private boat charter is ideal for up to 8 guests who will enjoy the comfort and amenities aboard a Gemini Legacy catamaran. For groups larger than 8 guests, please call.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

• Most Popular
• Hour Glass 4-7 hours

Luxury Full & Half Day Charters Aboard Sailing Catamaran 47’ S/Y Pisces

Enjoy a private luxury catamaran boat excursion and discover the beautiful, quiet beaches of St. Thomas. Snorkel with stunning coral reefs full of fish and turtles. This boat charter is the perfect way to spend a day on the water in St. Thomas! Private boat charter for up to 12 guests.

Depart on this St. Thomas boat charter from Havensight, St. Thomas—conveniently located near the cruise ship docks.

Private Luxury Boat Charter – Full & Half Days Aboard a 50' Catamaran

Explore St. Thomas in style on a half-day or full-day charter on your own 50′ luxury catamaran yacht! You and your captain will design your perfect day of snorkeling and beach hopping in the Virgin Islands. All-inclusive, up to 12 guests.

Full-day boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club. Half-day boat charters depart from Red Hook, St. Thomas.

Shared Boat Charters From St. Thomas Snorkeling & Beach Hopping

• Hour Glass 4 hours

Snorkel & Swim with Turtles – Buck Island & Water Island Shared Boat Charter

Embark on a 4-hour semi-private boat charter experience to Buck Island and Water Island USVI from St. Thomas! Snorkel and swim with turtles at Turtle Cove and explore coral reefs that are home to tropical fish such as snapper, hamlets, parrotfish, surgeonfish, squirrelfish and other sea life. Then enjoy the beautiful white sandy Honeymoon Beach at Water Island.

Snorkel and Beach Catamaran Charter – Red Hook to St. John Shared Experience

Snorkel and explore colorful coral reefs full of tropical fish, swim with turtles then visit one of the prettiest beaches in the USVI. On this intimate, semi-private boat charter, up to 12 guests will enjoy a 4-hour snorkel and beach adventure to St. John. This USVI boat charter is a great way to enjoy a day on the water from St. Thomas.

Depart on this St. Thomas boat charter from Red Hook, St. Thomas.

Fast Powerboats | Private Boat Charters

Island flyer private catamaran – fast, fun beach hopping and snorkeling charters.

Spend a full or half day with friends and family on a private boat charter touring the USVI aboard M/V Island Flyer, a 36′ Blue Planet Power Catamaran. Snorkel with colorful fish and coral, swim with sea turtles and beach hop throughout the U.S. Virgin Islands.

Depart on this USVI boat charter from Havensight, St. Thomas, Red Hook, St. Thomas, Cruz Bay, St. John, or Lovango Resort and Beach Club.

Fast Powerboat M/V Poseidon – Private Half & Full Day Boat Charters

Explore the U.S. Virgin Islands in style aboard M/V Poseidon, our 36′ TwinVee power catamaran. Swim with sea turtles and see amazing fish and colorful coral! Private boat charters from St. Thomas to St. John or Water Island and the many other surrounding islands and cays for up to 12 guests.

Full-day USVI boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas. Half-day USVI boat charters depart from Red Hook, St. Thomas.

U S V I Private Powerboat Charters on 31' M/V Aquarius

Book a private charter from St. Thomas to St. John or Water Island and snorkel the many cays and beautiful beaches of the U.S. Virgin Islands. Cruise through the USVI on this fast private powerboat or explore at a more leisurely pace; the choice is yours. Half-day and full-day boat charters are available for up to 12 guests.

Private Full-Day Boat Charter Aboard M/V Hydra, a Luxury Power Catamaran

Take a luxury private charter and experience the Virgin Islands aboard M/V Hydra. This spacious 40′ Gemini power catamaran offers extensive seating both on the bow and shaded aft deck. M/V Hydra is fast, dry and a whole lot of fun! Up to 12 guests will enjoy beach hopping and snorkeling in the turquoise waters of the Virgin Islands.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas.

• Hour Glass 8 hours

Private Day Trip to the British Virgin Islands – Aboard 31' M/V Aquarius

Island hop to the BVI on a full-day private charter to Norman Island, Sandy Spit, Jost Van Dyke and other fun destinations in the British Virgin Islands. M/V Aquarius can accommodate up to 12 guests. Passports are required.

Depart on this BVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

British Virgin Islands Private Charter Aboard 36' M/V Poseidon

Enjoy a full-day private boat charter for up to 12 guests to the British Virgin Islands aboard our TwinVee PowerCat M/V Poseidon. Snorkel, beach or barhop – you and your captain will plan your perfect itinerary for your group. Passports are required for all guests.

• Captains Only
• User Captains Only
• Hour Glass 6 hours

15' Luxury Center Console Runabouts

Seas the Day Charters USVI has four luxury 15-ft runabouts available for rent to qualified captains. These 15-foot rigid inflatable boats (RIBs) feature 40 HP Yamaha engines, center console configuration and custom cushioned seating behind helm, in front of helm and on the bow.

Depart on this St. Thomas boat rental from Red Hook, St. Thomas.

Search Available Charters By Departure Location

Red hook, st. thomas boat charter departures.

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St. John Boat Charter Departures

Havensight, st. thomas boat charter departures, lovango boat charter departures, private charters from st. thomas to st. john, st. thomas and the british virgin islands, winner 2022 best day sail charter company – vi daily news.

Initial Public Offering Announcement

AMDI plans to conduct its initial public offering (IPO) through the New York Stock Exchange American with the symbol ‘AMDI’ through its underwriter, Kingswood Investments, a division of Kingswood Capital Partners, LLC (or Kingswood), which is acting as the sole representative of the underwriters. AMDI anticipates a public offering price between $3.50 to $4.50.

AMDI is a maritime tour activity and attractions operator with the following wholly-owned operating units: Seas the Day Charters in the U.S. Virgin Islands, Tall Ship Windy in Chicago, Illinois and Paradise Adventures in Panama City Beach, Florida. The Company plans to use the proceeds of its IPO to acquire Paradise Yacht Management and Charter Smarter in the U.S. and British Virgin Islands and the Bahamas.

Interested parties may subscribe to the IPO or obtain a prospectus and more information at Webull .

You may also obtain the Company’s prospectus and other information at the SEC website .

Seas The Day!

2024 Tripadvisor Travelers Choice Award Winner!

We are a full-service charter company based in St. Thomas, US Virgin Islands that works tirelessly to ensure you and your guests enjoy your time while in the USVI. From private day sails and shared charters, explore the US Virgin Islands or experience fast and fun trips to the British Virgin Islands, we ensure you and your party have fun and stay safe!

We employ only the Islands’ best talent; our captains are all highly certified with the vessels they sail and our first mates have years of experience aboard luxury sail vessels taking care of guests and the well-being of the boat. You are in superior hands when you board a Seas the Day Charters USVI watercraft.

At Seas the Day Charters USVI we prioritize environmental conservation and sustainable practices. We are proud to be recognized as a certified Eco-Business by the Virgin Islands Clean Coasts.

Make the Most of Your Days in the Virgin Islands with Seas the Day Charters

Book directly online & save money, winner 2024 tripadvisor travelers' choice award.

Captain Kyle and Henry were fabulous! This activity made an incredible vacation fabulous! Kyle and Henry made everyone comfortable and make the trip fun. Kyle even gave us some history of the landmarks we saw. I would recommend Kyle and Henry and this boat ride as a must do!

This day was great and so was the boat and the captain. We had our family of 4 and we went out with Brian for a full day around St John. We had such a great time and he was the nicest person and so easy to talk to. He also knew alot about the island and its history. He also made the best rum punch. (best we had while on the island for a week) BEST DAY WE HAD ON VACAY. Highly recommend this company for your boat day needs and ask for Brian.

What a great time we had. Wedding went well, and the snorkeling at water island. They took us where we saw sea turtles and stingrays. The captain and Rachel we such great hosts, so attentive and just so nice. We all enjoyed our half day tour. Can’t say enough good things about them!

We spent half day celebrating our friends one-year Wedding Anniversary on Pisces catamaran! It was such an amazing time; Captain Connor and his first mate Chelsea were excellent! It was tranquil and quite relaxing; I will certainly use them again when ever my family and friends visit us in St. Thomas! I will also recommend Seas the Day Charters and Tours to my Airbnb guests!

What an incredible day!! Captan Bryan is amazing and probably the best captain we’ve ever had! He listened to basically what we wanted to do and then crafted the itinerary to perfection. We circumnavigated St. John and he took us to some of the most beautiful spots for snorkeling and just relaxing in the water. His superb timing got us to Lime Out for lunch at JUST the right time to secure us the best Lilly pad in the house! He was personal and informative and took the trip (which would have been great by itself) to the next level. Highly recommend!!

We had an absolutely fabulous day with Glenn! Truly, it could not have been better! Glenn is a very experienced sailor and very knowledgeable about the Caribbean. He is also a great guy and we all thoroughly enjoyed hanging with him for the day. We snorkeled at several great spots in the BVI, visited Willie T's and Soggy Dollar.

Whenever we visit St John "Boat Day" is always everyone's favorite day of the the vacation. This year was fabulous! We are a 3 generation family of 11 with six kids ages 9 and under. Captain Alex and First mate Aaron found out exactly what we like to do and they made it happen. The snorkeling was amazing, lunch from the pizza boat was delicious and fun and the time out on the water all day cannot be beat. Thank you Seas the Day and especially to Alex and Aaron. Our day really could not have been better!!!

An amazing experience to St. John! We went to snorkel at 2 different places that were both beautiful! Captain Greg and Coleman were amazing and so nice. They answered all of our many questions about the island and gave us the best information. They were so knowledgeable! We never felt rushed and we felt like they wanted to give us the best experience possible. The boat was so clean and the snorkeling gear was great. Very professional. This is the charter to book!

Virgin Islands Rates

Summerwind Sailing Experience

Why choose summerwind sailing in the virgin islands.

• Enjoy the quiet and relaxation of a true sailing vessel underway.
• We cater to cruise ship passengers as well as hotel/resort guests seeking a memorable adventure.
• Snorkel gear is provided, freshwater showers, automatic flush bathrooms, Starlink internet aboard, surround sound stereo with Apple Music, snacks, drinks are complimentary.
• Despite being a 50 foot yacht (longer and wider than others), we take ½ the number of guests as some excursion yachts in St. Thomas. Summerwind accepts only 12 guests maximum.
• All of our guests can fit in our shaded cockpit with its open design and twin helms. Guests can also go below and relax in AC or stretch out on the foredeck and feel the breeze as we sail.
• Summerwind is more comfortable and better equipped presenting a luxurious look and feel with a navy hull and varnished teak rails.
• Summerwind is up to 30 years newer than other yachts offering sailing excursions in St. Thomas.
• Private and semi-private adventures available.

Sail and Snorkel with turtles and other Sea Life in the U.S. Virgin Islands

3.5 Hour Excursion – Morning & Afternoon Departures

Check for Availability and Pricing

Semi-Private per Person & Private Charter Pricing Available

Max Occupancy – 12

St. Thomas & St. John & Half Day or Full Day Sailing Adventure

Explore the U.S. Virgin Islands

Semi-Private per Person and Private Charter Pricing Available

St. Thomas Sunset Sail

2.5 Hour Excursion

U.S. Virgin Islands Sailing Adventures up to 6 nights, 7 days aboard

A Memorable Luxury Excursion

Two-Night Minimum for USVI

Three-Night Minimum for Sails including BVI

Check for Availabilityand Pricing

Private Charters Only

Max Occupancy – 4

Overnight SAILING ADVENTURE

Overnight adventures involve sailing in the historic U.S. Virgin Islands or the St. Augustine (Florida) area and anchoring or mooring off of downtown, along lovely sandy beaches, or in secluded coves. Longer adventures can take between 5–10 hours of ocean sailing each way, so plan on spending a good part of the day sailing off-shore when traveling to other destinations.

We also offer a breathtaking overnight sail on the ocean when returning to St. Thomas or St. Augustine. On Summerwind, you are in command of the schedule. Our meal options range from home-style Southern cooking to oysters, caviar, and champagne. We offer endless customized experiences to make your sailboat cruise an unforgettable experience!

We usually arrive in Fernandina or Cumberland just as the sun sets and in time for dinner. If you want to enjoy a relaxing sailing trip with sailing charters in St. Thomas, we’d be delighted to offer the crème de la crème in sailing excursions!Whether you’re planning a day sail, night sail, or both, we’ll offer the convenience of a luxury yacht charter in St. Thomas. Thank you for trusting us!

• Check in from 3 PM to 4 PM aboard Summerwind. She is located at M Dock, Slip 27 Camachee Cove Yacht Basin or at an alternate location if required based on the tides. You will be notified by email if the location changes.
• Free parking at Camachee Cove Yacht Basin
• Baggage handling from guest vehicles to Summerwind provided
• A safety briefing is conducted aboard departure
• Sunset sail with hors d’oeuvres. Sunset sail destination depending on the tides and currents of the day
• Overnight aboard Summerwind at anchor or on a mooring in St. Augustine
• Free tender service to and from shore for dinner in St. Augustine
• Dinners are ashore at one of the lovely restaurants on your own
• Breakfast will be served aboard Summerwind
• Following breakfast, enjoy a four-hour sailing adventure, ocean swimming, beach time, kayaking, paddleboard at the guest’s choice
• Lunch provided offshore, at anchor or on a mooring in St. Augustine
• After lunch enjoy an additional sailing outing, a stop for ocean swimming, kayaking, or anchoring paddle boarding, etc.
• Free tender service to and from shore for 2 nd  dinner in St. Augustine
• 2 nd  overnight aboard Summerwind at a mooring or anchored in St. Augustine

FINAL MORNING ABOARD

• Breakfast is provided the following morning aboard Summerwind
• Enjoy the yacht for a final morning swimming, sailing, kayaking, paddle boarding, etc.
• Departure at 11:30 aboard Summerwind or free tender service to Camachee Cove Yacht Basin
• Baggage handling from the Yacht to guest vehicles
• Baggage handling from guest vehicles to Summerwind is included
• Safety Briefing will be done aboard before departure
• Free tender service to and from shore for dinner in St. Augustine.  Dinners are on your own at one of the lovely restaurants with the exception of a cookout about Summerwind during the overnight return trip to St. Augustine. At the guest expense a car service is available for guests not wanting to do the overnight sailing return passage to St. Augustine
• Morning breakfast at 6 AM that will be served aboard Summerwind
• Following breakfast, depart for an approximate ten-hour sail to Fernandina Beach Marina
• Lunch provided aboard Summerwind during the sail to Fernandina Beach
• 2 nd  overnight at a mooring or anchor in Fernandina Beach
• Free tender service to and from shore for 2 nd  dinner in Fernandina Beach
• Overnight aboard Summerwind at anchor mooring.  Staying at the Fernandina Beach marina for an additional cost.
• Breakfast the following morning aboard Summerwind
• After breakfast sail for one-hour over to Cumberland Island
• Ferry you and your guests to Cumberland Island for the day
• Picnic lunch provided aboard Summerwind or on Cumberland Island
• 6 PM departure from Cumberland Island for 10 Hour overnight trip back to St. Augustine

FINAL MORNING

• Breakfast aboard Summerwind at anchor or on a mooring in St. Augustine
• Enjoy the yacht with swimming, kayak, paddleboard, etc.
• Departure from the mooring or anchor at 11:30 to Camachee Cove Yacht Basin depending on the tides and current

testimonials

What our customers say about us.

Sailing with Marty was my first experience as an adult sailing off the coast. We had a wonderful trip starting in St Augustine. First, we were given some basic information about the boat and safety, the other crew members and our destination. Then we were off. We sailed up to Amelia Island for most of the day and then docked at Fernandina Beach marina. We had a short walk into downtown and had a wonderful meal. It was also a great way to really get to know the other members of the crew. The next morning we set off and sailed north to Cumberland Island. Once on the island, we explored the ruins, had a nice hike and enjoyed dinner on the boat. The next step was amazing. We headed off into the sunset on the boat and sailed all night. It was truly exhilarating sailing through the night. At all times, I felt safe but the excitement got me hooked on sailing. Marty is honest, helpful, and always cheerful; exactly what you want in a captain.

This past summer my husband and I had an awesome time on Summerwind. The weather was warm so it was a great time sailing to downtown St Augustine and simply grabbing a mooring ball eating a yummy lunch with our family and diving off the back for a refreshing dip. The following day we took the boat several miles out in the ocean with all the sails up, music on in the cabin; a complete escape from work etc. At day’s end we sailed right up to Caps On The Water restaurant for my birthday where we enjoyed a seafood dinner and drinks. We can’t wait to plan another visit aboard Summerwind, It was a complete vacation over only a single weekend. Many thanks.

Sailing with Marty is truly a treat... He and his trusty Yacht are one with the mighty ocean. Years at sea and behind the helm show, and pay off in high seas or calm. But don't get too comfortable because he is always game to teach you the ropes and be sure you are part of the adventure. There is nothing more peaceful and fulfilling than a day at sea with Marty. Thanks for the memories!

We had such a peaceful experience taking in the joys of the sea while sailing with Marty. He was willing to let us take on roles to help sail the boat (and willing to let us fail, too!) We brought along our two little children (2.5 years and 10 months) and they enjoyed playing below deck and seeing the beautiful scenery sailing by. We were grateful for Marty’s expertise, generosity and passion for sailing!

I've sailed with Captain Marty several times and it was a joy. One of the trips was a longer sail from Puerto Rico to Saint Augustine, Florida in May, 2013. We had a great time and I felt totally comfortable with Marty as our Captain. His sailing and navigating experience made me feel very at ease while on the water - he is a safety conscious sailor. I would give the trip 5 stars!

Being a novice on boats, this was a very exciting time for me. Marty and the crew made me feel very comfortable aboard the Yacht. We sailed down the Cooper River, under the incredible Arthur Ravenel Jr. Bridge and into Charleston Harbor. I enjoyed seeing the USS Yorktown and the submarines. The view of the city of Charleston and the historic homes was amazing! Marty is very knowledgeable about historic sites. Seeing Fort Sumter from the water was also a memorable experience. I would rate this sail as 5 stars

My family and I have sailed many times over the last ten years with Marty and his crews including wonderful afternoons off the coast of St. Augustine. We have had many fabulous overnight trips to places like Fernandina Beach and Cumberland Island. Summerwind is a beautiful Yacht and she sails like a dream. Some our family’s greatest moments have been sailing on Summerwind with the sails up on a beautiful day with gentle breezes moving along the ocean effortlessly. We strive to create lifelong memories with our family by having experiences together and a day on Summerwind is an unforgettable experience. We give Summerwind and the amazing crew 5 stars and can’t wait for our next sailing Adventure.

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Excursions & Tours

Half Day Sail and Snorkel with the Turtles

St. Thomas Shopping, Sightseeing and Beach Combo

St. Thomas Island Overview

Coral World Express

St. Thomas Shopping and Sightseeing

Dolphin Swim and Coral World

Full Day Multi-Adventure: Kayak, Hike & Snorkel

St Thomas PADI Discover Scuba Course

The Fantastic St. Thomas Race

Kayak & Snorkel Adventure

Kayak, Hike & Snorkel Adventure

Historic Main Street Food Tour

Dolphin Swim, Coral World, and Coki Beach

Shark Encounter and Coral World

Coral World and Coki Beach

One Tank Certified Beach Dive

Two Tank Certified Boat Dive

Shark Encounter, Coral World and Coki Beach

Night Kayak in the Lagoon

SeaTrek and Coral World

Sea Lion Encounter and Coral World

St. John Sail and Snorkel

Sea Lion Swim, Coral World and Coki Beach

Snorkel St . John

SeaTrek, Coral World and Coki Beach

Dolphin Experience and Coral World

A Taste of St. Thomas

St Thomas Catamaran Snorkel

Virgin Islands Mixology Expedition

Frenchman's Cove Sunset Dinner Sail

Private Sapphire Beach and Island Drive

Private St. Thomas Jeep Adventure

Private Vehicle - Half Day

St. thomas excursions.

St. Thomas excursions are a blend of scenic beauty and adventure, offering opportunities to explore lush landscapes and stunning beaches. St. Thomas excursions also cater to history buffs and culture enthusiasts with tours of historic landmarks and local artisan markets, showcasing the island's rich heritage and vibrant culture. Nestled in the Caribbean Sea, the island of St. Thomas offers a world of tropical wonders. As part of the U.S. Virgin Islands (also known as the USVI), St. Thomas is known mostly for its pristine blue waters, impressive all-inclusive resorts, and opportunities to see sea turtles up close. Whether you're looking for a full-day snorkeling adventure on a catamaran or some beach time on Honeymoon Beach, our St. Thomas shore excursions offer something for every type of traveler.

Excursion & Day Trip Highlights

St. Thomas cruise excursions are comprehensive Caribbean trips with a sprinkle of wildlife encounters. Immerse yourself in all the sights and sounds of St. Thomas by exploring the USVI's capital city of Charlotte Amalie on your own with the St. Thomas Island Overview tour. Afterward, choose from a wide variety of tours and cruise excursions that allow you to enjoy the many water sports offered in the area, from St. Thomas snorkeling trips in Mangrove Lagoon and kayaking in marine preserves to sailing in St. John and scuba diving among coral reefs. Get close to the vast marine life on a snorkeling or scuba diving adventure, or witness these gorgeous creatures up close at the Coral World Ocean Park aquarium. From sea lions to sea turtles to tropical fish, St. Thomas boasts a variety of sightseeing opportunities for marine life lovers. There's so much to see and do, it's endless! Other notable St. Thomas sightseeing destinations include:

• Buck Island
• Drake's Seat
• Mangrove Lagoon
• Magens Bay Beach
• Smith Bay Beach National Park

Best Excursions & Private Tours

Discover the allure of St. Thomas with our most popular excursions and tours, meticulously planned to provide unforgettable experiences.

Half-Day Sail and Snorkel with the Turtles

Embark on a half-day sail and snorkeling adventure in St. Thomas aboard a Morgan 46-foot ketch. Sail past cruise ships to Buck Island's Marine Sanctuary, where you'll snorkel with giant green sea turtles and vibrant marine life. Enjoy complimentary drinks and snacks while the crew shares island history. Refresh with a freshwater rinse on deck before sailing back home, savoring cold beverages and stunning views along the way.

Take a two-hour sightseeing tour of St. Thomas, showcasing its breathtaking landscapes and rich history. Journey along the island's mountainous terrain, passing by iconic landmarks such as Blackbeard's Castle and Fort Christian. Traverse "Skyline Drive" to witness panoramic views of Charlotte Amalie town, the harbor, and surrounding islands. Your knowledgeable guide will make stops at scenic overlooks, including Drake's Seat and Mountain Top (the island's highest point), offering opportunities to marvel at the spectacular vistas and even enjoy a "world-famous" banana daiquiri. Conclude your tour with the option to explore downtown Charlotte Amalie's renowned shopping district or return to the cruise ship dock.

Trade in your snorkel gear for an underwater diving helmet with SeaTrek, the premier helmet-diving experience, and combine it with a visit to Coral World on this St. Thomas port tour. Led by a guide, you'll walk along an underwater trail surrounded by vibrant marine life, with fish and sea creatures greeting you up close. The helmet provides air, stability, and comfort, keeping your head dry while allowing normal breathing. Spectators can watch from Coral World's Undersea Observatory. Enjoy free time to explore Coral World before or after the trek, with convenient transfers back to the pier provided. Capture the memories with photo and video souvenirs of your dive.

Take advantage of this once-in-a-lifetime experience when docked at the port town of Charlotte Amalie and embark on the highest-quality St. Thomas tours and shore excursions in the USVI.

• 340-776-6234
• [email protected]

Discover the Best of the US Virgin Islands

Expertly curated st. john & st. thomas excursions, st. thomas experiences, st. john experiences, private charters, our unmatched legacy of luxury in the usvi.

Nestled along the pristine shores of renowned resorts in St. John and St. Thomas, Cruz Bay Watersports is your gateway to exceptional experiences in the US Virgin Islands. From humble beginnings as a family-owned dive operation, we have blossomed into the premier provider of watersports activities and tours in the USVI. We invite you to join us for captivating snorkel adventures, breathtaking sunset sails, and exclusive private charters for on-the-water enjoyment unmatched anywhere else on the islands.

The Cruz Bay Watersports Advantage

From starlit sails to snorkeling adventures, Cruz Bay Watersports offers the largest selection of water-based activities departing from St. John and St. Thomas.

Our impressive fleet boasts beautiful catamarans, luxurious yachts, and speedy Axopars. With the latest in onboard amenities, our boats are meticulously maintained and in a pristine state for every single excursion.

Whether you opt for a sunset dinner sail or a custom private charter, Cruz Bay Watersports works hand-in-hand with local establishments to ensure every meal is curated from fresh ingredients. Our 5-star catering service attends to your every need.

USVI travelers trust us for authentic, local experiences, complete with our captain and crew, all of whom are well-versed in the local waters. Request specific locations to visit, ask questions, and get live commentary that details historical and little-known facts about each stop!

Frequently Asked by USVI Travelers

Unfortunately, we do not have trips structured specifically for cruise ship passengers. However, depending on your ship’s specific schedule, we may be able to accommodate cruise ship guests on certain trips. Please call us with specific details on your cruise schedule to determine how we may accommodate you on our US Virgin Islands tours.

No, there is no minimum age requirement for children.

However, please read the details of your excursion before booking to ensure your children meet all requirements. For instance, our top-rated jet ski tours require a license.

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The Top Choice for USVI Travelers

Loved by over 3,000 island visitors.