St Thomas Sailing Trips


SAILING WORLDWIDE

15 Best St Thomas Sailing Trips Worldwide

The best days on the water.

The 15 most popular st thomas sailing trips. What each sail costs, how long you are on the water, and which crews run it well.

15 Best St Thomas Sailing Trips Worldwide

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT - Boarding The VI Cat: check-in timing and getting to the right Marriott
Catamaran Cruises, Cruises & Boat Tours, Island-Hopping Sails, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove - The VI Cat at dusk: space, safety, and a friendly crew
Cruises & Boat Tours, Dining Experiences, Dinner & BBQ Cruises, Dinner Experiences, Evening Experiences, Marina & Harbor Cruises, St Thomas, St Thomas Sailing Trips, Sunset Sails, Tour Reviews

Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove

2.Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove

A 2-hour St Thomas catamaran dinner sail from Marriott Frenchman’s Cove with an open bar, themed tacos or BBQ, and Charlotte Amalie harbor lights.

★ 5.0

“What a great time! Fun from the start. The crew did such a great job! Adrian, Isaac, and Captain Dave were awesome! The food was grease and the drinks were too! I highly recommend.”

Check Availability →Read the review →

Champagne Sunset Sail from Margaritaville - Meeting Point at 4:30 pm: Plan for One Clean Walk to the Water
Cruises & Boat Tours, Evening Experiences, St Thomas, St Thomas Sailing Trips, Sunset Sails, Tour Reviews, Wine Tours

Champagne Sunset Sail from Margaritaville

St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max - Snorkeling in St John National Park cays: how the stops are picked
Cruises & Boat Tours, Full-Day, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews

St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests Max

4.St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests Max

Semi-private sail and snorkel from Sapphire Beach to St John National Park with lunch, open bar, and small-group access for up to 6.

★ 5.0

“The water and the snorkeling was beautiful. Our tour guide was so knowledgeable about the islands and history. We didn’t want the experience to end. Thank you, Kendall for the amazing time.”

Check Availability →Read the review →

Half Day Luxury Catamaran Turtle Snorkel And Beach - The catamaran details that matter once you’re on the water
Catamaran Cruises, Cruises & Boat Tours, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIP

Half Day Luxury Catamaran Turtle Snorkel And Beach

5.Half Day Luxury Catamaran Turtle Snorkel And Beach

Half-day luxury catamaran from St. Thomas to Buck Island for green sea turtles, then Honeymoon Beach. Snacks, top-shelf drinks.

★ 5.0

“Had a great time with Captain Joe and Catie. Catie provided very clear directions via text on the morning of the excursion. Once on board, everything was perfect! Enjoyed both stops for snorking. Catie showed us the shipwreck and wide variety of fish and various other creatures at the first stop and Captain Joe helped…”

Check Availability →Read the review →

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience - On-board comfort: bow bean bags, a back-deck hangout, and real breaks
Catamaran Cruises, Cruises & Boat Tours, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIP

50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

6.50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Private 50' luxury catamaran in St Thomas and St John with snorkel gear, floats, and drinks included for up to 12.

★ 5.0

“What a great time! The service was outstanding! Captain's recommendations were great! The rum punch was outstanding! Just sit back, relax and let the crew serve you. We will definitely book again!!”

Check Availability →Read the review →

Sunset Sail with Cocktails and Appetizers - The 2-hour sunset sail around Charlotte Amalie Harbor: what happens on board
Cruises & Boat Tours, Evening Experiences, St Thomas, St Thomas Sailing Trips, Sunset Sails, Tour Reviews

Sunset Sail with Cocktails and Appetizers

7.Sunset Sail with Cocktails and Appetizers

Sunset sail on a 54-foot catamaran in St. Thomas with appetizers and an open bar included, departing from Marriott’s Frenchman’s Cove.

★ 5.0

“It was a beautiful sunset and view. The crew were really nice. They only had limited number of drinks, painkillers juices, and one beer Coors light there were no appetizers. There was cheese, crackers, pepperoni, fruit, and pita bread. For the price I expected a better menu.”

Check Availability →Read the review →

Catamaran Cruises, Cruises & Boat Tours, Luxury Yacht Trips, Private, Private Sailing Charters, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIP

Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

8.Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

Private 47-ft catamaran in St. Thomas: half or full-day charter with snorkel gear, floats, rum punch, and reef turtles.

★ 5.0

“We had an absolutely unforgettable day snorkeling and island-hopping around St. Thomas. Everything from the gorgeous reefs to the laid-back boat vibes made it one of the best excursions we’ve ever taken. From the moment we stRead more”

Check Availability →Read the review →

Half Day Sail and Snorkel with the Turtles - Buck Island to Turtles Cove: How the Snorkel Stop Feels
Cruises & Boat Tours, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews

Half Day Sail and Snorkel with the Turtles

9.Half Day Sail and Snorkel with the Turtles

Half-day sail from Charlotte Amalie with turtle viewing in Buck Island’s Turtles Cove, plus snorkeling gear, drinks, and a calm small-boat feel.

★ 5.0

“There were about 15 of us on the boat, plenty of room. Enjoyed talking to Mike and Nicki. It rained a bit on the way to the island and they pulled out rain ponchos for all of us. Beautiful weather after that. We saw turtles and an eel and were able to snorkel for about…”

Check Availability →Read the review →

Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX - Sapphire Beach to St John: sailing time is the point
Cruises & Boat Tours, Marina & Harbor Cruises, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Tour Reviews

Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX

Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim - Beach hopping in the real world: what each stop can offer
Catamaran Cruises, Cruises & Boat Tours, Private, Private Sailing Charters, Sailing, Snorkel Sailing Trips, St Thomas, St Thomas Sailing Trips, Swim-Stop Cruises, Tour Reviews

Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

Day Yacht Excursions throughout the US or British Virgin Islands - Pickup, Mobile Tickets, and the Day’s Logistics
Cruises & Boat Tours, Island-Hopping Sails, Luxury Yacht Trips, Sailing, St Thomas, St Thomas Sailing Trips, Tour Reviews, Tours

Day Yacht Excursions throughout the US or British Virgin Islands

Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran - Leaving from Red Hook (and how Cruz Bay pickup changes your morning)
Catamaran Cruises, Cruises & Boat Tours, Full-Day, Private, Private Sailing Charters, Sailing, St Thomas, St Thomas Sailing Trips, Tour Reviews, VIP

Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran

13.Private Full Day, Fun Day Aboard SY Mazu – Luxury Gemini Legacy Catamaran

Private full-day sailing on SY Mazu or SY Neptune from St Thomas to St John for snorkeling, Lovango Cay, Honeymoon Beach, and rum punch.

★ 5.0

“Vick & Yosef were so personable and made the day a breeze. We enjoyed cruising with them for a low key bacherlotte trip. Would highly recommend! Thank you to the team again.”

Check Availability →Read the review →

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar) - First stop in Great Harbor: Foxy’s Bar and a short wander
Catamaran Cruises, Cruises & Boat Tours, Drinking Tours, Sailing, St Thomas, St Thomas Sailing Trips, Tour Reviews

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

14.Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

Small-group catamaran sailing from St Thomas to Jost Van Dyke, with breakfast, unlimited mimosas, and serious time at Soggy Dollar Bar.

★ 5.0

“Rachael was an amazing captain and very knowledgeable of the areas she took us too. She kept us safe on the boat (especially when a brief rain storm came through) had an amazing time at white bay!”

Check Availability →Read the review →

Full Day Sail with Max Charters - Snorkeling stops: what you can expect at St John and Lovango-style reefs
Cruises & Boat Tours, Full-Day, St Thomas, St Thomas Sailing Trips, Tour Reviews

Full Day Sail with Max Charters

15.Full Day Sail with Max Charters

Six-person full-day sail from Red Hook with guided snorkeling, Mediterranean lunch, and an open bar, timed to cruise schedules in St Thomas.

★ 5.0

“Eric & Casey did an outstanding job of making us comfortable during the cruise. Food and drinks were delicious and plentiful. Boat was clean and tidy. Very organized.”

Check Availability →Read the review →

More St Thomas Sailing Trips Worldwide

Scroll to Top

Explore by Destination

The sailing ports worth the trip, grouped by the sea they sit on.