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Top St Thomas Sailing Trips

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St Thomas Tours

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Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

Come swim with the resident green sea turtles and tropical fish on this 3 hour snorkel & sail adventure in St. Thomas aboard The VI …More

4.8 (2,279)

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT

Come swim with the resident green sea turtles and tropical fish on this 3 hour snorkel & sail adventure in St. Thomas aboard The VI...

3 hours Free Cancellation
4.8 (2,279)
from
$119
Snorkel Cat All Inclusive Adventure

What makes our trip unique is the rare opportunity to snorkel at both the pristine waters of St. John’s National Park and a remote, uninhabited …More

4.9 (1,055)

Snorkel Cat All Inclusive Adventure

What makes our trip unique is the rare opportunity to snorkel at both the pristine waters of St. John’s National Park and a remote, uninhabited...

5 hours Free Cancellation
4.9 (1,055)
from
$150
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no …More

5.0 (700)

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

An Unforgettable Sailing Experience! We offer a Semi-private and all inclusive Day trip that will be the best day of your vacation. There is no...

6 hours 30 minutes Free Cancellation
5.0 (700)
from
$245
50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select …More

5.0 (681)

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

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select...

4 to 7 hours Free Cancellation
5.0 (681)
from
$1,441
6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call …More

Likely to Sell Out
Likely to Sell Out
5.0 (441)

6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call...

6 hours
5.0 (441)
from
$280
Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel.

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half …More

4.9 (423)

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

Spend the day on your own Luxury Yacht. This price is all inclusive for the Yacht, up to 12 people. You can select a half...

7 hours Free Cancellation
4.9 (423)
from
$1,356
Half Day Sail and Snorkel with the Turtles

Snorkel and Sail with the USCG Licensed Crew aboard the Sailing Yacht "FURY", a beautifully restored Morgan 46' Ketch. We actually "SAIL" out to the …More

Likely to Sell Out
Likely to Sell Out
4.9 (300)

Half Day Sail and Snorkel with the Turtles

Snorkel and Sail with the USCG Licensed Crew aboard the Sailing Yacht "FURY", a beautifully restored Morgan 46' Ketch. We actually "SAIL" out to the...

3 hours 30 minutes Free Cancellation
4.9 (300)
from
$149
Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX

We offer a semi private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and …More

Likely to Sell Out
Likely to Sell Out
5.0 (257)

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

We offer a semi private setting with a maximum of 6 guest and a personalized experience. The sailboat Cosmos Mariner is stable, sea kindly, and...

3 hours Free Cancellation
5.0 (257)
from
$159
Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This …More

5.0 (189)

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This...

8 hours
5.0 (189)
from
$375
Full Day Sail with Max Charters

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to …More

Likely to Sell Out
Likely to Sell Out
5.0 (136)

Full Day Sail with Max Charters

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to...

6 hours Free Cancellation
5.0 (136)
from
$285
Half Day Private Sailing Catamaran and Snorkel Trip to St John

Sail with Liberty guests experience real sailing on our spacious, private catamaran. We sail you to the St John National Park for spectacular snorkeling and …More

Likely to Sell Out
Likely to Sell Out
5.0 (127)

Half Day Private Sailing Catamaran and Snorkel Trip to St John

Sail with Liberty guests experience real sailing on our spacious, private catamaran. We sail you to the St John National Park for spectacular snorkeling and...

3 hours 30 minutes Free Cancellation
5.0 (127)
from
$165
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us …More

5.0 (122)

Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max

A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us...

6 hours 30 minutes Free Cancellation
5.0 (122)
from
$1,495
St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran …More

Likely to Sell Out
Likely to Sell Out
5.0 (113)

St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)

If you’re looking for an unforgettable day at sea, book a private boat charter with Sweet Pea Charters. Our luxury 40 by 25 foot catamaran...

6 hours 30 minutes Free Cancellation
5.0 (113)
from
$1,650
All-Inclusive Sunset Sail - Semi Private - Only 6 Guests

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us …More

5.0 (103)

All-Inclusive Sunset Sail - Semi Private - Only 6 Guests

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us...

2 hours Free Cancellation
5.0 (103)
from
$139
Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. …More

5.0 (102)

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion....

6 hours Free Cancellation
5.0 (102)
from
$1,985
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles. …More

4.9 (61)

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles....

5 hours Free Cancellation
4.9 (61)
from
$159
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group …More

4.9 (50)

St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

This one of a kind excursion to Jost Van Dyke allows passengers to spend the most time on the island out of all other group...

8 hours Free Cancellation
4.9 (50)
from
$309
Full-Day Sailing Tour in Virgin Islands National Park

Set sail and explore the Virgin Islands National Park! Enjoy a day of sailing and snorkeling with lunch and drinks provided! Where to meet: We …More

Likely to Sell Out
Likely to Sell Out
4.9 (49)

Full-Day Sailing Tour in Virgin Islands National Park

Set sail and explore the Virgin Islands National Park! Enjoy a day of sailing and snorkeling with lunch and drinks provided! Where to meet: We...

6 hours Free Cancellation
4.9 (49)
from
$285
Luxury Private Sunset Cruise for up to 6 guests

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us …More

Likely to Sell Out
Likely to Sell Out
5.0 (38)

Luxury Private Sunset Cruise for up to 6 guests

An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us...

2 hours Free Cancellation
5.0 (38)
from
$695
Sail, Shop and Snorkel in St. John from Westin Frenchman's Reef

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling …More

4.8 (29)

Sail, Shop and Snorkel in St. John from Westin Frenchman's Reef

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling...

7 hours Free Cancellation
4.8 (29)
from
$129

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