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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
4.8 (2,257)

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 (2,257)
from
$119
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max
5.0 (694)

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 (694)
from
$245
Days End Sunset Sail with Open Bar from Frenchman's Reef
4.6 (70)

Days End Sunset Sail with Open Bar from Frenchman's Reef

Step aboard the Flying Frenchman, our newly designed, state-of-the-art, luxury sailing catamaran for a fun and relaxing sunset sail departing from Frenchman’s Reef. Take in...

1 hour 30 minutes • Free Cancellation
4.6 (70)
from
$69
Days End Sunset Sail with Open Bar from St. Thomas Ritz-Carlton
4.7 (49)

Days End Sunset Sail with Open Bar from St. Thomas Ritz-Carlton

Enjoy a relaxing and romantic sail in the calm waters of Pillsbury Sound with views of the beautiful beaches on the north shore of St....

1 hour 30 minutes • Free Cancellation
4.7 (49)
from
$119
50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
5.0 (677)

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 (677)
from
$1,356
Snorkel Cat All Inclusive Adventure
4.9 (1,018)

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 (1,018)
from
$150
Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX
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
Half Day Private Sailing Catamaran and Snorkel Trip to St John
Likely to Sell Out
Likely to Sell Out
5.0 (126)

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 (126)
from
$165
Private Luxury Catamaran Yacht. Full or Half Day Charter - Sail, Beach, Snorkel.
4.9 (420)

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 (420)
from
$1,356
St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)
5.0 (111)

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 (111)
from
$1,650
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max
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
Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)
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
6-Hour Turtles, Pizza Pi & Sunset Sail
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 Coast Guard certified crew members,...

6 hours
5.0 (441)
from
$295
Half Day Sail and Snorkel with the Turtles
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
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
4.9 (60)

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 (60)
from
$159
All-Inclusive Sunset Sail - Semi Private - Only 6 Guests
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
Luxury Private Sunset Cruise for up to 6 guests
Likely to Sell Out
Likely to Sell Out
5.0 (37)

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 (37)
from
$695
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton
Likely to Sell Out
Likely to Sell Out
4.9 (49)

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 (49)
from
$219
Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)
Likely to Sell Out
Likely to Sell Out
5.0 (18)

Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day...

7 hours • Free Cancellation
5.0 (18)
from
$1,975
Simply Sailing Private Sail from Sapphire Marina
Likely to Sell Out
Likely to Sell Out
5.0 (19)

Simply Sailing Private Sail from Sapphire Marina

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry"...

3 hours • Free Cancellation
5.0 (19)
from
$799

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
This was a great...
New York City
Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.
Grace_Y, Sep 2026
This was a great...
This was a great catamaran charter! The catamaran is very spacious, the crew was very friendly, and they kept the complimentary drinks flowing (try the rum, it's delish!). I loved hanging out at the front of the boat on the bean bags and the hammock netting. For the half day, we visited two spots and unfortunately I already forgot the names of the places. But we asked to see sea turtles and did fulfill our wish! If I were to return again, I would book the full day. Thanks for a great catamaran outing!
Read more
Fantastic Time to be had
New York City
Snorkel Cat All Inclusive Adventure
mcsox17, Sep 2026
Fantastic Time to be had
The Snorkel Cat excursion was amazing form the get-go. The captain told us what to expect at each stop and what he expects from us as well. The crew was very friendly and helpful as well as the people who had also booked the excursion. The breakfast was just enough, and the lunch was spot on. The 2 spots we went to were amazing as well. Loved seeing the turtles and sting rays among the other numerous types of fish. Well worth the money and time. I'd do it all over again.
Read more
Girl's birthday trip 2026
New York City
Snorkel Cat All Inclusive Adventure
R7254FHamym, Sep 2026
Girl's birthday trip 2026
I have been on a catamaran many times. This was by far one of the best. Captain Tuna and his crew were amazing. The food and drinks were delicious! Would definitely book with them again!
Read more
Best yet
New York City
Days End Sunset Sail with Open Bar from Frenchman’s Reef
Joe_L, Sep 2026
Best yet
It was great. The boat was pristine, the captain and crew were awesome and so were the views. We have been on several sunset cruises and this was our favorite so far.
Read more
Outstanding
New York City
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
robnW8838RB, Sep 2026
Outstanding
Really great experience. Worth the money and the staff was excellent.
Read more
Perfect a1fternoon of sailing!
New York City
Sail/Snorkel Adventure from Sapphire Marina,STT NO CROWDS~ 6 GUEST MAX
TimeTraveller1972, Sep 2026
Perfect a1fternoon of sailing!
An awesome afternoon out with Rob and Deb. If you don't add this to your agenda on your USVI trip, you are making a big mistake! We did the afternoon sail and snorkeling (3 Hours). The boat is very comfortable, Rob is a wealth of knowledge on sailing and is happy to share his experiences. Deb made the family comfortable, whist we went over to Christmas Cove for some excellent snorkeling. Lovely afternoon out, we highly recommend this trip!
Read more
Beautiful, amazing experience!!
New York City
All-Inclusive Sunset Sail – Semi Private – Only 6 Guests
Bhargavi_C, Sep 2026
Beautiful, amazing experience!!
Sunset tour was absolutely fantastic. Our ship, captain and boat driver Kendall was outstanding. He was professional, navigating the waters with ease and ensure we had a memorable enjoyable experience. Makes your cocktails perfectly. I highly recommend them.
Read more
Don't miss the experience of swimming with Sea Turtles
New York City
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island STT
101tenad, Sep 2026
Don't miss the experience of swimming with Sea Turtles
I was so excited for this excursion and it did not disappoint. This was my second different trip on The VI Cat with a different crew and it was great.We sailed to Little Buck Island and our Capt and crew Leslie made sure our vests, mask and snorkel and fins fit appropriately. If you wished, swim noodles were provided to help you relax and float. Our guide Yancy lead us right to 5 different turtles eating grass at the bottom. He pointed out urchins, fish and coral that we were seeing. I never felt rushed and enjoyed our time in the water. He answered all questions we asked.Back in the boat we enjoyed drinks, leaded and unleaded, and snacks as we sailed back to dock, enjoying the view of the islands.Don't miss a chance to sail with The VI Cat and any of their outstanding crews. It is a not to be missed experience.
Read more
One in a lifetime catamaran experience
New York City
50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
avan450, Sep 2026
One in a lifetime catamaran experience
This was a once in a lifetime experience. Captain alex and liv were the most incredible guides and crew. they took us to secluded snorkeling spots, where we were able to see wild sea turtles, urchins, lobsters, moon jellies, and a lavish coral reef filled with fish. they taught us so many tips about snorkeling, boating, and the islands in general. On top of it, they served us cocktails, made sure we were safe and comfortable, and got plenty of pictures. You can’t beat an excursion with these 2 and seas the day.
Read more
11/10 experience!
New York City
50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
annasX6392DV, Sep 2026
11/10 experience!
Can’t speak highly enough about Captain Alex & Liv. They were so knowledgeable and accommodating. Liv even dived into the water to grab my sunglasses when I dropped them while swimming. Definitely will be booking again!
Read more
Full day of sailing and snorkeling
New York City
St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)
jamescG3291XW, Sep 2026
Full day of sailing and snorkeling
Jeremy, the captain, and Jamie , the first mate were excellent. We had a great day snorkeling and sailing. We were greates with fresh fruit and cinnamon rolls. We sailed to St. John’s and had a great place to snorkel with plenty of fish to see. Then off to a beach to snorkel and to watch turtles. Lunch was great with a carmalized grilled cheese and grilled chicken censor salad. Great rum punch and pain killers with an afternoon chocolate chip cookie snack. I would highly recommend this trip.
Read more
Famiy times in USVL.
New York City
St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)
K3946CUstacyc, Sep 2026
Famiy times in USVL.
Jeremy and Jamie were excellent. What an awesome day. Would definitely recommend this day trip with them. Lunch was included and was yummy. Called to let them know a few days before sailing pregnant daughter not enjoying chicken at this time. Had a great substitute for her everything was wonderful. We had cinnamon rolls fresh fruit for breakfast. They provided beer soda, or water. Later in the day we had painkillers and rum punch. Took us to some places that had beautiful swimming and snorkeling. Did great explaining the islands we were cruising by. Again, would highly recommend this Day trip absolutely wonderful time.
Read more
Don’t Sleep on This One
New York City
St John & Surrounding Cays – Full-Day Sail/Snorkel, 6 Guests Max
Caroline_J, Sep 2026
Don’t Sleep on This One
Highly recommend if you are looking for a laid-back vibe with an experienced captain (who also happens to be a pretty good chef and a killer bartender!). Kendall made sure all the bases were covered: safety, comfort, fun. Good music, great info about the islands. Snorkeling at our leisure, seeing all types of marine life and exploring around a ship wreck. Relaxing ride on the way back, for a memorable day that ended way too soon.
Read more
Wonderful!!!
New York City
Days End Sunset Sail with Open Bar from Frenchman’s Reef
Danielle_G, Aug 2026
Wonderful!!!
The crew was awesome. The views amazing. The open bar cool but there were no snacks or appetizers. Be prepared to be shoeless. Worth the fee x2!!!!!!!
Read more
Our great day 😁
New York City
Half Day Private Sailing Catamaran and Snorkel Trip to St John
glendaw888, Aug 2026
Our great day 😁
We really enjoyed our experience with them 😁
Read more
Morning 1/2 day from Harmony of the Seas…snorkel
New York City
Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.
FarAway04862454580, Aug 2026
Morning 1/2 day from Harmony of the Seas…snorkel
Captain Wallins and Liv were fantastic. They were very punctual and returned to Dock right on time. The booking and communication was over the top pre cruise activity. Once on board safety was top priority and we felt confident with our crew. We communicated our goal for the trip and they over delivered!!! Captain Wallins stopped two locations….we snorkeled with several turtles and the we went to the Coral area…looked like an aquarium. Plenty of refreshment’s as well. We will be back hoping we can have the same crew! Thanks again for a great adventure and keep up the great work!
Read more
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