Top St Thomas Cruises, Sailing & Water Tours

81 Results
Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

Likely to Sell Out
Likely to Sell Out

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours
5.0 (156)
from
$360
Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous …More

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous...

9 hours Free Cancellation
4.6 (106)
from
$369
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

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 (190)
from
$375
The Baths and White Bay

This trip features the two most popular stops in the BVI without being rushed. Spend the morning exploring The Baths where we’ll take you on …More

This trip features the two most popular stops in the BVI without being rushed. Spend the morning exploring The Baths where we’ll take you on...

9 hours
4.9 (813)
from
$400
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

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
Afternoon & Sunset Private Charter During the "Golden Hours"

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset) …More

Likely to Sell Out
Likely to Sell Out

Enjoy the stunning late afternoon light on our "Golden Hours" Afternoon & Sunset Private Charter. This 2 to 3-hour adventure (timing varies based on sunset)...

3 hours Free Cancellation
4.8 (5)
from
$695
Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones …More

Likely to Sell Out
Likely to Sell Out

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones...

2 hours Free Cancellation
5.0 (15)
from
$795
USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is …More

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is...

4 to 7 hours Free Cancellation
4.9 (331)
from
$796
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" …More

Likely to Sell Out
Likely to Sell Out

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
I Like Turtles Private Sailing and Snorkeling from Sapphire

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the …More

Likely to Sell Out
Likely to Sell Out

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the...

3 hours Free Cancellation
5.0 (3)
from
$799
Half or Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamaran and explore the very best of …More

Likely to Sell Out
Likely to Sell Out

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamaran and explore the very best of...

3 hours 30 minutes Free Cancellation
5.0 (156)
from
$895
Local Legend Charters: Explore St. John! (Full or Half Day)

3rd generation Family/locally owned/operated business providing Private, customizable Boat Charters, Day trips and tours of the Virgin Islands, including sightseeing, boating, swimming, snorkeling, beach and …More

Cruz Bay, US Virgin Islands

3rd generation Family/locally owned/operated business providing Private, customizable Boat Charters, Day trips and tours of the Virgin Islands, including sightseeing, boating, swimming, snorkeling, beach and...

1 to 11 hours Hotel pickup offered Free Cancellation
5.0 (43)
from
$950
Private Fast Power Catamaran. Full or Half Day for Beach Hopping, Snorkel & Swim

Explore the Virgin Islands in style aboard MV Poseidon, our beautiful 36 ft. TwinVee Ocean Cat. The TwinVee is known for its speed and stability …More

Explore the Virgin Islands in style aboard MV Poseidon, our beautiful 36 ft. TwinVee Ocean Cat. The TwinVee is known for its speed and stability...

4 to 7 hours Free Cancellation
5.0 (210)
from
$995
Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards. …More

Cruz Bay, US Virgin Islands

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards....

4 to 8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$1,000
Private Luxury Catamaran Champagne Sunset Cruise

Avoid the crowds. Step on to your fully customizable private sunset cruise with your friends and family. Our attentive office staff will help make your …More

Likely to Sell Out
Likely to Sell Out

Avoid the crowds. Step on to your fully customizable private sunset cruise with your friends and family. Our attentive office staff will help make your...

2 hours Free Cancellation
5.0 (4)
from
$1,095
Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours
5.0 (80)
from
$1,150
Full-Day Private Boat Charter from St. John or St. Thomas

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and …More

Likely to Sell Out
Likely to Sell Out

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our Power Catamarans and explore the very best of St. John and...

6 hours Free Cancellation
5.0 (70)
from
$1,195
Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a …More

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a...

6 hours
5.0 (371)
from
$1,195
Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to …More

Likely to Sell Out
Likely to Sell Out

You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to...

2 hours Free Cancellation
5.0 (6)
from
$1,345
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

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

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