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All listings in U.S. Virgin Islands

Awesome sailboat rentals in U.S. Virgin Islands.

4.9(Average of 99 reviews in this area)
Page 1 of 2 (29 listings)
Private Sailing Trip Aboard 46ft Leopard Luxury Catamaran in Charlotte Amalie, St. Thomas
Sailing in Charlotte Amalie · 6 guests

Private Sailing Trip Aboard 46ft Leopard Luxury Catamaran in Charlotte Amalie, St. Thomas

New
$262hour
Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran
Sailing in St. Thomas · 12 guests

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

5.0
$1,495day
Half Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Half Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook

4.8
$298hour
Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran
Sailing in Charlotte Amalie · 12 guests

Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

4.6
$298hour
Sail Away in St Thomas/St.John aboard a beautiful Catalina 42 Mkii Sailboat for 10 Guests
Sailing in St. Thomas · 6 guests

Sail Away in St Thomas/St.John aboard a beautiful Catalina 42 Mkii Sailboat for 10 Guests

5.0
$500day
Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI
Sailing in Charlotte Amalie · 12 guests

Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

5.0
$1,695day
Full Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Full Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook

5.0
$1,895day
Book the 46' Oyster Center Cockpit Ketch Rigged Vessel in St. Thomas, Virgin Islands
Sailing in St. Thomas · 6 guests

Book the 46' Oyster Center Cockpit Ketch Rigged Vessel in St. Thomas, Virgin Islands

5.0
$485day
Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands
Sailing in Charlotte Amalie West · 6 guests

Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

5.0
$175person
Best Value - Full Day Private Charter Aboard MV Sea Wolf NavalCat
Events in St. Thomas · 12 guests

Best Value - Full Day Private Charter Aboard MV Sea Wolf NavalCat

5.0
$1,595day
Sailing Cruises in St. John, U.S. Virgin Islands, Onboard Sailing Ketch Rigged Center Cockpit Oyster
Sailing in Cruz Bay · 6 guests

Sailing Cruises in St. John, U.S. Virgin Islands, Onboard Sailing Ketch Rigged Center Cockpit Oyster

5.0
$485day
Ultimate 45ft Luxury Sailing Adventure in St. Thomas
Sailing in Charlotte Amalie · 6 guests

Ultimate 45ft Luxury Sailing Adventure in St. Thomas

New
$200hour
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

New
$1,850day
Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas
Sailing in St. Thomas · 6 guests

Ultimate Day Sailing Charter Onboard 40' Baba Sailboat in St. Thomas

5.0
$220hour
3 - 10 Day Crewed Charter USVI & Culebra PR Adventure See Details
Sailing in St. Thomas · 6 guests

3 - 10 Day Crewed Charter USVI & Culebra PR Adventure See Details

New
$1,999night
USVI Catamaran Charter 5 Stars St. John St. Thomas Snorkel and Beach Family Friendly
Sailing in St. Thomas · 6 guests

USVI Catamaran Charter 5 Stars St. John St. Thomas Snorkel and Beach Family Friendly

New
$1,499day
Leopard L40 Catamaran Charter Culebra The Baths & Lighthouse Hike
Sailing in Culebra Pueblo · 6 guests

Leopard L40 Catamaran Charter Culebra The Baths & Lighthouse Hike

New
$2,499day
Leopard L40 Catamaran Day Charter USVI Islands Snorkel Swim Explore Groups and Family
Sailing in St. Thomas · 6 guests

Leopard L40 Catamaran Day Charter USVI Islands Snorkel Swim Explore Groups and Family

New
$1,499day
Day and Overnight Charters on our luxurious electric eco-catamaran
Sailing in St. Thomas · 12 guests

Day and Overnight Charters on our luxurious electric eco-catamaran

New
$1,600day
Half Day Private Charter in US Virgins Islands onboard 43' Wooden Sailing Yacht "Cimarron" with Captain Rick
Sailing in Cruz Bay · 12 guests

Half Day Private Charter in US Virgins Islands onboard 43' Wooden Sailing Yacht "Cimarron" with Captain Rick

New
$125hour
Captained Charter on 50' Sailing Yacht in Charlotte Amalie, USVI
Sailing in Charlotte Amalie · 4 guests

Captained Charter on 50' Sailing Yacht in Charlotte Amalie, USVI

New
$8,900week
Sailing Day Charter in St. John USVI on a Luxury 46ft Catamaran!
Sailing in Cruz Bay · 6 guests

Sailing Day Charter in St. John USVI on a Luxury 46ft Catamaran!

New
$262hour
Sail onboard 43' Wooden Yawl "Cimmaron" Classic Sailboat in US Virgin Islands with with Captain Rick!
Sailing in Cruz Bay · 12 guests

Sail onboard 43' Wooden Yawl "Cimmaron" Classic Sailboat in US Virgin Islands with with Captain Rick!

New
$1,000day
46' Monohull Sailing Private Charter in Charlotte Amalie
Sailing in St. Thomas · 6 guests

46' Monohull Sailing Private Charter in Charlotte Amalie

New
$200hour

Sailing Reviews in U.S. Virgin Islands

  1. JP
    Jeff
    Sail Away in St Thomas/St.John aboard a beautiful Catalina 42 Mkii Sailboat for 10 Guests

    What a wonderful day at sea! Four of us joined Rosie , Brad and mascot Bozun for a day of sailing and snorkeling. The customer service was top notch. The food was some of the best we had on St. Thomas and Rosie's presentation was so appetizing. While snorkeling we saw an octopus, a barracuda, an eagle ray and countless beauftiful coral, fish and sea urchins. Our hosts chronicled our day and we received pictures and videos of our experiences. We would definitely recommend Rosie and Brad.

  2. MK
    Mimi
    Sail Away in St Thomas/St.John aboard a beautiful Catalina 42 Mkii Sailboat for 10 Guests

    Thank you so much for a wonderful family experience. Everything was great and exceeded our expectations! Christmas Cove was so much fun and the sailing was fantastic.

  3. RS
    Rob
    Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran

    Captain Rachel and Nicolas made our trip great. They were both eager to help, offer suggestions, and just all around fun. We had a large group and were concerned about the size, but it was no problem. Ask for Captain Rachel & Nicolas and you won't be disappointed. Thanks for a great day.

  4. CM
    Candice
    Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran

    My boyfriend and I booked a full day charter beginning and ending in St. Thomas as a part of a birthday celebration. The boat was perfect for a relaxing sail and we were able to select our own playlist while onboard. We had more than enough space for 2 people and would suggest this boat for up to 3 couples or a small group of friends. Rachel and Nick were excellent hosts - they were both warm and welcoming, shared interesting information about the islands, and made sure that safety was a top priority. We had a St. John beach location in mind and they suggested a complimentary lunch at Lovango, and the perfect spots to snorkel. Would definitely request these two if booking a trip!

  5. Alyice
    Alyice
    Private Full Day, Fun Day Aboard SY Mazu - Luxury Gemini Legacy Catamaran

    I really enjoyed my time with captain Rachel and Osay they where vary nice showed us a lot about the island..... they made sure we didn’t want for anything.... I give this boat a A+ I will definitely be renting this boat next time I come back to the island thank you making this the best part of my trip

  6. Patrick
    Patrick
    Half Day 50' Private Sailing Catamaran. Luxury, Beach and Snorkel. Departs Red Hook

    Fantastic experience with Capt Rachel and soon to be Capt Valy. They let us decide the itinerary and we visited Caneel Bay, Christmas Cove and Pizza Pi, with some nice sailing in between. The vessel was spotless and the crew was incredibly professional. Highest recommendation.