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$100-$300
All listings in the U.S. Virgin Islands

Awesome sailboat rentals in U.S. Virgin Islands.

Page 1 of 18 listings

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
$210hour
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
$293hour
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
Luxury Sailing Experience  – The Ultimate Caribbean Adventure
Sailing in Cruz Bay · 6 guests

Luxury Sailing Experience – The Ultimate Caribbean Adventure

New
$250hour
46' Monohull Sailing Private Charter in Charlotte Amalie
Sailing in St. Thomas · 6 guests

46' Monohull Sailing Private Charter in Charlotte Amalie

New
$200hour
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

5.0
$125hour
Dive Tours and Snorkeling With The Turtles
Tours in St. Thomas · 40 guests

Dive Tours and Snorkeling With The Turtles

New
Snoozed - Active 03 May 2024
St John, usvi  private day  sail excursions
Sailing in Charlotte Amalie West · 6 guests

St John, usvi private day sail excursions

New
$175person

Sailing Reviews in U.S. Virgin Islands

  1. Caitlin

    Caitlin

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

    This was one of the best days of our lives! Christina and Jon were beyond accommodating. The drinks, the FOOD (get the lobster and mahi), the music, the snorkeling (saw so many beautiful fish and sea turtles!!) and the conversation were so enjoyable. These people know the islands so well and teach you a lot on top of giving you one of the best experiences of your life! Could not recommend it enough!!!!!

  2. KR

    Kelsey

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

    Jon and his team delivered the best experience of our St. John’s vacation. This is an island best seen by boat. Our kids are young (2,5,7). He customized an itinerary, snacks etc to the group. We went to one beautiful beach with turtles and a great snorkeling spot with fish. As our kids say, three thumbs up!

  3. LK

    Liz

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

    Jon and Christina were absolutely amazing! They made the experience so much fun and were very accommodating to everything we wanted to do, whether snorkeling, bringing us into to hang on the beach or whatever we wanted to experience. They also served the best food and drinks, it was the best part of our trip!

  4. ML

    Michael

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

    We have been on multiple day trips around the water during our stay on St. John. Our trip with Jon and Christina was by far the best experience. They actually asked us for input and what we would like to see and do. The lunch they served us was the best meal we have had here on St. John. Not only was it the best experience, it was also the best value. I highly recommend this duo for a great afternoon of sailing and snorkeling. We will be back.

  5. Cherry

    Cherry

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

    The crew are knowledgeable about the islands, serve the best mango dip appetizer, and delicious pork and mahi mahi meals. Their snorkeling equpment is like new and works great. They give you masks and fins plus noodles for those who need assistance. Great value for money.

  6. da

    david

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

    Terrific experience. Great sailing. Lots of good snorkeling. Saw turtles, rays, tons of fish and a sleeping baby shark. Food and drinks were terrific. John and Christina could not have been more generous. Did a private charter just with family which I highly recommend. For folks that are more interested in the experience than glitz, this is a terrific team.