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All listings in St. John

Incredible sailboat rentals in St. John, U.S. Virgin Islands.

Page 1 of 14 listings

Sailing Cruise Saint John
Sailing in Cruz Bay · 6 guests

Sailing Cruise Saint John

5.0
$197/hour
Step into a world of refined elegance aboard Fountaine Pajot Alegria 67
Sailing in West End, Tortola · 8 guests

Step into a world of refined elegance aboard Fountaine Pajot Alegria 67

New
$10,000/night
Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI
Sailing in Freshwater Pond · 6 guests

Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI

New
$3,666/night
Luxury Sailing Experience  – The Ultimate Caribbean Adventure
Sailing in Cruz Bay · 6 guests

Luxury Sailing Experience – The Ultimate Caribbean Adventure

New
$250/hour

Top Destinations Nearby

Sailing Reviews in St. John

  1. ZH

    Zach

    Sailing Cruise Saint John

    Great boat. Great food (legit the best pizza in the islands). Great hosts. Great Day! Highly recommend spending your day with Shana and Nicholas. Highlight of our vacation.

  2. RB

    Rose

    Sailing Cruise Saint John

    Book now! This was such a memorable experience! From the line of communication, to Shana amazing Mediterranean platter to captain in training Jaya keeping my son company, it was amazing! From pick up to drop off such a wonderful experience. We cannot wait to see them again this time hopefully in Maine!

  3. BR

    Bianca

    Sailing Cruise Saint John

    Our family of four spent the entire day sailing, snorkeling, searching for treasures, and swimming at some of most beautiful beaches in the Virgin Islands. Our sons had a blast. The hospitality was top notch and we plan to return!

  4. KF

    Kroll

    Sailing Cruise Saint John

    We had an incredible day of sailing with Shana and her crew! We enjoyed snorkeling in secluded waters, delicious food and drinks, followed by a beautiful sunset sail back to St.John. Thank you for an unforgettable adventure!

  5. BJ

    Beautiful

    Sailing Cruise Saint John

    Booked with them 3 years ago and still can’t stop thinking of them. I’ve been looking high and low to post my review. Had an amazing time, food was delicious. All above 10/10

  6. TS

    Terri

    Sailing Cruise Saint John

    Absolutely perfect day. Shana and Nicholas were such great hosts. Recommend to anyone looking for a great day on the water.