The Best Sailboat Rentals in St. John

Luxury Sailing Catamaran for up to 12

Unforgettable Post-Wedding Sail!! We spent a half-day with Aaron on the Catamaran Quest right after our wedding in St. Thomas, and it was easily one of the highlights of our entire trip. From the moment we stepped on board, Aaron made us feel incredibly special. He was super attentive and helpful, ensuring we had everything we needed to just relax and soak in the "just married" bliss. The food and drinks he served were fantastic—well-prepared and exactly what we needed for a day on the water. The boat itself is awesome and very well-equipped with everything you’d want for a comfortable excursion. We did encounter some minor technical issues with the engines during our trip, but Aaron handled it with total professionalism and didn't let it dampen the experience at all. If you are looking for a captain who truly cares about his guests' experience, book with Aaron. Thank you for making our celebration so memorable! PS: Aaron’s mango salsa is to die for - awesome stuff!!

Luxury Sailing Catamaran for up to 12

Our family of 5 had an amazing day with Aaron! He had great communication leading up to our day. Everything about the day was great! He made us feel very at home on his beautiful boat and our day was so much fun! He was a great host!

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!

Luxury Sailing Catamaran for up to 12

Great trip from beginning to end. So much better than packed group charters or the expensive private charters that are offered in the usvi.

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!

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!