Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. AZ

   Adam

   Private Luxury Yacht Charter Aruba | Bilingual Crew, 4.9★ 260+ Bookings

   We had a family day on the boat with my wife and 3 kids (ages 6, 5, and 2). We had the most incredible day. Jesus and Jose catered to all of our needs especially realizing when we needed to make a slight change of plans due to some snorkeling challenges with the little ones. The food was also amazing. Consensus was that this was the best day in Aruba

2. AF

   Allison

   All Inclusive 67' Fountaine Pajot Catamaran for Day and Overnight Charter

   What a day! That’s the best way I can describe this incredible experience. True Story is a true gem. Our crew, Steven our captain and Cecilia and Bianca made this a trip to remember. From the moment we boarded to the moment we left. We booked this trip for my mom’s 80th birthday. We had ages 21-80 and everyone fully enjoyed. From relaxing in the sun, to snorkeling, jet skiing, paddle boarding, walking on private beaches, and we even had a few try the E-Foil. It was constant fun! And I can’t say enough about the food. Beautiful, healthy and super yummy. We did not leave hungry. This was truly an experience of a lifetime and again, it would not have been the same without this incredible crew. We hope to be back to the Bahamas and we would 100% book this again. Thank you from the bottom of our hearts, True Story crew!

3. ET

   Ellan

   Captained Luxury Lagoon 560 Catamaran In The Bahamas

   Our large group of 21 with a mix of adults and kids had a great time! This was on our list for the Bahamas and it was the most epic part of our trip. We would highly recommend this company, if we are ever back, we already know who to call!

4. 

   Angela

   Captained Luxury Lagoon 560 Catamaran In The Bahamas

   10/10 recommend. Crew was wonderful and food was excellent. Our group had an amazing time!

5. SS

   Simon

   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!!

6. 

   Sundeep

   Luxury Catamaran Trips in St Maarten and Surrounding Islands

   Simply incredible! Captain Neil and his crew provided an outstanding experience for our buddy's 40th birthday celebration (16 of us!). The service was impeccable – drinks were always topped up, and we felt incredibly well taken care of. The boat itself is super comfortable and spacious. We were greeted with an endless array of freshly baked croissants and bakery items, and lunch was hands down the best meal we had on the water, all prepared right on board by the chef. This is definitely one of my favorite charters and an unforgettable day. Thank you Capt Neil and crew.