Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. HG

   Hernan

   Private Luxury Bali 40ft Catamaran – Sail to Vieques’ Secluded Beaches

   We had an absolutely amazing experience with Captain Hugo and Marian! From start to finish, they were incredibly personable, welcoming, and made us feel right at home. Leading up to the charter, their communication was outstanding…they were proactive, responsive, and made everything seamless and stress-free. On the day of the charter, they truly went above and beyond, especially with our children. They were attentive, engaging, and made sure the kids were not only having fun but also safe and well cared for. That meant the world to us as parents. Their energy, professionalism, and genuine care made this experience unforgettable. We’ll absolutely be booking with them again and bringing more friends along next time we visit. Highly recommend!

2. TS

   Tyleesia

   🤩VIP EXPERIENCE🛥🍾ALL INCLUDED CATAMARAN 4 Bachelorette-Birthday In Punta Cana

   This was an amazing experience! Very much worth the price ! Everything was as listed and looked exactly like the pictures if not better in person! Nicole was an AMAZING BARTENDER she made it so much more enjoyable!

3. JK

   Joanna

   44ft Sailing Catamaran Charter in Bridgetown, Saint Michael

   If you are thinking about booking a trip with Kirk & Caroline DO IT, you won’t be disappointed. Communication was very easy. We went snorkeling and then set sail. Very accommodating and was the highlight of our cruise.

4. AH

   Alexx

   60ft AIcon Yacht – Perfect for Luxury Day Trips

   Wow! What a fun day! We had a large bachelorette group and had the absolute BEST day! Carlos was super communicative and his crew was fantastic. The boat was beautiful, clean, and had everything we needed for a day out on the water! Can’t recommend this boat enough!!

5. JT

   Jason

   All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island

   Ignacio and Mason were fabulous! They welcomed our large family on the catamaran and showed us an amazing day. They were patient with our kids and open to whatever we wanted to do on our day. The highlight was catching a small tuna and Ignacio preparing us some fresh civicieca. We will definitely be back again!

6. MP

   Meredith

   Enjoy Luxury Catamaran for Islands, Sunsets and Night Events

   Amory and his team were wonderful from start to finish. We wanted a relaxing girls boat day, away from vendors and clubs, and they delivered! They also recommended a fantastic catering option and arranged it for us. We loved his captain Demer and first mate Wayne. They made us feel safe without overstepping.