Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. PM

   Paulina

   Catamaran Party Boat with Captain & Crew – Up to 42 Guests!

   My wedding anniversary brought me back here! We obtain their services and we have to say our guest and us had a blast! Very professional services, their food items were great, overall a great and fun experience!

2. DV

   DAVID

   Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

   We had a fantastic day with our Captain and his team Harold! If you come to Puerto Rico this is a mandatory activity!!! It is worth every dollar….. when we come back we will do it again

3. BB

   Brandy

   FULLY CUSTOMIZABLE Luxury Catamaran Charter

   We had Captain Fox and Jaclyn. They were both fantastic. Attentive to every detail. Food was great, we had the beef and fish burger bar, along with the fruit, meat and cheese plate, salad, pasta salad, and dessert. There was always something to eat if you wanted. The water toys were perfect to lounge and enjoy the water, along with jumping from top deck, its higher than you think so quite a little thrill. We also included a jet ski which I highly recommend, a lot of fun to add to the experience along with the famous swimming with the pigs. Even if you don’t think you’re interested, try it, we had several people with us who were on the fence whether or not they wanted to and after they did they were shocked how much they enjoyed the experience. The trick is to lure the pigs into the water and make them swim before giving them their treat. Also, we did not bring shoes because we left them on the boat but the worst thing about swimming with the pigs was the sharp rocky reef to get the pigs out far enough to swim, had I known we would have took some sort of sandal or water shoe to help from slicing your feet. Over all day was amazing. Most importantly Jaclyn was very sweet, she was little shy, but warmed up, but she was never lacking in anything we needed. Captain Fox was awesome, and fun. They both had warm personalities that made our group feel at ease and we were able to laugh and have fun with them too. Thank you both for creating a day we’ll never forget!

4. AF

   Angela

   Sailing Catamaran Yacht for up to 24 Guests in Aruba

   Book it!! Hands down the best crew ever! I had a group of 18 and everyone enjoyed themselves. The crew is very attentive and entertaining. I would highly recommend them. Thanks again guys!!!

5. SK

   Sandy

   Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

   If you are looking for an authentic sailing experience in Puerto Rico, look no further. This is for you! We came in with sailing experience but not in the ocean and not on as large of a boat. He let us sail the entire time and taught us along the way. Jimbo is a very experienced sailor and is looking to give you the sailing experience you are looking for. If I could have given him more than 5 stars I would have!

6. FS

   Felicia

   Private Sail Aboard Classic 1969 Sloop in San Juan, Puerto Rico

   This experience was amazing! This was the first time my family experienced a sunset ride on a sailboat and Jimbo made sure the experience was one we'd always remember. Jimbo ensured we were in the know on all safety protocols and during the sail, enlightened us with facts and history about Puerto Rico. Jimbo was personable and accommodating from the beginning to end of our excursion. This was our first, but not our last trip with Jimbo!