The Best Sailboat Rentals Near Anna's Retreat

Private San Juan Bay Cruise 37' Sailboat

I booked with Captain Luis for my sister’s 30th birthday trip, and we all had the best experience! There were 4 of us in San Juan for a long weekend and this was the highlight of our trip. We felt safe, welcome, and taken care of the whole ride - the captain brought refreshments including Sangria that his wife had made which we all loved. He sailed us around and anchored at a beautiful spot to jump in and swim which was so fun. I highly recommend!

Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

José was the best host we could ever ask for! He provided us with food and beverage and took us to the best spots on the islands. The boat is beautiful and so comfortable with so much room. Overall great experience 10/10!!

Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing

We were a group of 13 and rented two catamaran’s for the afternoon. Captain JW was the captain for the boat I was on and he was terrific- took us to Scott beach on St. John for snorkeling and swimming. It was very pretty and he was very attentive in providing drinks and snorkeling equipment and good music. We sailed in tandem with the other catamaran that had the rest of our group on it and also went to a beautiful private resort called Lovango for lunch. Felt like a little taste of Europe in the US Virgin Islands. Only complaint was I wish we had even more time at sea but we had to get back on our cruise ship!

Private Luxury Sailing Experience out of Old San Juan

The boat is exactly as pictured and is very clean. Captain Willie and crewmate David were great. They ensured we had a great time. I would definitely charter this boat again. If you’re thinking about it, just do it!

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

You don’t need to think twice, just simply book. We throughly enjoyed our experience from start to finish. I will definitely be returning. Thank you for having us !

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

Amazing day, crew was great, food was spectacular, they kept the drinks flowing, could not ask for a better experience!