PUERTO RICO
Puerto Rico's standouts.
The 10 best sailing tours in Puerto Rico, side by side. What each one is actually like, who runs it, and what it costs.
High-speed catamaran to Culebra from Fajardo for reef snorkeling, Flamenco or Culebrita beach time, and included lunch and drinks.
“Jose, canan, David, Xiomara were the best! Definitely knows how to keep a vibe alive and we’re very generous with all of us. Thank you to them for making this experience worth it.”
Sail from Fajardo to Icacos for swimming, snorkeling, a deserted-island beach stop, and a build-your-own picnic lunch with drinks included.
“The staff was good (2 people). Switched our boat to a smaller one. Hard to get around. Very small up front and tight to go around to the back. No covered area. No rum punch, just pina coladas (not blended). Snorkeling was nice and the beach. Just wish they had more options for drinks.”
Six-hour catamaran sail from Fajardo to Cayo Icacos with snorkel gear, deli lunch, rum cocktails, and El Yunque views.
“Our catamaran excursion was the highlight of our vacation! We had the most gorgeous weather, the best crew and most incredible Captain, Jose! The food and drinks were delicious and it was 6 hours of non stop fun!”
Sunset sailing in San Juan Bay on a small J30 sailboat. View El Morro, sip beer or sangria, spot dolphins, and sail two hours.
“This was our 26th anniversary trip and captain Joe and Carlos did not disappoint! This was such a peaceful experience and would highly recommend to anyone visiting Puerto Rico!”
Small-group San Juan sunset catamaran with drinks included. Cruise Old San Juan from the water, sip rum punch or wine, and enjoy 2 hours.
“It was a small group and very relaxing. Drinks were provided. We sailed around the harbor and watched an awesome sunset. The staff were professional and friendly. It was an excellent experience.”
Catamaran day trip from Fajardo to Culebra with flexible stops, included lunch and drinks, and beach activities like kayaking and paddleboarding.
“Nef, Carlitos, Darien, cap jose perez Are the best crew you can hope for!!. This beach is a slice of paradise.”
4-hour catamaran Double Dip to Cayo Icacos from Fajardo with two snorkel stops, included lunch, and a laid-back beach swim.
“The staff was extremely friendly and attentive. Perfect balance of fun and relaxation. The food was amazingggggg!”
Wind-only sailing in San Juan Bay on a small sailboat with Old San Juan fort views, included drinks, and a smooth, photo-friendly route.
“It was such a memorable experience for us! While it was windy (but not dangerous) conditions on the sea, our captain navigated the waters and wind flawlessly due to his decades of experience and even provided exhilarating and fun sailing for my 16- and 11-year-old boys. This was our first time in a sailboat on…”
Small-group sailing and snorkeling from Fajardo with secluded reefs, a BBQ lunch, and drinks included. Catamaran day trip to Piñeros or Palomino.
“Fun and relaxing day! We saw sea turtles and weren’t even expecting that. The food was awesome. Ashley and Captain Ricardo were super friendly and professional. The food was excellent and drinks plentiful and delicious!”
6-hour luxury catamaran cruise from Fajardo with guided snorkeling, water toys, shaded comfort, and an authentic Puerto Rican lunch plus unlimited rum drinks.
“Amazing experience from start to finish. Beautiful, clean boat; professional and friendly crew; a gorgeous island with crystal-clear water and great snorkeling; delicious lunch, fun drinks, and plenty of water toys. The surprise “boat race” on the way back was the perfect ending. Our whole family loved it. Highly recommend!”
