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.
“Staff was amazing. Experience was so fun. Captain Jose made sure we had a great time by selecting beaches and reefs that were best despite rough water conditions.”
Sail from Fajardo to Icacos for swimming, snorkeling, a deserted-island beach stop, and a build-your-own picnic lunch with drinks included.
“The whole trip was awesome; we had a great time at Cayo Island, and the crew was very friendly. The sights are beautiful. The food was so delicious The only issue was that a group of girls was too crazy, and everyone else on the cruiRead more”
Six-hour catamaran sail from Fajardo to Cayo Icacos with snorkel gear, deli lunch, rum cocktails, and El Yunque views.
“Crew was amazing I loved the beach/island I loved everything about this day and the hospitality was greats”
Sunset sailing in San Juan Bay on a small J30 sailboat. View El Morro, sip beer or sangria, spot dolphins, and sail two hours.
“It was a great sunset tour. Had a nice sangria to celebrate my husband’s 60th birthday trip. The captain and crew were amazing.”
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.
“This was the best ‼️ The staff was amazing helped me get on the book and the trip was amazing this made our trip. I will definitely book this beautiful ride in this beautiful boat again 💃🏽❤️”
Catamaran day trip from Fajardo to Culebra with flexible stops, included lunch and drinks, and beach activities like kayaking and paddleboarding.
“Captain Jose and his crew were amazing! Very attentive and friendly. I Would definitely recommend....”
4-hour catamaran Double Dip to Cayo Icacos from Fajardo with two snorkel stops, included lunch, and a laid-back beach swim.
“Definitely worth it!”
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.
“Informative, relaxing, great communication. We had a nice time. It was just two couples and the captain and first mate”
Small-group sailing and snorkeling from Fajardo with secluded reefs, a BBQ lunch, and drinks included. Catamaran day trip to Piñeros or Palomino.
“This was my second charter on the Janis with PR Sailing. Our first mate Monica and Capt Bill were exceptional and so very attentive and engaging during our half day charter. I loved this experience two years ago and had to come back a second time. Thank you for superior service, safety and fun!”
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!”
