Puerto Rico · SAILING
Good sailing trips fill up weeks ahead and the great ones go first. Below: the 15 to book early, what each includes and how they differ.
High-speed catamaran from Fajardo to Culebra for reef snorkeling, included lunch and drinks, then Flamenco or Culebrita beach time.
“I would 100% recommend this activity to anyone who loves the beach, clear waters, and a good time. The employees were extremely friendly, the music and vibes were amazing. I will definitely be doing this again on my next trip to Puerto Rico!!”
Catamaran cruise from Fajardo to Icacos for snorkeling, swimming, shell hunting, and a build-your-own picnic lunch.
“Staff were super friendly, the island was gorgeous, and the whole excursion was the perfect amount of time. I would 100% do this excursion again!”
Sail 6 hours from Fajardo to Cayo Icacos for swimming, snorkeling gear, deli lunch, and rum drinks with scenic El Yunque views.
“Great experience overall. Good beach and snorkeling spots . Lunch and drinks and snacks were very good . Captain Carlos and captain Jose were great and took good care of us all!”
Small-group sunset sail in San Juan Bay near El Morro, with drinks and light snacks, plus captain stories and great photo chances.
“Captain Ivan was great! He was professional, personable and full of knowledge! I recommend this tour, 10/10!!”
Sunset catamaran in San Juan Bay for up to 6, drinks included, and calm Old San Juan views from dock A72.
“Our guides Hector and Sophia were very gracious and knowledgeable of the area. The ride was relaxing and the weather was perfect. Highly recommend!”
A 6-hour catamaran day trip from Fajardo to Culebra with beach time, kayaking, paddleboarding, lunch, and drinks, weather permitting.
“The tour was amazing! The crew was incredibly helpful, kind, and professional from start to finish. Although the conditions were a bit rough on the way over, the staff stayed attentive to everyone’s needs and made sure all guests felt Read more”
Sail from Fajardo to Cayo Icacos for guided “Double Dip” snorkeling, reef views, and beach time, with lunch and drinks included.
“We had a really great time and the hosts and activities were great! We especially loved relaxing on the beach and jumping from the boat!”
Wind-only sail in San Juan Bay on a small boat, past Old San Juan forts. Includes beer or sangria, plus photos and great crew stories.
“The sailor did not want to accommodate me and my family trip after paying for the trip we was told the refund was going to take a few days and to find out it was non refundable don’t waste your time they not even taking you on the next trip out if you ever take Uber get dropped off at the sizzler’s restaurant”
Small-group catamaran sailing from Fajardo to Piñeros or Palomino for snorkeling, beach time, and a BBQ lunch with drinks.
“Lovely day, very relaxing. Perfect food service and drinks. Very accommodating crew. Would do again.”
Sail San Juan’s waters on a 54-foot luxury catamaran with limited crowding, all-inclusive drinks, Puerto Rican lunch, and guided snorkeling.
“Such a fun experience with very kind staff! My friend and I loved it! I love the different fun things they have around the boat - swings, water slide and places to float and lay down. Loved the unlimited piña coladas too. Such a great experience!”
Catamaran from Fajardo to Vieques for beach time, snorkeling, and a deli buffet lunch with rum and local beer. 6 hours.
“Spent my birthday there. The experience was beautiful. Staff, music & the food 10/10 I highly recommend”
Private 6-hour catamaran charter from Fajardo to Cayo Icacos, with snorkeling gear, a captain and crew, and optional lunch.
“It was a perfect day in every way. Carlos and kalani were perfect hosts. Made us feel so comfortable. Boat beautiful and steady. Great snorkeling and paddle boarding. Saw lots of fish. They gave our 8 yr old special attention so she could enjoy the experience even more. Everyone Loved our day at sea!”
Private 36' yacht from Fajardo to Icacos, Palomino or Piñero. Skip crowds, enjoy 6-hour luxury, lunch, snorkeling gear, BYOB.
“Honestly, amazing family run company, well organized and super friendly and accommodating. Would absolutely recommend to anyone who is in the area. Karina was super helpful and attentive and reached out to coordinate everythiRead more”
Sail the Caribbean off Fajardo on the Janise Lagoon 380 for a 3-hour sunset charter with snacks, drinks, and a swim stop by secluded islands.
“Amazing experience! Such a friendly crew. Very relaxing. The private island and sunset were beautiful”
Private boat island hopping from Fajardo for up to 6, snorkeling at Cayo Icacos, optional Isla Lobos, and possible Vieques add-on. Snorkel gear included.
“10/10 recommend this tour! Very pleasant and professional tour guides and very friendly as well. Provides food and drinks and music!”
Pick the day first, then pick the tour that does it best.
