Puerto Rico Sailing Trips 

Embark on a world-class sailing adventure with Puerto Rico Sailing Trips, a locally owned company with over 18 years of experience in delivering unforgettable experiences. Ranked #5 on TripAdvisor, we specialize in intimate, first-class charters aboard our pristine 2018 Lagoon 380 catamaran.

Departing from Safe Harbor Puerto del Rey Marina in Fajardo, the largest and most impressive marina in the Caribbean, our award-winning Janise Sailing Day & Afternoon Charters offer a luxurious escape for up to six guests.

Set sail on a five-hour day charter to breathtaking destinations, enjoy a gourmet lunch with refreshing drinks, and dive into crystal-clear waters for snorkeling and swimming. If you prefer a shorter trip, the three-hour afternoon charter provides the perfect mix of relaxation and adventure, complete with island vibes, complimentary drinks, delicious snacks, and a stunning sunset. You can even choose our extended 8-hour private day charter.

Every charter includes unlimited drinks such as beer, wine, sangria, soft drinks, and water. Snorkeling gear is provided so you can explore vibrant marine life, along with a gourmet lunch on the five-hour and eight-hour charter and snacks on every trip. Our catamaran is family-friendly and alcohol-friendly, and swimming is encouraged.

With only six guests per trip, you’ll enjoy an exclusive and crowd-free experience. Located just 45 minutes from San Juan, we offer access to Puerto Rico’s most stunning waters. Our USCG-certified crew ensures the highest level of safety, professionalism, and hospitality.

Book now and experience the magic of Puerto Rico from the best seat in the house—the deck of our luxury catamaran!