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Eastern Region, Puerto Rico Sailing trips & boat tours

Our most recommended Eastern Region, Puerto Rico Sailing trips & boat tours

From Fajardo: Full-Day Culebra Islands Catamaran Tour

1. From Fajardo: Full-Day Culebra Islands Catamaran Tour

Discover an area off the beaten path on this full-day catamaran tour to the Cordillera Islands. Departing from Puerto Del Rey Marina in Fajardo, the 50-55 minute journey on the high-speed catamaran will take you to the beautiful Cordillera Islands, off the coast of Fajardo. Upon arriving at the Cordillera Islands, the captain will decide which beach will have the best conditions for the day, usually Flamenco or Culebrita beach. Spend the afternoon swimming, snorkeling, beachcombing, sunbathing, or relaxing on the roof deck. Throughout the day, the bar onboard the catamaran is open for all guests with Piña Coladas, Rum Punch, sodas, iced teas, and juices. A sumptuous lunch is served on board, including fresh fruit, chicken salad or veggie wraps, salads, and chips.

From Fajardo: Icacos Island Full-Day Catamaran Trip

2. From Fajardo: Icacos Island Full-Day Catamaran Trip

Spend a day in the sun with lunch and specialty drinks includes, taking you out on the clear waters of the Caribbean and along the Fajardo coastline aboard a catamaran. Set sail in the morning from Puerto del Rey Marina, the largest and best-kept marina in the Caribbean. On board the catamaran's deck you will enjoy beautiful views of the mountains in the El Yunque National Forest, as well as the beaches along the Fajardo coastline. After a comfortable sail of about 45 minutes, you will anchor at one of the small deserted islands and cays off the northeast coast of Puerto Rico. Normally it is the island of Icacos, but the captain will sometimes head to Cayo Lobo or Palominos if the conditions are better for the day. Once you arrive, step off into shallow water and spend the next 1.5 hours walking on the beach, beachcombing, and swimming in the crystal clear waters. Return on board to enjoy your pre-packed lunch. Sodas, water, and juices are also available, and those with a taste for the sweeter things in life will want to sample the specialty piña coladas and tropical rum punch. When you have eaten your fill, the boat will head a short distance out and anchor over the reef for another 1 or 2 hours of swimming or relaxing. A leisurely sail back to Marina Puerto del Rey will bring you back to the dock, with plenty of time to enjoy your afternoon and evening in Fajardo.

Vieques: Bioluminescent Bay Boat Tour

3. Vieques: Bioluminescent Bay Boat Tour

Travel aboard a comfortable 24-foot electric catamaran into Mosquito Bay at night to experience the beauty of the world's largest bioluminescent bay. Enjoy a transfer in an air-conditioned van from a centrally-located meeting point in Esperanza.  Be picked up from the meeting point at the Malecon in Esperanza across the Street from the Blok hotel. Relax on the short drive to Mosquito bay. Be greeted by a team that will help you aboard the catamaran.  Embark where the only thing brighter than the stars in the sky is the fantastically-blue glow of the naturally-occurring bioluminescent phenomenon in the water below. Learn about this unique environment from the crew. Return to Esperanza at the end of your experience. 

From Fajardo: Catamaran Beach Excursion with Lunch

4. From Fajardo: Catamaran Beach Excursion with Lunch

Take in the Crodillera Islands with a catamaran cruise to a secluded beach. Feel the life at sea as you admire the mountains and gorgeous scenery. Then, spend some time on the beach to paddleboard, kayake, or just relax. Depart Marina Puerto Del Rey and enjoy the beautiful views of the Cordillera Islands. Watch the mountains of El Yunque fade into the distance and after about 90 minutes on our power catamaran, arrive at the beach where the fun begins. The usual beach destination is Culebrita Beach, but occasionally the captain might choose another nearby location (Vieques or Icacos), depending on water conditions for the day. Spend the day paddleboarding, kayaking, sunbathing, or participating in fun games and challenges.

Fajardo: Afternoon Sailing Charter with Appetizers & Drinks

5. Fajardo: Afternoon Sailing Charter with Appetizers & Drinks

Step onboard a private catamaran and see the beautiful Fajardo shoreline and the secluded islands nearby. After a short sail, the captain will drop anchor on the coast and you will have the opportunity to relax in the catamaran’s trampoline, indulge in delicious snacks and beverages, or take a refreshing dip in the ocean with the privately-owned Ramos Island as a beautiful backdrop. A 15-minute sail will take you back to the marina after a memorable and romantic experience in the Caribbean Sea.

Fajardo: Catamaran Day Cruise with Piñeros Island and Lunch

6. Fajardo: Catamaran Day Cruise with Piñeros Island and Lunch

Enjoy crystal-clear waters and secluded islands as you relax aboard a catamaran off the coast of Fajardo. This small-group tour will help you recharge as you swim, snorkel, or just relax on a pristine white-sand beach. Embark on a 5-hour cruise around the coast that will take you to the beautiful nature reserve of Piñeros Island. Snorkel around the beautiful reefs and catch a glimpse of the rich marine life. Aboard the ship, have a go at the trampoline or take in the sights. Indulge in a delicious lunch barbecue lunch prepared for you on board using local ingredients. Enjoy refreshing drinks including beer, wine, and homemade sangria. Take an unforgettable cruise in the emerald waters of the Fajardo coast on this catamaran sailing cruise.

Fajardo: Private 47-F Catamaran Cruise with Drinks and Snack

7. Fajardo: Private 47-F Catamaran Cruise with Drinks and Snack

Explore the beaches of Fajardo, Vieques, or Culebra on a catamaran tour from Fajardo. Go for a swim in crystal-clear waters or get some sun on the upper or lower deck seating. Savor a fruit and cheese platter with chips and dip. Sip on water, sodas, rum, vodka, and local beer. Check-in before your tour and meet your captain and crew at the Puerto Del Rey Marina in Fajardo. Set sail in a ship with a fully equipped kitchen, electric BBQ grill, and a dinner saloon with a fan. Lounge in a stateroom or watch DVDs on the flat screen. Relax in one of the 4 cabins, or chill out on a bean bag chair and listen to music on the radio with cockpit speakers. Jump in the turquoise water and make use of the floating water mat. Have the freedom to chart your own course with your own destinations on a private cruise. Return to the Puerto Del Rey Marina in Fajardo at the end of your sailing adventure.

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What people are saying about Eastern Region, Puerto Rico

Overall rating

4.9 / 5

based on 241 reviews

Amazing experience! Unfortunately we couldn’t make it to Culebra because of the weather conditions but instead of canceling they took us to a different island which was amazing. We stayed at the islands from 9:30am to 1pm then we switched location for snorkeling then we headed back by 2:30pm, arrived at 3pm. Drinks and waters included such as cola, sprite, piña colada, jellyfish cocktail, rum punch, very good made your own sandwiches option for lunch which started 11am. For new sailers I recommend to take towels, sunscreen, GoPro or waterproof phone chase for the best photos on the beach and under the water, waterproof bag if you want to swim to the island and lay down on the sand. I highly recommend these guys, if you have any questions about them hit me up! Ig.: marcell_life Thank you guys again, you made my vacation!

Highly recommend doing this experience. Take your motion sickness pills, swimsuit, and lots of sunscreen and a good attitude because it’s def worth it. I’m not a good swimmer at all but the floaties were a lifesaver and I thoroughly enjoyed the boat ride with music and the views and beach. Food was great also and the crew was lively and helpful. We sadly didn’t see any turtles while snorkeling but the experience was great overall.

Amazing experience! Don't miss this. Seeing the bioluminescent bay in Vieques is the best. The small boat is a good alternative for a kayak. Our guide Eddie was very knowledgeable and my husband and I learned so much.

This charter was amazing! Friendly crew who showed concern about everyone’s safety! We had a great time celebrating my birthday and will definetly use this service again when in PR❤️

I’m 55. Not a pro swimmer but felt comfortable enough to wear the float belt and “swim” to the beach. This was our second time with this company. I’d do it again!!!