San Juan
Sailing Trips & Tours

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Our most recommended San Juan Sailing Trips & 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 on a 6-hour trip, with lunch and speciality 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 for 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 at 15:30, with plenty of time to enjoy your afternoon and evening in Fajardo.

San Juan: Guided Water Bike Experience on Old San Juan Bay

3. San Juan: Guided Water Bike Experience on Old San Juan Bay

Soak up the unique views of Old San Juan Bay on a guided water bike tour. Relive more than 500 years of Puerto Rican history as you pass important buildings, including the San Felipe del Morro fortress. Board a water bike and set off along the Old San Juan Bay. Admire the pristine views and visible monuments along the coast, such as La Fortaleza (Governor's home), the San Juan Door (historic city entrance), Baluarte de San Agustín, Santa Elena Battery, El Morro Wall, the Garitas, and more. Take to the waters with a certified guide to ensure your safety and comfort. Together, scout out the best viewing spots in the bay as you pedal over the water. Enjoy this adventure by yourself or with friends.

From San Juan: La Parguera Glowing Bio Bay Boat Tour

4. From San Juan: La Parguera Glowing Bio Bay Boat Tour

Join your small group of fellow adventurers and embark on a boat tour traveling to La Parguera, a small fishing village in southwestern Puerto Rico. Discover one of the best-preserved coral reef systems and mangrove forests in the Caribbean. Upon arrival at La Parguera, stop for a quick appetizer at one of the various restaurants and bars. Board a private boat for a 25-minute ride through floating homes and mangrove cays while the sunsets. Once you reach the bay your Guide will explain all you need to know about the dinoflagellates phenomenon. Swim and experience firsthand the agitation of the water disturbing these microscopic creatures that give off a glowing light, creating an impressive and magical effect. Spend about 30 minutes marveling at this strange, lovely light show before heading back to the pier.

From San Juan: Bioluminescent Bay Boat Tour and Hot Springs

5. From San Juan: Bioluminescent Bay Boat Tour and Hot Springs

After pickup from your hotel, relax on the drive to the southwest and the first stop at the hot springs. From there you will dine on fresh fish, chicken, or vegetable tacos at a local restaurant. After dinner, you will visit the sand bar and once night has fallen, cruise to the bioluminescent bay where you will be amazed by the glowing landscape that awaits. At the bay, jump in the water to really experience this unique phenomenon, which is a true feast for the eyes. Enjoy some free time to swim and play in the water and admire the striking glow of the microorganisms that surround you. At the end of an unforgettable day, dry off on the boat then sit back and relax on the journey to your accommodation.

San Juan Mini Boats

6. San Juan Mini Boats

The most complete tour for those explorers who would like a glimpse into San Juan's captivating history, have an adventure in the waters of the harbor at the helm of your own boat and stop to learn the highlights of the city’s history. You will take the helm of a 13' inflatable boat that you will get to operate during the entire tour. Appreciate Condado and the Puerto Rico Convention Center. After a short stop where the guide will point out these areas of interest, the fleet will cruise along the southern shores of the Islet towards the Historic District. On your way there, Old San Juan will rise in front of you in the distance and you will admire Fort San Cristobal, the largest fort built by the Spaniards in all the Americas, the cruise ship ports with the green mountains to the south and the Rainforest to the southeast. Along the way, you will feel the warm Caribbean breeze and may spot some of the local fauna. Learn about the landmarks in the historic district: The San Juan Wall, Governor’s Mansion and the most famous fort in Puerto Rico, Fort San Felipe Del Morro; The perfect spot to take unique pictures. The last stop of your tour will take you by the most active commercial piers in the Caribbean, where you will observe San Juan commercial district, and Hato Rey through an eco-friendly water channel, within a mangrove vegetation area, house of iguanas, birds and local fauna.

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Other Sightseeing Options in San Juan

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What people are saying about San Juan

Overall rating

4.8 / 5

based on 291 reviews

What a beautiful day on the boat… the wave action was high keeping us from reaching Culebra but we had a beautiful day at Icacos jumping off the boat, snorkeling, walking the beach and collecting seashells and coral. Captain Carlos had excellent command of the boat through rough seas and every staff member, from the welcome booth to the boat was pleasant and accommodating. This was day 2 of our Vacation in Puerto Rico and it was PERFECT!!

This is a must do bucket list activity! Swimming at night in the bioluminescent bay was so much fun; the water temperature was perfect. Our family would do this again! Our tour guide, Cruz, was amazing!

I can’t remember our tour guides or captains name but they were funny and the absolute sweetest. They definitely made the whole experience a great one.

Very fun to drive the boat yourself and see the island from a different perspective

The experience was wonderful. The crew members and captain were amazing.