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San Juan, Puerto Rico Sailing trips & boat tours

Our most recommended San Juan, Puerto Rico Sailing trips & boat tours

San Juan: Old San Juan Sunset Cruise

1. San Juan: Old San Juan Sunset Cruise

Climb aboard the beautiful Amazing Grace in Old San Juan and get enchanting views of the cultural city and sites around the bay. Marvel at the 16th-century citadel of Castillo San Felipe del Morro and the official residence of the governor of Puerto Rico at La Fortaleza. Sip soft drinks and cocktails under the sun and avail of the services of a local guide. The Amazing Grace is a topsail schooner representative of the traditional American sailing crafts that fought the British in the War of Independence. The beautiful sailing vessel flies seven sails that can be used in different combinations to suit the wind conditions, making for a fun journey out at sea.

From San Juan: Bioluminescent Bay Boat Tour and Hot Springs

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

Embark on an adventure to a bioluminescent bay on this trip from San Juan. See the hot springs, feast on a hot dinner in a local restaurant, and visit a sand bar, before heading out to the bay and swimming in the luminous water. 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.

Old San Juan Sailing Tour

3. Old San Juan Sailing Tour

Climb aboard the "Amazing Grace" topsail schooner and cruise around Old San Juan. Take in the enchanting views of the cultural city from a different perspective. See the sites around the bay, including El Morro, La Fortaleza and Paseo de la Princesa, and listen to interesting facts about the landmarks from a local guide.  Feel a part of history as you sail aboard a vessel like those that fought the British in the War of Independence, and in 1812 as ships of the U.S. Navy and as privateers. Look up at the 7 sails that can be used in different combinations to suit the wind conditions, making for a fun sailing adventure.

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What people are saying about San Juan, Puerto Rico

Overall rating

4.8 / 5

based on 291 reviews

We were not able to go to Culebra due to rough seas. We went to an island closer to Fajardo and the marina. Boat ride was probably 20-25 minutes. It was still fun and the crew was fantastic. Snorkeling was average. Company credited back some money due to the itinerary change. It was a good way to get out on the water and we enjoyed the day.

The trip was fun, beach and snorkeling sites were beautiful, and the staff was extremely kind and helpful. I have no complaints!

Guides Diego and other team members were really friendly and made our entire trip really pleasant and memorable. It was worth it

Crew and staff were friendly and very accommodating. Safety was always a top priority as well as comfort.

Very nice experience! Beautiful waters and nice beaches!