Cruises, Sailing & Water Tours in San Juan

Set sail across the Caribbean on this 1.5-hour cruise from San Juan and enjoy unforgettable views of the Puerto Rican capital. Hop aboard a traditional sailboat and sip complimentary drinks as you cruise along the coast. Keep your camera to hand as you pass landmarks like San Juan Bay Marina and El Morro Fort, and spot dolphins and sea turtles swimming and playing around the boat.

Tour San Juan Harbor aboard a passenger boat, accompanied by historical narration on board. Sip a complimentary drink and take in views of the 500-year-old city of Old San Juan, including the Roots Fountain, Paseo de la Princesa, and the Governor's Mansion.

Complete your day with a narrated sunset cruise around Old San Juan. Learn about the area's early colonial history as you sail past its key attractions, such as the Governors Mansion and Paseo de la Princesa, against the backdrop of the sunset.

Live out your island castaway fantasies aboard a luxury catamaran as you visit the deserted tropical island of Cayo Icacos from San Juan on this 5.5-hour sailing cruise. Sail into the aquamarine waters of the Caribbean, admiring views of the El Yunque mountains in the distance, before arriving at the nature preserve of Icacos for a leisurely day of swimming, snorkeling and a lunch buffet with drinks. Your sailing excursion also includes snorkel equipment and an optional upgrade with round-trip transportation from hotels in San Juan.

Hop on a boat to discover some of Puerto Rico's smaller surrounding islands. Visit a few deserted islands such as Palominos, and Ramos as well as Vieques and Culebra, if the time and weather permits. Soak up the sun as you enjoy the beautiful scenery or head underwater for a snorkeling adventure to discover the local wildlife. Enjoy a delicious lunch and light refreshments throughout your sailing adventure.

Sail the calm, azure waters of San Juan Bay at sunset during a 2-hour cocktail cruise. Enjoy a warm welcome aboard from your friendly captain and crew, then settle in for a scenic ride. Watch the island coastline glide by as the sun sinks toward the horizon. Sip a complimentary rum punch or sparkling wine with your family and friends and listen as your captain points out landmarks like El Morro Fort, the Governors Mansion and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.

Float past more than 500 years of history and picturesque scenery during this 1.5-hour sailing excursion in Old San Juan Harbor. Climb aboard the 'Amazing Grace,' a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you'll enjoy up-close views of Old San Juan sights such as El Morro fortress, La Fortaleza, and Paseo la Princesa. A guide and complimentary beverages and snacks are all covered.

Float past hundreds of years of history and picturesque scenery during this 2-hour sunset sailing excursion in Old San Juan Harbor. Climb aboard the "Amazing Grace," a topsail schooner fashioned in the style of 19th-century American sailing vessels, for an unforgettable ride past the wonders of this historic area. As you sail you'll enjoy up-close views of Old San Juan sights like El Morro fortress, La Fortaleza, Paseo la Princesa and more, all set aglow by the fading late afternoon light. A guide and complimentary beverages and snacks are all covered.