Home > Interests & Activities > Watersports > Catamaran, Sailing, Nautical Experiences

Maybe it’s the shimmering turquoise waters of the Caribbean Sea and the deep blue of the Atlantic Ocean. Or the majesty of a billowing headsail. Or even the destination.

Whatever the reason, people have been traveling to Puerto Rico for decades to enjoy recreational sailing.

From vintage ketches to power catamarans and mini boats to party boats, we’ll bring you to the water in style. And when you get there, we’ll let you swim, snorkel, fish, scuba dive, or just chill out and enjoy a lovely day out in the Caribbean.

  • Fajardo

    The unquestioned capital of boating and sailing in Puerto Rico, Fajardo is a nautical base for virtually any type of charter and tour. You can sail the seas in a vintage sloop, a modern sailboat or a catamaran. Beyond the vessel, it’s the destinations that make Fajardo so special. An archipelago of cays and the alluring islands of Vieques and Culebra are just a short ride away.

    • Marinas

      One reason Fajardo is so popular with boaters is its ample marina facilities. These include Puerto del Rey, the largest marina in the Caribbean.

    • Beyond Puerto Rico

      Fajardo is the gateway to neighboring islands like St. Thomas, St. John, and the British Virgin Islands. If you feel like exploring beyond our shores, you’ll find charters that can take you to these destinations.

    • Biobay Access

      Fajardo is the only destination in mainland Puerto Rico where you can hop on an evening excursion to the spectacular Vieques Biobay.

  • Glass-Bottom Boats

    If you want to enjoy all the visual wonder of diving without the hassle of getting wet, a glass-bottom boat is the way to go. Fortunately, you’ll have your choice of boats that can show you the ocean floor, and one that will even show you the glow-in-the-dark brilliance of a bioluminescent bay.

    • La Parguera

      The only biobay in Puerto Rico that you can visit on a glass-bottom boat is La Parguera. Check out the darting, glowing fish beneath the waves without getting wet!

    • Culebra

      A glass-bottom boat leaves from Dewey for Culebrita Island and the turquoise waters around Culebra Island.

    • Fajardo

      Travel to the spectacular cays of Icacos, Lobos and Culebra Island aboard a 62-foot catamaran with 8 feet of glass-bottom windows.

  • Vieques Island

    Sailing and boating in Vieques is all about discovering secluded beaches, coral reefs and nearby cays. And you can do these on a luxury vintage yacht, nimble hobie catamaran or the chartered vessel of your choice.

    • Sunset Spectacle

      A sunset cruise paints the rustic island of Vieques in a whole new light. Your captain will find the perfect spot to watch the sun dip below the horizon, making this one of the most romantic activities in Vieques.

    • Snorkel Spots

      Most sailing trips include at least one snorkeling stop. Blue Tang reef is among the most popular, as is Cayo Chivas, an offshore island reef teeming with marine life.

    • Pontoon Boat

      One of the best boating adventures you’ll enjoy in Vieques is with Island Adventures, who will introduce you to the Vieques biobay on their environmentally friendly, electric pontoon boat.

  • Culebra Island

    Similar to Vieques Island, Culebra has drawn boaters, fisherman and lovers of the open water for generations. And like Vieques, it offers tiny cays, vibrant reefs and a community of friendly locals who have made their living on the waters around the island.

    • Water Taxi

      The easiest way to get on the water in Culebra is by taking a water taxi from Dewey to the island of Culebrita, a stunning islet where the only manmade structure is a tiny, defunct lighthouse.

    • St. Thomas

      You can easily see St. Thomas from Culebra, and you can just as easily charter a boat to take you there for a jaunt to another Caribbean Island.

    • Carlos Rosario

      If your sailing trip includes snorkeling, head to Carlos Rosario beach, where you’ll find a healthy reef boasting some of the best snorkeling Culebra has to offer.

  • Rincón

    The surfing capital of Puerto Rico is no slouch when it comes to sailing and boating. There are a variety of excursions here for the nautically inclined, ranging from sail-and-dive trips to Desecheo Island to nighttime party cats.

    • Whale Watching

      In the winter months (January to March), you can charter a boat to take you just off shore to visit with Rincón’s other tourists – migrating humpback whales.

    • Sailing Academy

      If you want to learn the fine art and craft of sailing, check out what the Rincón Sailing Academy has to offer. The academy offers small-boat classes designed for people of all ages and skill levels.

    • Sunset Cruises

      If there is one thing Rincón is famous for beyond surfing, it’s the awe-inspiring sunset you’ll see practically evening from its shores. A sunset cruise makes the experience all the more breathtaking and romantic.

  • Mini Boats

    Mini Boats are one of the newest nautical attractions in Puerto Rico, and they are quickly becoming a favorite among locals and tourists alike. These excursions put you at the helm of a 13-foot inflatable motorboat that is easy to drive and tremendous fun to take out into the open water.

    • Boat and Snorkel

      You can rent your Mini Boat at Fajardo and head out to explore the pristine archipelago around its coast. Each comes equipped with snorkeling gear, as your mini boat will reach resplendent reefs that larger vessels can’t approach.

    • Learning the Ropes

      You don’t have to have any prior boating experience to operate a mini boat. Your tour guide will teach you the basics, and the steering wheel and gears are easy to master.

    • Family Friendly

      Mini Boats are perfect for the whole family. Tours will accommodate kids 8 and older, and you will be required to wear lifejackets on board. Better still – these boats do not capsize.