Top Puerto Rico Cruises & Sailing

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 half-day 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, lunch, and rum cocktails.

Get a taste of island life during this full-day catamaran snorkel and swimming cruise, where you get to explore the tropical isle of Icacos and the area’s fantastic marine life, then stroll the deserted beaches of a protected island for some shell hunting and sunbathing. Along the way enjoy a lunch, with included bottled water, sodas & tropical drinks.

Cruise by high-speed catamaran to Culebra from Fajardo for a fun-filled day trip swimming, beach combing and sunbathing on this island paradise. Spend your morning exploring the fascinating undersea creatures that populate the island’s coral reefs before enjoying a buffet lunch complete with rum punch and piña colada refreshments. Then take the afternoon to relax and swim on the area’s perfect sugar-sand beaches. Your excursion offers optional round-trip transportation from hotels in Old San Juan, Condado or Isla Verde.

Get into the turquoise waters of the north-east coast of Puerto Rico with this private boat charter and snorkel adventure. You’ll start with pickup from your designated location, then you’ll board your boat for a half day of fun. Snorkel, swim, listen to your own tunes on the boat, load up the cooler with your favorite drinks, and enjoy this private experience for just you and your group.

Escape the crowds on land and see a part of Puerto Rico that most travelers miss on a sailing tour by catamaran to Culebra Island —home to white-sand beaches and coral reefs, and hailed as one of the most beautiful islands in the world. Lunch, alcoholic drinks, and snacks are included on board, to keep you hydrated and refreshed. A visit to Culebra is weather-dependent, so other possible beach stops include the beautiful Icacos island or one of Vieques' beaches.

Enjoy a new perspective on Old San Juan—and soak up Caribbean breezes and sunset views—aboard this evening boat tour. Following pickup at select local hotels, hop aboard the boat and find a comfortable seat on the deck. Then, spy highlights like Paseo De La Princesa, La Fortaleza, the San Juan City Walls, and more, all while the sun goes down. Light refreshments and alcoholic drinks are available on board.

Explore the beauty of Culebra Island during this excursion from Ceiba. Journey from Ceiba to Culebra via local ferry, then hop on a guided minibus tour around town. Next, snorkel and swim around the coral reefs in the Luis Peña Marine Reserve and the seagrass beds frequented by turtles. Soak up the sun at Flamenco Beach, where you can purchase lunch before heading back to Ceiba.

No trip to Fajardo is complete without visiting the stunning blue waters of the Caribbean. There are countless excursions available on the water; however, most have become a booze cruise and don’t give you the optimum atmosphere for exploring. This Fajardo Afternoon Boat and Snorkeling Tour still offers alcoholic beverages but gives you the energy to focus on snorkeling and learning about life under the sea.

Sail the calm, azure waters of San Juan Bay at sunset during a 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 and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.

Enjoy a half-day excursion to either Palominos or Icacos islands during this private experience from Fajardo. Spend the day as you wish aboard your private boat; swim in the crystal waters, discover several marine species with provided snorkel gear, or simply relax on the white-sand beaches. When you’ve worked up an appetite, enjoy fruits, sandwiches, snacks, and non-alcoholic drinks on board.

Experience the best of El Yunque Rainforest without having to worry about getting lost with this group tour. Meet your guide nearby and follow them in your own car to the forest, where your adventure begins. Go on a hike, visit waterfalls, and have the chance to zip down natural slides, jump off cliffs, or channel your inner Tarzan on a rope swing.

Explore the historic area of Old San Juan on a small-group walking tour. Step back in time, over 500 years, and learn about the island of Puerto Rico from your guide. As you walk, pass by important landmarks while your guide regales you with history and tidbits about the local culture.

Paddle a kayak through the peaceful waters of Fajardo's mangroves on the way to the Bioluminescent Bay during this evening tour. You are provided with all equipment and instruction, so even beginners can participate. Follow your guide's lead and listen to in-depth commentary as you travel, arriving at the Bioluminescent Bay at dark to see the water light up beneath you.

Visit two of the best places in Puerto Rico today, Luquillo beach and the El Yunque rainforest. You’ll be walking through a forest of rare plants, past natural rivers, and spotting local animals with your guide. If there is time, you can take a dip in a natural pool with a waterslide. Afterwards, you’ll be driven to Lauquillo beach, where you can swim, sunbathe, and relax for a while. Note: not recommended for those with walking difficulties.

Explore the waters around San Juan on a miniboat, which holds a small group of up to four people. You'll get great, photo-worthy views of the shoreline and listen to guided commentary as you travel. A small group means personalized attention from your guide and an intimate atmosphere.

Experience one of the most magical natural phenomenons in Puerto Rico during a kayak tour of a bioluminescent lagoon. Exploring in a kayak lets you get closer to the illuminated plankton, which produce blue-green light every time you move through the water with your paddle and kayak.

Enjoy a safe after-dark kayaking adventure to experience the bioluminescence of Mosquito Bay. Paddle in clear and semi-clear-bottomed kayaks so you'll feel totally surrounded by the glowing waters on the island of Vieques. Since this activity takes place on a separate island, visitors need to take a ferry or flight and stay overnight on the island (not included).

This combination tour includes a visit to Luquillo Beach, El Yunque Rainforest and a nighttime kayaking tour of Laguna Grande, a bioluminescent bay. Stroll a walkway the winds through the treetops of the forest canopy. After a leisurely lunch (and time for shopping), travel to Laguna Grande to witness the unique phenomenon of bioluminescence.

Combine a trip to El Yunque with some beach time at Luquillo with this group tour. You'll start in El Yunque, where you'll take a walk out through the forest and get the chance to swim in crystalline rivers. You'll then continue to Luquillo, where you can slide down a natural waterslide at Las Paylas and spend time at the local beach before returning to San Juan.

Visit the idyllic island of Icacos during this half-day beach and snorkel tour from Fajardo. There’s no set itinerary for the day meaning you can choose from a variety of activities to suit your interests. Make use of the provided snorkeling equipment to discover local marine life; soak up the sun on the white-sand beaches; or simply go for a stroll for views of the mainland and the rain forest.

Explore the underwater world of Puerto Rico on a guided snorkeling adventure. Receive a lesson from a professional diver and enjoy a hassle-free outing with all the equipment you need. Then swim through the tropical waters off Guaynabo and see brilliantly-colored tropical fish, sea turtles, and other marine creatures. Afterward, revisit your experience with a GoPro video of your snorkeling excursion included in the tour price.

Spend an adventurous day exploring two of Puerto’s most incredible natural wonders on this full-day excursion to hike in the El Yunque Rainforest and kayak at the island’s famed Bioluminescent Bay. Start your morning with a hike in the only tropical rain forest in the United States National Forest system, enjoying incredible mountain views and an optional waterfall swim to cool off. Then continue with a nighttime kayaking trip to the magical Bioluminescent Bay, which features a unique variety of plankton that glow when the water is touched or moved. Your Puerto Rico outdoor adventure also includes round-trip hotel transport, professional guide, and national park fees.

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.