Top San Juan Cruises & Sailing

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.

Go sailing and watch the sunset on a cruise from San Juan. Get great photo ops of Puerto Rico’s coastline and enjoy a comfortable sail on the Caribbean Sea. Your captain shares commentary about the region and provides complimentary drinks for your group of no more than six people.

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.

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.

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.

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.

(Private exploration) (60-75 minutes approx) We pride ourselves in providing a unique experience aboard our amazing GOLF CARTS with our friendly and knowledgeable staff, guaranteeing to leave you wanting more. What makes this experience unique is our extreme levels of customer service and our ability to please each end every age group that comes to us looking for a unique San Juan experience, all the while showing you the “3 sides of SanJuan” . Customers should definitely pick this experience because it will end up being the highlight of their day in Old San Juan

Join a nighttime adventure into the waters of Laguna Grande as you visit the area’s amazing bioluminescent bay during this half-day excursion. Hop aboard a kayak as you paddle through the dense mangrove forests, heading to the area where the microscopic plankton puts on its surreal aquatic light show when you glide through the water. Your professional guide also tells you more about this fragile ecosystem and how visitors can help protect it.

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.

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.

Enjoy a sunset cruise followed by an exploration of one of Puerto Rico’s bioluminescent bays during this full-day excursion from San Juan. Experience the glowing rays of the sun as they fade into the ocean. Then see a different type of glowing as you explore and swim in the bioluminescent waters near the town La Parguera.

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.

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.

This private sailboat charter from San Juan allows you to choose your own adventure. Sail around the bay and harbor of Old San Juan with an experienced captain and crew at the helm; you can choose to help sail or just relax and enjoy the ride. Bring whatever you prefer to sip on, as you watch the scenery. Ask any questions you may have about boating or the area.

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.

Combine visits to Flamenco and Culebra beaches, two of the San Juan area's best, on this guided tour via speedboat. Learn about the area's marine life and environment from your guide between relaxing on the beach or exploring the underwater world with a provided mask and snorkel. Midday, refuel with a provided lunch. San Juan hotel pickup and drop-off included, as well as snorkel instruction for beginners.

Experience the lush rain forest of the east side of Puerto Rico on a small-group half-day tour to El Yunque National Forest from San Juan. Get great views over the landscape from Yocahu Tower, then visit scenic spots including La Coca Waterfall and Mameyes River. Have time to swim and purchase lunch at a local restaurant before making the return drive to San Juan.

Get a comprehensive tour of the island of Puerto Rico during a single outing from San Juan. Spend the day in the company of a guide who will follow a carefully curated itinerary that includes many points of interest that typical tours don't cover. You'll see many of the island's natural features, including caves, beaches, and rivers, and listen to in-depth historical commentary. Your small group is limited to just 14 people for an intimate atmosphere.

Kayak through the waters of Laguna Grande, a stunning bioluminescent lagoon, during this half-day tour from San Juan. Watch the glowing organisms in the water light up as your kayak slides through the water. Paddle through stands of mangrove trees and watch small fish dart through the water underneath your boat like shooting stars. Stop for a break with snacks and refreshments before heading back to your starting point. Use of all kayaking equipment and round-trip hotel transfers are included.

Explore the northern reaches of Puerto Rico with this private tour. You'll visit the Rio Tanama Waterfall for a hike and a refreshing dip before making your way out to the town of Vega Baja, with its pretty, off-the-beaten track beach of the same name. You'll then visit the crystalline El Manantial de Tortuguero natural pool before returning to your hotel.

Hike through Puerto Rico’s lush El Yunque Rainforest, observe local wildlife, and take a dip in one of the park’s pristine waterfalls. Journey through the varied micro-climates and vegetation zones of this unique natural area. Hike through the jungle, learning about the plants and animals that inhabit the area and passing by a series of waterfalls, stopping to cool off with a swim.

Live an amazing once-in-a-lifetime experience inside the only rainforest in the United States where you can walk through the rainforest in the company of an expert local guide, slide down the incredible 20-foot natural water slide, swing from the rope like Tarzan into the natural pool, jump over cliffs at different heights and discover wonderful secret waterfalls while exploring the tropical jungle landscape. (Ages 10 to 60) Why choose us? • Pick up at your location • Personalized experience • Perfect schedules (to avoid crowds) • 1 guide for every 8 people • Includes life jacket, helmet, photos, videos, water, and snacks • Round-trip transfers in an air-conditioned vehicle • Parking • Excellent service from our guides who will make you feel like you've known them for years. Please note: We offer flexibility for those who have their own transportation or a group with more than 8 participants and would like to participate in this amazing experience. (Contact us)

See the bioluminescent bay at La Parguera during this 8-hour tour from San Juan. Learn about this natural phenomenon through your guide's informative commentary during a boat trip through the mangrove forests and cays on the way to the bay. See tiny, harmless dinoflagellates that light up with the disturbance of the water. Round-trip transportation from selected areas in San Juan is included.