Top San Juan Cruises & Sailing

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.

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.

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.

Venture into the heart of Puerto Rico’s lush El Yunque rainforest during this small-group, half-day excursion from the San Juan area. Following morning pickup directly from your hotel, travel via air-conditioned vehicle into the forest, where you’ll go for a hike through the foliage, and learn more about the wildlife that calls El Yunque home. Next, swim in natural pool, go cliff-diving and rope-swinging if you dare, and admire the waterfalls.

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.

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.

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.

Rather than get tired of kayaks and stand up paddleboards, enjoy a more relaxing way to explore the Condado Lagoon aboard a water bike. Stroll safely around the lagoon with the company of an exclusive guide and learn about the rich ecosystem. Keep your eyes peeled for marine animals including manatees, turtles, various species of fish, and even dolphins.

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.

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 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.

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.

This private sailboat charter from San Juan allows you (maximum 6 passengers) 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 about owning a boat; your crew is there to educate you on potential future boat sailing and ownership. Our prices already include all taxes and fees.

Perfect for first-time visitors to Puerto Rico, this all-day tour lets you experience the island’s culture and its spectacular views. Explore the rocky terrain and trek to a water slide within El Yunque National Forest, the only tropical rainforest in the U.S. forest system. Then, travel to Luquillo Beach, which is known for a strip of restaurants and bars serving traditional Puerto Rican fare like alcapurrias and mofongo.

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.

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.

Swim in 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 short boat trip through the mangrove forests on the way to the bay. You will have the opportunity to swim in the water after dark, surrounded by tiny, harmless dinoflagellates that light up with the disturbance of the water. Round-trip transportation from selected areas in San Juan is included.

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. • PERFECT SCHEDULES (to beat the crowds) • 1 guide for every 4 people • Includes life jacket, helmet, photos, videos water and snacks • Round-trip transfers in an air-conditioned vehicle • Excellent service from our guides who will make you feel like you have know them for years

Combine several of Puerto Rico’s top natural attractions on an activity-packed day trip to El Yunque National Park from San Juan. You’ll enjoy a mix of guided sightseeing in the rainforest and free time to relax on Luquillo Beach or at a waterfall, plus time for lunch and shopping. This tour is ideal for families and first-time visitors.

Skip the crowded sightseeing tours with set itineraries and see the San Juan you want with a half- or full-day chauffer service. Choose from a Cadillac XTS, SUV Chevrolet Suburban, or Mercedes Benz Sprinter Van depending on your group size and travel in comfort around town. Includes pickups and drop-offs from the airport, cruise port, or within San Juan itself.

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.

Feel like a true Puerto Rican explorer during this day of discovery in El Yunque rainforest. Blaze a trail to this lush tropical Eden. Admire gorgeous orchids, exotic birds, and wildlife like the Coquí (tree frog) as you hike to waterfalls and swimming spots, enjoying your adventure amidst the fresh air and beautiful scenery of this Puerto Rican paradise. National park fees plus round-trip hotel transport are included.

Get out and explore the trails and jungle around the foothills of El Yunque National Rainforest with this off-road ATV experience, suitable for beginners and experienced riders alike. You and your group will spend 1-2 hours, depending on option chosen, riding through the rainforest with this thrilling adventure, and group sizes are kept small for individual attention from your guide.

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.