Top Puerto Rico On the Water

Spend a day in the great outdoors during your time in Puerto Rico on this full-day adventure tour from San Juan. Join a small group and head to Luquillo Beach where you can swim and sunbathe. Next, head to the mountains to zipline through the lush jungles of the El Yunque Rainforest. End your day with a relaxing soak in a natural spring deep in the rain forest.

This private adventure is designed especially for groups celebrating life's best moments. You'll journey deep into Puerto Rico's Northern Karst region to explore breathtaking caves, waterfalls, and natural pools, surrounded by lush rainforest and ancient Taíno history. What makes this celebration experience unique is the blend of fun, connection, and nature — enjoy the freedom to move at your own pace with your private guide while exploring some of Puerto Rico's most stunning natural treasures, without sharing the experience with strangers. Whether you're swimming in rivers, jumping from cliffs, or simply relaxing in nature, this experience is all about creating lasting memories together with the people who matter most. Perfect for groups who want to celebrate in a different way — private and unforgettable.

Looking for a travel experience that goes beyond the ordinary? Black Octopus Tours offers more than just sightseeing, we craft unforgettable journeys designed to thrill, inspire, and connect you with the heart of every destination. You'll get personal attention, more flexibility, and the chance to really immerse yourself in the moment.

We offer a tour in beautiful fully clear Kayaks for an optimal view and experience of the bioluminescence of the bay and it’s ecosystem.

If you’re wanting to scuba dive while in Fajardo, but don’t want to go through the trouble of renting equipment, prebook this Culebra 2-Tank Scuba Diving Experience. All equipment and lunch are provided—plus, a PADI instructor stays with you the whole time to ensure your safety. You’ll dive near the Puerto Del Rey Marina after learning some basics beforehand. Hotel pickup is now included for added convenience.

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.

Book this private, romantic picnic on the Condado Lagoon, where you and your partner will sip champagne while floating on a bed of rose petals. You can choose which time suits you best, from sunrise, to the afternoon, to sunset. Your picnic will be prepared for you, so you just need to show up, ready for a romantic few hours.

Learn to scuba dive while on vacation in Puerto Rico during this introductory course. With a small group of just four people per instructor, you’ll learn about scuba diving theory and conquer the basics of the sport in the Caribbean waters. No prior dive experience is necessary, but participants must be able to swim. All scuba diving equipment is provided. You’ll leave this course knowing if you’d like to pursue the sport further with a full diving course.

Discover San Juan's blue heart after dark on this guided one-hour nighttime eco-adventure across Condado Lagoon in a crystal-clear kayak. As you glide across calm waters, the city hum fades, moonlight reflects on the lagoon, and the mangroves come alive. Through the transparent bottom of your kayak, look into one of San Juan's most overlooked ecosystems — home to tropical fish, crabs, and, if you're lucky, a gentle Antillean manatee. Led by local eco-interpretive guides, you'll learn about the lagoon's marine life and conservation while taking in unique skyline views you can't get anywhere else in the city. Calm waters and beginner-friendly instruction make this perfect for first-timers, couples, and families looking for a peaceful, unforgettable way to experience San Juan by night. Tours depart from Condado with all equipment and instruction provided — just bring sandals and a sense of wonder.

Travel from Fajardo to Culebra with this boat charter package. Pass through Luis Peña Natural Reserve, and enjoy snorkeling at coral reefs and relaxing on beaches. No need to pack an overflowing day bag with you; food, drink and snorkeling equipment come provided. Perfect for marine life enthusiasts and those wanting to take a quiet break as part of their vacation.

Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew, in the comfort and privacy of our 36-foot sailboat fit for six (6) passengers. Your departure time is schedule and confirmed according to the sunset hours. Private Day Sail Charters depart from the gorgeous town of Guayama at the docks of the Guayama Fishing Club, famous for its stunning sunset views. The departure dock in the town of Guayama is about an hour drive away from San Juan, through the amazing landscapes of the Cordillera Central, the main mountain range in Puerto Rico.

Discover Puerto Rico’s natural heritage on this guided tour to the Northern Kast Belt. Relax in an air-conditioned vehicle as you travel through limestone rainforest and onto the Charco Azul Caves. Following your guide, explore these caves on foot as you learn about their historical significance and local ecology. Then swim and relax in underground rivers, natural pools, and waterfalls. Perfect for engaging the whole family, especially members who like keeping active on vacation.

Experience a 1-hour and 45-minute guided boat journey along the Río Espíritu Santo, one of Puerto Rico’s most biodiverse river systems. Often called the “Amazon of Puerto Rico,” this scenic expedition takes you through lush mangrove-lined waterways and calm estuarine waters where the river meets the Atlantic Ocean. Along the way, guests may encounter native wildlife such as birds, iguanas, ducks, turtles, and, if conditions are favorable, manatees, caiman, and other coastal species. The route also passes the ruins of an old sugarcane train bridge, offering a glimpse into Puerto Rico’s agricultural history. The expedition operates aboard a comfortable pontoon boat with a maximum capacity of 15 guests. A complimentary homemade empanadilla and beverage are included and served at our charming café. Free parking available Accessible by Uber Bilingual staff (English & Spanish)

Who doesn’t dream of tropical waters and beautiful sea creatures? In Puerto Rico we are so lucky to snorkel among gorgeous wildlife and calm seas right off the shore. Be our guest and let us show you the magic of the underwater world!

Experience the ecosystem of the Condado Lagoon atop a paddleboard. The lagoon is located in the center of San Juan, making it an easy choice for anyone who wants to enjoy a bit of nature without leaving the city. Rent out your board and explore the lagoon on your own, keeping your eyes peeled for local wildlife such as manatees.

Roundtrip transportation included from Marriott Stellaris or Embassy Suites San Juan included. Our Adaptive Paddling Program provides ample opportunity for creativity and many unique opportunities for anyone who would like to try kayaking for the first time. Also, if you have some special challenges, we can address these issues so that you too can enjoy the freedom that kayaking affords. Water is the ultimate equalizer. Join us for a tour today!

Important Requirements — Please Read Carefully: Drivers MUST be 21 years or older — no exceptions. A valid government-issued ID is REQUIRED at check-in. Failure to meet these requirements will result in cancellation without a refund. Please come prepared! Experience the thrill of speeding across the open water, with the freedom to explore the stunning coastline at your own pace. Whether you're a jet ski enthusiast or a first-time rider, our team will provide a safety briefing and instructional class before you begin—ensuring a safe, fun, and unforgettable adventure for everyone.

Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea ending in an amazing sunset setting. Great for engagements, and any special private event. Come experience the 1st class service by our professional and friendly crew. Our great reviews have positioned us as the #5 Tripadvisor company in Fajardo.

Experience the stunning southern coast of Puerto Rico on this full-day, private boat tour. Climb aboard your sailboat with your group and venture out to explore the Jobos Bay Reserve, Cayo Caribe, and other wetland locations. Use the provided snorkel equipment and listen to informative commentary from your captain about local marine life.

Boat tour for private groups of up to 6 people. Trip includes a visit to the sea turtles’ habitat in 2 of the following islands: Palomino Island, Cayo Lobos, Cayo Piñeiro or Icacos. Boats are equipped with snorkeling gear, floating mat, grill and music. This trip includes soft drinks, water, and fruits. Choose on of the following times: 9:00am-1:00pm 2:00pm-6:00pm Reservation price include up to 6 people.

Enjoy a private floating party out on the water on Condado Lagoon with this unique experience. Choose a time from late morning to afternoon that suits you and your group and soak up the sun and scenery as you lounge around on a floating hangout lounge deck while sipping on the provided prosecco and savoring a charcuterie board.

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets in a comfortable 29-foot Mako boat equipped with cabin, bathroom, shower, music of your choice and comfortable seats. Our first stop will be in Tortuga Reef, Icacos, where you can practice guided snorkeling (optional) and relax on its white sand beaches. Explore Palomino Island, a private island with exclusive beaches, views of its spectacular residence of the island’s owners and possible sightings of sea turtles and manta rays. We will also visit Palominito, a fascinating little island with crystal clear waters. The trip includes water, soft drinks, mini snacks, ice and personalized attention from our captain and sailor. Everything you need to spend an unforgettable day.

Discover Puerto Rico's hidden gems on The Cave Adventure, where nature intertwines with culture. Explore the stunning turquoise waters of Charco Azul, jump off canyon cliffs, and delve into the rich history of the Taíno natives. This tour is perfect for nature enthusiasts and adventurers alike, offering a unique blend of excitement and education in a breathtaking setting. Knowledgeable guides provide insights into the island's flora and fauna, making this more than just a tour—it's a memorable experience that connects you to the heart of Puerto Rico. - Swim in the enchanting turquoise waters of Charco Azul - Engage with the Taíno culture and history along the journey - Ideal for all skill levels, from seasoned hikers to novices - Experience a guided tour with passionate nature interpreters

I visited the Caves of Charco Azul since I was in high school in 1984, studied Biology and practiced caving since 1996. As a cavers I will provide you with the equipment required for cave exploration and as a biologist, I will raise awareness of the importance of preserving the environment by making your experience a memorable adventure.