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Top San Juan Cruises, Sailing & Water Tours

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40 San Juan Cruises, Sailing & Water Tours

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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Old San Juan Sunset SailDay Cruises

Old San Juan Sunset Sail

Reviews at a glance
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.
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  • 2 hours
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  • Free Cancellation
From  
$95.00 
From  
$95.00 
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  • 2 hours
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  • Free Cancellation

Old San Juan Harbor SailDay Cruises

Old San Juan Harbor Sail

Reviews at a glance
Float past more than 500 years of history and picturesque scenery during this 1.5-hour 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 such as El Morro fortress, La Fortaleza, and Paseo la Princesa. A guide and complimentary beverages and snacks are all covered.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
$59.00 
From  
$59.00 
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  • 1 hour 30 minutes
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  • Free Cancellation

Catamaran Snorkel and Picnic CruiseDay Cruises

Catamaran Snorkel and Picnic Cruise

Reviews at a glance
Get a taste of island life during this full-day catamaran cruise and snorkeling trip to a nearby nature reserve, where you explore the tropical isle of Icacos. Pretend you’re Jacques Cousteau as you snorkel among 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 buffet lunch, with included rum punch or piña coladas, plus optional hotel pickup and drop-off from select properties in San Juan.
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  • 8 hours 30 minutes
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  • Free Cancellation
From  
$83.00 
From  
$83.00 
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  • 8 hours 30 minutes
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  • Free Cancellation

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San Juan Catamaran Sunset SailSailing Trips

San Juan Catamaran Sunset Sail

Reviews at a glance
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.
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  • 2 hours
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  • Free Cancellation
From  
$90.00 
From  
$90.00 
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  • 2 hours
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  • Free Cancellation

Culebra Day Trip by Catamaran from FajardoDay Cruises

Culebra Day Trip by Catamaran from Fajardo

Reviews at a glance
Cruise by high-speed catamaran to Culebra from Fajardo for a fun-filled day trip snorkeling, 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, including Playa Flamenco and nearby Culebrita. Your excursion also includes snorkel equipment and offers optional round-trip transportation from hotels in Old San Juan, Condado or Isla Verde.
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  • 6 hours
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  • Free Cancellation
From  
$114.00 
From  
$114.00 
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  • 6 hours
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  • Free Cancellation

San Juan Bay Day SailSailing Trips

San Juan Bay Day Sail

Reviews at a glance
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.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
$78.00 
From  
$78.00 
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  • 1 hour 30 minutes
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  • Free Cancellation

Deserted Island Catamaran Day Sail from FajardoDay Trips

Deserted Island Catamaran Day Sail from Fajardo

Reviews at a glance
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, and a lunch buffet with drinks.
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  • 6 hours
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  • Free Cancellation
From  
$87.00 
From  
$87.00 
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  • 6 hours
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  • Free Cancellation

Sailing Excursion from San JuanSailing Trips

Sailing Excursion from San Juan

star-5
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. Drinks are included to sip while you watch the shoreline scenery go by. 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.
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  • 3 hours
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  • Free Cancellation
From  
$614.36 
per group
From  
$614.36 
per group
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  • 3 hours
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  • Free Cancellation

La Parguera Glowing Bioluminescent Bay Tour from San JuanNight Cruises

La Parguera Glowing Bioluminescent Bay Tour from San Juan

Reviews at a glance
Swim and snorkel 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. Slip on the provided snorkel equipment and dive into the water after dark, surrounded by tiny, harmless dinoflagellates that light up with the disturbance of the water. A light pre-swim dinner at a local restaurant is included, as well as round-trip transportation from your San Juan hotel. 
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  • 8 hours
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  • Free Cancellation
From  
$211.53 
From  
$211.53 
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  • 8 hours
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  • Free Cancellation

San Juan Mini BoatsFloat Trips

San Juan Mini Boats

Reviews at a glance
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.
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  • 1 hour 30 minutes
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  • Free Cancellation
From  
$185.00 
per group
From  
$185.00 
per group
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  • 1 hour 30 minutes
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  • Free Cancellation

Old San Juan Bay Tours. Boat TourPorts of Call Tours

Old San Juan Bay Tours. Boat Tour

Reviews at a glance
Learn about our history and culture. Enjoy the best view of the bay. Take amazing photos while listening to our folkloric music. Our guides will make sure you have an unique experience.
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  • 1 hour
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  • Free Cancellation
From  
$45.65 
From  
$45.65 
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  • 1 hour
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  • Free Cancellation

Afternoon Boat Snorkeling tour (2-6 pm)(check in 1:00Pm)Snorkeling

Afternoon Boat Snorkeling tour (2-6 pm)(check in 1:00Pm)

Reviews at a glance
Our staff team will jump in the water with you, guide you and explain hands on all the marine life you will see! See marine turtles, stingrays and all kinds of tropical fish up close. They are all trained to teach snorkeling and they are all CPR and First Aid Instructors certified. All USCG approved staff. We are focused on great snorkeling and family fun time.
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  • 4 hours
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  • Free Cancellation
From  
$69.00 
From  
$69.00 
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  • 4 hours
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  • Free Cancellation

Swim at La Parguera Bio Bay Boat Tour from San JuanDay Trips

Swim at La Parguera Bio Bay Boat Tour from San Juan

Reviews at a glance
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.
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  • 9 hours
From  
$150.00 
From  
$150.00 
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  • 9 hours

Bio Bay Night Kayak Experience at Fajardo!Half-day Tours

Bio Bay Night Kayak Experience at Fajardo!

Reviews at a glance
We are a local company dedicated to the Transport Service, for individuals . groups . companies through the Island. In addition to transport, we offer you aquatic and land experiences with which you can give that magical touch to your stay filling it with unforgettable memories. Just tell us what you wish for your stay or experience and we will make it happen. In Transport and Experiences Puerto Rico we want you to feel like part of our family, very welcomed and lovely treated. Our team will guide and advise in the best interest so you can fulfill all your desires for your stay in Puerto Rico. Transport . Experiences . Private Service
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  • 3 hours
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  • Free Cancellation
From  
$150.00 
From  
$150.00 
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  • 3 hours
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  • Free Cancellation

Biobay Kayaking With TransportationLuxury Tours

Biobay Kayaking With Transportation

Reviews at a glance
Meet your guide at your hotel in the San Juan, Rio Grande, or Fajardo areas. Pick up times starting around 4:00 p.m. approx. If you have your own car check-in is at 6:00 pm approx. With your small group and your guide, head to the “Big Lagoon” to begin your kayaking tour of a bioluminescent bay, one of the most popular attractions in Puerto Rico. Paddle through a mangrove forest and watch the lagoon light up with the natural glow of bioluminescent organisms that produce a blue-green light. Although it is generally too dark for photos, the patterns of light and movement on the water are memorable in their own right. Learn about the organisms as you go from your guide, who will provide narration throughout the tour. Return to your hotel at the end of the trip. Please note: This tour is recommended for travelers who feel comfortable paddling about one mile. Visitors who come between November and January may not see as much bioluminescence due to cooler temperatures.
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  • 2 to 4 hours
From  
$101.54 
From  
$101.54 
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  • 2 to 4 hours

All Inclusive Snorkel and Beach Boat Tour to CulebraDay Trips

All Inclusive Snorkel and Beach Boat Tour to Culebra

Reviews at a glance
Save money and get a rounded experience of island life on this full-day tour from Fajardo to Culebra Island. Embark on a boat ride through open waters to the island of Culebra where you can snorkel the reefs and see diverse marine life, or simply hang out on the beaches while the boat crew provides complimentary tropical drinks and buffet-style lunch.
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  • 6 to 7 hours
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  • Free Cancellation
From  
$143.85 
From  
$143.85 
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  • 6 to 7 hours
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  • Free Cancellation

Bio Bay Night Kayaking 5:30pm | with Transportation from San Juan areaNature & Wildlife

Bio Bay Night Kayaking 5:30pm | with Transportation from San Juan area

Reviews at a glance
Bring a little excitement to your vacation with our night kayaking tour in the Bio Bay of Laguna Grande Reserve in Fajardo. The Bio Bay has microscopic organisms called dinoflagellates that produce a glowing effect when they are stirred by our paddles. What should I wear? Come prepared to get wet from your waist down. Lightweight, synthetic clothing or a swimsuit is the best. Do not walk bare foot on the beach for safety reasons. What to bring? Change of clothes, towel and mosquito repellent (just in case!). You can bring cameras only with water proof bag or water proof case. What not to bring or wear? Jeans or sweats. Don’t bring any valuables you don’t want to get wet, lose or damage. Storage available? Yes, Anything you bring on the water has the potential to get wet, damage or lost. - An Eco-Adventure – For outdoor enthusiast and nature lovers only. - Chance to experience the glow of bioluminescent water. - Live-commentary about the Ecosystem in English or Spanish.
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  • 2 hours
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  • Free Cancellation
From  
$102.57 
From  
$102.57 
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  • 2 hours
  • Reserve Now & Pay Later
  • Free Cancellation

50ft Private Sailboat Experience!Sailing Trips

50ft Private Sailboat Experience!

star-5
We are a local company dedicated to the Transport Service, for individuals . groups . companies through the Island. In addition to transport, we offer you aquatic and land experiences with which you can give that magical touch to your stay filling it with unforgettable memories. Just tell us what you wish for your stay or experience and we will make it happen. In Transport and Experiences Puerto Rico we want you to feel like part of our family, very welcomed and lovely treated. Our team will guide and advise in the best interest so you can fulfill all your desires for your stay in Puerto Rico. Transport . Experiences . Private Service
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  • 7 hours
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  • Free Cancellation
From  
$250.00 
From  
$250.00 
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  • 7 hours
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  • Free Cancellation

Lagoon 450 Puerto RicoDay Cruises

Lagoon 450 Puerto Rico

With short travel distances and some of the Caribbean's most pristine beaches, a yacht charter in Puerto Rico is idyllic. Enjoy line-of-sight navigation and year-round warm weather, and the solitude of uncrowded anchorages. The relatively compact cruising grounds, calm seas, and mild winds make this an ideal destination for charterers of all experience levels. Relish in secluded tranquility and embrace freedom on the water with a vacation in this easily accessible charter paradise.
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  • 7 days
From  
$12,818.90 
per group
From  
$12,818.90 
per group
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  • 7 days

Private, VIP Snorkel & Island Hopping Tour on the East Coast of PR !Sailing Trips

Private, VIP Snorkel & Island Hopping Tour on the East Coast of PR !

star-5
For maximum flexibility, choose a schedule and activity to suit you during this boutique snorkeling, swimming, and sailing excursion. Skip the large tour groups and benefit from the personalized attention of your captain, something few travelers get to enjoy, while making the most of the provided paddle boards, floats, snorkels, as you sail to either Icacos or Palomino Island.
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  • 6 hours
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  • Free Cancellation
From  
$980.77 
per group
From  
$980.77 
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  • 6 hours
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  • Free Cancellation

Private Gilligan's Island Experience from San JuanDay Trips

Private Gilligan's Island Experience from San Juan

star-5
Enjoy personalized attention on this private tour to Gilligan’s Island from San Juan. Travel via luxury vehicle, stopping to explore the village of Ponce and taste the best coffee in town before heading to the island. Swim, sunbathe, snorkel, or make use of the shaded picnic areas. The shallow water is great for wading, making it safe for small children.
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  • 8 hours
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  • Free Cancellation
From  
$229.99 
From  
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  • 8 hours
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  • Free Cancellation

Bacardi Factory Plus A Exclusive Beach Day TourDay Trips

Bacardi Factory Plus A Exclusive Beach Day Tour

The tour starts with a walk through the visitor’s center where you’ll learn about the early years of the distillery. You’ll see old stills and historical artifacts of the rum-making process. There’s also a mixology lesson where visitors learn how to make some of the local rum drinks such as the “Mojito” and the famous “Cuba Libre”. There’s also a gift shop where Bacardi clothes and accessories are available pluses, of course, a variety of Bacardi Rums to take home! After an hour at Casa Bacardi get ready to enjoy a relaxing beach day! Experience all the amenities here. From a Blue Flag Beach, pools, top restaurants, and bars.
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  • 7 hours
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  • Free Cancellation
From  
$158.98 
From  
$158.98 
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  • 7 hours
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  • Free Cancellation

Private, VIP, Island Hopping Trip on the East Coast of PR with Lunch & Bar! Sailing Trips

Private, VIP, Island Hopping Trip on the East Coast of PR with Lunch & Bar!

star-5
This price is for a private tour, for up to 6 passengers. Sandy Bottoms offers personalized & boutique snorkel tours, island hopping, & sailing lessons to the off shore islands of Puerto Rico. Our tours are designed around you and your parties desires. Our boat holds a maximum of six passengers so that we may provide you with the best service and experience. We love to sail and love the ocean. Our captains have over 20 years of experience teaching sailing and racing in regattas around the world. Our crew are all experienced sailors and swimmers. Our captain & crew are all FOODIES with food allergies! Boo. Beyond your sailing, and snorkel adventures, we focus on your food preferences for lunch and prepare everything fresh considering all your dietary needs and allergies. Our philosophy is to share our love for sailing and the ocean with you. We adapt our daily schedules around you and your sailing, snorkeling goals. We are all about you and your FUN!
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  • 6 hours
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  • Free Cancellation
From  
$1,525.65 
per group
From  
$1,525.65 
per group
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  • 6 hours
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  • Free Cancellation

All inclusive Culebra Snorkeling Trip -check in at 8amDay Trips

All inclusive Culebra Snorkeling Trip -check in at 8am

star-4.5
Jump into the fun with our profesional certified guides that will take you to the best snorkeling spots in Culebra. They will be with you in the water to provide a hands on experience that will include lots of fun, fish and marine life information and most importantly safety for all the family. Check in at 8:00am in the morning. Boat departs at 9am and its back at the pier at 4pm.
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  • 7 hours
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  • Free Cancellation
From  
$99.00 
From  
$99.00 
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  • 7 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Cruises, Sailing & Water Tours in San Juan?

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