Recent Searches
Clear
Questions? (888) 651-9785(888) 651-9785

Top San Juan Cruises, Sailing & Water Tours

Category
Select Dates
Today
Tomorrow
Filter




Sort: Featured

24 Tours and Activities

Sort by:Featured

Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Day Trips

Culebra Day Trip by Catamaran from Fajardo

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.
...  More
  • 6 hours
  • Free Cancellation
From  
US$114.00
From  
US$114.00
Learn More
  • 6 hours
  • Free Cancellation

Catamaran Cruises

Deserted Island Catamaran Day Sail from Fajardo

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. Your sailing excursion also includes snorkel equipment and an optional upgrade with round-trip transportation from hotels in San Juan.
...  More
  • 6 hours
  • Free Cancellation
From  
US$87.00
From  
US$87.00
Learn More
  • 6 hours
  • Free Cancellation

Day Cruises

San Juan Snorkel and Picnic Cruise

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.
...  More
  • 8 hours 30 minutes
  • Free Cancellation
From  
US$83.00
From  
US$83.00
Learn More
  • 8 hours 30 minutes
  • Free Cancellation

Nature & Wildlife

All Inclusive Snorkel and Beach Boat Tour to Culebra

Save money and get a rounded experience of island life on this full-day tour. 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.
...  More
  • 6 to 7 hours
  • Free Cancellation
From  
US$132.00
From  
US$132.00
Learn More
  • 6 to 7 hours
  • Free Cancellation

Sunset Cruises

Old San Juan Sunset Sail

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.
...  More
  • 2 hours
  • Free Cancellation
From  
US$95.00
From  
US$95.00
Learn More
  • 2 hours
  • Free Cancellation

Sailing Trips

Old San Juan Harbor Sail

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.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
From  
US$59.00
From  
US$59.00
Learn More
  • 1 hour 30 minutes
  • Free Cancellation

Day Trips

Swim at La Parguera Bio Bay Boat Tour from 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.
...  More
  • 9 hours
From  
US$150.00
From  
US$150.00
Learn More
  • 9 hours

Sailing Trips

San Juan Catamaran Sunset Sail

Sail the calm, azure waters of San Juan Bay at sunset during a 2-hour 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, the Governors Mansion and San Juan Gate. Arrive back at the dock in time to continue your evening in San Juan.
...  More
  • 2 hours
  • Free Cancellation
From  
US$80.00
From  
US$80.00
Learn More
  • 2 hours
  • Free Cancellation

Nature & Wildlife

NEW TO VIATOR

Private Guilligan's & Bioluminiscent bay full day tour from San Juan

MBTION VIP offers you the ultimate daytrip in Puerto Rico! Be one of the very few, among the millions of tourists visiting the island to experience the calm, warm and turquoise waters of arguably the best beach in this island, Cayo Aurora, or how we locals call it: Guilligan's Island!You will have up to 2 hours to discover every inch of this piece of paradise and relax in it's transparent waters under the mangroves shade.Swimming and snorkeling at the mesmerizing bioluminicent bay waters is the most unique thing you can do in Puerto Rico. Our tour includes complimentary snorkeling gear, lifevests for those who cant swim, floaters, drinks and fresh fruit in a private and exclusive setting just for you.We guarantee you will be back with memories that will last a lifetime.Be aware that moon's phase light output afects eyes pupil size and not the dynoflagelates. With less light the pupil becomes larger making the bioluminiscense apear brighter and more dramatic.
...  More
  • 10 to 12 hours
  • Free Cancellation
From  
US$275.00
From  
US$275.00
Learn More
  • 10 to 12 hours
  • Free Cancellation

Day Cruises

Sunset Sailing Trip from San Juan with Unlimited Drinks

Go sailing and watch the sunset on a 2-hour 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.
...  More
  • 2 hours
From  
US$75.00
From  
US$75.00
Learn More
  • 2 hours

Kid Friendly Tours & Activities

SPECIAL OFFER

Private Gilligan's Island Experience from San Juan

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.
...  More
  • 8 hours
  • Free Cancellation
From  
US$157.50
US$175.00
US$17.50 savings
From  
US$157.50
US$175.00
US$17.50 savings
Learn More
  • 8 hours
  • Free Cancellation

4WD, ATV & Off-Road Tours

NEW TO VIATOR

BIOBAY KAYAKING FREE TRANSPORTATION

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.
...  More
  • 2 to 4 hours
From  
US$99.99
From  
US$99.99
Learn More
  • 2 to 4 hours

Kid Friendly Tours & Activities

NEW TO VIATOR

Be your own captain Mini Boat Adventure

This is a fun tour where you will be the captain. You will have the opportunity to visit the mangroves for bird watching and the chance to see dolphins or manatees plus you can take amazing pictures of the Old City. Just been in the water, the view is spectacular and the beauty of the old city is captivating.
...  More
  • 1 hour
  • Free Cancellation
From  
US$140.00
From  
US$140.00
Learn More
  • 1 hour
  • Free Cancellation

Sailing Trips

San Juan Bay Day Sail

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.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
From  
US$70.00
From  
US$70.00
Learn More
  • 1 hour 30 minutes
  • Free Cancellation

Sailing Trips

Sailing Excursion from 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. 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.
...  More
  • 4 hours
  • Free Cancellation
From  
US$599.00
From  
US$599.00
Learn More
  • 4 hours
  • Free Cancellation

Kid Friendly Tours & Activities

NEW TO VIATOR

Old San Juan Bay Tours

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.
...  More
  • 1 hour
  • Free Cancellation
From  
US$44.50
From  
US$44.50
Learn More
  • 1 hour
  • Free Cancellation

Day Trips

Deep Sea Fishing Private Boat Charter in San Juan

Cast your line from the deck of a luxurious yacht on this San Juan fishing private charter tour, limited to just six passengers. Experience the deep waters off Puerto Rico, an area which many regard as the world’s best for anglers, as you hunt for a variety of fish species, including blue marlin, dorado, wahoo, sailfish, and tuna. Choose from a variety of trip lengths with packages including bait and tackle as well as soda and mineral water refreshments.
...  More
  • 4 hours
  • Free Cancellation
From  
US$795.80
From  
US$795.80
Learn More
  • 4 hours
  • Free Cancellation

Nature & Wildlife

NEW TO VIATOR

Half day Private Yatch charter from San Juan

We will pick you up in a Luxury vehicle and drive you to the marina in Fajardo where our captain will be waiting for you in our private and luxury Yatch just for you and your party. Then, it’s about a 15 minute sail to Icacos or Palomino. Everyone from toddlers senior citizens will enjoy the trip as much as we always enjoy having each guest and catering their needs.Once at the island, we anchor the yatch and once secured you can dive, swim, splash in cristal clear water, snorkel or just lay and tan on the white sand beach or on board, the choice is yours. Start endulging yourself with a choice of premium ham and cheese, some fresh, ripe tropical fruit, some cookies and crackers, and when you are ready we will prepare and serve your lunch from the freshest food available. All drinks are included, from a piña colada or tropical fruit punch (with or without rum) to premium sodas and beer.Back in to marina you will board your luxury transportation back to your final destination.
...  More
  • 7 to 8 hours
  • Free Cancellation
From  
US$660.00
From  
US$660.00
Learn More
  • 7 to 8 hours
  • Free Cancellation

Historical & Heritage Tours

NEW TO VIATOR

San Juan Mini Boats

Our most complete tour for those explorers who would like a glimpse into San Juan's captivating history, have an adventure in the waters of the harbor at the helm of your own boat and stop to learn the highlights of the city’s history.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
From  
US$185.00
From  
US$185.00
Learn More
  • 1 hour 30 minutes
  • Free Cancellation

Sailing Trips

NEW TO VIATOR

Private, VIP, Island Hopping Trip on the East Coast of PR!

This price is for a private tour, for up to 6 passengers. Sandy Bottoms offers personalized & boutique sailing lessons & snorkel tours 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 lesson, 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!
...  More
  • 6 hours
  • Free Cancellation
From  
US$1,400.00
From  
US$1,400.00
Learn More
  • 6 hours
  • Free Cancellation

Day Cruises

Half Day Wall Diving Tour at La Parguera

Certified scuba divers can complete a 2-tank dive at La Parguera’s wall on this guided tour. In the company of a qualified divemaster, you and your group will dive the wall and one other reef with excellent visibility to get an up-close look at the vibrant underwater world. Learn about the marine flora and fauna through guided commentary, allowing you to get the most out of your dive experience.
...  More
  • 5 hours
  • Free Cancellation
From  
US$128.00
From  
US$128.00
Learn More
  • 5 hours
  • Free Cancellation

Day 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.
...  More
  • 7 days
From  
US$11,967.65
From  
US$11,967.65
Learn More
  • 7 days

Sailing Trips

NEW TO VIATOR

Private Sunset Sail on the East Coast of Puerto Rico

Bright pink sunsets set upon the gorgeous turquoise waters of the East Coast of Puerto Rico make this trip a perfect way to view the coast line of our special island! This trip holds a maximum of six passengers, giving you a private and boutique first class view of our special sunsets. Celebrate in style with appetizers and cocktails!
...  More
  • 2 hours 30 minutes
  • Free Cancellation
From  
US$600.00
From  
US$600.00
Learn More
  • 2 hours 30 minutes
  • Free Cancellation

Wine Tasting & Winery Tours

NEW TO VIATOR

Private, all inclusive Luxury Boat Charter to Icacos from San Juan

We will pick you up in a Luxury vehicle and drive you to the marina in Fajardo where our captain will be waiting for you in our private and luxury Yatch just for you and your party. Enjoy the beers, wine, champagne, cold cuts and lunch or dinnner prepared by our chef while spending 5 hours in the turquiose and crystal clear waters of Puerto Rico's most amazing off shore islands Icacos and Palominos.Once you finish your luxury yatch charter you will be driven back to your hotel in the same private luxury vehicle.
...  More
  • 6 to 12 hours
  • Free Cancellation
From  
US$300.00
From  
US$300.00
Learn More
  • 6 to 12 hours
  • Free Cancellation


Book online or call
(888) 651-9785
(888) 651-9785