Recent Searches
Clear

Top Puerto Rico Cruises & Sailing

Saved to wishlist!
Dates
Select Dates
Up to $15
Up to $30
Up to $90
Up to 1 hour
1 to 4 hours
4 hours to 1 day
1 to 3 days
4+ stars
5 stars
6am—12pm
12pm—5pm
5pm—12am
Free Cancellation
Likely to Sell Out
New on Viator
Deals & Discounts
Private Tour
Skip-The-Line
Catamaran Cruises
Catamaran Cruises
Sunset Cruises
Sunset Cruises
Day Trips
Day Trips
Sailing
Sailing
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Puerto Rico. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

93 results | All Puerto Rico Tours

Sort by: Featured

Deserted Island Catamaran Day Sail from Fajardo

Deserted Island Catamaran Day Sail from Fajardo

star-4.5
455
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.
More
  • 5 hours 30 minutes
  • Free Cancellation
From
$117.00
From
$117.00

From Fajardo: Icacos Deserted Island Catamaran & Picnic Cruise

From Fajardo: Icacos Deserted Island Catamaran & Picnic Cruise

star-5
1098
Get a taste of island life during this full-day catamaran cruise where you get to explore the tropical isle of Icacos and 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 lunch, with included bottled water, sodas & tropical drink pouches. Please Note: All clients must present their COVID-19 vaccination card to participate on this tour. Applicable to all people 12yrs and over.
More
  • 5 hours 30 minutes
  • Free Cancellation
From
$113.40
From
$113.40

Old San Juan Harbor Sailing Tour

Old San Juan Harbor Sailing Tour

star-4.5
114
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
$110.00
From
$110.00

Sunset Sail by San Juan Historical Bay

Sunset Sail by San Juan Historical Bay

star-4.5
224
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.
More
  • 2 hours
  • Free Cancellation
From
$93.00
From
$93.00

San Juan Catamaran Sunset Sail
Likely to Sell OutLikely to Sell Out

San Juan Catamaran Sunset Sail

star-5
246
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.
More
  • 2 hours
  • Free Cancellation
From
$119.00
From
$119.00

Snorkel Icacos Island aboard The Innovation
Likely to Sell OutLikely to Sell Out

Snorkel Icacos Island aboard The Innovation

star-5
298
Part of the Cordillera Keys Nature Reserve, Icacos Island (Cayo Icacos) lies about half an hour from Fajardo. Enjoy its golden sands and rich coral reef on this snorkeling tour, with all equipment provided, even clip-on flotation devices, plus guides to help identify the tropical species that you see. After snorkeling, enjoy a deli-style buffet lunch and open bar, with soft drinks, water and Puerto Rican rum.
More
  • 6 hours
  • Free Cancellation
From
$95.00
From
$95.00

Old San Juan Sunset Sail

Old San Juan Sunset Sail

star-4.5
129
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
$139.00
From
$139.00

San Juan Bay Day Sail
Likely to Sell OutLikely to Sell Out

San Juan Bay Day Sail

star-5
128
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
$99.00
From
$99.00

Authentic Sail by the Bay of San Juan

Authentic Sail by the Bay of San Juan

star-4.5
24
Navigate the seas aboard an authentic sailboat during this excursion in the Bay of San Juan. While most boats these days have noisy motors, this sailboat experience exclusively uses the power of the wind. Enjoy views of Old San Juan from a different perspective and sip on beer or sangria as you sail; you may even encounter local wildlife like dolphins.
More
  • 2 hours
  • Free Cancellation
From
$76.93
From
$76.93

El Yunque Rainforest Off the Beaten Path and Bio Bay Kayaking Combo Tour

El Yunque Rainforest Off the Beaten Path and Bio Bay Kayaking Combo Tour

star-4.5
476
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.
More
  • 12 hours
  • Free Cancellation
From
$166.00
From
$166.00

Afternoon Boat Snorkeling Tour with Sea Ventures (2-6pm Tour)( check in 1pm)
Likely to Sell OutLikely to Sell Out

Afternoon Boat Snorkeling Tour with Sea Ventures (2-6pm Tour)( check in 1pm)

star-4.5
68
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. This is NOT a BOOZE Cruise. We do serve alcoholic drinks for those that are interested but we want to maintain a nice and calm atmosphere. We recommend you know how to swim in order to snorkel, if you don't you can always hang out on the boat. Be on time for check in at 1pm, you need time to check in, get gear, park and get on the boat. At 1pm boat is already departing the dock, you must be on the boat check in and geared by no later than 1:45pm.
More
  • 4 hours
  • Free Cancellation
From
$83.62
From
$83.62

Private Sailing Excursion from San Juan

Private Sailing Excursion from San Juan

star-4.5
27
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.
More
  • 3 hours
  • Free Cancellation
From
$652.76
per group
From
$652.76
per group

All-inclusive Half Day Charters (Pasadía de Medio día)

Special Offer

All-inclusive Half Day Charters (Pasadía de Medio día)

star-5
64
Enjoy a half-day excursion to either Palominos or Icacos islands during this private experience from Fajardo. Spend the day as you wish aboard your private boat; swim in the crystal waters, discover several marine species with provided snorkel gear, or simply relax on the white-sand beaches. When you’ve worked up an appetite, enjoy fruits, sandwiches, snacks, and non-alcoholic drinks on board.
More
  • 4 hours
  • Free Cancellation
From
$533.60
per group
$600.00
$66.40 savings
From
$533.60
per group
$600.00
$66.40 savings

Bioluminescent Bay Kayak Adventure Tour from San Juan

Bioluminescent Bay Kayak Adventure Tour from San Juan

star-3.5
88
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.
More
  • 6 hours
  • Free Cancellation
From
$99.00
From
$99.00

Bioluminescent Bay Glass Bottom Kayak Tour from San Juan

Bioluminescent Bay Glass Bottom Kayak Tour from San Juan

star-3.5
156
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 clear-bottomed 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.
More
  • 5 hours 30 minutes
  • Free Cancellation
From
$105.00
From
$105.00

Bioluminescent Bay Night Kayaking Tour in Laguna Grande Fajardo

Special Offer

Bioluminescent Bay Night Kayaking Tour in Laguna Grande Fajardo

star-4
178
Paddle a kayak through the peaceful waters of Fajardo's mangroves on the way to the Bioluminescent Bay during this evening tour. You are provided with all equipment and instruction, so even beginners can participate. Follow your guide's lead and listen to in-depth commentary as you travel, arriving at the Bioluminescent Bay at dark to see the water light up beneath you.
More
  • 2 hours
  • Free Cancellation
From
$49.50
$55.00
$5.50 savings
From
$49.50
$55.00
$5.50 savings

Sunset Harbor Boat Ride in San Juan

Sunset Harbor Boat Ride in San Juan

star-4.5
187
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.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$89.00
From
$89.00

No crowd sail & snorkel, classic 50 sailboat in Puerto Rico with transportation.

No crowd sail & snorkel, classic 50 sailboat in Puerto Rico with transportation.

star-5
39
On the sail boat, passengers will have the opportunity to set sail on a classic 50-foot vessel that will take them away from the hustle and bustle of the city and it will give you the opportunity to enjoy the wonders of the sea while practicing some snorkeling, enjoying the warm tropical climate of la Isla del encanto.
More
  • 5 to 6 hours
  • Free Cancellation
From
$185.00
From
$185.00

Janise Sailing and Snorkeling Day Charter

Janise Sailing and Snorkeling Day Charter

star-5
21
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea. Great for birthdays and any special private event. Come experience first class service by our professional and friendly crew. Our great reviews have positioned us as the #5 Tripadvisor company in Fajardo.
More
  • 5 hours
  • Free Cancellation
From
$299.00
From
$299.00

Icacos Boat Trip and Beach Day Package.

Icacos Boat Trip and Beach Day Package.

star-5
90
Visit the idyllic island of Icacos during this half-day beach and snorkel tour from Fajardo. There’s no set itinerary for the day meaning you can choose from a variety of activities to suit your interests. Make use of the provided snorkeling equipment to discover local marine life; soak up the sun on the white-sand beaches; or simply go for a stroll for views of the mainland and the rain forest.
More
  • 5 hours
  • Free Cancellation
From
$97.00
From
$97.00

Private Snorkel & Island Hopping on the East Coast of Puerto Rico - Open Bar

Private Snorkel & Island Hopping on the East Coast of Puerto Rico - Open Bar

star-5
12
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.
More
  • 6 hours
  • Free Cancellation
From
$1,290.00
per group
From
$1,290.00
per group

Private Sailing, Island Hopping Tour with Appetizers and Open Bar

Private Sailing, Island Hopping Tour with Appetizers and Open Bar

star-5
16
Sandy Bottoms offers personalized & boutique snorkel tours, island hopping, & sailing lessons to the offshore islands on the East Coast 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. Snorkeling equipment, paddle boards, and fun floats are included in this trip. We also provide a brief snorkel and paddle board lesson upon request. 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. All of our trips also include a large selection of appetizers including a gourmet cheese and fruit tray, guacamole, hummus, assorted snacks and cookies. Our Ship Bar is also open for your enjoyment. We offer rum, vodka, tequila, and white wine, along with a selection of organic juices, sodas, and drink mixers. Our local beer is also onboard.
More
  • 6 hours
  • Free Cancellation
From
$1,290.00
per group
From
$1,290.00
per group

Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond

Private Group Catamaran Trip to Culebrita, Luis Pena, or Beyond

star-5
19
Sea Culebra knows you need a getaway from the daily hustle. Let us tailor your perfect trip aboard Moonshadow a 35' catamaran. On most days we head out to Tortuga beach Culebrita. This trip is different because the Capitan and Crew all love the water and want to show you the best time possible while in Culebra. Message us now so we can’t start arranging an unforgettable day! Not just a boat ride a full day of fun aboard Moon Shadow Culebra’s most comfortable vessel!
More
  • 6 hours
From
$250.00
From
$250.00

Private Snorkeling & Sailing on the East Coast of Puerto Rico - Open Bar

Private Snorkeling & Sailing on the East Coast of Puerto Rico - Open Bar

star-5
2
Discover the eastern islands off the coast of Puerto Rico during this private day trip. Board your boat and sail off into the Caribbean and stop at Palominos, Lobos, and/or Icacos islands, depending on the weather conditions. Enjoy plenty of time to paddleboard, snorkel, swim, and soak up the sun over the course of the day, and indulge in a selection of appetizers and an open bar aboard the vessel.
More
  • 6 hours
  • Free Cancellation
From
$1,290.00
per group
From
$1,290.00
per group

Filters

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 in Puerto Rico?
Q:
What Cruises & Sailing in Puerto Rico are taking additional safety precautions?
Q:
What Cruises & Sailing in Puerto Rico are good for avoiding crowds?

Day Trips from Puerto Rico