Recent Searches
Clear

We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

Read More
Filter
Select Dates
Today
Tomorrow




All Experiences

61 San Juan Cruises & Sailing

Sort by:Featured

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

Old San Juan Sunset SailSailing

Old San Juan Sunset Sail

star-4.5
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
  • Taking safety measures
From  
$95.00 
From  
$95.00 
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Sunset Sail by San Juan Historical BayDay Cruises

Sunset Sail by San Juan Historical Bay

star-4.5
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
  • Taking safety measures
From  
$81.03 
From  
$81.03 
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

San Juan Catamaran Sunset SailSailing

San Juan Catamaran Sunset Sail

star-5
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
  • Taking safety measures
From  
$90.00 
From  
$90.00 
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

San Juan Bay Day SailSailing

San Juan Bay Day Sail

star-5
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
  • Taking safety measures
From  
$78.00 
From  
$78.00 
Learn More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures

La Parguera Glowing Bioluminescent Bay Tour from San JuanNight Cruises

La Parguera Glowing Bioluminescent Bay Tour from San Juan

star-5
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. 
...  More
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From  
$211.53 
From  
$211.53 
Learn More
  • 8 hours
  • Free Cancellation
  • Taking safety measures

Sailing Excursion from San JuanSailing

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.
...  More
  • 3 hours
  • Free Cancellation
From  
$614.36 
per group
From  
$614.36 
per group
Learn More
  • 3 hours
  • Free Cancellation

Old San Juan Harbor Sailing TourDay Cruises

Old San Juan Harbor Sailing Tour

star-4.5
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
  • Taking safety measures
From  
$59.00 
From  
$59.00 
Learn More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures

Private Sunset Sail on the East Coast of Puerto RicoSailing

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
  • Taking safety measures
From  
$653.85 
per group
From  
$653.85 
per group
Learn More
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

50ft Private Sailboat Experience!Sailing

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
...  More
  • 7 hours
  • Free Cancellation
From  
$250.00 
From  
$250.00 
Learn More
  • 7 hours
  • 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.
...  More
  • 7 days
From  
$13,887.44 
per group
From  
$13,887.44 
per group
Learn More
  • 7 days

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

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.
...  More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
$980.77 
per group
From  
$980.77 
per group
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

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.
...  More
  • 7 hours
  • Free Cancellation
  • Taking safety measures
From  
$158.98 
From  
$158.98 
Learn More
  • 7 hours
  • Free Cancellation
  • Taking safety measures

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

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!
...  More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From  
$1,525.65 
per group
From  
$1,525.65 
per group
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

Day Beach Pass and Biobay Night Kayaking Combo Kayaking

Day Beach Pass and Biobay Night Kayaking Combo

This is the only tour available for all ages families (kayaking must be 6 years old) Experience a day at the most beautiful location in San Juan with all the amenities you will need. Perfect to relax and enjoy a day at the beach or at the pool. Breathtaking views and the best service. From Mojitos cocktails to the best local coldest beers. Ideal for kids too! After a day at the beach be ready to explore one of natural wonders on the island. Bio bay kayaking. You don't have to swim. Lear and explore our beauties in a fun way. This is a guided tour.
...  More
  • 10 hours
  • Taking safety measures
From  
$210.26 
From  
$210.26 
Learn More
  • 10 hours
  • Taking safety measures

Bioluminescent Bay Kayak Adventure Tour from San JuanDay Trips

Bioluminescent Bay Kayak Adventure Tour from San Juan

star-4
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
  • Taking safety measures
From  
$112.83 
From  
$112.83 
Learn More
  • 6 hours
  • Free Cancellation
  • Taking safety measures

Bioluminescent Bay Glass Bottom Kayak Tour from San JuanDay Trips

Bioluminescent Bay Glass Bottom Kayak Tour from San Juan

star-4
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
  • Taking safety measures
From  
$110.26 
From  
$110.26 
Learn More
  • 5 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

Puerto Rico Instagram Tour: Top Scenic SpotsDay Trips

Puerto Rico Instagram Tour: Top Scenic Spots

star-5
This experience is a roadtrip to all the best and most desired spots of Puerto Rico in one single tour. The instagram trip focuses on visiting the most insta-worthy sights for great pictures, history, culture and adventure by visiting Old San Juan, the rainforest, a clear water beach and a local restaurant thats serves authentic puertorrican food. This is a true local experiences that visits the world famous east side of Yunque rainforest. We also visit the top spots of Old San Juan with short commentary on the history. Later we visit a local's favorite beach that has lovely clear warm waters for the perfect island getaway. We end the tour having lunch at a local family chinchorro so that you can live the experience of eating in an authentic and real puertorrican family. This trip includes transportation and usually last from 8-10 hours duration. This is the tour of the best sites and most scenic pictures of the island all in one. A true local experience, with a local, as a local.
...  More
  • 12 hours
  • Free Cancellation
From  
$99.00 
From  
$99.00 
Learn More
  • 12 hours
  • Free Cancellation

Private Historic Old San Juan + Piñones beach experienceBus Tours

Private Historic Old San Juan + Piñones beach experience

star-5
Get a comprehensive tour of Old San Juan and Piñones on this private excursion. You'll be able to cover lots of ground in just a half day since you will be traveling in a luxury vehicle and don't have a large tour group to hold you back. Your guide will work together with you to develop an itinerary according to your interests, which can include El Mooro and San Cristobal forts, St. John's Cathedral, El Convento, La Rogativa, and others. Finish up in the street food mecca of Piñones.
...  More
  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures
From  
$153.84 
Price varies by group size
From  
$153.84 
Price varies by group size
Learn More
  • 2 to 3 hours
  • Free Cancellation
  • Taking safety measures

Private Old San Juan and Bacardí Distillery ExperienceBus Tours

Private Old San Juan and Bacardí Distillery Experience

Experience San Juan, Puerto Rico; one of the Americas’ oldest cities and discover how us, fellow american citizens lived 400 years of struggles with Spain, how we have flourished after becoming part of USA and how you can help us stop inequality a d keep being considered an alien race and uncivilized by the territorial clauses of the 1930's wich still rule us as a Comonwealth of the USA. Learn about the city’s history and must see buildings like San Cristobal and El Morro Forts, El Convento, Saint John's Cathedral and monuments like Ponce de Leon square and La Rogativa by the hand of our historians while driving it's narrow streets. After that visit new San Juan's main touristic areas of Santurce and Condado where you will get to know historic landmarks and buildings in a relaxed and fun way. 
...  More
  • 3 hours to 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From  
$194.86 
Price varies by group size
From  
$194.86 
Price varies by group size
Learn More
  • 3 hours to 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures

Private Puerto Rico's Best North Coast Beaches experience from Old San JuanHalf-day Tours

Private Puerto Rico's Best North Coast Beaches experience from Old San Juan

Visit Puerto Rico's north coast beaches in a comfortable, efficient way on this private tour. All transportation is provided so you can just focus on the scenery and relaxing with sand and sun at each stop. Your private guide will give your group personal attention and answer any questions you may have. Stops are about an hour each, and include Mar Chiquita, Poza de Las Mujeres, and Poza del Obispo.
...  More
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From  
$287.17 
Price varies by group size
From  
$287.17 
Price varies by group size
Learn More
  • 5 hours
  • Free Cancellation
  • Taking safety measures

Toro Verde Ziplines FREE TRANSPORTATION & LUNCHZiplining

Toro Verde Ziplines FREE TRANSPORTATION & LUNCH

star-3
Zipline at Toro Verde prepares you to enjoy the best adventure from the heights of Orocovis. Travels and enjoy incredible views of the mountains of Puerto Rico in our eight ziplines loaded with emotion and adrenaline. A unique experience that you don’t must missed.   RESTRICTIONS: • Minimum height 4 feet • Maximum participants weight 300 pounds. • Close toe shoes are required.
...  More
  • 6 to 8 hours
  • Taking safety measures
From  
$152.83 
From  
$152.83 
Learn More
  • 6 to 8 hours
  • Taking safety measures

The Best Coffee Hacienda Walking TourFull-day Tours

The Best Coffee Hacienda Walking Tour

For coffee lovers and nature lovers looking to explore the outdoors and learn about the process of coffee making.
...  More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From  
$97.44 
From  
$97.44 
Learn More
  • 2 hours
  • Free Cancellation
  • Taking safety measures

Toro Verde 8 zipline plus the Beast with Transportation and Lunch IncludedHiking

Toro Verde 8 zipline plus the Beast with Transportation and Lunch Included

star-4.5
Fly through the forest canopy on a full-day zipline adventure from San Juan. Cradled in a safety harness, with a helmet and a guide nearby, fly 'Superman-style', or face down and headfirst, down the highest zipline in the world. No experience necessary, those seeking adventure and close contact with nature will have a blast on this tour. Lunch and round-trip transportation from San Juan are included.
...  More
  • 9 hours
  • Taking safety measures
From  
$189.75 
From  
$189.75 
Learn More
  • 9 hours
  • Taking safety measures

Zipline Park Day Pass Especial Ziplining

Zipline Park Day Pass Especial

This is one in a lifetime day pass to the world-famous biggest zipline park and the longest rides Guinness record. Transportation and lunch included. Pick up times starts at 8:00 am returning around 4:30-5:30 pm
...  More
  • 5 hours 30 minutes
  • Taking safety measures
From  
$204.11 
From  
$204.11 
Learn More
  • 5 hours 30 minutes
  • Taking safety measures

Experiences Types

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 San Juan?
Q:
What tours in San Juan are taking additional safety precautions?
Q:
What tours in San Juan are good for avoiding crowds?