Recent Searches
Clear

Top Puerto Rico Cruises & Sailing

Saved to wishlist!
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
Select Dates
Dates
Sunset Cruises
Day Trips
Catamaran Cruises
On the Water
Sailing
Day Cruises
Private Sightseeing Tours
Snorkeling
Private and Luxury
Shore Excursions
4WD Tours
Sightseeing Tours
Water Tours
Full-day Tours
Half-day Tours
Ports of Call Tours
Motor Sports
Walking Tours
Cultural Tours
Kayaking
Car Tours

81 results | All Puerto Rico Tours

Sort by: Featured

Deserted Island Catamaran Day Sail from Fajardo
Likely to Sell OutLikely to Sell Out

Deserted Island Catamaran Day Sail from Fajardo

star-4.5
424
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
  • Taking safety measures
From
$114.00
From
$114.00
Taking safety measures

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

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

star-5
15
Sea Culebra knows you need a getaway from the daily hustle. Let us tailor your perfect trip aboard Moonshadow a 35' catamaran.
More
  • 6 hours
  • Taking safety measures
From
$250.00
From
$250.00
Taking safety measures

Private Charter - Adventure Day Sail in Fajardo
Likely to Sell OutLikely to Sell Out

Private Charter - Adventure Day Sail in Fajardo

star-5
7
Set sail on your own expedition to the east coast islands of Puerto Rico. Swim in clear blue waters, rest and relax by the palm trees or paddle board and explore. Soak up the sun and wonderful views from our roomy cockpit and open swim platform. Tour includes: • Sailing off the coast of Fajardo to the offshore islands, destination determined by you and the captain. • Briefing on sailing basics and safety. • On-board amenities (snorkeling equipment, paddle board and floaties). • Planning assistance—to create a unique experience. • Food: Beach Snacks • Beverages: Water, assorted soft drinks & juices. Mojito or sangria pitchers available at additional cost. • Feel free to bring you own beverages and meals; we’ll provide you with coolers, ice, serving trays, plates and cutlery. Tour Upgrades: Extra hours, photos or short video edit, special occasion planning like birthdays, proposals or family reunions.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$1,250.00
per group
From
$1,250.00
per group
Taking safety measures

Sunset Icacos Island Tour with Snorkeling
Likely to Sell OutLikely to Sell Out

Sunset Icacos Island Tour with Snorkeling

star-5
26
We meet at Marina Puerto Chico in Fajardo, to receive a quick overview of the itinerary. Aboard our classic vessel we navigate towards one of the coral reefs of Icacos Island. As we navigate, enjoy the breeze and get ready to get wet with the Caribbean waters. Navigation is around 4 nautical miles from the marina. Music and viewing sites are part of this experience, with the El Yunque National Forest and the Fajardo Lighthouse being the favorites. At our stop for the late afternoon and sunset, enjoy the warm crystal-clear waters surrounded by one of the coral reefs of Icacos Island. Join our local guides for a guided snorkeling experience, before sundown, and explore the marine life. You can also swim, float and relax! Experience the sunset from the water or aboard our classic vessel. Light snacks and signature drinks will be served. Local rum for drinks is included! Return to the marina, with sundown, great music and new local friends.
More
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$80.00
From
$80.00
Taking safety measures

Janise Sailing and Snorkeling Day Charter

Janise Sailing and Snorkeling Day Charter

star-5
20
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 #7 Tripadvisor company in Fajardo.
More
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$295.00
From
$295.00
Taking safety measures

Private Sailing & Snorkeling, Island Hopping to Icacos, Palominos & Lobos

Private Sailing & Snorkeling, Island Hopping to Icacos, Palominos & Lobos

star-5
2
Sandy Bottoms Sailing offers personalized snorkeling, and island hopping tours to the off shore islands of Puerto Rico in our 47 ft, Beneteau Sailboat. Our tours are always private (max of 6 guests) and designed around you & your parties' desires. Snorkel, swim, relax on a float, sun bathe on the deck, sip cocktails on a white sandy beach! Our boat holds a maximum of six passengers so that we may provide you with the best service and experience. Our Captain has over 20 years of experience sailing, teaching, & racing in regattas around the world. We adapt our daily schedules around you and your desires to snorkel, sail, or just relax. We are all about you and your FUN! Visit us for more information at Sandy Bottoms Sailing.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$1,290.00
per group
From
$1,290.00
per group
Taking safety measures

Authentic Sail by the Bay of San Juan

Authentic Sail by the Bay of San Juan

star-4.5
18
Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no straight cats, no crowds, no need to scream . . . we sail sideways, aboard a real racer cruiser (J30), with a toilet and a cabin, just real life sailing. You'll get to see a different perspective of old San Juan, with complimentary drinks, all you can have, feeling save but free, in small groups (no crowds), good for special moment, or turning this moment into an special one. While in contact with nature elements, sometimes you may get surprised by dolphins. 6 people maximum per sailboat Sailboat model: Jboat J30 (racer-cruiser) ** it's not luxury yacht, it's not a catamaran ** Lets Sail, with Sail San Juan Bay
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$76.93
From
$76.93
Taking safety measures

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
41
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
  • Taking safety measures
From
$185.00
From
$185.00
Taking safety measures

Icacos Boat Trip and Beach Day Package.

Icacos Boat Trip and Beach Day Package.

star-5
62
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
  • Taking safety measures
From
$97.00
From
$97.00
Taking safety measures

All-inclusive Half Day Charters (Pasadía de Medio día)
Likely to Sell OutLikely to Sell Out

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

star-5
47
Escape to Paradise PR offers you a once in a life time experience. Our tours are personalized. We only take you and your group in the tour providing a perfect environment to maintain social distance in this times. Our marina has private parking, bathrooms and showers. We offer different tours tailored for your needs. We have tours to too different Islands; Icacos and Palomino . This are all Natural Reserves. Each island its enchanted in its own way, providing you with crystal clear water, pristine shores and beautiful white sand. The reefs are majestic; full of marine life. We like to refer to them as Paradise for a reason! We take pride in taking you out to your destination on a boat that is in top conditions, clean and comfortable. Our Captain and Crew have many years of experience in the area and will cater to your every need. All you need is a towel and sun block. We will take care of the rest. Come join us for an unforgettable experience!
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$600.00
per group
From
$600.00
per group
Taking safety measures

Calico Jack Pirate Ship Sunset Charter

Calico Jack Pirate Ship Sunset Charter

star-5
2
Come aboard the unique Calico Jack Pirate Ship for a memorable sunset voyage in the beautiful waters of the Caribbean Sea. Offering Day and romantic Sunset Charters. Great for birthdays, weddings, team building, and any special private event. Come experience the 1st class service by our professional and friendly crew. Our great reviews have positioned us in the #7 Tripadvisor company in Fajardo.
More
  • 2 hours
  • Free Cancellation
From
$179.00
From
$179.00

Private Sunset Boat Tour/Charter to La Parguera Keys and Biobay from San Juan

Private Sunset Boat Tour/Charter to La Parguera Keys and Biobay from San Juan

star-5
12
Get off the beaten path and let us take you to the best afternoon of your life. After a 100 mile drive crossing the central mountain range and then the south plains through an ever-changing landscape you will arrive to La Parguera to get into your private boat and take a 5 minute ride to Cayo Caracoles where you will have up to 2 hours to discover this piece of paradise, swimming just relaxing in it’s transparent waters or snorkeling and then watch the famous Caribbean Sea sunset. Then your private boat will to take you to the enchanting bioluminescent waters of La Parguera. This is undoubtedly the most unique thing you can do in Puerto Rico, and we are proud of exclusively offering this package to you. Included are complimentary snorkeling gear, life vests, floaters, and non alcoholic drinks in a private setting. We guarantee you will be back with memories that will last a lifetime.
More
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$265.99
Price varies by group size
From
$265.99
Price varies by group size
Taking safety measures

Private Charter - Deluxe Adventure Day Sail in Fajardo
Likely to Sell OutLikely to Sell Out

Private Charter - Deluxe Adventure Day Sail in Fajardo

star-5
1
Delight in the clear blue waters of the beautiful beaches at the east coast islands of Puerto Rico. Explore the beach, paddle board and snorkel the day away or simply unwind in our spacious cockpit platform where you’ll catch the most spectacular views. Get spoiled by our crew, drink to your favorite music and enjoy a wonderful meal by the water. Tour includes: • Sailing off the coast of Fajardo to the offshore islands, destination determined by you and the captain. • Briefing on sailing basics and safety. • On-board amenities (snorkeling equipment, paddle board and floaties). • Planning assistance—to create a unique experience. • Food: Beach Snacks and BBQ Lunch • Beverages: Water, assorted soft drinks & juices. Mojito or sangria pitchers available at additional cost. Tour Upgrades: Extra hours, photos or short video edit, special occasion planning like birthdays, proposals or family reunions.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$1,670.00
per group
From
$1,670.00
per group
Taking safety measures

Janise Sailing Sunset Charter in Fajardo, Puerto Rico

Janise Sailing Sunset Charter in Fajardo, Puerto Rico

Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea 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 #7 Tripadvisor company in Fajardo.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$212.00
From
$212.00
Taking safety measures

The Old, The New and the Now: The Updated San Juan City Tour

The Old, The New and the Now: The Updated San Juan City Tour

star-5
38
Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If you are one of those that has visited this City before this is the tour for you. This tour is a mix of historical, cultural and local traditions were you will see more than the touristic areas of San Juan. We will create an unforgettable experience for your group only. You will experience Puerto Rico like a local, visiting the places the locals visit, always with the company of a licensed tour guide that will go above and beyond to fulfill all your expectations. We will create a memory that will last a lifetime.
More
  • 2 to 3 hours
  • Free Cancellation
From
$120.00
From
$120.00

Sail & Snorkel the East Coast of PR with your own Private Sailboat & Captain!

Sail & Snorkel the East Coast of PR with your own Private Sailboat & Captain!

star-5
3
Sandy Bottoms Sailing offers personalized snorkeling, and island hopping tours to the offshore islands of Puerto Rico. Sail with style and comfort in our 47 ft Beneteau Sailboat, while taking in the beautiful views. Our tours are always private (max of 6 guests) and designed around you & your parties' desires. Snorkel, swim, relax on a float, sun bathe on the deck, sip cocktails on a white sandy beach! See our 5 STAR reviews on our other listings! Our boat holds a maximum of six passengers so that we may provide you with the best service and experience. We adapt our daily schedules around you and your desires to snorkel, sail, or just relax. We are all about you and your FUN! Visit us for more information at Sandy Bottoms Sailing.
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$1,290.00
per group
From
$1,290.00
per group
Taking safety measures

Cave Hopping Tour

Cave Hopping Tour

star-5
15
Explore Puerto Rico in the comfort of a private tour. This Island is already amazing, but what makes our tour unique is our service. We will create an unforgettable experience for your group only. You will experience Puerto Rico like a local, visiting the places the locals visit, always with the company of a licensed tour guide that will go above and beyond to fulfill all your expectations. We will create a memory that will last a lifetime.
More
  • 5 to 6 hours
  • Free Cancellation
From
$199.00
From
$199.00

Puerto Rico Today’s

Puerto Rico Today’s

star-5
2
During the tour, we will explore the colonial quarters of San Juan, the capital of Puerto Rico, founded by the Spanish conquistadors in 1521.  Old San Juan is not only the oldest city in the United States but one of the two oldest European cities in Latin America. Old San Juan has preserved its historical identity and architectural integrity.    See the historical allure of this city through the eyes of Sir Francis - Drake, whose attempt to wrestle San Juan from the Spanish crown cost him dearly, as you visit fine examples of the military architecture of those times.   Today’s urban legends, modern folklore, and a lively discussion of Puerto Rico’s ambiguous political status will help you connect past with presents and emerge from the tour with a new understanding of this unique Caribbean island and its people.   
More
  • 45 minutes
  • Free Cancellation
From
$50.00
From
$50.00

From The Concrete Jungle To The Actual Jungle: The Complete Package Tour

From The Concrete Jungle To The Actual Jungle: The Complete Package Tour

star-5
27
In this tour you will be getting more for what you pay, you’ll experience a city tour, beach tour, cave tour and rainforest tour all in one. Explore Puerto Rico in the comfort of a private tour. This Island is already amazing, but what makes our tour unique is our service. We will create an unforgettable experience for your group only. You will experience Puerto Rico like a local, visiting the places the locals visit, always with the company of a licensed tour guide that will go above and beyond to fulfill all your expectations. We will create a memory that will last a lifetime.
More
  • 6 hours
  • Free Cancellation
From
$165.00
From
$165.00

Natural Hidden Gems of the North

Natural Hidden Gems of the North

star-5
3
During this experience you will learn cool facts about the biodiversity and see how varied the landscapes of Puerto Rico's northern region are. Get ready to get wet, sweaty, muddy and hike an off the beaten path trail, all while enjoying the beauty of the lush tropical trees, ferns ending with a fresh natural cenote spring to swim in and cool cave to hike afterwards. Be immersed, grounded, and one with nature; disconnect yourself from reality, safe and in peace.
More
  • 6 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$80.00
From
$80.00
Taking safety measures

Sábila Sailing trips in the south part of Puerto Rico

Sábila Sailing trips in the south part of Puerto Rico

Sailing in the “Estuario Bahia de Jobos, Natural Reserve” to apreciate its beauty and the preservation of the wild life... stop at “Cayo Caribe” or “Cayo Pérdida” as an alternative, depending on weather patterns...
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$680.00
per group
From
$680.00
per group
Taking safety measures

Hidden Gems of the North

Hidden Gems of the North

star-5
3
Come and discover with us the hidden gems of the north coast of Puerto Rico. Starting with a simple hike near the beach to discover a stunning little beach where you will be able to see an open cave called "Cueva de las Golondrinas" or Swallow Cave, known like this for the abundance of these birds near the cave. After that we will venture to enjoy a short easy hike to find a small crystal clear water spring. Once we enjoy a nice swim in the spring we will head to the last attraction, a natural cave full of life and amazing things to see. At the end of the service an optional stop to get something to eat will be offered.
More
  • 4 to 5 hours
  • Free Cancellation
From
$155.00
From
$155.00

Hike to a Hidden Gem

Hike to a Hidden Gem

star-5
47
Nestled in the Carite State Forest, residents have named this 23ft tall fall "Siren Falls" because of a rock formation. An easy trail, starts paved and ends in clay, gives you the feeling of adventure and adrenaline rush followed by the "WOW" of when you see the waterfall, the natural swimming pool and realize you have the place to yoourselves. Along the drive and hike we'll be commenting on the sorrounding areas. Allow the sounds of the moving water, the wind as it moves through the trees and the chirping birds give you that "breakaway from reality" feeling taking all your stress and worries away! The river water is filled with bare nutrients and minerals, great for sores, pains all while nourishing your skin. After you've worked up an appetite, we'll make a stop at a local chinchorro (food expense is on you).
More
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
Taking safety measures

Rainforest Waterfall River and Beach Adventure Tour

Rainforest Waterfall River and Beach Adventure Tour

star-4
5
This unique tour is the best option for those travelers that love to have a local experience everywhere they visit. Be ready to explore the most visited spots on the island. If you are a first traveler or even a local, that is back to your island; this tour is for you!
More
  • 7 hours
  • Free Cancellation
From
$125.00
From
$125.00

Filters

Frequently Asked Questions

Day Trips from Puerto Rico