Top Puerto Rico Cruises, Sailing & Water Tours

Q: What are the best options for Puerto Rico Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Puerto Rico Cruises, Sailing & Water Tours are: USDA El Yunque National Forest and Luquillo Beach Tour Scuba Dive and Snorkel Private Charter in Puerto Rico Full-Day Private Cruise in Cayo Caracoles Full Charter All Inclusive for Icacos and Palomino Full Day Private Boat Tour To Culebra

Q: What are the best kid-friendly options for Puerto Rico Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Puerto Rico Cruises, Sailing & Water Tours are: San Juan Sunset Harbor Boat Ride Small-Group El Yunque Waterfall & Waterslides with Pickup Icacos Island Catamaran Day Sail from Fajardo Culebra Full Day Beach and Fun Experience by Catamaran Clear Kayak Tour in Condado Lagoon View all kid-friendly Tours →

Q: Which Puerto Rico Cruises, Sailing & Water Tours have Instant Confirmation?

Puerto Rico Cruises, Sailing & Water Tours with Instant Confirmation include: San Juan Sunset Harbor Boat Ride Small-Group El Yunque Waterfall & Waterslides with Pickup Icacos Island Catamaran Day Sail from Fajardo Culebra Full Day Beach and Fun Experience by Catamaran Clear Kayak Tour in Condado Lagoon View all Tours with Instant Confirmation →

Q: Got any more Puerto Rico trip ideas?

We sure do. Check out our curated lists of hand-picked Puerto Rico Tours. Top 10 Puerto Rico 2026 Senior-friendly tours Puerto Rico The best tours and activities for culture lovers in Puerto Rico Top Day Trips from Puerto Rico Things to do in Puerto Rico this summer View all Puerto Rico Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Puerto Rico?

Based on our sales data over the past year, the most popular styles of tours and activities in Puerto Rico are: Puerto Rico Luxury & Special Occasions Puerto Rico Luxury Tours Puerto Rico Tours & Sightseeing Puerto Rico Outdoor Activities Puerto Rico Half-day Tours View all tour styles in Puerto Rico →

USDA El Yunque National Forest and Luquillo Beach Tour

El Yunque National Forest Adventure: Discover, Delight, Dive! Unveil Nature's Treasure: Embark on an exploration of the USDA National Forest of El Yunque. Encounter the …More

Luquillo, Puerto Rico

4.8 (12)

USDA El Yunque National Forest and Luquillo Beach Tour

El Yunque National Forest Adventure: Discover, Delight, Dive! Unveil Nature's Treasure: Embark on an exploration of the USDA National Forest of El Yunque. Encounter the...

6 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$79

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a …More

5.0 (3)

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a...

4 hours Free Cancellation

5.0 (3)

from
$1,500

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or …More

4.7 (13)

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or...

4 hours Free Cancellation

4.7 (13)

from
$500

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Combo El Yunque and Snorkeling Small-Group Tour from San Juan

Immerse yourself in an unforgettable adventure with our El Yunque rainforest and Puerto Rico Caribbean San Juan snorkeling combo tour! Delve into the lush wonders …More

Isla Verde, Puerto Rico

4.7 (10)

Combo El Yunque and Snorkeling Small-Group Tour from San Juan

Immerse yourself in an unforgettable adventure with our El Yunque rainforest and Puerto Rico Caribbean San Juan snorkeling combo tour! Delve into the lush wonders...

8 hours Hotel pickup offered Free Cancellation

4.7 (10)

from
$175

Deep Sea Fishing Private Boat Charter in San Juan

Experience some of the greatest sport fishing waters in the world when you take a full day or half day fishing charter from San Juan, …More

4.6 (10)

Deep Sea Fishing Private Boat Charter in San Juan

Experience some of the greatest sport fishing waters in the world when you take a full day or half day fishing charter from San Juan,...

4 hours Free Cancellation

4.6 (10)

from
$1,282

Bio Bay Night Kayaking with Transport from San Juan

Paddle through the mangrove forest on your way to the unique Bioluminescent Bay of Laguna Grande in Fajardo, Puerto Rico! Savor your surroundings while the …More

Luquillo, Puerto Rico

4.2 (29)

Bio Bay Night Kayaking with Transport from San Juan

Paddle through the mangrove forest on your way to the unique Bioluminescent Bay of Laguna Grande in Fajardo, Puerto Rico! Savor your surroundings while the...

2 hours Hotel pickup offered Free Cancellation

4.2 (29)

from
$125

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come …More

Fajardo, Puerto Rico

5.0 (9)

Full-Day Private Tour to Tinajas Waterfalls in El Yunque

El Yunque is one of the most visited Rain Forest in the world. You must visit this gorgeous rain forest while visiting Puerto Rico. Come...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$700

Icacos Island Boat Tour from Fajardo with Snorkeling and Lunch

Escape to paradise with our 4-Hour Tour to Icacos Island! Experience the pristine beauty of this tropical gem as you snorkel in turquoise waters and …More

Fajardo, Puerto Rico

5.0 (1)

Icacos Island Boat Tour from Fajardo with Snorkeling and Lunch

Escape to paradise with our 4-Hour Tour to Icacos Island! Experience the pristine beauty of this tropical gem as you snorkel in turquoise waters and...

4 hours Free Cancellation

5.0 (1)

from
$229

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the …More

5.0 (6)

Private Sunset Sail

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the...

2 hours Free Cancellation

5.0 (6)

from
$650

Ride the Waves in Puerto Rico-Surfing Lessons

Led by our awesome team of local surf pros—who’ve been with us since we opened in 2012—you’ll learn everything from popping up on the board …More

5.0 (4)

Ride the Waves in Puerto Rico-Surfing Lessons

Led by our awesome team of local surf pros—who’ve been with us since we opened in 2012—you’ll learn everything from popping up on the board...

2 hours Free Cancellation

5.0 (4)

from
$125

El Yunque Rainforest Morning River and Hike Adventure

Experience the wonders of nature and breathe in the fresh air on a 7-hour tour to Las Tinajas in Ceiba, Puerto Rico. The well-defined trails …More

5.0 (4)

El Yunque Rainforest Morning River and Hike Adventure

Experience the wonders of nature and breathe in the fresh air on a 7-hour tour to Las Tinajas in Ceiba, Puerto Rico. The well-defined trails...

7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$120

2 hrs. Private Sunset Sail - South Coast of Puerto Rico

Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew, …More

5.0 (2)

2 hrs. Private Sunset Sail - South Coast of Puerto Rico

Catch the most amazing sunsets from a secluded spot on the Jobos Bay National Estuarine Research Reserve (JBNERR) with our experienced USCG Captain and crew,...

2 hours Free Cancellation

5.0 (2)

from
$449

Enjoy a unique location to experience a sunset sail and swim in the South Coast Of P.R. in a protected anchorage. …More

5.0 (2)

3 Hours Private Sunset Sail and Swim

Enjoy a unique location to experience a sunset sail and swim in the South Coast Of P.R. in a protected anchorage....

3 hours Free Cancellation

5.0 (2)

from
$580

Hydroventure Luquillo Guided Jetski Tour to Las Picuas 30 Minute

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs! …More

Luquillo, Puerto Rico

5.0 (3)

Hydroventure Luquillo Guided Jetski Tour to Las Picuas 30 Minute

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs!...

30 minutes

5.0 (3)

from
$120

1 hour Luquillo Guided Jetski Tour to Las Picuas

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs! Explore the coast while you captain your …More

Luquillo, Puerto Rico

4.4 (5)

1 hour Luquillo Guided Jetski Tour to Las Picuas

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs! Explore the coast while you captain your...

1 hour

4.4 (5)

from
$220

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one …More

5.0 (2)

Charter Full day Fajardo to Vieques

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one...

7 hours 30 minutes Free Cancellation

5.0 (2)

from
$1,520

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short …More

5.0 (2)

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short...

4 hours Free Cancellation

5.0 (2)

from
$900

San Juan Puerto Rico Mini Boats Adventure

Your tour will depart from the San Juan Bay Marina after a brief safety orientation. You'll take the helm of a 13′ rigid inflatable boat, …More

5.0 (1)

San Juan Puerto Rico Mini Boats Adventure

Your tour will depart from the San Juan Bay Marina after a brief safety orientation. You'll take the helm of a 13′ rigid inflatable boat,...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$289

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Puerto Rico Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Puerto Rico Cruises, Sailing & Water Tours Tours?

Which Puerto Rico Cruises, Sailing & Water Tours have Instant Confirmation?

Which Puerto Rico Cruises, Sailing & Water Tours have Free Cancellation?

Puerto Rico Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Puerto Rico Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Puerto Rico Cruises, Sailing & Water Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Puerto Rico trip ideas?

What are the most popular styles of Tours and Activities in Puerto Rico?