Top Caribbean Outdoor Activities

Q: Which Caribbean Outdoor Activities have Instant Confirmation?

Caribbean Outdoor Activities with Instant Confirmation include: Curacao 7 Days Vacation Tour Private Samana Full-Day Excursion - Pickup from Bayahibe Full-Day Private Yacht Cruise in Saona Island with Lunch Private Full Day Deep Sea Fishing Charter on "Angler Management" Private 6hr Deep Sea Fishing Charter on "Angler Management" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Outdoor Activities have Hotel Pickup?

No problem. These Caribbean Outdoor Activities include Hotel Pickup: Private Samana Full-Day Excursion - Pickup from Bayahibe Pro Series Full Day Deep Sea Fishing with Wahooters Full-Day Private Yacht Cruise in Saona Island with Lunch Private Full Day Deep Sea Fishing Charter on "Angler Management" Private Full Day Whale Watching Tour View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

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

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

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

With our smart tow system getting up is much easier. We offer high quality and comfortable safety gear. Everything you need for a fun and …More

5.0 (5)

Private watersport boat REVOLVE tour

With our smart tow system getting up is much easier. We offer high quality and comfortable safety gear. Everything you need for a fun and...

2 hours Free Cancellation

5.0 (5)

from
$390

5 seat UTV Rental: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance …More

Palm - Eagle Beach, Aruba

4.7 (39)

5 seat UTV Rental: Your Adventure, Your Way

At Real Deal Aruba, renting a UTV isn’t just about the vehicle—it’s about the full island experience. Here’s why we stand out: ✅ Personalized Guidance...

8 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$390

Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with this rental. Pre-book your vehicle and pick up your …More

Palm - Eagle Beach, Aruba

5.0 (6)

5 Seater UTV Honda Pioneer

Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with this rental. Pre-book your vehicle and pick up your...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$390

What makes our company unique is that your package is completely customisable and we show up at your location. You will enjoy a day that …More

Grand Cayman, Cayman Islands

4.1 (9)

Private Jet-ski Rentals

What makes our company unique is that your package is completely customisable and we show up at your location. You will enjoy a day that...

3 to 6 hours Free Cancellation

4.1 (9)

from
$390

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour …More

5.0 (204)

Private Open-Air Jeep Tour to Hidden Beaches in St. Thomas

This is a fully private Jeep experience—never shared with strangers—designed for travelers who want to see the real St. Thomas, not just the typical tour...

4 hours Hotel pickup offered Free Cancellation

5.0 (204)

from
$385

Waterfall Beautiful Hike, Kwame Waterfall

Find out why Jamaica is considered one of the most beautiful island in the Caribbean by participating in this beautiful hike. Top 5 nature hikes …More

Montego Bay, Jamaica

5.0 (1)

Waterfall Beautiful Hike, Kwame Waterfall

Find out why Jamaica is considered one of the most beautiful island in the Caribbean by participating in this beautiful hike. Top 5 nature hikes...

8 hours Free Cancellation

5.0 (1)

from
$385

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

This course is the next step after the Open Water Diver course After learning how to take care of yourself in the open water course, …More

5.0 (3)

Advanced Open Water Diver - Bávaro

This course is the next step after the Open Water Diver course After learning how to take care of yourself in the open water course,...

2 days Free Cancellation

5.0 (3)

from
$380

Extreme Dominica offers an incredible adventure that allows you to experience the ravishing natural beauty of the island from the inside out. Imagine hiking down …More

5.0 (18)

Advanced Canyon Experience

Extreme Dominica offers an incredible adventure that allows you to experience the ravishing natural beauty of the island from the inside out. Imagine hiking down...

5 hours 30 minutes Free Cancellation

5.0 (18)

from
$379

Jump in your own Side-By-Side Beach Buggy for an exciting day of exploring Nassau. First, choose your rental length and then ride off into Nassau, …More

Nassau, Bahamas

4.0 (43)

Nassau Bahamas Beach Buggy Rentals

Jump in your own Side-By-Side Beach Buggy for an exciting day of exploring Nassau. First, choose your rental length and then ride off into Nassau,...

4 hours Hotel pickup offered Free Cancellation

4.0 (43)

from
$375

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life, …More

Grand Cayman, Cayman Islands

4.6 (9)

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life,...

3 hours Free Cancellation

4.6 (9)

from
$375

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach …More

5.0 (44)

JetSki Snorkel Adventure

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach...

2 hours Free Cancellation

5.0 (44)

from
$370

Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous …More

4.6 (106)

Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous...

9 hours Free Cancellation

4.6 (106)

from
$369

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout …More

4.8 (11)

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$360

Nassau Clear Kayak Drone Photoshoot- Floating Dress

Operating since 2021, we are the first Clear Kayak Drone Photography company in Nassau. We have mastered the art of helping you to memorize your …More

5.0 (10)

Nassau Clear Kayak Drone Photoshoot- Floating Dress

Operating since 2021, we are the first Clear Kayak Drone Photography company in Nassau. We have mastered the art of helping you to memorize your...

1 hour 15 minutes Free Cancellation

5.0 (10)

from
$360

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs …More

Montego Bay, Jamaica

5.0 (3)

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$355

Zipline Join The Group Tour : Punta Cana

Discover the ultimate zip line adventure in the Dominican Republic! Join us for a thrilling ride through the lush tropical mountain range, with 18 platforms …More

Punta Cana, Dominican Republic

5.0 (1)

Zipline Join The Group Tour : Punta Cana

Discover the ultimate zip line adventure in the Dominican Republic! Join us for a thrilling ride through the lush tropical mountain range, with 18 platforms...

5 hours Hotel pickup offered

5.0 (1)

from
$350

ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay

Experience Jamaica’s top-rated combo tour — ATV, horseback riding, ziplines, and Dunn’s River Falls. Please note: Availability for this adventure on this platform is limited …More

Falmouth, Jamaica

4.7 (216)

ATV, Horse Ride, Zipline, Falls Climb with Lunch from Montego Bay

Experience Jamaica’s top-rated combo tour — ATV, horseback riding, ziplines, and Dunn’s River Falls. Please note: Availability for this adventure on this platform is limited...

7 hours Hotel pickup offered Free Cancellation

4.7 (216)

from
$352

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail …More

4.6 (80)

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail...

2 hours Free Cancellation

4.6 (80)

from
$350

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and …More

4.9 (35)

San Juan Nightlife Tour in a Private Can Am UTV Ride and Party

Throughout your adventure, you will see the scene in Old San Juan, Condado, T-Mobile District and La Placita de Santurce known for its bars and...

2 hours Free Cancellation

4.9 (35)

from
$350

Frequently Asked Questions

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

What are the best options for Caribbean Outdoor Activities?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Outdoor Activities are:

What are the best kid-friendly options for Caribbean Outdoor Activities Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Outdoor Activities are:

View all kid-friendly Tours →

Which Caribbean Outdoor Activities have Instant Confirmation?

Which Caribbean Outdoor Activities have Free Cancellation?

Caribbean Outdoor Activities 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 Caribbean Outdoor Activities have Hotel Pickup?

Got any more Caribbean trip ideas?

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