Top Caribbean Outdoor Activities

Q: Which Caribbean Outdoor Activities have Instant Confirmation?

Caribbean Outdoor Activities with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels Punta Cana & Bávaro Private Transportation Secret Spots in North Puerto Rico: Self Guided Tour Puerto Rico West Coast Self Guided Tour JET SKI, Skim Board,& Wave Board Rentals Cabarete, Sosua 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 Airport Transfers Roundtrip Punta Cana Hotels Punta Cana & Bávaro Private Transportation Great River Raft and Full Limestone body Massage In Montego Bay Margaritaville/Jeski Tour or Snorkeling in Montego Bay Nature and Sightseeing at Phantasea Tropical Botanical Garden 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 →

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to …More

5.0 (163)

3H or 4H | Private Boat Trip | Swim, Board or Snorkel

Join us on board! We are a small family business. Personalized service is very important to us. All our private trips can be customized to...

3 hours Free Cancellation

5.0 (163)

from
$475

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and …More

5.0 (5)

Private Tour - Rock formations and Turtle Viewing

Explore Aruba's Beaches and iconic landmarks on a private half-day Jeep tour in our signature red Wrangler. Guided by a local expert, uncover stories and...

4 to 5 hours Free Cancellation

5.0 (5)

from
$475

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La …More

4.8 (22)

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La...

2 hours Free Cancellation

4.8 (22)

from
$479

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive …More

Nassau, Bahamas

5.0 (15)

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive...

4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$480

We offer an exceptional jet ski tours led by our knowledgeable and professional guides. We have small dedicated team that ensures each tour is intimate …More

5.0 (3)

2 Hour Jetski Guided Tour

We offer an exceptional jet ski tours led by our knowledgeable and professional guides. We have small dedicated team that ensures each tour is intimate...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$482

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

4.9 (17)

Half Day Big Game Fishing private charter

1/2 DAY BIG GAME FISHING All hours available, we pick you up any time! Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$490

Half Moon Bay Jet Ski Tour & Snorkeling the La Famille Shipwreck

Start your tour exploring the La Famille Shipwreck and snorkeling the crystal-clear waters of the Caicos Banks. The La Famille Express became firmly planted in …More

4.7 (3)

Half Moon Bay Jet Ski Tour & Snorkeling the La Famille Shipwreck

Start your tour exploring the La Famille Shipwreck and snorkeling the crystal-clear waters of the Caicos Banks. The La Famille Express became firmly planted in...

2 hours Free Cancellation

4.7 (3)

from
$490

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the …More

Cruz Bay, US Virgin Islands

2.0 (1)

Private 4WD Tour to Trunk Bay St John

Embark on an unforgettable adventure with our captivating St. John Jeep Tour! Journey through the island like a local alongside our knowledgeable guides. Savor the...

6 hours Hotel pickup offered Free Cancellation

2.0 (1)

from
$495

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them, …More

4.9 (158)

Exuma Full Day Swimming Pigs Group Boat Tour

Blast off from Nassau to the dazzling Exuma Cays for the ultimate island adventure! First, land at Allen’s Cay and meet wild Bahamian iguanas—feed them,...

8 hours Free Cancellation

4.9 (158)

from
$499

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into …More

5.0 (102)

Island Buggy Excursions

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into...

1 to 8 hours Free Cancellation

5.0 (102)

from
$499

THE ULTIMATE FISHING MACHINE Luhrs 32' Open. Really wide hull and very stable in the rough water. Comfy wide stern with a lot of free …More

Punta Cana, Dominican Republic

4.2 (11)

Private Fishing Charters СANA 32'

THE ULTIMATE FISHING MACHINE Luhrs 32' Open. Really wide hull and very stable in the rough water. Comfy wide stern with a lot of free...

4 hours Hotel pickup offered Free Cancellation

4.2 (11)

from
$499

Brand NEW honda talon 4 seater Luxury utv rental Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with …More

Palm - Eagle Beach, Aruba

5.0 (4)

Honda Talon 4 Seater Rental

Brand NEW honda talon 4 seater Luxury utv rental Cruise along the roads and coastline of Aruba aboard your own utility terrain vehicle (UTV) with...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$499

Private, Guided Boat Charters in The Cayman Islands

We are a small locally owned and operated private boat charter company . Our Captains are Fun, knowledgeable and service/safety driven. Both grew up on …More

Grand Cayman, Cayman Islands

4.9 (114)

Private, Guided Boat Charters in The Cayman Islands

We are a small locally owned and operated private boat charter company . Our Captains are Fun, knowledgeable and service/safety driven. Both grew up on...

4 hours Free Cancellation

4.9 (114)

from
$500

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure! …More

4.9 (132)

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure!...

6 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$500

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore …More

Palm - Eagle Beach, Aruba

5.0 (54)

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore...

4 hours Hotel pickup offered Free Cancellation

5.0 (54)

from
$500

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and …More

Grand Cayman, Cayman Islands

5.0 (8)

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and...

2 hours Free Cancellation

5.0 (8)

from
$500

ATV, Horseback & Bamboo Rafting -From MoBay, Negril, Ocho Rios

From thrilling outdoor exploration to peaceful river relaxation, this tour offers the perfect balance of excitement, nature, and Caribbean charm. Adventure on an ATV Feel …More

Lucea, Jamaica

5.0 (3)

ATV, Horseback & Bamboo Rafting -From MoBay, Negril, Ocho Rios

From thrilling outdoor exploration to peaceful river relaxation, this tour offers the perfect balance of excitement, nature, and Caribbean charm. Adventure on an ATV Feel...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$500

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque …More

4.5 (2)

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$500

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's …More

Five Islands Village, Antigua and Barbuda

4.0 (6)

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's...

1 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$500

Inshore & Fly Fishing Punta Cana Private charter at Marina Cap Cana

Inshore fishing and Fly Fishing Punta Cana: basically takes place in the "flats" or inside a bay or reef, where the water is normally more shallow …More

Punta Cana, Dominican Republic

3.7 (6)

Inshore & Fly Fishing Punta Cana Private charter at Marina Cap Cana

Inshore fishing and Fly Fishing Punta Cana: basically takes place in the "flats" or inside a bay or reef, where the water is normally more shallow...

4 hours Free Cancellation

3.7 (6)

from
$500

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?

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?