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 →

5-Day All-Inclusive Package in the South from Santo Domingo

This tour to the deep south of the Dominican Republic of 5 days and 4 nights, which begins on the south coast of Barahona, where …More

Santo Domingo, Dominican Republic

5-Day All-Inclusive Package in the South from Santo Domingo

This tour to the deep south of the Dominican Republic of 5 days and 4 nights, which begins on the south coast of Barahona, where...

5 days Hotel pickup offered Free Cancellation

from
$760

Grand Cayman Private Charter Stingray City, Snorkeling & Starfish

Enjoy a truly private and personalised Grand Cayman experience, with the boat exclusively for your group of up to 6 guests. Unlike larger group tours …More

Grand Cayman, Cayman Islands

5.0 (115)

Grand Cayman Private Charter Stingray City, Snorkeling & Starfish

Enjoy a truly private and personalised Grand Cayman experience, with the boat exclusively for your group of up to 6 guests. Unlike larger group tours...

4 hours Free Cancellation

5.0 (115)

from
$750

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop …More

Nassau, Bahamas

4.7 (3)

City Tour, Beach & Snorkeling at "Love Beach" in Nassau, Bahamas

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop...

5 to 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$750

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery. …More

3.0 (2)

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery....

8 hours Free Cancellation

3.0 (2)

from
$750

Punta Cana Private Fishing Charter on 39 Foot Boat with Bevarages

Welcome to 3/4 day (6 hrs.) Offshore Big Game Fishing Charter provided by Big Marlin Charters. Welcome aboard alone, with your family or friends up …More

Punta Cana, Dominican Republic

4.9 (90)

Punta Cana Private Fishing Charter on 39 Foot Boat with Bevarages

Welcome to 3/4 day (6 hrs.) Offshore Big Game Fishing Charter provided by Big Marlin Charters. Welcome aboard alone, with your family or friends up...

4 to 9 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$749

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over …More

Montego Bay, Jamaica

5.0 (3)

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$739

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

5.0 (1)

6 Hours Big Game Fishing

FULL DAY BIG GAME FISHING Hours : 8.00 am - 02.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$735

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at …More

Nassau, Bahamas

4.4 (17)

Island Tour,Beach & Lunch stop at Fish fry in Nassau Bahamas

First, passengers will enjoy there day away with a 2 hour 35 minutes tour around the island and stoping the majority of the time at...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.4 (17)

from
$720

Exuma Elite Escape: 7-Stop Luxury Swimming Pigs Tour from Nassau

Skip the crowded, rushed version of Pig Beach and experience the Exumas in one seamless day from Nassau. This premium small-group tour visits SIX iconic …More

Nassau, Bahamas

4.9 (551)

Exuma Elite Escape: 7-Stop Luxury Swimming Pigs Tour from Nassau

Skip the crowded, rushed version of Pig Beach and experience the Exumas in one seamless day from Nassau. This premium small-group tour visits SIX iconic...

6 hours Hotel pickup offered Free Cancellation

4.9 (551)

from
$700

Our private charters are run by an experienced Caymanian captain, so you can expect an authentic, informative and interactive experience. Onboard our dual console Boston …More

Seven Mile Beach, Cayman Islands

5.0 (56)

Private boat charter in Grand Cayman

Our private charters are run by an experienced Caymanian captain, so you can expect an authentic, informative and interactive experience. Onboard our dual console Boston...

4 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$700

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

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island, …More

4.2 (5)

Private German Speaking Jeep Tours

The German-language jeep tour with Rensley gives you a comprehensive picture of his homeland in humorous ways. Rensley loves to introduce guests to the island,...

6 to 7 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$700

Private Sunset Boat Charter during the "Golden Hours"

All of our private charters are unique and customized to the interests of the guests... from bird watchers, to sunbathers, snorkelers, photographers, divers, cocktail connoisseurs, …More

5.0 (159)

Private Sunset Boat Charter during the "Golden Hours"

All of our private charters are unique and customized to the interests of the guests... from bird watchers, to sunbathers, snorkelers, photographers, divers, cocktail connoisseurs,...

3 hours Free Cancellation

5.0 (159)

from
$695

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will …More

Punta Cana, Dominican Republic

5.0 (17)

Experience for families and friends by private boat with pick-up

Spend the best experience for you and your family at sea in Punta Cana aboard the Miss Joma catamaran, animated by a staff that will...

3 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$695

Fishing Trips in Barbados onboard Nauti Dreams Luxury Charters

If you'd like some time for relaxation alongside plenty of angling action, then this is the adventure for you! Head out to the deep water …More

5.0 (69)

Fishing Trips in Barbados onboard Nauti Dreams Luxury Charters

If you'd like some time for relaxation alongside plenty of angling action, then this is the adventure for you! Head out to the deep water...

4 hours Free Cancellation

5.0 (69)

from
$685

Grand Cayman Private Boat Charter - Snorkel, Swim and Explore

As a native Caymanian, Captain Cody will offer guests a “behind the curtains” experience in the waters of Grand Cayman. From secret spots, to avoiding …More

Grand Cayman, Cayman Islands

4.8 (16)

Grand Cayman Private Boat Charter - Snorkel, Swim and Explore

As a native Caymanian, Captain Cody will offer guests a “behind the curtains” experience in the waters of Grand Cayman. From secret spots, to avoiding...

2 hours Free Cancellation

4.8 (16)

from
$675

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service, …More

Fajardo, Puerto Rico

4.9 (89)

Private All-Inclusive Catamaran 24ft Boat Guided Snorkeling

Enjoy a private all-inclusive boat tour to the crystal-clear waters of Icacos and Palomino. This experience includes guided snorkeling, a knowledgeable captain, and personalized service,...

4 hours Free Cancellation

4.9 (89)

from
$670

Go fishing on this 4-hour guided excursion in the rich waters off the island of Dominica. Accompanied by avid deep sea fishers, enjoy deep- or …More

5.0 (2)

Four-Hour Fishing Tour in Dominica

Go fishing on this 4-hour guided excursion in the rich waters off the island of Dominica. Accompanied by avid deep sea fishers, enjoy deep- or...

4 hours Hotel pickup offered

5.0 (2)

from
$650

From a visit to historical sites ,to a trip to the local supermarket, how about a corporate meeting or a gourmet supper while watching the …More

5.0 (3)

Island Insider || Concierge Services

From a visit to historical sites ,to a trip to the local supermarket, how about a corporate meeting or a gourmet supper while watching the...

3 hours Free Cancellation

5.0 (3)

from
$650

Coral World Ocean Park: A Guided Night Experience of Fun & Slumber by the Sea

Tour grants exclusive access for you or your group to view Coral World Ocean Park which is one of the top attractions in the Virgin …More

Cruz Bay, US Virgin Islands

Coral World Ocean Park: A Guided Night Experience of Fun & Slumber by the Sea

Tour grants exclusive access for you or your group to view Coral World Ocean Park which is one of the top attractions in the Virgin...

3 to 13 hours Free Cancellation

from
$650

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?