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 →

Private 3/4 Day Bottom Fishing on Serendipity

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

5.0 (1)

Private 3/4 Day Bottom Fishing on Serendipity

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

6 hours Free Cancellation

5.0 (1)

from
$5,161

6hr Deep Sea Fishing Charter on "Wahooter's"

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin, …More

5.0 (2)

6hr Deep Sea Fishing Charter on "Wahooter's"

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin,...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$5,228

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

Pirate Cave Adventure Charter

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$5,258

Private 6hr Deep Sea Fishing Charter on "Angler Management"

"Angler Management" is a 48’ Ocean Super Sport Express Sportfishing vessel extreme! She is powered by Twin Cats, each 600HP, there is plenty of power …More

5.0 (6)

Private 6hr Deep Sea Fishing Charter on "Angler Management"

"Angler Management" is a 48’ Ocean Super Sport Express Sportfishing vessel extreme! She is powered by Twin Cats, each 600HP, there is plenty of power...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$5,361

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

Private Full Day Fish, Snorkel and Cruise on Serendipity

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$5,391

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

Private Full Day Bottom Fishing on Serendipity

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$5,391

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

Private Full Day Whale Watching Tour

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Hotel pickup offered Free Cancellation

from
$5,507

Private Full-Day Deep Sea Fishing Charter on "Wahooters"

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin, …More

5.0 (13)

Private Full-Day Deep Sea Fishing Charter on "Wahooters"

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin,...

8 hours Free Cancellation

5.0 (13)

from
$5,524

Dominica offers the perfect hiking environment. The Waitikubuli National Trail is 185km long and offers incredible views of the island with diverse vegetation as it …More

Dominica Waitikubuli National Trail -The Caribbean longest Hiking Trail/17 Days

Dominica offers the perfect hiking environment. The Waitikubuli National Trail is 185km long and offers incredible views of the island with diverse vegetation as it...

19 days

from
$5,700

Private Full Day Deep Sea Fishing Charter on "Angler Management"

"Angler Management" is a 48’ Ocean Super Sport Express Sportfishing vessel extreme! She is powered by Twin Cats, each 600HP, there is plenty of power …More

5.0 (4)

Private Full Day Deep Sea Fishing Charter on "Angler Management"

"Angler Management" is a 48’ Ocean Super Sport Express Sportfishing vessel extreme! She is powered by Twin Cats, each 600HP, there is plenty of power...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$5,923

Full-Day Private Yacht Cruise in Saona Island with Lunch

An individual excursion to Isla Saona is one of the best options to travel at your own pace! Comfortable transport with air conditioning, wi-fi, and …More

Punta Cana, Dominican Republic

Full-Day Private Yacht Cruise in Saona Island with Lunch

An individual excursion to Isla Saona is one of the best options to travel at your own pace! Comfortable transport with air conditioning, wi-fi, and...

8 hours Hotel pickup offered Free Cancellation

from
$6,000

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

West Caicos Adventure Charter Private Full Day excursion

For parties 8 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$6,056

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin, …More

Pro Series Full Day Deep Sea Fishing with Wahooters

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin,...

9 hours Hotel pickup offered Free Cancellation

from
$6,322

Pro Series Full Day Deep Sea Fishing on Angler Management

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin, …More

5.0 (1)

Pro Series Full Day Deep Sea Fishing on Angler Management

In summer we catch blue marlin, yellowfin, blackfin, bigeye, skipjack, albacore tuna, and mahi mahi. In winter we catch BIG wahoo, white marlin, sailfish, blackfin,...

8 hours Free Cancellation

5.0 (1)

from
$6,455

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

South Caicos History Tour and Cruise Full Day Private Charter

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Free Cancellation

from
$6,970

Private Samana Full-Day Excursion - Pickup from Bayahibe

This excursion is full day. And we leave from the hotels in Bayahibe We visit the waterfall, Lemon Leap, We will arrive at Miches and …More

Samaná, Dominican Republic

Private Samana Full-Day Excursion - Pickup from Bayahibe

This excursion is full day. And we leave from the hotels in Bayahibe We visit the waterfall, Lemon Leap, We will arrive at Miches and...

10 hours Hotel pickup offered Free Cancellation

from
$7,950

In TSR Tourist Services we are providing to our Clients a great deal of accommodation, excursion, organizing and plan their travel, great hospitality and we …More

Willemstad, Curacao

Curacao 7 Days Vacation Tour

In TSR Tourist Services we are providing to our Clients a great deal of accommodation, excursion, organizing and plan their travel, great hospitality and we...

7 days Free Cancellation

from
$7,999

Frequently Asked Questions

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

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?