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 Powerboat Tour - The Best Customizable Tour In The BVI!

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and …More

Tortola, British Virgin Islands

5.0 (7)

Private Powerboat Tour - The Best Customizable Tour In The BVI!

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and...

5 hours 30 minutes Free Cancellation

5.0 (7)

from
$1,400

Private Beach Day Snorkeling and Swimming with Pig in Rose Island

One of a kind experience navigating through one a kinds scenery that The Bahamas is well know for. There with be an opportunity to interact …More

5.0 (1)

Private Beach Day Snorkeling and Swimming with Pig in Rose Island

One of a kind experience navigating through one a kinds scenery that The Bahamas is well know for. There with be an opportunity to interact...

4 hours Free Cancellation

5.0 (1)

from
$1,400

Kitesurfing is one of the fastest growing sports; the feel is amazing, and in Bonaire it's even better. Clear blue warm waters, year round steady …More

5.0 (1)

5 Day Private Kitesurfing Adventure

Kitesurfing is one of the fastest growing sports; the feel is amazing, and in Bonaire it's even better. Clear blue warm waters, year round steady...

5 days Free Cancellation

5.0 (1)

from
$1,419

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck. …More

Private Tour in Constanza Dominican Republic for 15 people

Discover the wonderful Constanza, Dominican Republic, with our exciting tour! We include transportation to this mountain paradise and a unique experience in a safari truck....

6 to 7 hours Free Cancellation

from
$1,425

Full-Day Deep Sea Fishing Adventure in Sint Maarten

True deep sea fishing. Trolling for surface species like Wahoo, Mahi-Mahi, Kingfish and others. Deep-dropping in 600+ feet of water for bottom dwellers like Snapper …More

4.4 (9)

Full-Day Deep Sea Fishing Adventure in Sint Maarten

True deep sea fishing. Trolling for surface species like Wahoo, Mahi-Mahi, Kingfish and others. Deep-dropping in 600+ feet of water for bottom dwellers like Snapper...

9 hours 30 minutes Free Cancellation

4.4 (9)

from
$1,445

Guided Fishing Charters, consisting of Light or Deep Sea Tackle experience. Charter Inteniary of full day fishing, swim & snorkel coral reef, swim with turtles. …More

Guided 8 HR Full Day Fishing / Snorkel Private Charter Trip 40' Mega Bite

Guided Fishing Charters, consisting of Light or Deep Sea Tackle experience. Charter Inteniary of full day fishing, swim & snorkel coral reef, swim with turtles....

8 hours Free Cancellation

from
$1,450

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to …More

Punta Cana, Dominican Republic

5.0 (10)

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$1,490

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

Fishing And Eating Straight From The Sea ( SAONA ISLAND AND PALMILLA)

When Traveling in our private yacht travelers have many different benefits like a clean bathroom on board, Fresh water on board, Sleeping bed, towels, Private …More

La Romana, Dominican Republic

4.8 (13)

Fishing And Eating Straight From The Sea ( SAONA ISLAND AND PALMILLA)

When Traveling in our private yacht travelers have many different benefits like a clean bathroom on board, Fresh water on board, Sleeping bed, towels, Private...

8 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$1,500

Private Deep Sea Fishing Experience in Grand Cayman

An opportunity to get away from the shore and deep-sea fish in the unique waters of the Cayman Islands and catch fish using live bait …More

Grand Cayman, Cayman Islands

5.0 (7)

Private Deep Sea Fishing Experience in Grand Cayman

An opportunity to get away from the shore and deep-sea fish in the unique waters of the Cayman Islands and catch fish using live bait...

5 hours Free Cancellation

5.0 (7)

from
$1,500

Nassau 3 Island Private Boat Tour Pigs, Turtles & Snorkeling

Explore the stunning beauty of The Bahamas with Bain's Sea Adventures. Enjoy personalized service as you embark on an exclusive VIP tour that showcases the …More

5.0 (8)

Nassau 3 Island Private Boat Tour Pigs, Turtles & Snorkeling

Explore the stunning beauty of The Bahamas with Bain's Sea Adventures. Enjoy personalized service as you embark on an exclusive VIP tour that showcases the...

4 hours Free Cancellation

5.0 (8)

from
$1,500

Fishing in Bahamas crystal clear waters offers the unique experience of seeing fish before they are caught. Bottom fishing is where you anchor and catch …More

Nassau, Bahamas

5.0 (2)

Bahamas Deep Sea Fishing

Fishing in Bahamas crystal clear waters offers the unique experience of seeing fish before they are caught. Bottom fishing is where you anchor and catch...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,500

Creating a unique lifetime experience through the aquamarine waters of The Bahamas. Be able to swim with pigs, turtles, view underwater statues and snorkel through …More

5.0 (1)

Boat Charters & Excursions

Creating a unique lifetime experience through the aquamarine waters of The Bahamas. Be able to swim with pigs, turtles, view underwater statues and snorkel through...

8 hours Free Cancellation

5.0 (1)

from
$1,500

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but …More

Private Full Day Cultural Safari Tour from Punta Cana

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but...

8 hours Hotel pickup offered

from
$1,500

Private half day reef fishing with lunch

Perfect charter for beginner anglers ! Super customizable charter ! Fish as much as you like choose to also cool off at a reef spot …More

5.0 (24)

Private half day reef fishing with lunch

Perfect charter for beginner anglers ! Super customizable charter ! Fish as much as you like choose to also cool off at a reef spot...

4 hours Hotel pickup offered Free Cancellation

5.0 (24)

from
$1,550

Snorkel And Beach Hopping Private Boat Tour from Ocho Rios

The Ultimate Private Snorkel and Beach Hopping Ocho Rios,Jamaica Cruise shore Excursions and Day Tour Private Snorkel is the exclusive boat charter for up to 6 …More

Ocho Rios, Jamaica

5.0 (1)

Snorkel And Beach Hopping Private Boat Tour from Ocho Rios

The Ultimate Private Snorkel and Beach Hopping Ocho Rios,Jamaica Cruise shore Excursions and Day Tour Private Snorkel is the exclusive boat charter for up to 6...

4 hours Free Cancellation

5.0 (1)

from
$1,555

4HR Private bottom Fishing Charter with lunch

Your guaranteed a memorable Luxury sea adventure, to our charters we add quality and numerous activities, your family will enjoy it, our super experienced and …More

4.9 (33)

4HR Private bottom Fishing Charter with lunch

Your guaranteed a memorable Luxury sea adventure, to our charters we add quality and numerous activities, your family will enjoy it, our super experienced and...

4 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$1,590

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

5.0 (37)

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours

5.0 (37)

from
$1,600

Set sail from Nassau on your own terms on this half-day charter trip on a 26-foot-long spacish boat with bathroom access on board , complete …More

Nassau, Bahamas

5.0 (3)

4-Hour Fishing Charter in Nassau

Set sail from Nassau on your own terms on this half-day charter trip on a 26-foot-long spacish boat with bathroom access on board , complete...

4 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,600

We have a passion for showing people a great time fishing. Our trips are custom made to suit each of our clients' wishes. …More

5.0 (2)

Fishing Charter 8 Hours

We have a passion for showing people a great time fishing. Our trips are custom made to suit each of our clients' wishes....

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$1,600

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?