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 →

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique …More

Lucea, Jamaica

4.0 (1)

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

Group/Shared Half Day Afternoon, Bottom Fishing on Reel Bouys

For smaller parties, "Reel Bouys” provides a solid, comfortable, and well-equipped boat for bottom fishing . Reel Bouys is a 41’ Hydra Sport Vector 4100 …More

5.0 (7)

Group/Shared Half Day Afternoon, Bottom Fishing on Reel Bouys

For smaller parties, "Reel Bouys” provides a solid, comfortable, and well-equipped boat for bottom fishing . Reel Bouys is a 41’ Hydra Sport Vector 4100...

4 hours

5.0 (7)

from
$505

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace …More

5.0 (2)

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$512

The largest fleet, with the newest jet skis! We are proud to be the number one choice in St Thomas for jet ski rental. …More

4.9 (47)

St Thomas Jet Ski Rental

The largest fleet, with the newest jet skis! We are proud to be the number one choice in St Thomas for jet ski rental....

1 hour Free Cancellation

4.9 (47)

from
$517

Deep sea fishing in Punta Cana and Bávaro.

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour. …More

Punta Cana, Dominican Republic

4.9 (30)

Deep sea fishing in Punta Cana and Bávaro.

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour....

4 hours Free Cancellation

4.9 (30)

from
$520

Big Game Fishing charter and Snorkeling trips Bonaire

Looking to enjoy a memorable fishing or snorkeling experience in the stunning waters of Bonaire? Whether you're a complete beginner, traveling with family, or a …More

5.0 (33)

Big Game Fishing charter and Snorkeling trips Bonaire

Looking to enjoy a memorable fishing or snorkeling experience in the stunning waters of Bonaire? Whether you're a complete beginner, traveling with family, or a...

4 hours Free Cancellation

5.0 (33)

from
$520

Private Fishing charter Punta Cana (Alondra)

We are a company with more than 10 years of service, our staff is fully trained, we give the best possible treatment to customers, we …More

Punta Cana, Dominican Republic

5.0 (10)

Private Fishing charter Punta Cana (Alondra)

We are a company with more than 10 years of service, our staff is fully trained, we give the best possible treatment to customers, we...

4 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$520

Private Fishing Charter Punta Cana (Orion)

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour. …More

Samaná, Dominican Republic

4.2 (32)

Private Fishing Charter Punta Cana (Orion)

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour....

4 hours Hotel pickup offered Free Cancellation

4.2 (32)

from
$520

Private Fishing Charter in Punta Cana (Emmanuel)

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour. experienced …More

Punta Cana, Dominican Republic

4.1 (11)

Private Fishing Charter in Punta Cana (Emmanuel)

The best service and staff in the area! We are known for our knowledgeable and helpful staff who will accompany you throughout the tour. experienced...

4 hours Hotel pickup offered Free Cancellation

4.1 (11)

from
$520

This is not your typical island tour. The Famous East Island UTV Adventure is a 3.5-hour, laugh-out-loud, wind-in-your-face ride across some of the most beautiful …More

4.7 (31)

Famous East Island UTV Tour

This is not your typical island tour. The Famous East Island UTV Adventure is a 3.5-hour, laugh-out-loud, wind-in-your-face ride across some of the most beautiful...

3 hours 30 minutes Free Cancellation

4.7 (31)

from
$527

Turtle Tail & Turks Head Brewery UTV Adventure

Ready for an ADVENTURE! Explore the island beyond the beaches on our Signature 3-Hour UTV Island Adventure, a premium guided experience that takes you deep …More

4.9 (12)

Turtle Tail & Turks Head Brewery UTV Adventure

Ready for an ADVENTURE! Explore the island beyond the beaches on our Signature 3-Hour UTV Island Adventure, a premium guided experience that takes you deep...

3 hours Free Cancellation

4.9 (12)

from
$527

Lunch Seafari to pristine cays, shipwreck and lunch at TIKI BAR

The thee hour Jet ski excursion will allow you to visit the La famille express a general Cargo ship that run a ground in 2004, …More

4.8 (5)

Lunch Seafari to pristine cays, shipwreck and lunch at TIKI BAR

The thee hour Jet ski excursion will allow you to visit the La famille express a general Cargo ship that run a ground in 2004,...

3 hours Free Cancellation

4.8 (5)

from
$534

Private Off-Road Jeep Adventure from Carolina

Our customers can expect an adventure not many people experience. We will provide you with Jeeps and will take you on beautiful, real 4x4 trails. …More

Isla Verde, Puerto Rico

5.0 (171)

Private Off-Road Jeep Adventure from Carolina

Our customers can expect an adventure not many people experience. We will provide you with Jeeps and will take you on beautiful, real 4x4 trails....

7 hours Hotel pickup offered Free Cancellation

5.0 (171)

from
$549

Becoming an SSI Open Water Diver is the best way to start your scuba adventure due to worldwide recognition! With personalized training and attention, your …More

5.0 (51)

SSI Open Water Scuba Diving Course

Becoming an SSI Open Water Diver is the best way to start your scuba adventure due to worldwide recognition! With personalized training and attention, your...

2 days

5.0 (51)

from
$549

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/ …More

5.0 (254)

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/...

3 hours Free Cancellation

5.0 (254)

from
$550

FISHING PRO CHARTERS - Boat Excursion - Divina

Fishing Pro Exclusive Punta Cana offers the best fishing locations around in the Caribbean and the Dominican Republic. Our crew has 15 years of experience, …More

Punta Cana, Dominican Republic

4.6 (58)

FISHING PRO CHARTERS - Boat Excursion - Divina

Fishing Pro Exclusive Punta Cana offers the best fishing locations around in the Caribbean and the Dominican Republic. Our crew has 15 years of experience,...

5 hours Hotel pickup offered Free Cancellation

4.6 (58)

from
$550

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up …More

4.7 (21)

Private Jeep Tour: Explore Aruba's National Park Off-Road

Your Jeep. Your Crew. Your Aruba Adventure. Experience Aruba your way with our customized 4x4 Private Jeep tours. Our friendly guide will pick you up...

4 hours Hotel pickup offered Free Cancellation

4.7 (21)

from
$550

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there …More

Philipsburg, St Maarten

4.6 (22)

Private Customizable Island Sightseeing Tour in St Maarten

This Private Island Tour is for any amount of Persons and set for the first 5 persons with any additional being added accordingly, if there...

6 hours Free Cancellation

4.6 (22)

from
$550

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi …More

Punta Cana, Dominican Republic

4.5 (10)

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi...

4 hours Free Cancellation

4.5 (10)

from
$550

Zipline, Horseback & Catamaran Cruise-From MoBay Negril Ocho Rios

Guests can experience the island from above, on land, and from the Caribbean Sea—all in one exciting outing. Soar Above Jamaica Feel the adrenaline of …More

Lucea, Jamaica

5.0 (1)

Zipline, Horseback & Catamaran Cruise-From MoBay Negril Ocho Rios

Guests can experience the island from above, on land, and from the Caribbean Sea—all in one exciting outing. Soar Above Jamaica Feel the adrenaline of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$550

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?