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 Rose Island Swimming Pigs Snorkeling and Turtles

Come along and explore with us. Within this 4 hour tour you will snorkel with turtles at green Cay, snorkel with fishes at the reefs …More

Nassau, Bahamas

4.8 (233)

Private Rose Island Swimming Pigs Snorkeling and Turtles

Come along and explore with us. Within this 4 hour tour you will snorkel with turtles at green Cay, snorkel with fishes at the reefs...

4 hours Hotel pickup offered Free Cancellation

4.8 (233)

from
$775

Luxury and Private Snorkel with Beach and Sunset View

Why choose? You can have it all with our Snorkel • Beach • Sunset tour. Two stops to snorkel, beach time on Klein Bonaire, and …More

5.0 (8)

Luxury and Private Snorkel with Beach and Sunset View

Why choose? You can have it all with our Snorkel • Beach • Sunset tour. Two stops to snorkel, beach time on Klein Bonaire, and...

4 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$775

Bonaire Private Half Day Revolve Boat and Snorkeling Tour

Sit back and relax on the most comfortable private boat experience. Enjoy the Beautiful coast line of Bonaire (and Klein Bonaire) go snorkeling at some …More

5.0 (23)

Bonaire Private Half Day Revolve Boat and Snorkeling Tour

Sit back and relax on the most comfortable private boat experience. Enjoy the Beautiful coast line of Bonaire (and Klein Bonaire) go snorkeling at some...

4 hours Free Cancellation

5.0 (23)

from
$795

Punta Cana Private Virgen Beach Small & Big Group Snorkel Cruise

Suitable for small and large groups. A great option to unveil the true beauty of Punta Cana while you sail the coast from the luxury …More

Punta Cana, Dominican Republic

5.0 (411)

Punta Cana Private Virgen Beach Small & Big Group Snorkel Cruise

Suitable for small and large groups. A great option to unveil the true beauty of Punta Cana while you sail the coast from the luxury...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (411)

from
$799

Simply Sailing Private Sail from Sapphire Marina

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" …More

5.0 (19)

Simply Sailing Private Sail from Sapphire Marina

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry"...

3 hours Free Cancellation

5.0 (19)

from
$799

Private Punta Cana Six Hour Fishing Charter

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most …More

4.7 (43)

Private Punta Cana Six Hour Fishing Charter

It doesn’t matter if this is your first Deep Sea Fishing experience or you are an old salt, Big Marlin Charters charters is the most...

6 hours Hotel pickup offered Free Cancellation

4.7 (43)

from
$799

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay …More

Grand Cayman, Cayman Islands

4.8 (19)

Private E-Bike Adventure in the Cayman Islands

Explore the beautiful Cayman Islands in your own private group, we will leave our store location on our high-end E-bikes and explore the West Bay...

2 to 3 hours Free Cancellation

4.8 (19)

from
$800

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included …More

5.0 (43)

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$800

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this …More

4.9 (24)

Private Full-Day Secret Hiking Tour to El Yunque Waterfalls

Connect with nature and breathe in the fresh air on this exciting tour to Las Tinajas in Ceiba, Puerto Rico. The well-maintained trails make this...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (24)

from
$800

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides …More

4.9 (30)

3-Hour Private Charter w/ Open Bar & Snorkeling (Max 26 Persons)

Magic Time is Unique she offers comfort and speed. She is a Catamaran and rides the waves, no more crashing on the waves just rides...

3 hours Free Cancellation

4.9 (30)

from
$800

Private Half Day Boat Tour, 3 locations of your choice

Travel • Discover • Learn We make your vacation an unforgettable experience with our service and care. We speak both English and Spanish. We also …More

Grand Cayman, Cayman Islands

5.0 (11)

Private Half Day Boat Tour, 3 locations of your choice

Travel • Discover • Learn We make your vacation an unforgettable experience with our service and care. We speak both English and Spanish. We also...

4 hours Free Cancellation

5.0 (11)

from
$800

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

4.7 (3)

Fishing Charter 4 hours

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

6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$820

Private Snorkeling or Fishing from Nassau - 31ft Sitting Pretty

Experience an 4 or 8 hour, private boating charter on a 31foot boat that is catered to your interests! Deep sea fishing on the ocean's …More

5.0 (111)

Private Snorkeling or Fishing from Nassau - 31ft Sitting Pretty

Experience an 4 or 8 hour, private boating charter on a 31foot boat that is catered to your interests! Deep sea fishing on the ocean's...

4 hours Free Cancellation

5.0 (111)

from
$825

Punta Cana Private Fishing Charter boat Fortuna 42'

Enjoy an exclusive, beautiful and modern 42-foot motor yacht for a private fishing charter. Able to take 8 fishermen in comfort. Private yacht is absolutely …More

Punta Cana, Dominican Republic

4.9 (44)

Punta Cana Private Fishing Charter boat Fortuna 42'

Enjoy an exclusive, beautiful and modern 42-foot motor yacht for a private fishing charter. Able to take 8 fishermen in comfort. Private yacht is absolutely...

4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$849

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and …More

3.7 (6)

Private Tailor-Made Safari Tour

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and...

4 hours Hotel pickup offered Free Cancellation

3.7 (6)

from
$850

3-Days Kiting Special in Kite Buen Hombre.

Buen Hombre has the best and ideal conditions for learning kitesurfing. The water is flat and shallow, there are no obstacles, there are few people …More

4.8 (16)

3-Days Kiting Special in Kite Buen Hombre.

Buen Hombre has the best and ideal conditions for learning kitesurfing. The water is flat and shallow, there are no obstacles, there are few people...

3 days

4.8 (16)

from
$850

All the guests of our Jet Ski rentals ride on the vessels that are in perfect technical and aesthetical condition. Most of our PWC’s have …More

Grand Cayman, Cayman Islands

5.0 (2)

6 Hour Jet Ski Rental Full Day

All the guests of our Jet Ski rentals ride on the vessels that are in perfect technical and aesthetical condition. Most of our PWC’s have...

6 hours Free Cancellation

5.0 (2)

from
$850

Experience the thrill of driving yourself on a guided Jeep 4x4 Adventure Tour on the island of Jost Van Dayke in the Virgin Islands We …More

Tortola, British Virgin Islands

3.0 (1)

Jost Van Dyke Jeep 4x4 Adventure Tour

Experience the thrill of driving yourself on a guided Jeep 4x4 Adventure Tour on the island of Jost Van Dayke in the Virgin Islands We...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$875

Private Speed Boat for Snorkeling or Fishing in Nassau - 34ft

This private charter can be customized to the activities that you prefer. You are not stuck to a set itinerary like you would be on …More

4.9 (71)

Private Speed Boat for Snorkeling or Fishing in Nassau - 34ft

This private charter can be customized to the activities that you prefer. You are not stuck to a set itinerary like you would be on...

4 hours Free Cancellation

4.9 (71)

from
$880

Punta Cana Private Party Catamaran with Open Bar

The first stop is at the reef of Cabeza de Toro beach for an unforgettable snorkeling experience. All necessary and disinfected snorkeling equipment will be …More

Punta Cana, Dominican Republic

5.0 (17)

Punta Cana Private Party Catamaran with Open Bar

The first stop is at the reef of Cabeza de Toro beach for an unforgettable snorkeling experience. All necessary and disinfected snorkeling equipment will be...

4 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$890

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?