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 Snorkeling or Fishing in Nassau - 55ft Cocorijo

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

5.0 (55)

Private Snorkeling or Fishing in Nassau - 55ft Cocorijo

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

5.0 (55)

from
$1,650

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero …More

Fajardo, Puerto Rico

5.0 (29)

Private Luxury 36' Yacht from Fajardo to Icacos or Palomino

Private Boat Tour -All-Inclusive - Top Service Navigate without crowds, long queues, and strict schedules. Visit one of the Fajardo Keys— Palomino, Icacos, or Piñero...

6 hours Free Cancellation

5.0 (29)

from
$1,690

"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque …More

Tortola, British Virgin Islands

4.9 (34)

"Seas the Day!" Hop to iconic BVI islands and amazing snorkeling.

Start your day with a captivating Hike at The Baths, this natural wonder is characterized by massive graite boulders scattered along the beach, forming picturesque...

7 hours Free Cancellation

4.9 (34)

from
$1,690

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy …More

Bleu's Full Day 8 Hours Tour

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy...

8 hours Free Cancellation

from
$1,700

BVI Private Charter to Jost Van Dyke on 32' Power Catamaran

The name says it all! This private trip is designed for those who want a later start and only want to visit the popular Jost …More

5.0 (2)

BVI Private Charter to Jost Van Dyke on 32' Power Catamaran

The name says it all! This private trip is designed for those who want a later start and only want to visit the popular Jost...

6 hours Free Cancellation

5.0 (2)

from
$1,795

Private Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference …More

5.0 (22)

Private Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference...

2 hours

5.0 (22)

from
$1,800

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Montego Bay, Jamaica

Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours Hotel pickup offered Free Cancellation

from
$1,800

Full-Day Private punta cana saona Tour by Speedboat

This tour we will go to the port of Bayahibe where we will take a speedboat, with open bar included, and we will go to …More

Punta Cana, Dominican Republic

Full-Day Private punta cana saona Tour by Speedboat

This tour we will go to the port of Bayahibe where we will take a speedboat, with open bar included, and we will go to...

8 hours Hotel pickup offered Free Cancellation

from
$1,800

A family holiday in Curacao is simply the perfect Caribbean destination for your child’s first beach vacation. Beyond the long sunny days and pristine beaches, …More

Willemstad, Curacao

Family Holiday in Curaçao 7Days 6Nights

A family holiday in Curacao is simply the perfect Caribbean destination for your child’s first beach vacation. Beyond the long sunny days and pristine beaches,...

7 days Hotel pickup offered

from
$1,909

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary …More

5.0 (3)

Full-Day St Barth Private Charter Tour

Create lasting memories with an unforgettable day in Saint-Barthélemy aboard your private boat. Let Pierre be your guide to the hidden treasures of this extraordinary...

8 hours Free Cancellation

5.0 (3)

from
$1,930

Bavaro Adventure Park Private Catamaran Tour with Transport

Sail through the crystal-clear waters of Punta Cana´s coast, enjoying a PREMIUM SERVICES aboard our Adventure Explorer Catamaran, including: a unique snorkel experience; Premium Open …More

4.6 (13)

Bavaro Adventure Park Private Catamaran Tour with Transport

Sail through the crystal-clear waters of Punta Cana´s coast, enjoying a PREMIUM SERVICES aboard our Adventure Explorer Catamaran, including: a unique snorkel experience; Premium Open...

Flexible Hotel pickup offered Free Cancellation

4.6 (13)

from
$1,935

8 hours 34ft Day Dream Private Charter in Nassau

With this private tour you have the flexibility to experience The Bahamas your way without being grouped together with strangers. …More

5.0 (5)

8 hours 34ft Day Dream Private Charter in Nassau

With this private tour you have the flexibility to experience The Bahamas your way without being grouped together with strangers....

8 hours Free Cancellation

5.0 (5)

from
$1,936

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your …More

5.0 (16)

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your...

4 hours Free Cancellation

5.0 (16)

from
$1,942

Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day …More

5.0 (18)

Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day...

7 hours Free Cancellation

5.0 (18)

from
$1,975

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're …More

4.9 (36)

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're...

8 hours Free Cancellation

4.9 (36)

from
$1,980

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most …More

4.8 (35)

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most...

4 hours Free Cancellation

4.8 (35)

from
$1,990

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Fajardo, Puerto Rico

5.0 (46)

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation

5.0 (46)

from
$2,000

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

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

Grand Cayman, Cayman Islands

5.0 (7)

Private Stingray City Snorkeling and BioBay Charter for 10 Guests

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

6 hours

5.0 (7)

from
$2,000

Private Beach Cruisin & Snorkeling Experience in Aruba

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating …More

5.0 (11)

Private Beach Cruisin & Snorkeling Experience in Aruba

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating...

4 hours Free Cancellation

5.0 (11)

from
$2,000

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?