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 →

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help …More

5.0 (4)

Kitesurfing 3 hours private lesson

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help...

3 hours

5.0 (4)

from
$425

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests …More

5.0 (3)

Isabela Coastal Adventure Tour

Unlike traditional UTV tours, the Isabela Coastal Adventure combines off-road excitement with some of Puerto Rico's most beautiful beaches, coastal landmarks, and scenic viewpoints. Guests...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$425

Exuma Powerboat Tour from Nassau with Swimming Pigs

Step aboard one of our luxury powerboats and get ready to explore the breathtaking Exuma Cays! Your adventure begins with a visit to Allen’s Cay, …More

4.9 (506)

Exuma Powerboat Tour from Nassau with Swimming Pigs

Step aboard one of our luxury powerboats and get ready to explore the breathtaking Exuma Cays! Your adventure begins with a visit to Allen’s Cay,...

8 hours Free Cancellation

4.9 (506)

from
$439

2 Hour Private Winging Lesson in Long Bay Beach

Our team is dedicated to giving you the best experience in the Turks and Caicos. Long Bay provides the best conditions in the world to …More

5.0 (13)

2 Hour Private Winging Lesson in Long Bay Beach

Our team is dedicated to giving you the best experience in the Turks and Caicos. Long Bay provides the best conditions in the world to...

2 hours Free Cancellation

5.0 (13)

from
$440

Private Afternoon Fishing Charter in Aruba

Charters Aruba invites you to join them on the "Carla", experience the thrill of deep sea fishing off the coast of Aruba! Join Captain Juan …More

4.4 (106)

Private Afternoon Fishing Charter in Aruba

Charters Aruba invites you to join them on the "Carla", experience the thrill of deep sea fishing off the coast of Aruba! Join Captain Juan...

4 hours Free Cancellation

4.4 (106)

from
$445

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the …More

4.9 (11)

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the...

4 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$445

V.I.P North Caribbean deep forest Tour -The Green Martinique

We thrive to make you discover a maximum about our island within the timing you have.On this tour you will enjoy nature and all the …More

5.0 (1)

V.I.P North Caribbean deep forest Tour -The Green Martinique

We thrive to make you discover a maximum about our island within the timing you have.On this tour you will enjoy nature and all the...

2 to 4 hours

5.0 (1)

from
$446

Land and Sea Adventure Tour in Providenciales

The Land & Sea Adventure starts at Leeward and cruise along the well-renowned Conch Farm to the SHIPWRECK then takes off to the beautiful southeastern …More

4.4 (8)

Land and Sea Adventure Tour in Providenciales

The Land & Sea Adventure starts at Leeward and cruise along the well-renowned Conch Farm to the SHIPWRECK then takes off to the beautiful southeastern...

2 hours Free Cancellation

4.4 (8)

from
$448

Half Day Cultural Jeep Beach Adventure - 4 Hr Tour St. Thomas

Up to 16 guests can join a native local guide, as they share their island home with you. You'll see all the main attractions, visit …More

5.0 (226)

Half Day Cultural Jeep Beach Adventure - 4 Hr Tour St. Thomas

Up to 16 guests can join a native local guide, as they share their island home with you. You'll see all the main attractions, visit...

4 hours Hotel pickup offered Free Cancellation

5.0 (226)

from
$450

This experience blends three of Aguadilla’s most iconic landmarks into one smooth, time-friendly adventure you won’t find anywhere else. Unlike standard beach excursions, this tour …More

Rincón, Puerto Rico

5.0 (18)

Puerto Rico: Crash Boat UTV Experience

This experience blends three of Aguadilla’s most iconic landmarks into one smooth, time-friendly adventure you won’t find anywhere else. Unlike standard beach excursions, this tour...

2 hours 30 minutes Free Cancellation

5.0 (18)

from
$450

Make yourself comfortable in our Private luxurious, fully air-conditioned Jeep Wrangler and get a tour of Antigua. You have the option of air-conditioning or semi-roof …More

Five Islands Village, Antigua and Barbuda

4.7 (31)

SoCoHo Luxe Private Jeep Wrangler Tour

Make yourself comfortable in our Private luxurious, fully air-conditioned Jeep Wrangler and get a tour of Antigua. You have the option of air-conditioning or semi-roof...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (31)

from
$450

Intermediate or Advance Private Kiteboarding Lesson on Long Bay Beach

Fully customized lessons to meet your goals. These lessons are done one on one (1 instructor per 1 student). You will have more time with …More

5.0 (68)

Intermediate or Advance Private Kiteboarding Lesson on Long Bay Beach

Fully customized lessons to meet your goals. These lessons are done one on one (1 instructor per 1 student). You will have more time with...

2 hours Free Cancellation

5.0 (68)

from
$450

Fast-Track Kiteboarding Camp: Best for Beginners

Our Most Popular Option Fast Track Camps - First lesson experience only. We combine you with others. $350.00 per person($116.66/hr) Includes the 12% government taxes! …More

5.0 (40)

Fast-Track Kiteboarding Camp: Best for Beginners

Our Most Popular Option Fast Track Camps - First lesson experience only. We combine you with others. $350.00 per person($116.66/hr) Includes the 12% government taxes!...

3 hours Free Cancellation

5.0 (40)

from
$450

Punta Cana :4WD Terracros,Breef Safari,River Cave and Macao Beach

Ready to explore the wild? Don't miss the chance to embark on an exclusive 4WD buggy ride through the most untouched and scenic spots in …More

Punta Cana, Dominican Republic

2.8 (4)

Punta Cana :4WD Terracros,Breef Safari,River Cave and Macao Beach

Ready to explore the wild? Don't miss the chance to embark on an exclusive 4WD buggy ride through the most untouched and scenic spots in...

4 hours Hotel pickup offered Free Cancellation

2.8 (4)

from
$450

Waterfalls Adventure Hikes in St. George's, Grenada

General knowlegde of each waterfall that will meet and exceed guest's expectation while having fun and creating memorable experiences. …More

5.0 (4)

Waterfalls Adventure Hikes in St. George's, Grenada

General knowlegde of each waterfall that will meet and exceed guest's expectation while having fun and creating memorable experiences....

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$450

Jamaica Jet Car Lamborghini With Drone Video Reel and Pictures

Jet Car Jamaica – The Ultimate Celebrity Experience! Get ready to turn heads and make waves as you drift across Jamaica’s crystal-clear waters in a …More

Montego Bay, Jamaica

5.0 (2)

Jamaica Jet Car Lamborghini With Drone Video Reel and Pictures

Jet Car Jamaica – The Ultimate Celebrity Experience! Get ready to turn heads and make waves as you drift across Jamaica’s crystal-clear waters in a...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$450

Private Blue Hole & Secret Falls Day Trip plus Shopping from Montego Bay Hotels

This private tour is unique and tailored just for you and your party. You have your own private driver/guide for a more personalized service and …More

Montego Bay, Jamaica

4.3 (3)

Private Blue Hole & Secret Falls Day Trip plus Shopping from Montego Bay Hotels

This private tour is unique and tailored just for you and your party. You have your own private driver/guide for a more personalized service and...

8 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$450

This tour was designed by a group of travelers who loved the idea of visiting many of the botanical gardens available in Barbados. Ever since …More

Bridgetown, Barbados

5.0 (1)

Barbados Botanical Tour

This tour was designed by a group of travelers who loved the idea of visiting many of the botanical gardens available in Barbados. Ever since...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$450

Private Experience Ocho Rios Horseback Riding, Rafting and ATV

ATV rides in a secluded area where you allowed to run free. You get take a nice lil cruise or go high speed through a …More

Montego Bay, Jamaica

4.0 (1)

Private Experience Ocho Rios Horseback Riding, Rafting and ATV

ATV rides in a secluded area where you allowed to run free. You get take a nice lil cruise or go high speed through a...

4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$450

ATV Adventure & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our ATV Adventure & Catamaran Cruise offers the perfect blend of Jamaican adventure and Caribbean relaxation in one exciting experience. Instead of spending your day …More

Lucea, Jamaica

3.0 (1)

ATV Adventure & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our ATV Adventure & Catamaran Cruise offers the perfect blend of Jamaican adventure and Caribbean relaxation in one exciting experience. Instead of spending your day...

5 to 15 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$450

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?