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 →

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private …More

Cruz Bay, US Virgin Islands

5.0 (13)

National Park & Surrounding Cays Sunset Sail

Sail the beautiful and calm protected waters of the Virgin Islands National Park aboard your private and all inclusive sailboat. Full Day, all inclusive, private...

2 to 3 hours Free Cancellation

5.0 (13)

from
$1,000

Private Charter 34f Express Cruiser Stingray City Reef Snorkeling

A one of a kind Private Charter on our beautiful 34ft Luhrs Sport Cruiser. The boat can accomodate up to 12 guests. You will be …More

Grand Cayman, Cayman Islands

5.0 (211)

Private Charter 34f Express Cruiser Stingray City Reef Snorkeling

A one of a kind Private Charter on our beautiful 34ft Luhrs Sport Cruiser. The boat can accomodate up to 12 guests. You will be...

4 to 8 hours Free Cancellation

5.0 (211)

from
$1,000

Punta Cana Private Boat Tour with Transportation Included

This tour differs from the others ,for everything it will provide.Spend a different time aboard this boat animated by a staff that will give you …More

Punta Cana, Dominican Republic

4.8 (9)

Punta Cana Private Boat Tour with Transportation Included

This tour differs from the others ,for everything it will provide.Spend a different time aboard this boat animated by a staff that will give you...

3 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$1,000

Punta Cana Private Fishing Adventure Tour

Embark on an unforgettable private fishing adventure in the stunning turquoise waters of Punta Cana. Designed exclusively for groups of up to four people, this …More

Punta Cana, Dominican Republic

Punta Cana Private Fishing Adventure Tour

Embark on an unforgettable private fishing adventure in the stunning turquoise waters of Punta Cana. Designed exclusively for groups of up to four people, this...

4 hours Hotel pickup offered Free Cancellation

from
$1,000

Snorkel charter: cruise along Grace bay beach - snorkel on the 3rd largest reef - explore 1 of the top 10 beaches in the world …More

Turks and Caicos Island Snorkeling Adventure

Snorkel charter: cruise along Grace bay beach - snorkel on the 3rd largest reef - explore 1 of the top 10 beaches in the world...

4 hours Free Cancellation

from
$1,000

6-Day Bird Watching Tour in the Sierra de Bahoruco

Embark on an unforgettable bird watching trip in the beautiful Sierra de Bahoruco in Barahona. This 6-day tour will immerse you in a unique experience …More

Santo Domingo, Dominican Republic

6-Day Bird Watching Tour in the Sierra de Bahoruco

Embark on an unforgettable bird watching trip in the beautiful Sierra de Bahoruco in Barahona. This 6-day tour will immerse you in a unique experience...

6 days Hotel pickup offered Free Cancellation

from
$1,007

Full or Half Day Private Power Catamaran- USVI Beach and Snorkel

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water …More

4.9 (50)

Full or Half Day Private Power Catamaran- USVI Beach and Snorkel

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water...

7 hours Free Cancellation

4.9 (50)

from
$1,016

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you …More

Grand Cayman, Cayman Islands

5.0 (14)

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you...

2 hours 30 minutes Free Cancellation

5.0 (14)

from
$1,025

Punta Cana Private Catamaran – Exclusive Snorkel & Sail Adventure

This is an excellent way to spend amazing time with your family and friends if you want to get an unforgettable experience on an exiting …More

Punta Cana, Dominican Republic

Punta Cana Private Catamaran – Exclusive Snorkel & Sail Adventure

This is an excellent way to spend amazing time with your family and friends if you want to get an unforgettable experience on an exiting...

3 hours Hotel pickup offered

from
$1,025

Private Snorkeling or Fishing Charter in Nassau - 38ft Free Time

This private boating charter is catered to your interests! Experience deep sea fishing on the ocean's edge, light tackle fishing over shallow reefs, snorkeling at …More

5.0 (105)

Private Snorkeling or Fishing Charter in Nassau - 38ft Free Time

This private boating charter is catered to your interests! Experience deep sea fishing on the ocean's edge, light tackle fishing over shallow reefs, snorkeling at...

4 hours Free Cancellation

5.0 (105)

from
$1,045

Private Snorkeling or Fishing in Nassau - 38ft Freestyle

This private boating charter is catered to your interests! Experience deep sea fishing on the ocean's edge, light tackle fishing over shallow reefs, snorkeling at …More

5.0 (121)

Private Snorkeling or Fishing in Nassau - 38ft Freestyle

This private boating charter is catered to your interests! Experience deep sea fishing on the ocean's edge, light tackle fishing over shallow reefs, snorkeling at...

4 hours Free Cancellation

5.0 (121)

from
$1,045

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing …More

Cruz Bay, US Virgin Islands

4.7 (32)

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing...

6 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$1,050

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion …More

5.0 (23)

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,050

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation …More

Ocho Rios, Jamaica

Blue Mountains, Port Royal and Kingston 2-Day Tour from Ocho Rios

Leave Ocho Rios behind and see the UNESCO World Heritage panoramic Blue Mountains, visit historic city of Kingston member of the Creative Cities Network Organisation...

2 days Hotel pickup offered Free Cancellation

from
$1,077

Private Stingray City and Snorkeling Half Day Charter for 6 Guest

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (177)

Private Stingray City and Snorkeling Half Day Charter for 6 Guest

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (177)

from
$1,100

Ideal for the novice or experienced angler. Our friendly, professional crew are always ready to lend a helping hand. We will gladly help with rigging, …More

4.8 (43)

Deep Sea Fishing Half-Day

Ideal for the novice or experienced angler. Our friendly, professional crew are always ready to lend a helping hand. We will gladly help with rigging,...

5 hours 30 minutes Free Cancellation

4.8 (43)

from
$1,100

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a …More

Punta Cana, Dominican Republic

Private Party Boat from Punta Cana

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a...

3 hours Hotel pickup offered Free Cancellation

from
$1,100

Experience Trinidad's ultimate adventure with the exclusive Matura triple-adventure tour! Combine the thrill of ATV riding through diverse terrain, peaceful kayaking along pristine waterways, and …More

Rowing and Riding Experience in Matura Village Trinidad

Experience Trinidad's ultimate adventure with the exclusive Matura triple-adventure tour! Combine the thrill of ATV riding through diverse terrain, peaceful kayaking along pristine waterways, and...

8 hours Hotel pickup offered Free Cancellation

from
$1,100

Morgan's Pond Cave, Mile Gully Mountain and Christiana Blue Hole: these three attractions through their unique geo-beuty tell a story of how Manchester, Jamaica came …More

Morgan's Pond Cave and Christiana Extinct Volcanic Crater Hike

Morgan's Pond Cave, Mile Gully Mountain and Christiana Blue Hole: these three attractions through their unique geo-beuty tell a story of how Manchester, Jamaica came...

3 to 4 hours Hotel pickup offered Free Cancellation

from
$1,145

Bluefinn242 3/4 day deep sea /light tackle fishing

At the beginning of your tour there is a brief sightseeing tour of Nassau harbor as we make our way to the fishing grounds where …More

5.0 (2)

Bluefinn242 3/4 day deep sea /light tackle fishing

At the beginning of your tour there is a brief sightseeing tour of Nassau harbor as we make our way to the fishing grounds where...

6 hours Free Cancellation

5.0 (2)

from
$1,175

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?