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 4-Hour Rose Island charter Snorkeling Turtles & Beaching

Experience the Bahamian adventure of a lifetime! Picture yourself cruising through turquoise waters, exploring hidden gems, and relaxing on pristine private beaches in The Bahamas. …More

5.0 (56)

Private 4-Hour Rose Island charter Snorkeling Turtles & Beaching

Experience the Bahamian adventure of a lifetime! Picture yourself cruising through turquoise waters, exploring hidden gems, and relaxing on pristine private beaches in The Bahamas....

4 hours Free Cancellation

5.0 (56)

from
$1,199

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive …More

5.0 (37)

The Royal Rainforest An Exclusive Extreme Experience El Yunque

Escape into the heart of Puerto Rico’s legendary rainforest on an unforgettable adventure designed for thrill-seekers and nature lovers. The Royal Rainforest – An Exclusive...

3 hours 30 minutes Free Cancellation

5.0 (37)

from
$1,200

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable. …More

5.0 (229)

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable....

4 hours Free Cancellation

5.0 (229)

from
$1,200

Private Stingray City Snorkeling Half Day Charter for 10 Guests

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 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

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 (13)

from
$1,200

Adventure a day of family fun on the Twisted Tea Pontoon Party Boat in beautiful Bermuda. Cruise through crystal-clear waters to explore nearby shipwrecks, take …More

4.5 (6)

Twisted Tea Pontoon Party Boat in beautiful Bermuda

Adventure a day of family fun on the Twisted Tea Pontoon Party Boat in beautiful Bermuda. Cruise through crystal-clear waters to explore nearby shipwrecks, take...

3 to 4 hours Free Cancellation

4.5 (6)

from
$1,200

Puerto Plata 5-Hour Private Deep Sea Fishing Excursion

Board the boat and venture up to 15 miles offshore for an unforgettable fishing and ocean adventure. Hook exciting species such as marlin, wahoo, sailfish, …More

Cabarete, Dominican Republic

3.3 (4)

Puerto Plata 5-Hour Private Deep Sea Fishing Excursion

Board the boat and venture up to 15 miles offshore for an unforgettable fishing and ocean adventure. Hook exciting species such as marlin, wahoo, sailfish,...

5 hours Hotel pickup offered Free Cancellation

3.3 (4)

from
$1,200

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first …More

Crash boat beach with snorkeling and Gozalandia waterfalls

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first...

8 to 10 hours Hotel pickup offered Free Cancellation

from
$1,200

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at …More

Discover St.Lucia Multi day Tour

When was the last time you went out for a casual drive and ended up inside a volcano? A surreal scenario comes to life at...

5 days Hotel pickup offered Free Cancellation

from
$1,200

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a …More

Private Half Cultural Safari Tour from Punta Cana

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations …More

Punta Cana, Dominican Republic

7-Day Adventure Tour in Punta Cana with Pickup

The scenic vistas and the emotion-charged adventures are one of the main reasons Punta Cana emerged as one of the most loved and visited destinations...

7 days

from
$1,221

This 3/4 day tour ranges up to 30 miles offshore in search of some truly big game fishing. Professionally outfitted catamaran boat. Dry and Stable. …More

5.0 (12)

Deep Sea Fishing - 3/4 Day

This 3/4 day tour ranges up to 30 miles offshore in search of some truly big game fishing. Professionally outfitted catamaran boat. Dry and Stable....

7 hours 30 minutes Free Cancellation

5.0 (12)

from
$1,225

Private 46' Ocean Yacht Sportfishing in Nassau

Come and join us on our 46' Ocean Yacht where you will be fishing, snorkeling, or beaching up to half day, partial day or full …More

Nassau, Bahamas

4.9 (63)

Private 46' Ocean Yacht Sportfishing in Nassau

Come and join us on our 46' Ocean Yacht where you will be fishing, snorkeling, or beaching up to half day, partial day or full...

8 hours

4.9 (63)

from
$1,250

Private Yacht Tours To Isla Saona, Natural Pool Palmilla And Snorkeling.

Enjoy this beautiful and modify super fast and confortable Sea Ray Express. We offer an unique and private experience, chartering with us travelers have access …More

La Romana, Dominican Republic

5.0 (5)

Private Yacht Tours To Isla Saona, Natural Pool Palmilla And Snorkeling.

Enjoy this beautiful and modify super fast and confortable Sea Ray Express. We offer an unique and private experience, chartering with us travelers have access...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$1,250

You have swam in the shallow waters around Bonaire. Now it's time to see what dwells in the deep! Let Captain Boe use his 20+ …More

4.8 (6)

Fishing Charter 6 Hours

You have swam in the shallow waters around Bonaire. Now it's time to see what dwells in the deep! Let Captain Boe use his 20+...

6 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$1,250

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for …More

5.0 (5)

Private Clear Boat experience in Grace Bay

Come aboard our truly unique 100% Clear Boats. These are NOT your average glass bottom boat but a 100% clear boat. This tour is for...

1 hour 15 minutes Free Cancellation

5.0 (5)

from
$1,299

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of …More

Negril, Jamaica

Negril to Dunn's River Small Group Tour

Visit the famous Dunn's River Falls on an exhilarating day tour from Negril. Cool off in the natural freshwater pools, climb around the series of...

7 hours Hotel pickup offered Free Cancellation

from
$1,300

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You …More

5.0 (7)

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You...

7 to 8 hours Free Cancellation

5.0 (7)

from
$1,312

Yacht Charter/Excursion Party Boat with Open Bar in Punta Cana

PICAFLOR is a 37 foot yatch, will all the comforts including aircondioning, bathroom, two showers (hot & cold water), two beds, kitchen, barb b que. …More

Punta Cana, Dominican Republic

5.0 (1)

Yacht Charter/Excursion Party Boat with Open Bar in Punta Cana

PICAFLOR is a 37 foot yatch, will all the comforts including aircondioning, bathroom, two showers (hot & cold water), two beds, kitchen, barb b que....

3 hours Free Cancellation

5.0 (1)

from
$1,350

We from Awa Salu Kiteboarding Curacao, offer you premium, high quality kite lessons. We are looking out for you with a high focus on technique …More

5.0 (64)

The Kiteboarder

We from Awa Salu Kiteboarding Curacao, offer you premium, high quality kite lessons. We are looking out for you with a high focus on technique...

2 hours Free Cancellation

5.0 (64)

from
$1,360

Learn to Sail - Sailing Lessons All Inclusive

With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. …More

5.0 (4)

Learn to Sail - Sailing Lessons All Inclusive

With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing....

5 hours

5.0 (4)

from
$1,395

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?