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 →

Half-Day Private Fishing Charters in Chaguaramas

We offer an experience like no other! Our expert guides will take you on an exciting adventure as you test your skills hooking up these …More

5.0 (4)

Half-Day Private Fishing Charters in Chaguaramas

We offer an experience like no other! Our expert guides will take you on an exciting adventure as you test your skills hooking up these...

4 hours Free Cancellation

5.0 (4)

from
$575

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable - …More

5.0 (47)

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable -...

4 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$595

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to …More

5.0 (34)

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$595

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will …More

Cruz Bay, US Virgin Islands

4.8 (42)

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will...

1 to 6 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$595

Punta Cana Offshore Deep Sea 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

Punta Cana, Dominican Republic

4.8 (34)

Punta Cana Offshore Deep Sea 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...

4 hours Hotel pickup offered Free Cancellation

4.8 (34)

from
$600

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the …More

Oranjestad, Aruba

5.0 (45)

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the...

4 hours Hotel pickup offered Free Cancellation

5.0 (45)

from
$600

FISHING PRO CHARTERS - Boat Excursion – Mar-Quesa

Fishing Pro Exclusive offers you a trip to the beautiful Punta Cana area. The Atlantic Ocean is the cradle of the best trophy fish, and …More

Punta Cana, Dominican Republic

4.7 (39)

FISHING PRO CHARTERS - Boat Excursion – Mar-Quesa

Fishing Pro Exclusive offers you a trip to the beautiful Punta Cana area. The Atlantic Ocean is the cradle of the best trophy fish, and...

4 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$600

Discover Puerto Rico Like a Local 3 Hour Private Beach Escape

Because you deserve more than just a tour — you deserve an experience. -Curated Beach Hopping Tours From the hidden tranquility of Vacía Talega, the …More

5.0 (14)

Discover Puerto Rico Like a Local 3 Hour Private Beach Escape

Because you deserve more than just a tour — you deserve an experience. -Curated Beach Hopping Tours From the hidden tranquility of Vacía Talega, the...

3 hours Free Cancellation

5.0 (14)

from
$600

Private Meet your Guide El Yunque and Waterslides Adventure

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

Fajardo, Puerto Rico

5.0 (10)

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this...

5 hours 30 minutes Free Cancellation

5.0 (10)

from
$600

3 hours Private Kiteboarding Beginner Lesson

Explore the exhilarating world of kiteboarding with private instruction set against the stunning backdrop of Long Bay's shallow, turquoise waters. Boasting over a decade of …More

5.0 (15)

3 hours Private Kiteboarding Beginner Lesson

Explore the exhilarating world of kiteboarding with private instruction set against the stunning backdrop of Long Bay's shallow, turquoise waters. Boasting over a decade of...

3 hours Free Cancellation

5.0 (15)

from
$600

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on …More

5.0 (5)

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$600

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process …More

5.0 (1)

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

Punta Espada Golf - Cap Cana - Punta Cana

THIS IS AN EXCLUSIVE OPPORTUNITY TO GET A HARD TO GET TEE TIME. This golf course is rated the #1 Golf Course by Golf Week …More

Punta Cana, Dominican Republic

4.4 (5)

Punta Espada Golf - Cap Cana - Punta Cana

THIS IS AN EXCLUSIVE OPPORTUNITY TO GET A HARD TO GET TEE TIME. This golf course is rated the #1 Golf Course by Golf Week...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (5)

from
$619

FISHING PRO CHARTERS - Boat Excursion - Sobre Las Olas

Fishing Pro Exclusive Punta Cana offers the best fishing locations around in the Caribbean and the Dominican Republic. Our crew has 15 years of experience, …More

Punta Cana, Dominican Republic

4.6 (5)

FISHING PRO CHARTERS - Boat Excursion - Sobre Las Olas

Fishing Pro Exclusive Punta Cana offers the best fishing locations around in the Caribbean and the Dominican Republic. Our crew has 15 years of experience,...

5 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$625

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city …More

4.9 (62)

Full Day Cultural Jeep Beach Tour, St. Thomas &/or Water Island

Up to 16 guests can join a native local, as they take you on your very own cultural experience. - Scenic overlooks of the city...

6 hours Hotel pickup offered Free Cancellation

4.9 (62)

from
$630

Explore 4H of Private Deep Sea Fishing in Punta Cana

Hardwork fishing and experience the thrill of catching Marlin, Wahoo or Mahi Mahi in Punta Cana , Atlantic ocean guided by experienced local Captain and …More

Punta Cana, Dominican Republic

5.0 (4)

Explore 4H of Private Deep Sea Fishing in Punta Cana

Hardwork fishing and experience the thrill of catching Marlin, Wahoo or Mahi Mahi in Punta Cana , Atlantic ocean guided by experienced local Captain and...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$639

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an …More

5.0 (11)

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an...

4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$645

Go fishing on this 4-hour guided excursion in the rich waters off the island of Dominica. Accompanied by avid deep sea fishers, enjoy deep- or …More

5.0 (2)

Four-Hour Fishing Tour in Dominica

Go fishing on this 4-hour guided excursion in the rich waters off the island of Dominica. Accompanied by avid deep sea fishers, enjoy deep- or...

4 hours Hotel pickup offered

5.0 (2)

from
$650

From a visit to historical sites ,to a trip to the local supermarket, how about a corporate meeting or a gourmet supper while watching the …More

5.0 (3)

Island Insider || Concierge Services

From a visit to historical sites ,to a trip to the local supermarket, how about a corporate meeting or a gourmet supper while watching the...

3 hours Free Cancellation

5.0 (3)

from
$650

Coral World Ocean Park: A Guided Night Experience of Fun & Slumber by the Sea

Tour grants exclusive access for you or your group to view Coral World Ocean Park which is one of the top attractions in the Virgin …More

Cruz Bay, US Virgin Islands

Coral World Ocean Park: A Guided Night Experience of Fun & Slumber by the Sea

Tour grants exclusive access for you or your group to view Coral World Ocean Park which is one of the top attractions in the Virgin...

3 to 13 hours Free Cancellation

from
$650

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?