Top Caribbean Day Trips & Excursions

Q: Which Caribbean Day Trips & Excursions have Instant Confirmation?

Caribbean Day Trips & Excursions with Instant Confirmation include: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Small train tour of a banana farm in Martinique Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

No problem. These Caribbean Day Trips & Excursions include Hotel Pickup: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" Punta Cana ATV and Buggy Adventure with Macao Beach & Taino Cave 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 Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from …More

Kingston, Jamaica

5.0 (25)

Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$350

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and …More

Kingston, Jamaica

5.0 (6)

Dirt Bike Tours

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$350

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the …More

Negril, Jamaica

5.0 (3)

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$350

6 Hours Rose Island Tour with Snorkeling Experience and Lunch

Harbour Tour: Immerse yourself in the rich history of Nassau as our knowledgeable staff guides you through the bustling port. Swimming Pigs: Encounter these adorable …More

5.0 (3)

6 Hours Rose Island Tour with Snorkeling Experience and Lunch

Harbour Tour: Immerse yourself in the rich history of Nassau as our knowledgeable staff guides you through the bustling port. Swimming Pigs: Encounter these adorable...

6 hours

5.0 (3)

from
$350

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar. …More

Montego Bay, Jamaica

5.0 (7)

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$357

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke …More

5.0 (308)

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke...

8 hours

5.0 (308)

from
$360

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

5.0 (156)

Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours

5.0 (156)

from
$360

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout …More

4.8 (11)

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$360

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for …More

Grand Case, St Maarten

4.0 (1)

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$360

Experience our Blue Mountain Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make your way to …More

Ocho Rios, Jamaica

Blue Mountain Private Tour in Jamaica

Experience our Blue Mountain Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make your way to...

9 hours Hotel pickup offered Free Cancellation

from
$367

Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous …More

4.6 (106)

Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous...

9 hours Free Cancellation

4.6 (106)

from
$369

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This …More

5.0 (190)

Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)

The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This...

8 hours

5.0 (190)

from
$375

Ponce, Yauco, La Parguera & BioBay Full Day Experience

*Includes driving time* Ponce We begin in the charming city of Ponce, known for its neoclassical architecture and historic charm. You’ll explore the heart of …More

Isla Verde, Puerto Rico

5.0 (4)

Ponce, Yauco, La Parguera & BioBay Full Day Experience

*Includes driving time* Ponce We begin in the charming city of Ponce, known for its neoclassical architecture and historic charm. You’ll explore the heart of...

8 hours 30 minutes Hotel pickup offered

5.0 (4)

from
$375

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take …More

4.8 (415)

Exuma Day Away - Original Swimming Pigs Excursion

Welcome to the hottest new activity to hit the shores of Nassau Bahamas. 5 Incredible island stops in one amazing day! Your journey will take...

8 hours 30 minutes Free Cancellation

4.8 (415)

from
$378

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$380

ATV, Blue Hole & Horseback Riding Transportation Only

This is for Groups but if a party of 1 book this tour its still the same price. This includes adults and kids, total amount …More

Ocho Rios, Jamaica

4.0 (1)

ATV, Blue Hole & Horseback Riding Transportation Only

This is for Groups but if a party of 1 book this tour its still the same price. This includes adults and kids, total amount...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$380

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for …More

4.6 (42)

St Maarten Excursion: Island Sightseeing + Beach & Shopping.

Our Island Tour starts from the EDC Parking Lot. First stop a location overlooking Oyster Bay; then a stop at Locus Bay View Point for...

4 to 5 hours Free Cancellation

4.6 (42)

from
$385

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan …More

4.8 (103)

St. Kitts Scenic Island Tours for private groups

Round up your family & friends for this spectacular tour around the St. Kitts Island with your native-born tour guide and a private air-conditioned minivan...

5 hours Hotel pickup offered Free Cancellation

4.8 (103)

from
$390

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Day Trips & Excursions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Day Trips & Excursions are:

What are the best kid-friendly options for Caribbean Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Day Trips & Excursions are:

View all kid-friendly Tours →

Which Caribbean Day Trips & Excursions have Instant Confirmation?

Which Caribbean Day Trips & Excursions have Free Cancellation?

Caribbean Day Trips & Excursions 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 Day Trips & Excursions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?