Top Caribbean Private & Custom Tours

Q: Which Caribbean Private & Custom Tours have Instant Confirmation?

Caribbean Private & Custom Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private & Custom Tours have Hotel Pickup?

No problem. These Caribbean Private & Custom Tours include Hotel Pickup: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour 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 →

Best of Bonaire - Full island tour with a local resident guide.

H2O Visions has been providing private tours of Bonaire for over 16 years. Our guides are certified Bonaire guides with an extensive knowledge of local …More

4.7 (10)

Best of Bonaire - Full island tour with a local resident guide.

H2O Visions has been providing private tours of Bonaire for over 16 years. Our guides are certified Bonaire guides with an extensive knowledge of local...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (10)

from
$125

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found …More

Kralendijk, Bonaire

5.0 (2)

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$325

Looking to get out on the water and enjoy a dinner with friends and family while watching the sun set? Calypso is the perfect boat …More

5.0 (5)

Sunset Dinner Cruise Private Group

Looking to get out on the water and enjoy a dinner with friends and family while watching the sun set? Calypso is the perfect boat...

2 hours 30 minutes Free Cancellation

5.0 (5)

from
$3,000

Black River Safari, YS Falls and Floyd's Pelican Bar

Our tours are designed to Suite your need so you can do these tours in any order, spend as much time as needed stop anywhere …More

Negril, Jamaica

5.0 (5)

Black River Safari, YS Falls and Floyd's Pelican Bar

Our tours are designed to Suite your need so you can do these tours in any order, spend as much time as needed stop anywhere...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$67

ATV, Zipline & Horseback -From Montego Bay, Negril, Ocho Rios

Our ATV, Zipline & Horseback Riding Experience brings together three exciting adventures in one unforgettable outing. Instead of choosing just one activity, you can experience …More

Lucea, Jamaica

5.0 (5)

ATV, Zipline & Horseback -From Montego Bay, Negril, Ocho Rios

Our ATV, Zipline & Horseback Riding Experience brings together three exciting adventures in one unforgettable outing. Instead of choosing just one activity, you can experience...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$400

YS Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Negril, Jamaica

5.0 (6)

YS Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$68

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before …More

Falmouth, Jamaica

4.9 (8)

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before...

1 hour Hotel pickup offered Free Cancellation

4.9 (8)

from
$72

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone …More

Montego Bay, Jamaica

4.9 (8)

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$78

Cocoa & Artisan Chocolate Route with an Historical Tour in Puerto Plata City

Experience the Cocoa production process from planting to harvesting. We invite you to enjoy through your senses one of the secrets that surround this great …More

Puerto Plata, Dominican Republic

4.4 (11)

Cocoa & Artisan Chocolate Route with an Historical Tour in Puerto Plata City

Experience the Cocoa production process from planting to harvesting. We invite you to enjoy through your senses one of the secrets that surround this great...

6 hours Hotel pickup offered Free Cancellation

4.4 (11)

from
$98

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Rockland Bird Sanctuary plus Montego Bay Highlights & Shopping Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them.( This …More

Montego Bay, Jamaica

5.0 (5)

Rockland Bird Sanctuary plus Montego Bay Highlights & Shopping Private Tour

Bird lovers will find this tour very fascinating as many different birds will fly from trees to the ground for you to feed them.( This...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$97

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$45

Party Boat Booze Cruise - Crucero con bebidas y Fiesta en Barco

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the …More

5.0 (5)

Party Boat Booze Cruise - Crucero con bebidas y Fiesta en Barco

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$65

Dunn's River Falls Climb, Zipline and Horseback Riding Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of …More

Montego Bay, Jamaica

5.0 (6)

Dunn's River Falls Climb, Zipline and Horseback Riding Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$240

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement …More

Falmouth, Jamaica

5.0 (5)

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$399

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural …More

Santo Domingo, Dominican Republic

5.0 (4)

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural...

8 hours Hotel pickup offered

5.0 (4)

from
$449

Sightseen tour and Souvenir shopping with private transportation in Montego Bay

Basically this tour offers travelers a completely private shopping experience with any hassle or bombarded with things you’re not interested in buying. This tour allows …More

Montego Bay, Jamaica

5.0 (3)

Sightseen tour and Souvenir shopping with private transportation in Montego Bay

Basically this tour offers travelers a completely private shopping experience with any hassle or bombarded with things you’re not interested in buying. This tour allows...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$50

Dunns River Falls and Blue Hole Private Tour From Montego Bay

Visit two of Jamaica's most beautiful waterfall and beach with this transfer from Montego Bay. This tour consists of scenic views of the island, cultural …More

Lucea, Jamaica

5.0 (5)

Dunns River Falls and Blue Hole Private Tour From Montego Bay

Visit two of Jamaica's most beautiful waterfall and beach with this transfer from Montego Bay. This tour consists of scenic views of the island, cultural...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$130

FULL DAY BIG GAME FISHING Hours : 8.00 am - 04.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

5.0 (2)

Full Day Big Game Fishing

FULL DAY BIG GAME FISHING Hours : 8.00 am - 04.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$980

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful …More

Lucea, Jamaica

5.0 (8)

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$321

Frequently Asked Questions

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

What are the best options for Caribbean Private & Custom Tours?

What are the best kid-friendly options for Caribbean Private & Custom Tours Tours?

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

View all kid-friendly Tours →

Which Caribbean Private & Custom Tours have Instant Confirmation?

Which Caribbean Private & Custom Tours have Free Cancellation?

Caribbean Private & Custom Tours 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 Private & Custom Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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