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 →

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$147

Clear Kayak Photo Shoot With Professionally Edited Photos & Video

Guests can experience a one-of-a-kind photo shoot with our unique and beautiful clear kayaks. Create life lasting memories with unimaginable photos on one of the …More

5.0 (2)

Clear Kayak Photo Shoot With Professionally Edited Photos & Video

Guests can experience a one-of-a-kind photo shoot with our unique and beautiful clear kayaks. Create life lasting memories with unimaginable photos on one of the...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

Bamboo Rafting with ATVING jungle riding + Rick’s Cafe Sunset

First you will get pick up from one of our drivers the drive to the bamboo rafting after. Tour guide finishes the tour he will …More

Falmouth, Jamaica

5.0 (4)

Bamboo Rafting with ATVING jungle riding + Rick’s Cafe Sunset

First you will get pick up from one of our drivers the drive to the bamboo rafting after. Tour guide finishes the tour he will...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$270

Our horseback ride 'N' swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean …More

Montego Bay, Jamaica

5.0 (2)

Horseback Riding in Montego Bay

Our horseback ride 'N' swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

27/27 Lounge, Pier 1 & Margaritaville Nightlife Tour In Jamaica

Experience Montego Bay’s Electrifying Nightlife! Get ready for an unforgettable night in Montego Bay, where the energy is high, the music is infectious, and the …More

Montego Bay, Jamaica

4.5 (6)

27/27 Lounge, Pier 1 & Margaritaville Nightlife Tour In Jamaica

Experience Montego Bay’s Electrifying Nightlife! Get ready for an unforgettable night in Montego Bay, where the energy is high, the music is infectious, and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$80

Montego Bay Private Clubbing Experience with Transportation

We offer a hassle-free experience by taking care of all your transportation needs, allowing you to fully enjoy Montego Bay's vibrant nightlife scene without any …More

Montego Bay, Jamaica

4.4 (7)

Montego Bay Private Clubbing Experience with Transportation

We offer a hassle-free experience by taking care of all your transportation needs, allowing you to fully enjoy Montego Bay's vibrant nightlife scene without any...

3 hours 45 minutes Hotel pickup offered Free Cancellation

4.4 (7)

from
$65

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment …More

Montego Bay, Jamaica

4.5 (2)

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment...

2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$70

Private Horseback Riding, Swim & Blue Hole Secret Falls

Enjoy the beautiful Horseback riding and explore the island's beautiful landscapes and coastal areas from a unique perspective. Horseback riding and swimming with horses is …More

Montego Bay, Jamaica

5.0 (3)

Private Horseback Riding, Swim & Blue Hole Secret Falls

Enjoy the beautiful Horseback riding and explore the island's beautiful landscapes and coastal areas from a unique perspective. Horseback riding and swimming with horses is...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$129

Negril and Ricks Cafe Sunset Tour with Boat Ride and Snorkeling

Sit back and relax as we travel along the West End of Jamaica. Experience the Seven Miles Beach, swim in the blue waters of Negril …More

Montego Bay, Jamaica

5.0 (4)

Negril and Ricks Cafe Sunset Tour with Boat Ride and Snorkeling

Sit back and relax as we travel along the West End of Jamaica. Experience the Seven Miles Beach, swim in the blue waters of Negril...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$115

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$320

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

Enjoy a day of adventure on this amazing 2 in one combo tour that includes Horseback riding n swimming and Blue hole secret Falls. You …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole & Horseback Riding Ocho Rios from Montego Bay Jamaica

Enjoy a day of adventure on this amazing 2 in one combo tour that includes Horseback riding n swimming and Blue hole secret Falls. You...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$280

Ahhh...Ras Natango Gallery and Garden Private Tour with Transfers

Immerse yourself in the native flora and fauna of Jamaica on this guided tour of Ahhh Ras Natango Gallery and Garden. Follow a guide through …More

Montego Bay, Jamaica

4.8 (4)

Ahhh...Ras Natango Gallery and Garden Private Tour with Transfers

Immerse yourself in the native flora and fauna of Jamaica on this guided tour of Ahhh Ras Natango Gallery and Garden. Follow a guide through...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$72

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the …More

Lucea, Jamaica

5.0 (2)

YS Falls and Floyds Pelican Bar

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$131

Appleton Estate Rum and Floyd's Pelican Bar Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

5.0 (2)

Appleton Estate Rum and Floyd's Pelican Bar Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$181

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one …More

Punta Cana, Dominican Republic

4.4 (5)

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one...

9 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$135

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport …More

Negril, Jamaica

5.0 (3)

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport...

1 to 8 hours Hotel pickup offered

5.0 (3)

from
$100

Private Tour for Two: Romantic Curacao by Land and Sea

Experience Curacao in the most romantic way possible. This private tour covers both land and sea, and includes equipment, snacks, beverages, and pickup/drop-off at your …More

5.0 (2)

Private Tour for Two: Romantic Curacao by Land and Sea

Experience Curacao in the most romantic way possible. This private tour covers both land and sea, and includes equipment, snacks, beverages, and pickup/drop-off at your...

8 hours

5.0 (2)

from
$447

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba …More

3.9 (18)

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba...

1 to 2 hours Free Cancellation

3.9 (18)

from
$34

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about …More

Puerto Plata, Dominican Republic

4.7 (7)

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$65

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?

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

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?