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 →

Cultural Tours Of Kalinago Territory of Dominica with Past Chief

Exclusive and Authentic Cultural Private Tours in the Kalinago Territory of Dominica . Your Guide: Lorenzo Sanford has served as the youngest Chief of the …More

5.0 (8)

Cultural Tours Of Kalinago Territory of Dominica with Past Chief

Exclusive and Authentic Cultural Private Tours in the Kalinago Territory of Dominica . Your Guide: Lorenzo Sanford has served as the youngest Chief of the...

7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$199

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$167

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Punta Cana, Dominican Republic

4.5 (8)

Private Exclusive Saona Island Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$2,511

Historical attractions of Alexander Hamillton Mother's Gravesite

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry …More

5.0 (6)

Historical attractions of Alexander Hamillton Mother's Gravesite

-Immerse yourself in a captivating journey through time with our exclusive Experience at the landmark estate the Estate Grange. -Step back into the rich tapestry...

50 minutes Free Cancellation

5.0 (6)

from
$13

Bamboo Rafting, Dunns River, Zipline And Horseback Ride Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns …More

Montego Bay, Jamaica

5.0 (3)

Bamboo Rafting, Dunns River, Zipline And Horseback Ride Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$115

Columbus Landfall National Park Private Clear Boat Tour

This North Creek mangrove tour is unique because it blends history, ecology, and innovation into one experience: • Clear-bottom boat view – Guests see marine …More

4.5 (11)

Columbus Landfall National Park Private Clear Boat Tour

This North Creek mangrove tour is unique because it blends history, ecology, and innovation into one experience: • Clear-bottom boat view – Guests see marine...

1 to 2 hours Free Cancellation

4.5 (11)

from
$100

“ATV Adventure & Rick’s Café Experience from Montego Bay

This isn’t just another excursion—it’s the ultimate mix of adventure and vibes in Jamaica. Ride through rugged trails on a powerful ATV, kicking up dust …More

Montego Bay, Jamaica

5.0 (7)

“ATV Adventure & Rick’s Café Experience from Montego Bay

This isn’t just another excursion—it’s the ultimate mix of adventure and vibes in Jamaica. Ride through rugged trails on a powerful ATV, kicking up dust...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$94

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your …More

4.6 (11)

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your...

1 hour 45 minutes Free Cancellation

4.6 (11)

from
$40

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove …More

Lucea, Jamaica

5.0 (8)

Beautiful Sunset Tour at the Rick's Cafe in Negril

We live to impress our customers with every opportunity given. We give world class product and service to the Rick's Cafe in Negril, dolphin cove...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$100

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults …More

Soufriere, St Lucia

5.0 (9)

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$175

Rick's Café and Seven Mile Beach Private Tour

Discover Negril's legendary Seven Mile Beach on this 7-hour tour from your hotel/ resort. After a scenic journey along the northern coastline, arrive at the …More

Montego Bay, Jamaica

4.9 (9)

Rick's Café and Seven Mile Beach Private Tour

Discover Negril's legendary Seven Mile Beach on this 7-hour tour from your hotel/ resort. After a scenic journey along the northern coastline, arrive at the...

7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$80

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica to visit the Appleton Estate, home of the world …More

Montego Bay, Jamaica

4.9 (7)

Appleton Estate Rum Private Tour

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica to visit the Appleton Estate, home of the world...

6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$140

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature …More

Montego Bay, Jamaica

4.8 (6)

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature...

3 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$88

Private Rainforest Waterfalls and Beach Hiking Tour from San Juan

Enhance your stay in San Juan embarking on an extraordinary combined Beach and Forest Experience package, both including 2 of the top 5 things to …More

5.0 (7)

Private Rainforest Waterfalls and Beach Hiking Tour from San Juan

Enhance your stay in San Juan embarking on an extraordinary combined Beach and Forest Experience package, both including 2 of the top 5 things to...

5 to 6 hours Free Cancellation

5.0 (7)

from
$175

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what …More

Choc, St Lucia

5.0 (8)

Ride & Beach Lime Tour

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$93

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

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo …More

Montego Bay, Jamaica

4.8 (5)

Jet Ski in Montego Bay

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo...

35 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$100

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning …More

5.0 (3)

East Coast Private Tour of Barbados

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$90

Dunn’s River Horseback Riding and Rafting on the White River combo Tour

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Falmouth, Jamaica

5.0 (6)

Dunn’s River Horseback Riding and Rafting on the White River combo Tour

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$270

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

4.8 (5)

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

5 to 7 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$130

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?