Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Moonlight Volcano & Dinner Private Tour (Only Southern Pick up)

Our tour takes you out of the confinement of your hotel at night and gives you the the opportunity to enjoy every moment of your …More

Soufriere, St Lucia

5.0 (7)

Moonlight Volcano & Dinner Private Tour (Only Southern Pick up)

Our tour takes you out of the confinement of your hotel at night and gives you the the opportunity to enjoy every moment of your...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$50

Vi Top Taxi &Tours USVI-Coki Beach Snorkeling Tour

We are locally based and give that extra touch of personalization for a comfortable and budget friendly sightseeing tour. We do airport transfers, weddings, group …More

Cruz Bay, US Virgin Islands

4.9 (7)

Vi Top Taxi &Tours USVI-Coki Beach Snorkeling Tour

We are locally based and give that extra touch of personalization for a comfortable and budget friendly sightseeing tour. We do airport transfers, weddings, group...

2 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$68

Sosúa VIP Nightlife Experience with Local Guide & Transportation

What makes this experience unique is that everything is handled for you by a local host who knows Sosúa nightlife inside and out. From curated …More

Cabarete, Dominican Republic

5.0 (7)

Sosúa VIP Nightlife Experience with Local Guide & Transportation

What makes this experience unique is that everything is handled for you by a local host who knows Sosúa nightlife inside and out. From curated...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$87

Blue Hole and Dunns River Falls the Number One Rated Excursions

Discover the allure of Jamaica's natural wonders with "Blue Hole and Dunn's River Falls Tour" by Premier Transfers and Tours. Immerse yourself in the vibrant …More

Runaway Bay, Jamaica

5.0 (7)

Blue Hole and Dunns River Falls the Number One Rated Excursions

Discover the allure of Jamaica's natural wonders with "Blue Hole and Dunn's River Falls Tour" by Premier Transfers and Tours. Immerse yourself in the vibrant...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$140

2-Hours Private Charter Tour in Turks and Caicos

Our boat's name is the Sea Legend. It's a 27 ft. Hurricane Boat. This boat can carry a maximum of 8 people. Cruise along the …More

5.0 (7)

2-Hours Private Charter Tour in Turks and Caicos

Our boat's name is the Sea Legend. It's a 27 ft. Hurricane Boat. This boat can carry a maximum of 8 people. Cruise along the...

2 hours Hotel pickup offered

5.0 (7)

from
$165

Private Dunns River Falls and Blue Hole from Montego Bay Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (7)

Private Dunns River Falls and Blue Hole from Montego Bay Tour

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$70

A jet ski is a small fast water craft powered by a motor designed for one or more riders it’s commonly used for recreation lakes …More

Montego Bay, Jamaica

5.0 (7)

Jet Ski/ Parasailig Water Activity in Montego Bay Jamaica.

A jet ski is a small fast water craft powered by a motor designed for one or more riders it’s commonly used for recreation lakes...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$160

Bamboo Rafting Limestone Foot Massage/Negril 7 Miles Beach/Ricks Cafe Combo

Bamboo rafting in Jamaica is a serene, culturally rich experience where you float gently on a traditional bamboo raft down calm rivers. It’s popular here …More

Montego Bay, Jamaica

5.0 (7)

Bamboo Rafting Limestone Foot Massage/Negril 7 Miles Beach/Ricks Cafe Combo

Bamboo rafting in Jamaica is a serene, culturally rich experience where you float gently on a traditional bamboo raft down calm rivers. It’s popular here...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$195

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You …More

5.0 (7)

Private Boat Charter Saint Martin & natural reserve

Private boat with captain to discover SAINT MARTIN Discover our new private charter boat, ready to take you for an unforgettable day at sea! You...

7 to 8 hours Free Cancellation

5.0 (7)

from
$1,312

Blue Hole Mineral Spring, Seven Mile Beach, Ricks Cafe/ Shopping Private Tour

Explore the highlights and landmarks of Negril with your own dedicated driver/guide during this private tour. Pick 3 of the locations listed: Seven Mile Beach, …More

Montego Bay, Jamaica

5.0 (7)

Blue Hole Mineral Spring, Seven Mile Beach, Ricks Cafe/ Shopping Private Tour

Explore the highlights and landmarks of Negril with your own dedicated driver/guide during this private tour. Pick 3 of the locations listed: Seven Mile Beach,...

6 to 9 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$80

Combine the thrill of climbing Dunn's River Falls with a serene stop at the Blue Hole on this half-day private tour of Ocho Rios. You'll …More

Kingston, Jamaica

5.0 (7)

Blue Hole And Horseback riding

Combine the thrill of climbing Dunn's River Falls with a serene stop at the Blue Hole on this half-day private tour of Ocho Rios. You'll...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$55

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality. …More

Soufriere, St Lucia

5.0 (7)

Chocolate Making & Soufriere vibes Tour

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality....

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$180

6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the …More

5.0 (7)

6-Day Private Tour between Bayahibe and Samana Bay

As a subsidiary of Quetzal Excursions, we bring over 10 years of tourism excellence. Our 6-day, 5-night tour promises a high-quality, small-group experience across the...

6 days

5.0 (7)

from
$2,190

“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

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

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

Montego Bay City, Community, Culture Tour & Rafting-Transfer Only

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (7)

Montego Bay City, Community, Culture Tour & Rafting-Transfer Only

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$178

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of …More

Punta Cana, Dominican Republic

5.0 (7)

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of...

6 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$188

Bamboo River Rafting with limestone foot massage

Our customer service is second to none and each guest is treated as the VIP that they are. We provide personal care so your tour …More

Montego Bay, Jamaica

5.0 (7)

Bamboo River Rafting with limestone foot massage

Our customer service is second to none and each guest is treated as the VIP that they are. We provide personal care so your tour...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$125

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few …More

Lucea, Jamaica

5.0 (7)

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$80

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 Sightseeing Tours?

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

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

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing 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 Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

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