Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

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

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience. …More

Negril, Jamaica

5.0 (2)

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

Glistening Waters Luminous Lagoon Boat Tour Falmouth

Step into the magic of Jamaica’s glowing waters on this one-of-a-kind evening boat tour! The Luminous Lagoon in Falmouth is home to a rare natural …More

5.0 (1)

Glistening Waters Luminous Lagoon Boat Tour Falmouth

Step into the magic of Jamaica’s glowing waters on this one-of-a-kind evening boat tour! The Luminous Lagoon in Falmouth is home to a rare natural...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$87

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture …More

Montego Bay, Jamaica

5.0 (11)

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$86

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax …More

4.9 (15)

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax...

1 hour 30 minutes Free Cancellation

4.9 (15)

from
$86

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

4.7 (24)

Rockland Bird Sanctuary Private Tour

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

4.7 (24)

from
$86

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in …More

Runaway Bay, Jamaica

5.0 (4)

Dunn's River Tour from Falmouth

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$86

Private Dunns River Falls and Beach Break Excursion from Falmouth

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It is definitely one of the most beautiful places you'll ever see. …More

Trelawny, Jamaica

5.0 (3)

Private Dunns River Falls and Beach Break Excursion from Falmouth

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It is definitely one of the most beautiful places you'll ever see....

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$86

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

4.9 (11)

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$86

Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay

Discover two of Jamaica’s most sought-after attractions on a guided tour of the Blue Hole and Dunn’s River Falls. Dive into the Blue Hole, explore …More

Montego Bay, Jamaica

5.0 (6)

Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay

Discover two of Jamaica’s most sought-after attractions on a guided tour of the Blue Hole and Dunn’s River Falls. Dive into the Blue Hole, explore...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$86

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located …More

Montego Bay, Jamaica

4.6 (10)

Floyd's Pelican Bar Private Tour

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located...

5 to 7 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$86

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility …More

Falmouth, Jamaica

4.9 (55)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (55)

from
$86

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 (2)

Dunn's River Falls 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...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$85

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we …More

4.8 (206)

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we...

4 hours Hotel pickup offered Free Cancellation

4.8 (206)

from
$85

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a …More

Soufriere, St Lucia

4.9 (107)

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (107)

from
$85

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (85)

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (85)

from
$85

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon, …More

Ocho Rios, Jamaica

4.9 (87)

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$85

Lethe River Bamboo Rafting & Limestone Foot Massage Experience

Booking Lethi Bamboo Rafting with us offers an unforgettable, authentic Jamaican experience. Glide down a serene river on hand-crafted bamboo rafts, surrounded by lush tropical …More

Falmouth, Jamaica

5.0 (19)

Lethe River Bamboo Rafting & Limestone Foot Massage Experience

Booking Lethi Bamboo Rafting with us offers an unforgettable, authentic Jamaican experience. Glide down a serene river on hand-crafted bamboo rafts, surrounded by lush tropical...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$85

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to …More

5.0 (3)

Unveiling Nassau's Past Tour

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to...

2 hours Free Cancellation

5.0 (3)

from
$85

St Lucia Coastal Bike Tour to Pigeon Island

Enjoy the sunset bliss as we take you along the shores of the Gros-Islet coastline. With so much just awaiting to be seen, you will …More

4.9 (50)

St Lucia Coastal Bike Tour to Pigeon Island

Enjoy the sunset bliss as we take you along the shores of the Gros-Islet coastline. With so much just awaiting to be seen, you will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (50)

from
$85

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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