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 →

Private Twins Piton Tour in Soufriere, Saint Lucia

Your driver/guide will begin this tour from the Capital city of Castries. The duration of the tour is 5-6 hours. We will venture to the …More

Castries, St Lucia

5.0 (3)

Private Twins Piton Tour in Soufriere, Saint Lucia

Your driver/guide will begin this tour from the Capital city of Castries. The duration of the tour is 5-6 hours. We will venture to the...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$125

Private Kingston and Bob Marley Museum Tour from Ocho Rios

Embark on a vibrant journey through the heart of Jamaica’s reggae legacy with an exhilarating tour from Ocho Rios to the iconic Bob Marley Museum. …More

Kingston, Jamaica

4.5 (8)

Private Kingston and Bob Marley Museum Tour from Ocho Rios

Embark on a vibrant journey through the heart of Jamaica’s reggae legacy with an exhilarating tour from Ocho Rios to the iconic Bob Marley Museum....

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$125

Experience the hidden gems of Curaçao with a dynamic local tour guide and get a sense of how the locals go to the beach. This …More

5.0 (3)

The Hidden Gems of Curacao

Experience the hidden gems of Curaçao with a dynamic local tour guide and get a sense of how the locals go to the beach. This...

160 to 240 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$125

This tour gives travellers whose sole interest is Arts and Crafts an opportunity to get away from the mundane and mediocre island tours and really …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Private Art Tour or Food Tour

This tour gives travellers whose sole interest is Arts and Crafts an opportunity to get away from the mundane and mediocre island tours and really...

1 to 3 hours Hotel pickup offered

5.0 (1)

from
$125

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap …More

Montego Bay, Jamaica

5.0 (2)

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves, …More

Falmouth, Jamaica

5.0 (2)

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited …More

Montego Bay, Jamaica

5.0 (1)

Snorkeling Water Activity In Montego Bay Jamaica

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Snorkeling and Tubing in Montego Bay with Transportation

Basically this tour offers Snorkeling and ocean tubing in a half day private tour with your own tour guided to give you highlights of places …More

Montego Bay, Jamaica

5.0 (1)

Snorkeling and Tubing in Montego Bay with Transportation

Basically this tour offers Snorkeling and ocean tubing in a half day private tour with your own tour guided to give you highlights of places...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Dunn’s River Falls Tour from Montego Bay/ Falmouth/ Palladium

Take a ride in our comfortable A/C bus to the famous Dunn's River Falls in Ocho Rios. where you will get to climb 600ft up …More

Lucea, Jamaica

5.0 (1)

Dunn’s River Falls Tour from Montego Bay/ Falmouth/ Palladium

Take a ride in our comfortable A/C bus to the famous Dunn's River Falls in Ocho Rios. where you will get to climb 600ft up...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip …More

Montego Bay, Jamaica

5.0 (1)

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Dunn River Falls and Park Tour from Montego Bay

Your drive will be ready and waiting to take you to Dunn’s River Falls which is definitely one of those places you can absolutely enjoy …More

Montego Bay, Jamaica

5.0 (1)

Private Dunn River Falls and Park Tour from Montego Bay

Your drive will be ready and waiting to take you to Dunn’s River Falls which is definitely one of those places you can absolutely enjoy...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you …More

Kingston, Jamaica

5.0 (1)

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

No1Sxm Private Intimate Day Sail in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west …More

4.8 (5)

No1Sxm Private Intimate Day Sail in St. Maarten

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west...

5 hours 30 minutes Free Cancellation

4.8 (5)

from
$124

Private River Bamboo Raft with Limestone Foot Massage in Montego Bay

Enjoy a ROMANTIC or FUN FILLED BAMBOO RAFT FLOAT on a 30ft Bamboo Raft down the Lethe River. Relax and have A LIMESTONE FOOT MASSAGE …More

Montego Bay, Jamaica

4.8 (28)

Private River Bamboo Raft with Limestone Foot Massage in Montego Bay

Enjoy a ROMANTIC or FUN FILLED BAMBOO RAFT FLOAT on a 30ft Bamboo Raft down the Lethe River. Relax and have A LIMESTONE FOOT MASSAGE...

3 to 5 hours Free Cancellation

4.8 (28)

from
$124

Black River Safari plus YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear …More

Montego Bay, Jamaica

3.0 (1)

Black River Safari plus YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear...

6 to 8 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$123

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (1)

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$122

Jamaica Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start …More

Montego Bay, Jamaica

4.5 (10)

Jamaica Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start...

35 minutes Hotel pickup offered Free Cancellation

4.5 (10)

from
$122

Half Day Beach Horseback Riding in Ocho Rios + Lunch

The Half Day Beach Horseback Riding experience in Ocho Rios stands out as a truly unique and unforgettable adventure. What sets it apart is the …More

Ocho Rios, Jamaica

5.0 (3)

Half Day Beach Horseback Riding in Ocho Rios + Lunch

The Half Day Beach Horseback Riding experience in Ocho Rios stands out as a truly unique and unforgettable adventure. What sets it apart is the...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$122

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If …More

Lucea, Jamaica

5.0 (102)

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (102)

from
$122

Bamboo Rafting, Horseback Ride,Dunns River Falls & Zipline 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 (2)

Bamboo Rafting, Horseback Ride,Dunns River Falls & Zipline 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 (2)

from
$121

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?