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 →

Sunset Premium 2-Hour Private Charter in Montego Bay, Open Bar

Exclusive Caribbean Sunset Escape Experience unparalleled luxury and seclusion on a 2-hour private yacht charter. Personalised Welcome Arrive at our secluded pier and enjoy: - …More

5.0 (1)

Sunset Premium 2-Hour Private Charter in Montego Bay, Open Bar

Exclusive Caribbean Sunset Escape Experience unparalleled luxury and seclusion on a 2-hour private yacht charter. Personalised Welcome Arrive at our secluded pier and enjoy: -...

2 hours Free Cancellation

5.0 (1)

from
$280

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

Blue Hole and Horseback Riding from Montego bay

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Montego Bay, Jamaica

4.3 (4)

Blue Hole and Horseback Riding from Montego bay

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

4 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$280

Horseback Riding, Blue Hole, Luminous Lagoon, River Tubing or Rafting Tour

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your hotel/port, a great choice for first-time visitors …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding, Blue Hole, Luminous Lagoon, River Tubing or Rafting Tour

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your hotel/port, a great choice for first-time visitors...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$280

Blue Hole waterfalls is way underrated and also considered as a hidden gem in the mountains. This waterfall has multiple levels of interactions and you …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Waterfalls (from Montego Bay)

Blue Hole waterfalls is way underrated and also considered as a hidden gem in the mountains. This waterfall has multiple levels of interactions and you...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$280

Blue hole and Dunns river falls with French Tour Guide

This tour is unique because Mayfields Falls are in the middle of the mountains, in the most untouched setting. The natural beauty and original settings …More

Montego Bay, Jamaica

4.7 (3)

Blue hole and Dunns river falls with French Tour Guide

This tour is unique because Mayfields Falls are in the middle of the mountains, in the most untouched setting. The natural beauty and original settings...

3 to 5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$280

Ultra Play: ATV, Bamboo Rafting, Horseback Riding, Blue Hole Fall

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, Bamboo Rafting with Limestone Massage, and Blue Hole Waterfall. During this full-day …More

Montego Bay, Jamaica

5.0 (1)

Ultra Play: ATV, Bamboo Rafting, Horseback Riding, Blue Hole Fall

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, Bamboo Rafting with Limestone Massage, and Blue Hole Waterfall. During this full-day...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$280

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day …More

Montego Bay, Jamaica

4.8 (21)

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day...

10 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$276

Private Higuey Cultural Tour from Punta Cana (Half-day)

Come along with us to discover the closed city from Punta Cana! Higüey city, Head city of La Altagracia Province. The tour starts by taking …More

Punta Cana, Dominican Republic

4.7 (13)

Private Higuey Cultural Tour from Punta Cana (Half-day)

Come along with us to discover the closed city from Punta Cana! Higüey city, Head city of La Altagracia Province. The tour starts by taking...

5 hours Free Cancellation

4.7 (13)

from
$275

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach, …More

Kingston, Jamaica

5.0 (2)

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach,...

5 hours Free Cancellation

5.0 (2)

from
$275

Great River Bamboo Rafting and ATV Quad Bike Tour in Jamaica

Discover the perfect mix of relaxation and adrenaline on this unforgettable private adventure in Jamaica! Glide peacefully down the stunning Great River on a 30-foot …More

Montego Bay, Jamaica

5.0 (8)

Great River Bamboo Rafting and ATV Quad Bike Tour in Jamaica

Discover the perfect mix of relaxation and adrenaline on this unforgettable private adventure in Jamaica! Glide peacefully down the stunning Great River on a 30-foot...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$274

Deluxe 2-Hour Private Charter in Montego Bay with Open Bar

Escape to a Private Paradise Begin your day with a personalised welcome at our secluded pier, where refreshing cold towels and dedicated concierge service await. …More

5.0 (3)

Deluxe 2-Hour Private Charter in Montego Bay with Open Bar

Escape to a Private Paradise Begin your day with a personalised welcome at our secluded pier, where refreshing cold towels and dedicated concierge service await....

3 hours Free Cancellation

5.0 (3)

from
$273

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

I'm the only one offering family photoshoots on Bonaire as a tour. You can decide where we're going to make picuters! …More

5.0 (7)

Photoshoot

I'm the only one offering family photoshoots on Bonaire as a tour. You can decide where we're going to make picuters!...

45 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$270

Ocho Rios and Blue Hole Eco Experience from Kingston

Embark on a captivating ecotour experience at Blue Hole in Ocho Rios, Jamaica, where nature's wonders unfold in a pristine and sustainable setting. This eco-friendly …More

Kingston, Jamaica

5.0 (1)

Ocho Rios and Blue Hole Eco Experience from Kingston

Embark on a captivating ecotour experience at Blue Hole in Ocho Rios, Jamaica, where nature's wonders unfold in a pristine and sustainable setting. This eco-friendly...

4 hours Free Cancellation

5.0 (1)

from
$270

Bamboo Rafting, Catamaran Party Boat & Snorkeling In Montego Bay

Cruising along the coastline of Montego Bay aboard one of our catamarans, enjoying the Reggae music while having an amazing view on the green and …More

Montego Bay, Jamaica

5.0 (3)

Bamboo Rafting, Catamaran Party Boat & Snorkeling In Montego Bay

Cruising along the coastline of Montego Bay aboard one of our catamarans, enjoying the Reggae music while having an amazing view on the green and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$270

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

Private Martha Brae Raft and Luminous Lagoon Tour with Dinner

Experience a romantic evening with your love one away from your resort. are you or your love one celebrating your anniversary, a birthday, Honeymoon etc? …More

Montego Bay, Jamaica

5.0 (2)

Private Martha Brae Raft and Luminous Lagoon Tour with Dinner

Experience a romantic evening with your love one away from your resort. are you or your love one celebrating your anniversary, a birthday, Honeymoon etc?...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$270

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of …More

Montego Bay, Jamaica

5.0 (2)

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$270

Pelican Bar, Appleton Rum Tour, YS Falls Jamaica south coast experience Montego

Experience Jamaica's south coast. Our private driver/guide will ensure you have the best experience. Sight see along the way, indulge in seasonal fruits and authentic …More

Montego Bay, Jamaica

4.5 (4)

Pelican Bar, Appleton Rum Tour, YS Falls Jamaica south coast experience Montego

Experience Jamaica's south coast. Our private driver/guide will ensure you have the best experience. Sight see along the way, indulge in seasonal fruits and authentic...

5 to 8 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$270

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?

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

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?