Top Caribbean Private Sightseeing Tours

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

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

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

Take a comprehensive tour of Negril in one day from your hotels or cruise ship docks in Montego Bay Drive through Montego Bay and Lucea …More

Falmouth, Jamaica

4.8 (5)

Private Negril Day Trip From Falmouth

Take a comprehensive tour of Negril in one day from your hotels or cruise ship docks in Montego Bay Drive through Montego Bay and Lucea...

6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$140

Full-Day Private Tour in Ocho Rios with Pickup included

Experience Ochi Rios like never before with our day out package. First up, you’ll visit one of the region’s most beautiful attractions; the Blue Hole, …More

Montego Bay, Jamaica

5.0 (5)

Full-Day Private Tour in Ocho Rios with Pickup included

Experience Ochi Rios like never before with our day out package. First up, you’ll visit one of the region’s most beautiful attractions; the Blue Hole,...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$140

St. Lucia Rum Tour and Chocolate Making Experience

Start your tour from your accommodation into the town of Castries, then head to the Roseau Valley for a guided distillery tour and tastings of …More

Choc, St Lucia

4.9 (8)

St. Lucia Rum Tour and Chocolate Making Experience

Start your tour from your accommodation into the town of Castries, then head to the Roseau Valley for a guided distillery tour and tastings of...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$140

Private Trip to Blue Hole Mineral Springs, Negril & Ricks Café

Negril Jamaica is known as "the laid back capital of the world". During this tour you will get visit some of Negril's most famous spots. …More

Montego Bay, Jamaica

5.0 (3)

Private Trip to Blue Hole Mineral Springs, Negril & Ricks Café

Negril Jamaica is known as "the laid back capital of the world". During this tour you will get visit some of Negril's most famous spots....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Horseback Riding plus Dunns River Falls Combo Private Tour

Enjoy 2 activities in 1 day which included entry fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and Dunns …More

Montego Bay, Jamaica

4.4 (8)

Horseback Riding plus Dunns River Falls Combo Private Tour

Enjoy 2 activities in 1 day which included entry fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and Dunns...

5 to 6 hours Hotel pickup offered Free Cancellation

4.4 (8)

from
$140

Clear Kayak Photo Shoot With Professionally Edited Photos & Video

Guests can experience a one-of-a-kind photo shoot with our unique and beautiful clear kayaks. Create life lasting memories with unimaginable photos on one of the …More

5.0 (2)

Clear Kayak Photo Shoot With Professionally Edited Photos & Video

Guests can experience a one-of-a-kind photo shoot with our unique and beautiful clear kayaks. Create life lasting memories with unimaginable photos on one of the...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi …More

Montego Bay, Jamaica

5.0 (3)

ATV Safari, Negril Beach & Rick’s Cafe from Montego Bay Jamaica

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Blue Hole and Konoko Falls Park Private Tour

Visit Blue Hole and Konoko Falls all in one day. Swing from tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole and Konoko Falls Park Private Tour

Visit Blue Hole and Konoko Falls all in one day. Swing from tarzan ropes and visit the secret falls at Blue Hole. Climb Konoko Falls...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

White River Calypso Rafting & Tubing Tour Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Kingston, Jamaica

5.0 (2)

White River Calypso Rafting & Tubing Tour Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

Luminous Lagoon Small Group Tour from Ocho Rios

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder. Here, guests are taken to a phosphorescent lagoon where they will embark …More

Ocho Rios, Jamaica

4.6 (7)

Luminous Lagoon Small Group Tour from Ocho Rios

Located in Falmouth, Trelawny the Luminous Lagoon (Glistening Waters) is a natural wonder. Here, guests are taken to a phosphorescent lagoon where they will embark...

3 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$140

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This …More

Ocho Rios, Jamaica

4.1 (10)

Private Horseback Riding from Ocho Rios with Guide

Discover the essence of Jamaica on a guided horseback tour that will take you through the island rural landscapes and then to the beach. This...

45 minutes Hotel pickup offered Free Cancellation

4.1 (10)

from
$140

Great River Rafting Tour With Limestone Body Massage From Negril

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Negril, Jamaica

5.0 (3)

Great River Rafting Tour With Limestone Body Massage From Negril

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay City Cultural Tour, Highlights & Shopping

About this experience: Ready to go beyond the beach? Join us for an unforgettable journey through Montego Bay’s rich culture, colorful streets, and unique shopping...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Experience the best of Ocho Rios with two unforgettable adventures: Beach Horseback Riding and Dunn's River Falls exploration. Feel the thrill as you saddle up …More

Ocho Rios, Jamaica

4.2 (5)

Beach Horseback Riding and Dunn’s River Falls

Experience the best of Ocho Rios with two unforgettable adventures: Beach Horseback Riding and Dunn's River Falls exploration. Feel the thrill as you saddle up...

4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$140

Private Tour of Blue Hole in Ocho Rios from Montego Bay

Take the scenic drive along Jamaica's coast, through local communities and into the mountains of Ocho Rios to experience this must do adventure! The Blue …More

Montego Bay, Jamaica

5.0 (1)

Private Tour of Blue Hole in Ocho Rios from Montego Bay

Take the scenic drive along Jamaica's coast, through local communities and into the mountains of Ocho Rios to experience this must do adventure! The Blue...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$140

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 (1)

Private Lethe Bamboo River Rafting Adventure Montego Bay Jamaica

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...

90 to 120 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$140

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Ocho Rios, Jamaica

5.0 (1)

Worthy Park Estate Rum Private Tour

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$140

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk …More

4.0 (2)

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk...

8 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$140

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?