Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City 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 →

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities …More

Ocho Rios, Jamaica

5.0 (2)

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities...

60 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

The White River Valley tubing ride is the longest tubing ride on the river lasting for a fun-filled forty-five minutes on the water. It’s a …More

Ocho Rios, Jamaica

5.0 (2)

River Tubing Ocho Rios

The White River Valley tubing ride is the longest tubing ride on the river lasting for a fun-filled forty-five minutes on the water. It’s a...

1 hour Free Cancellation

5.0 (2)

from
$62

A moderate hike through a stunning tropical rainforest leads to the parrot lookout, where you could have the opportunity to view the endangered Vincentian Parrot. …More

Kingstown, St Vincent and the Grenadines

5.0 (3)

Vermont Nature Trail Hike

A moderate hike through a stunning tropical rainforest leads to the parrot lookout, where you could have the opportunity to view the endangered Vincentian Parrot....

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Montreal Gardens and Belmont Lookout Tour

A guided tour of the beautiful Montreal Gardens, with the added bonus of seeing the Belmont Lookout panoramic viewpoint. Plus, see a black sand beach …More

Kingstown, St Vincent and the Grenadines

5.0 (2)

Montreal Gardens and Belmont Lookout Tour

A guided tour of the beautiful Montreal Gardens, with the added bonus of seeing the Belmont Lookout panoramic viewpoint. Plus, see a black sand beach...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$55

Travel in the steps of Captain Jack Sparrow to the film location of the Pirates of the Caribbean. See beaches, local bars, and more on …More

Kingstown, St Vincent and the Grenadines

5.0 (2)

Half-Day Pirates Tour from Kingstown

Travel in the steps of Captain Jack Sparrow to the film location of the Pirates of the Caribbean. See beaches, local bars, and more on...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Half Day Blue Hole Secret Falls Tour From Falmouth Trelawny

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as …More

Falmouth, Jamaica

5.0 (3)

Half Day Blue Hole Secret Falls Tour From Falmouth Trelawny

Embark on an unforgettable adventure with "Blue Hole Secret Falls Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica as...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Private Blue Mountain tour from Ocho Rios

Visit the Blue Mountains, Jamaica's highest mountain 7,402 on a private full-day tour from Ocho Rios. Take in the lush scenery while traveling from Ocho Rios to the Blue …More

Ocho Rios, Jamaica

4.7 (7)

Private Blue Mountain tour from Ocho Rios

Visit the Blue Mountains, Jamaica's highest mountain 7,402 on a private full-day tour from Ocho Rios. Take in the lush scenery while traveling from Ocho Rios to the Blue...

6 to 7 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$155

Blue Hole and Tubing Combo Tour from Montego Bay

The Blue hole and Tubing excursion is a mixture of relaxation and adventure. Our very Professional Driver/ Guide picks you up from the lobby of …More

Montego Bay, Jamaica

5.0 (3)

Blue Hole and Tubing Combo Tour from Montego Bay

The Blue hole and Tubing excursion is a mixture of relaxation and adventure. Our very Professional Driver/ Guide picks you up from the lobby of...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$170

ATV AdVENTURE Rafting And Blue Hole FROM OCHO RIOS

Zoom along Jamaica’s north coast backroads on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations After that we will …More

Ocho Rios, Jamaica

5.0 (2)

ATV AdVENTURE Rafting And Blue Hole FROM OCHO RIOS

Zoom along Jamaica’s north coast backroads on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations After that we will...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will …More

Ocho Rios, Jamaica

5.0 (2)

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a …More

Trelawny, Jamaica

5.0 (2)

Blue Hole Adventure Tour

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

ATV & Beach in Puerto Plata (Amber Cove & Taino Bay)

Come and enjoy a great experience and adrenaline rush with us in Puerto Plata on the fastest ATVs in the area. Enjoy a 2.5-hour guided …More

Puerto Plata, Dominican Republic

5.0 (2)

ATV & Beach in Puerto Plata (Amber Cove & Taino Bay)

Come and enjoy a great experience and adrenaline rush with us in Puerto Plata on the fastest ATVs in the area. Enjoy a 2.5-hour guided...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$115

Buggies Off Road Extreme From Punta Cana

Are you NOT afraid of getting dirty? If so, then DO keep reading this description! Ladies and gentlemen, start your engines! It's time to rip …More

Punta Cana, Dominican Republic

5.0 (2)

Buggies Off Road Extreme From Punta Cana

Are you NOT afraid of getting dirty? If so, then DO keep reading this description! Ladies and gentlemen, start your engines! It's time to rip...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$50

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical …More

Montego Bay, Jamaica

4.7 (6)

Blue Hole and Secret Falls plus Dunn's River Falls Combo Tour

There’s plenty of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for stunning tropical...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (6)

from
$130

Private Mayfield's Falls Experience with Transportation

At Mayfield Falls you feel like you are in a jungle there are lush plants everywhere. The grounds are immaculate and very well maintained. This …More

Montego Bay, Jamaica

5.0 (2)

Private Mayfield's Falls Experience with Transportation

At Mayfield Falls you feel like you are in a jungle there are lush plants everywhere. The grounds are immaculate and very well maintained. This...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$85

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength …More

Gros Islet, St Lucia

5.0 (2)

St Lucia Gros Piton Climb Challenge

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Martha Brae Rafting Experience from Montego Bay

Board a uniquely Jamaican 30-foot (9-m) bamboo raft and glide down the scenic Martha Brae River. Spend your day comfortably rafting this 3-mile (4.8-km) river, …More

Montego Bay, Jamaica

5.0 (3)

Martha Brae Rafting Experience from Montego Bay

Board a uniquely Jamaican 30-foot (9-m) bamboo raft and glide down the scenic Martha Brae River. Spend your day comfortably rafting this 3-mile (4.8-km) river,...

80 to 100 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay. …More

Falmouth, Jamaica

4.4 (5)

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay....

3 to 4 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$90

Private Dunn's River Falls Adventure from Montego Bay

Dunn’s River Falls is one of Jamaica’s national treasures. Globally, it is as well-known as reggae and equally stimulating. There are few places where the …More

Trelawny, Jamaica

5.0 (4)

Private Dunn's River Falls Adventure from Montego Bay

Dunn’s River Falls is one of Jamaica’s national treasures. Globally, it is as well-known as reggae and equally stimulating. There are few places where the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$100

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the …More

Montego Bay, Jamaica

5.0 (2)

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

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?