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 →

Punta Cana City Tour with Macao Beach, Dominican Lunch & Shopping

Discover the Dominican Republic beyond the all-inclusive resorts on a relaxing and authentic guided experience. This tour is designed for travelers who want to experience …More

Punta Cana, Dominican Republic

4.7 (32)

Punta Cana City Tour with Macao Beach, Dominican Lunch & Shopping

Discover the Dominican Republic beyond the all-inclusive resorts on a relaxing and authentic guided experience. This tour is designed for travelers who want to experience...

4 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$135

Private Martha Brae Bamboo Rafting Tour with Private Transfer

Take a trip to the island’s #1 rafting attraction. On this tour you are able to travel in the comfort of your own private transportation …More

Trelawny, Jamaica

5.0 (3)

Private Martha Brae Bamboo Rafting Tour with Private Transfer

Take a trip to the island’s #1 rafting attraction. On this tour you are able to travel in the comfort of your own private transportation...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty …More

5.0 (36)

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty...

3 hours Free Cancellation

5.0 (36)

from
$135

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you …More

5.0 (31)

Aruba 6 Hours Private Island Tour

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you...

6 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$135

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

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just …More

Montego Bay, Jamaica

4.9 (10)

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

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just...

10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$135

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip …More

Trelawny, Jamaica

5.0 (3)

Private Jet ski Tour from Montego Bay

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one …More

Punta Cana, Dominican Republic

4.4 (5)

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one...

9 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$135

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

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our …More

Cap Estate, St Lucia

5.0 (3)

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

YS Falls and Pelican Bar Combo Full-Day Private Tour South Coast

Leave your hotel behind and discover beautiful Jamaica. Nestled in a secluded valley on the less-traveled south coast, YS Falls is located on a working …More

Negril, Jamaica

5.0 (1)

YS Falls and Pelican Bar Combo Full-Day Private Tour South Coast

Leave your hotel behind and discover beautiful Jamaica. Nestled in a secluded valley on the less-traveled south coast, YS Falls is located on a working...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

Private tour from Ocho Rios to Port Antonio and Frenchman cove

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we …More

Ocho Rios, Jamaica

5.0 (1)

Private tour from Ocho Rios to Port Antonio and Frenchman cove

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel we...

4 to 6 hours Free Cancellation

5.0 (1)

from
$135

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music …More

Montego Bay, Jamaica

5.0 (1)

Private Bob Marley Mausoleum Tour in Nine Mile

Journey to Nine Mile, the birthplace of Reggae legend Bob Marley. Discover the fascinating tale of Marley's childhood and his journey to becoming a music...

3 to 5 hours Free Cancellation

5.0 (1)

from
$135

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you …More

St. George's, Grenada

3.7 (3)

Spice Island Taxi Tour

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$135

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of …More

Kingston, Jamaica

5.0 (3)

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of...

8 to 9 hours Free Cancellation

5.0 (3)

from
$135

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Montego Bay, Jamaica

4.0 (1)

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$135

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

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 (21)

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

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...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$134

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to …More

Ocho Rios, Jamaica

4.9 (8)

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$133

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is …More

Black River, Jamaica

5.0 (1)

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$133

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the …More

Montego Bay, Jamaica

5.0 (9)

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$132

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port, …More

Nassau, Bahamas

5.0 (2)

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$132

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?