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 →

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

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 (18)

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

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...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$119

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (4)

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$119

Blue Hole and Dunn's River Falls with Transportation

Blue Hole Waterfalls is One of the most picturesque and off the beaten path attractions on the island. Here you get a chance to feel …More

Falmouth, Jamaica

5.0 (2)

Blue Hole and Dunn's River Falls with Transportation

Blue Hole Waterfalls is One of the most picturesque and off the beaten path attractions on the island. Here you get a chance to feel...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$119

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to …More

5.0 (2)

Sightseeing Shopping and Beach Tour

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to...

8 hours 30 minutes Free Cancellation

5.0 (2)

from
$119

Negril Beach Experience and Rick's Café Combo Tour Negril

Your day trip starts with pickup from your hotel. On the stress-free drive to Negril, soak up scenic views along the coast. Tell your driver …More

Montego Bay, Jamaica

5.0 (1)

Negril Beach Experience and Rick's Café Combo Tour Negril

Your day trip starts with pickup from your hotel. On the stress-free drive to Negril, soak up scenic views along the coast. Tell your driver...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$119

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo …More

5.0 (3)

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$119

Bob Marley Museum, Tuff Gong Int., Bunny Lee Museum & Trench Town

As a certified Jamaica Tourist Board Tour Operator we offer immersive tours to top attractions and hidden gems in and around Kingston. Experience the sights …More

Kingston, Jamaica

5.0 (20)

Bob Marley Museum, Tuff Gong Int., Bunny Lee Museum & Trench Town

As a certified Jamaica Tourist Board Tour Operator we offer immersive tours to top attractions and hidden gems in and around Kingston. Experience the sights...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$118

Visit Local Bars at Art District in San Juan

Most visited bars are located at Old San Juan or Condado. If you are looking for cool spots to have a few drinks and a …More

5.0 (4)

Visit Local Bars at Art District in San Juan

Most visited bars are located at Old San Juan or Condado. If you are looking for cool spots to have a few drinks and a...

3 hours Free Cancellation

5.0 (4)

from
$118

Doctor's Cave Beach and Snorkeling Private Tour

Doctor's Cave has been one of the most famous beaches in Jamaica for nearly a century. It is noted for its crystal-clear turquoise waters and …More

Montego Bay, Jamaica

5.0 (1)

Doctor's Cave Beach and Snorkeling Private Tour

Doctor's Cave has been one of the most famous beaches in Jamaica for nearly a century. It is noted for its crystal-clear turquoise waters and...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$118

Martha Brae Bamboo Rafting Tranquil Peace Of Mind

Start your journey from any Hotels in Montego Bay hotel, and make your time on the Island of Jamaica the most memorable. Leave all your …More

Trelawny, Jamaica

5.0 (29)

Martha Brae Bamboo Rafting Tranquil Peace Of Mind

Start your journey from any Hotels in Montego Bay hotel, and make your time on the Island of Jamaica the most memorable. Leave all your...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$117

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our …More

Puerto Plata, Dominican Republic

4.9 (259)

Private & Customizable Puerto Plata City Tour

Discover Puerto Plata in an authentic way on a tour for hotel guests and cruise passengers from Amber Cove and Taino Bay. Learn about our...

4 hours Hotel pickup offered Free Cancellation

4.9 (259)

from
$116

Blue Hole or Dunns River and Luminous Lagoon from Montego Bay

Take a road trip from Montego Bay to Ocho Rios and spend the afternoon climbing, swimming, diving and splashing at Dunns River Falls or Blue …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole or Dunns River and Luminous Lagoon from Montego Bay

Take a road trip from Montego Bay to Ocho Rios and spend the afternoon climbing, swimming, diving and splashing at Dunns River Falls or Blue...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$116

YS Falls & Appleton Rum Estate Combo from Montego Bay

This combination experience includes the beautiful YS Falls which boast a magnificent seven-tiered cascading waterfall and Appleton Estate Rum Tour which gives visitors an inside …More

Montego Bay, Jamaica

5.0 (1)

YS Falls & Appleton Rum Estate Combo from Montego Bay

This combination experience includes the beautiful YS Falls which boast a magnificent seven-tiered cascading waterfall and Appleton Estate Rum Tour which gives visitors an inside...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$116

Blue Hole Waterfalls Tour from Montego Bay

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump …More

Montego Bay, Jamaica

5.0 (10)

Blue Hole Waterfalls Tour from Montego Bay

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$116

Half-Day Tour: A Taste of Paradise and History of Antigua

This historical sightseeing tour will introduce you to Antigua's history, heritage and beauty. A visit to Betty's Hope is a must. A former sugar plantation …More

Five Islands Village, Antigua and Barbuda

4.9 (40)

Half-Day Tour: A Taste of Paradise and History of Antigua

This historical sightseeing tour will introduce you to Antigua's history, heritage and beauty. A visit to Betty's Hope is a must. A former sugar plantation...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (40)

from
$115

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do …More

Ocho Rios, Jamaica

4.9 (18)

Blue hole waterfalls + horseback riding combo tour from Ocho Rios

This tour satisfies the people who are looking to have a great/wonderful experience on their vacation, which we think is everyone. Best way to do...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$115

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

A private and customize tour to Ocho Rios and some of it's historical site in a air-conditioned vehicle. Stopping at sites and viewing of bauxite …More

Montego Bay, Jamaica

4.9 (445)

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

A private and customize tour to Ocho Rios and some of it's historical site in a air-conditioned vehicle. Stopping at sites and viewing of bauxite...

8 hours Hotel pickup offered Free Cancellation

4.9 (445)

from
$115

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried …More

5.0 (138)

The Tropical Treasure Hunt

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried...

3 hours Free Cancellation

5.0 (138)

from
$115

Private Bamboo Rafting and Horseback Riding from Ocho Rios

Come experience this adventurous and relaxing adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun …More

Kingston, Jamaica

4.9 (45)

Private Bamboo Rafting and Horseback Riding from Ocho Rios

Come experience this adventurous and relaxing adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$115

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more …More

St. George's, Grenada

4.9 (50)

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more...

4 to 8 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$115

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?