Top Caribbean Private Sightseeing Tours

Q: 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: Taste of Otrobanda: SelfGuided Food Culture & Murals tour. Bob Marley Nine Mile Tour from Falmouth Great River Bamboo Rafting and Bird Sanctuary Combine Tour From Montego Bay Luxury Island Platinum Tour Negril Seven Miles Beach And Ricks Cafe Tour

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly 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 →

Bob Marley Mausoleum Tour, Nine Miles Jamaica from Montego Bay

Have a mystical experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Mausoleum Tour, Nine Miles Jamaica from Montego Bay

Have a mystical experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$260

Barbados Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take …More

4.9 (14)

Barbados Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$262

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's …More

Kingston, Jamaica

5.0 (1)

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$263

Private Full Day Snorkel Soufriere Charter

Escape your day to day life and discover serenity aboard our vessel,Wild Dreams. Our private snorkeling trip combines an exploration of the stunningly abundant alive …More

Anse La Raye, St Lucia

5.0 (19)

Private Full Day Snorkel Soufriere Charter

Escape your day to day life and discover serenity aboard our vessel,Wild Dreams. Our private snorkeling trip combines an exploration of the stunningly abundant alive...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$265

Triple Play Experience - ATV,ZipLine,HorseBack Riding,Water Falls

With Island Triple Experience, where nature adventurers can experience the best of Jamaica. Your Island Triple Combo Package gives you access to three adventures, Zipline, …More

Montego Bay, Jamaica

5.0 (2)

Triple Play Experience - ATV,ZipLine,HorseBack Riding,Water Falls

With Island Triple Experience, where nature adventurers can experience the best of Jamaica. Your Island Triple Combo Package gives you access to three adventures, Zipline,...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$265

Rasta Safari Atv Experience and Rick's Cafe Private Tour

This is a unique tour. A tour that shows you a unique way of living in the country side of Jamaica. Hop on an ATV …More

Montego Bay, Jamaica

5.0 (4)

Rasta Safari Atv Experience and Rick's Cafe Private Tour

This is a unique tour. A tour that shows you a unique way of living in the country side of Jamaica. Hop on an ATV...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$265

River Tubing, Horseback Riding and Blue Hole from Montego Bay

This is a customized hassle free, on the budget day tour. Boarding from Montego Bay along the coast to Ocho Rios. Pickup from all major …More

Falmouth, Jamaica

5.0 (4)

River Tubing, Horseback Riding and Blue Hole from Montego Bay

This is a customized hassle free, on the budget day tour. Boarding from Montego Bay along the coast to Ocho Rios. Pickup from all major...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$265

Horseback Riding, Blue Hole, Dunn's River, River Rafting and Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest. Enjoy 4 or the 5 activities in 1 day. …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding, Blue Hole, Dunn's River, River Rafting and Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest. Enjoy 4 or the 5 activities in 1 day....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$265

Private Bob Marley Nine Mile & Kingston Tour Combo from Runaway Bay

This full day Bob Marley Reggae tour will take you to two of the legend's museums plus all of the late singer’s popular hangouts in …More

Runaway Bay, Jamaica

5.0 (1)

Private Bob Marley Nine Mile & Kingston Tour Combo from Runaway Bay

This full day Bob Marley Reggae tour will take you to two of the legend's museums plus all of the late singer’s popular hangouts in...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$265

Martha Brae Rafting, Horseback Riding and Luminous Lagoon - Triple Treat

Falmouth Triple Treat experience of rafting on the Martha Brae, horseback ride and swim at Braco Stables and the bio-luminescent exploration of Luminous Lagoon is …More

Montego Bay, Jamaica

5.0 (6)

Martha Brae Rafting, Horseback Riding and Luminous Lagoon - Triple Treat

Falmouth Triple Treat experience of rafting on the Martha Brae, horseback ride and swim at Braco Stables and the bio-luminescent exploration of Luminous Lagoon is...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$266

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in …More

Great Exuma, Bahamas

5.0 (12)

Crystal Bay Exuma Private Boat Tours & Fishing Charters

Our services are the private boat tour and fishing charter which allows the comfort and bliss of knowing you can enjoy your dream vacation in...

4 to 8 hours Free Cancellation

5.0 (12)

from
$266

Sand n Saddle Horseback Ride & Swim Tour from Falmouth

A truly fun and memorable equestrian experience for the whole family! Your Sand N Saddle horseback adventure along the scenic countryside and in the Caribbean …More

Falmouth, Jamaica

5.0 (9)

Sand n Saddle Horseback Ride & Swim Tour from Falmouth

A truly fun and memorable equestrian experience for the whole family! Your Sand N Saddle horseback adventure along the scenic countryside and in the Caribbean...

3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$267

River Tubing, Dunns River Falls & ZipLine tour from Montego Bay

A river tubing, zip line, and Dunn's River Falls tour is an exciting and adventurous excursion that combines three thrilling activities in one. First, you …More

Montego Bay, Jamaica

5.0 (1)

River Tubing, Dunns River Falls & ZipLine tour from Montego Bay

A river tubing, zip line, and Dunn's River Falls tour is an exciting and adventurous excursion that combines three thrilling activities in one. First, you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$269

Dark View Falls Tour and Beach - Private Tour

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs …More

Kingstown, St Vincent and the Grenadines

4.4 (9)

Dark View Falls Tour and Beach - Private Tour

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs...

5 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$269

This is a CASHLESS AND HASSLE FREE Day Tour, starts from Montego Bay goes through the mountainous terrain of Jamaica south coast, and passes under …More

Montego Bay, Jamaica

5.0 (11)

Explore Montego Bay Jamaica to Pelican Bar & Appleton Rum Factory

This is a CASHLESS AND HASSLE FREE Day Tour, starts from Montego Bay goes through the mountainous terrain of Jamaica south coast, and passes under...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$269

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of …More

Five Islands Village, Antigua and Barbuda

5.0 (11)

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of...

60 to 255 minutes Hotel pickup offered Free Cancellation

5.0 (11)

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

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?

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?