Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts 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: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take …More

5.0 (10)

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$144

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes …More

Kingston, Jamaica

5.0 (10)

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes...

4 hours Free Cancellation

5.0 (10)

from
$150

Bamboo Rafting, ATV & Ricks Cafe Combo Tour From Montego Bay

This Combo tour gives travelers the opportunity to enjoy 3 of Jamaica's Most popular & exciting activities all in one. Bamboo river rafting with limestone …More

Montego Bay, Jamaica

5.0 (10)

Bamboo Rafting, ATV & Ricks Cafe Combo Tour From Montego Bay

This Combo tour gives travelers the opportunity to enjoy 3 of Jamaica's Most popular & exciting activities all in one. Bamboo river rafting with limestone...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$125

VIP Private Bob Marley Nine Mile & Dunn’s River Falls Experience

What Makes This Tour Unique? This experience combines two powerful sides of Jamaica — reggae legacy and natural adventure — in one unforgettable private journey. …More

Montego Bay, Jamaica

4.8 (10)

VIP Private Bob Marley Nine Mile & Dunn’s River Falls Experience

What Makes This Tour Unique? This experience combines two powerful sides of Jamaica — reggae legacy and natural adventure — in one unforgettable private journey....

4 to 7 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$178

Combo Monkeys & plantation & city tours amber cove and Taino bay

Live the ultimate experience of Puerto Plata in just one day! This unique excursion combines the joy of nature with the cultural richness of the …More

Cabarete, Dominican Republic

5.0 (10)

Combo Monkeys & plantation & city tours amber cove and Taino bay

Live the ultimate experience of Puerto Plata in just one day! This unique excursion combines the joy of nature with the cultural richness of the...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$120

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample …More

4.8 (10)

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample...

6 hours Free Cancellation

4.8 (10)

from
$1,950

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse, …More

Montego Bay, Jamaica

5.0 (10)

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$60

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

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

Trelawny, Jamaica

5.0 (10)

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

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

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$80

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes …More

Montego Bay, Jamaica

5.0 (10)

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$75

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect …More

Montego Bay, Jamaica

5.0 (10)

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$119

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this …More

Falmouth, Jamaica

4.8 (10)

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$60

ATV, Horseback Ride & Ricks Cafe Sunset Tour From Montego Bay

Experience a day of adventure on this combo tour, which includes an exciting off road ATV tour , Horseback-riding and a Visit to the world …More

Montego Bay, Jamaica

5.0 (10)

ATV, Horseback Ride & Ricks Cafe Sunset Tour From Montego Bay

Experience a day of adventure on this combo tour, which includes an exciting off road ATV tour , Horseback-riding and a Visit to the world...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$129

Explore Montego Bay Jamaica Private Tour to Green Gratto Cave

This is a slavery historical attraction, whenever you enter inside it’s a real sensual slavery feeling. …More

Runaway Bay, Jamaica

5.0 (10)

Explore Montego Bay Jamaica Private Tour to Green Gratto Cave

This is a slavery historical attraction, whenever you enter inside it’s a real sensual slavery feeling....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$128

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle …More

5.0 (10)

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle...

3 hours Free Cancellation

5.0 (10)

from
$575

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to …More

Falmouth, Jamaica

4.8 (10)

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to...

8 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$240

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters …More

Falmouth, Jamaica

5.0 (10)

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$90

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this …More

Fajardo, Puerto Rico

5.0 (10)

Private Meet your Guide El Yunque and Waterslides Adventure

Connect with nature and breathe in the fresh air on this exhilarating tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make this...

5 hours 30 minutes Free Cancellation

5.0 (10)

from
$600

YS Falls and Appleton Estate Private Rum Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

4.9 (10)

YS Falls and Appleton Estate Private Rum Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

8 to 10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$146

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 Private Martha Brae Rafting Tour from Montego Bay

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 40 …More

Montego Bay, Jamaica

5.0 (10)

Half-Day Private Martha Brae Rafting Tour from Montego Bay

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 40...

4 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$130

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?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?