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 →

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along …More

4.7 (36)

Private Mountain Bike Tour in Aruba

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along...

2 hours Hotel pickup offered Free Cancellation

4.7 (36)

from
$90

Montego Bay Bamboo Rafting Tour with Clear Kayak Photoshoot

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 (6)

Montego Bay Bamboo Rafting Tour with Clear Kayak Photoshoot

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...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$120

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike …More

5.0 (5)

Private “Sail & Hike” Tour of Grenada

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike...

8 hours Free Cancellation

5.0 (5)

from
$302

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s …More

Montego Bay, Jamaica

5.0 (3)

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$103

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort …More

Montego Bay, Jamaica

4.8 (16)

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$145

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure …More

Montego Bay, Jamaica

4.9 (12)

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$98

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and …More

Grand Cayman, Cayman Islands

5.0 (8)

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and...

2 hours Free Cancellation

5.0 (8)

from
$500

Blue Hole and ATV Adventure from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Ocho Rios, Jamaica

5.0 (6)

Blue Hole and ATV Adventure from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$200

See the town of Negril and what its all about like our local communities you can also customize your tour of negril also if you …More

Negril, Jamaica

4.9 (13)

Private and Customize Negril Day Tour

See the town of Negril and what its all about like our local communities you can also customize your tour of negril also if you...

4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$130

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach …More

4.9 (16)

Waterfall And Champagne Reef Adventure

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$120

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

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving …More

Grand Anse, Grenada

4.8 (14)

Fun Tours in Grenada

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving...

4 to 8 hours Hotel pickup offered Free Cancellation

4.8 (14)

from
$250

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

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian …More

Kingston, Jamaica

5.0 (4)

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$139

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (6)

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$90

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Negril, Jamaica

4.3 (6)

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$170

5 Hour Tour at Dark View Falls and Pirates of the Caribbean Set

Get a highlight tour of St. Vincent from the capital Kingstown on your way to our first location Dark View Falls. Pit stops can be …More

Kingstown, St Vincent and the Grenadines

4.9 (17)

5 Hour Tour at Dark View Falls and Pirates of the Caribbean Set

Get a highlight tour of St. Vincent from the capital Kingstown on your way to our first location Dark View Falls. Pit stops can be...

5 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$300

Seven Mile Beach and Rick’s Cafe Private Tour

Negril is known for its miles of sandy beaches on shallow bays with calm, turquoise waters. Seven Mile Beach. Negril is calm and tranquil and …More

Montego Bay, Jamaica

5.0 (17)

Seven Mile Beach and Rick’s Cafe Private Tour

Negril is known for its miles of sandy beaches on shallow bays with calm, turquoise waters. Seven Mile Beach. Negril is calm and tranquil and...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$49

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

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in …More

Ocho Rios, Jamaica

5.0 (16)

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$60

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?