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 →

Private Ultimate Fish, Snorkel & Cruise 3/4 Day on Serendipity

Fish, Snorkel and Cruise Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! …More

5.0 (3)

Private Ultimate Fish, Snorkel & Cruise 3/4 Day on Serendipity

Fish, Snorkel and Cruise Come on board in Turks and Caicos. Our friendly crew will have you smiling and catching fish in no time ! ...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$5,161

Please contact us if you have any questions before booking your tour. More than 1 guests booking this tour only one should book and the …More

Ocho Rios, Jamaica

5.0 (3)

Blue Hole & Beach Transportation Only

Please contact us if you have any questions before booking your tour. More than 1 guests booking this tour only one should book and the...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$55

Dunn's River Falls / Ocho Rios Tour from Kingston

Our day tours to Dunns River Falls and Island Village have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and …More

Kingston, Jamaica

5.0 (3)

Dunn's River Falls / Ocho Rios Tour from Kingston

Our day tours to Dunns River Falls and Island Village have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Kingston Cultural Tour Bob Marley Museum & Emancipation Park

Explore Kingston's vibrant culture with a comprehensive tour that highlights its rich history and musical heritage. Visit the iconic Bob Marley Museum, the heart of …More

Kingston, Jamaica

5.0 (3)

Kingston Cultural Tour Bob Marley Museum & Emancipation Park

Explore Kingston's vibrant culture with a comprehensive tour that highlights its rich history and musical heritage. Visit the iconic Bob Marley Museum, the heart of...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$108

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or …More

Palm - Eagle Beach, Aruba

5.0 (3)

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

Great River Bamboo Rafting & hipstrip Tour

Booking with us you get the best prices and excursions with a professional, knowledgeable and reliable driver/guide who knows the history and road maps of …More

Montego Bay, Jamaica

5.0 (3)

Great River Bamboo Rafting & hipstrip Tour

Booking with us you get the best prices and excursions with a professional, knowledgeable and reliable driver/guide who knows the history and road maps of...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$129

Sightseen tour and Souvenir shopping with private transportation in Montego Bay

Basically this tour offers travelers a completely private shopping experience with any hassle or bombarded with things you’re not interested in buying. This tour allows …More

Montego Bay, Jamaica

5.0 (3)

Sightseen tour and Souvenir shopping with private transportation in Montego Bay

Basically this tour offers travelers a completely private shopping experience with any hassle or bombarded with things you’re not interested in buying. This tour allows...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$50

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving …More

Runaway Bay, Jamaica

5.0 (3)

Ocho Rios: Blue Hole and ATV

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$167

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over …More

Montego Bay, Jamaica

5.0 (3)

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$739

Sand-Covered Beaches This area has so many amazing beaches to explore, including but not limited to: Faro de las Cabezas de San Juan (which includes …More

5.0 (3)

Full Day Eastern Island Tour

Sand-Covered Beaches This area has so many amazing beaches to explore, including but not limited to: Faro de las Cabezas de San Juan (which includes...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$345

This tour is more than just a tour, it’s an experience. Our driver will pick you up and take you to the base of the …More

Soufriere, St Lucia

5.0 (3)

Gros Piton Hike in St. Lucia (Private)

This tour is more than just a tour, it’s an experience. Our driver will pick you up and take you to the base of the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding …More

Montego Bay, Jamaica

5.0 (3)

River Tubing Adventure on the Rio Bueno & Bamboo Beach Club Private Tour

Jamaica's North Coast, lies the scenic tiny seaside village of Rio Bueno. Running alongside this village is the Rio Bueno River. ... The long winding...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

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

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

Bamboo Rafting, Dunns River, Zipline And Horseback Ride Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns …More

Montego Bay, Jamaica

5.0 (3)

Bamboo Rafting, Dunns River, Zipline And Horseback Ride Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$115

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten. …More

5.0 (3)

Sint Maarten Private Sunset Cruise

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten....

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$103

Doctors Cave Beach Roundtrip Tour in Montego Bay

Visit the the famous Doctors cave beach in the Busy Montego Bay Township, this beach is a main choice for tourist who visits the Montego …More

Montego Bay, Jamaica

5.0 (3)

Doctors Cave Beach Roundtrip Tour in Montego Bay

Visit the the famous Doctors cave beach in the Busy Montego Bay Township, this beach is a main choice for tourist who visits the Montego...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$20

Higüey City Private Tour – Culture, History & Local Experience

Unlike large group excursions, this private tour to Higüey offers a fully personalized and authentic experience of Dominican culture — far from the crowds and …More

Punta Cana, Dominican Republic

5.0 (3)

Higüey City Private Tour – Culture, History & Local Experience

Unlike large group excursions, this private tour to Higüey offers a fully personalized and authentic experience of Dominican culture — far from the crowds and...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$259

Saint Lucia: Private Speedboat Tour - Picture Perfect Spots

The Instagram Tour offers a unique opportunity for photography enthusiasts to explore Saint Lucia's stunning scenery. Aboard a private 28-ft speedboat, cruise the scenic west …More

5.0 (3)

Saint Lucia: Private Speedboat Tour - Picture Perfect Spots

The Instagram Tour offers a unique opportunity for photography enthusiasts to explore Saint Lucia's stunning scenery. Aboard a private 28-ft speedboat, cruise the scenic west...

3 hours Free Cancellation

5.0 (3)

from
$89

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?