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 →

Secret Falls Blue Hole And zipline Adventure from Ocho Rios

Get ready for the ultimate Jamaican adventure! Start your day flying high above the treetops with an exciting zipline experience, gliding through the lush rainforest …More

Ocho Rios, Jamaica

5.0 (2)

Secret Falls Blue Hole And zipline Adventure from Ocho Rios

Get ready for the ultimate Jamaican adventure! Start your day flying high above the treetops with an exciting zipline experience, gliding through the lush rainforest...

5 hours Free Cancellation

5.0 (2)

from
$210

ATV & Horseback Riding combo tour Montego Bay with Pickup

Experience a day of adventure on this combo tour, which includes an exciting off road ATV Ride along with Horsebackriding N swim tour. You will …More

Montego Bay, Jamaica

5.0 (2)

ATV & Horseback Riding combo tour Montego Bay with Pickup

Experience a day of adventure on this combo tour, which includes an exciting off road ATV Ride along with Horsebackriding N swim tour. You will...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$189

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Ocho Rios, Jamaica

5.0 (2)

Devon House & Ice Cream from Ocho Rios

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$174

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled …More

Montego Bay, Jamaica

5.0 (2)

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through …More

Soufriere, St Lucia

5.0 (2)

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through...

6 hours Free Cancellation

5.0 (2)

from
$90

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to …More

Runaway Bay, Jamaica

5.0 (2)

Bob Marley Museum Tour from Runaway Bay

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$128

Long Bay, Devil's Bridge and Pigeon Point Beach: Life's A Beach Crawl!

With 365 beaches it's hard to choose, so we'll choose for you. Long Bay, one of the islands favorites, with its powder soft white sand …More

Five Islands Village, Antigua and Barbuda

5.0 (2)

Long Bay, Devil's Bridge and Pigeon Point Beach: Life's A Beach Crawl!

With 365 beaches it's hard to choose, so we'll choose for you. Long Bay, one of the islands favorites, with its powder soft white sand...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$106

our tour is the most complete activity in this area, first on the yacht you have 3 cabins with airconditioning , 45 minutes too get …More

Punta Cana, Dominican Republic

5.0 (2)

Catalina Yacht Private

our tour is the most complete activity in this area, first on the yacht you have 3 cabins with airconditioning , 45 minutes too get...

7 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$2,200

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one …More

5.0 (2)

Charter Full day Fajardo to Vieques

The day consists of visiting the Punta Arena Vieques, where we will do guided snorkeling with the sea turtles, and then we will see one...

7 hours 30 minutes Free Cancellation

5.0 (2)

from
$1,520

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds …More

5.0 (2)

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds...

2 hours Free Cancellation

5.0 (2)

from
$500

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons …More

Puerto Plata, Dominican Republic

5.0 (2)

Walking tours of Puerto Plata from Taino bay cruise port

Take control of your day. This is a private adventure designed for you to be the director of your own experience in Puerto Plata. Reasons...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$40

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port, …More

Nassau, Bahamas

5.0 (2)

Enjoy Island Tour with Bahamas Private Transport And Tours Company Ltd

This tour includes the viewing of Fort Montague, the queens staircase, the Rum Cake factory, john watlings Distillery, Graycliff, the pompey square, the cruise port,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$132

West Coast Beer Tasting Adventure in Puerto Rico

Explore the Craft: West Coast Brewery Tour What sets us apart? We are the first brewery tour on the island to exclusively visit locally owned …More

5.0 (2)

West Coast Beer Tasting Adventure in Puerto Rico

Explore the Craft: West Coast Brewery Tour What sets us apart? We are the first brewery tour on the island to exclusively visit locally owned...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$200

Full-Day Private Boat Charter Caribbean adventure

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Decks DE stern and …More

5.0 (2)

Full-Day Private Boat Charter Caribbean adventure

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Decks DE stern and...

6 hours Free Cancellation

5.0 (2)

from
$1,779

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (2)

Black River Safari, YS Falls and Flyod's Pelican Bar

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$166

Horseback Ride, ATV and Catamaran Party Cruise from Montego Bay

If you are adventurous or love the ocean then we are sure you will enjoy this tour. Explore the fun of riding and having a …More

Montego Bay, Jamaica

5.0 (2)

Horseback Ride, ATV and Catamaran Party Cruise from Montego Bay

If you are adventurous or love the ocean then we are sure you will enjoy this tour. Explore the fun of riding and having a...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$280

Appleton Rum Tour and Floyd’s Pelican Bar from Montego Bay Hotels and Villas

Take a tour of the South Coast of Jamaica to visit the Appleton Estate. Your guide who will outline the secret behind one of the …More

Montego Bay, Jamaica

5.0 (2)

Appleton Rum Tour and Floyd’s Pelican Bar from Montego Bay Hotels and Villas

Take a tour of the South Coast of Jamaica to visit the Appleton Estate. Your guide who will outline the secret behind one of the...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$200

4-Hour VIP Coco Bongo and Club Hopping Private Guided Tour

Many people like to go out at night and see the night life here, but are worried for safety and having the confidence in who …More

Punta Cana, Dominican Republic

5.0 (2)

4-Hour VIP Coco Bongo and Club Hopping Private Guided Tour

Many people like to go out at night and see the night life here, but are worried for safety and having the confidence in who...

4 hours Free Cancellation

5.0 (2)

from
$550

Ahhh Ras Natango Gallery and Garden Private Tour &Transportation

Follow a guide through the serene gardens, taking in sights of hummingbirds and indigenous Jamaican plants. Listen to guided commentary as you explore, then end …More

Montego Bay, Jamaica

5.0 (2)

Ahhh Ras Natango Gallery and Garden Private Tour &Transportation

Follow a guide through the serene gardens, taking in sights of hummingbirds and indigenous Jamaican plants. Listen to guided commentary as you explore, then end...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$105

Negril Day Experience -From Montego Bay, Negril, Ocho Rios

Stop At: Seven Mile Beach, Negril Jamaica The first stop is by Margarita Ville, where you get to enjoy the 7 mile stretch of White …More

Lucea, Jamaica

5.0 (2)

Negril Day Experience -From Montego Bay, Negril, Ocho Rios

Stop At: Seven Mile Beach, Negril Jamaica The first stop is by Margarita Ville, where you get to enjoy the 7 mile stretch of White...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

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?