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 →

Irie Blue Hole is a must experience when visiting Jamaica. Travel in a private vehicle from your Montego Bay hotel through the neighboring community of …More

Montego Bay, Jamaica

3.0 (2)

Irie Blue Hole and Secret Falls Tours

Irie Blue Hole is a must experience when visiting Jamaica. Travel in a private vehicle from your Montego Bay hotel through the neighboring community of...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$75

Saona Island Private luxury Yacht Full day with Snorkeling

Visiting Saona Island on your private yacht is a unique experience, since you have the option of deciding the time you want to spend at …More

3.0 (2)

Saona Island Private luxury Yacht Full day with Snorkeling

Visiting Saona Island on your private yacht is a unique experience, since you have the option of deciding the time you want to spend at...

8 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$2,200

Full Day Private Tour Montego Bay with Lunch Stop From Falmouth

Embark on an unforgettable full-day tour from Falmouth Jamaica cruise port to experience the best highlights of the region. Begin your adventure with a visit …More

Falmouth, Jamaica

3.0 (2)

Full Day Private Tour Montego Bay with Lunch Stop From Falmouth

Embark on an unforgettable full-day tour from Falmouth Jamaica cruise port to experience the best highlights of the region. Begin your adventure with a visit...

5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$95

Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Ocho Rios, Jamaica

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Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$65

Aruba boasts crystal-clear turquoise waters and vibrant coral reefs. Popular snorkeling destinations like Boca Catalina, Malmok Beach, and the renowned WWII Antilla shipwreck are standard …More

Palm - Eagle Beach, Aruba

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Aruba Cave Pool and Beach Tours

Aruba boasts crystal-clear turquoise waters and vibrant coral reefs. Popular snorkeling destinations like Boca Catalina, Malmok Beach, and the renowned WWII Antilla shipwreck are standard...

5 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$600

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover …More

3.0 (2)

Boogies & Polaris Aventura En Buggy en Punta Cana

Aventura Buggy & Polaris is undoubtedly the best adrenaline excursion you will experience in Punta Cana, you will tour the jungle and you will discover...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$45

Green Grotto Caves Excursion from Falmouth

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Falmouth, Jamaica

3.0 (1)

Green Grotto Caves Excursion from Falmouth

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$83

Full-Day Tour of Saona Island from Punta Cana

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) …More

Punta Cana, Dominican Republic

3.0 (1)

Full-Day Tour of Saona Island from Punta Cana

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve)...

10 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$85

The boogies tour,have , 3 scheduled tours 7,45.am 10:45am 1:50pm Pick up and drop off From your hotel to ranch Professional friendly guide with local …More

3.0 (1)

folietrip Off road trip

The boogies tour,have , 3 scheduled tours 7,45.am 10:45am 1:50pm Pick up and drop off From your hotel to ranch Professional friendly guide with local...

4 to 10 minutes Free Cancellation

3.0 (1)

from
$50

YS Falls and Floyds Pelican Bar Private Tour

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the …More

Montego Bay, Jamaica

3.0 (1)

YS Falls and Floyds Pelican Bar Private Tour

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the...

7 to 8 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$120

ATV Adventure & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our ATV Adventure & Catamaran Cruise offers the perfect blend of Jamaican adventure and Caribbean relaxation in one exciting experience. Instead of spending your day …More

Lucea, Jamaica

3.0 (1)

ATV Adventure & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our ATV Adventure & Catamaran Cruise offers the perfect blend of Jamaican adventure and Caribbean relaxation in one exciting experience. Instead of spending your day...

5 to 15 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$450

Can you imagine having fresh lobsters with some ice cold red stripe beer in the middle of the ocean watching the beautiful sunset in the …More

Negril, Jamaica

3.0 (1)

Floyd's Pelican Bar

Can you imagine having fresh lobsters with some ice cold red stripe beer in the middle of the ocean watching the beautiful sunset in the...

4 to 6 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$185

Full-Day Combo Tour Seven Mile Beach and Ricks Cafe

After pickup from your hotel, get driven along the north coast of Jamaica to the resort town of Negril. Once there, spend the day exploring …More

Montego Bay, Jamaica

3.0 (1)

Full-Day Combo Tour Seven Mile Beach and Ricks Cafe

After pickup from your hotel, get driven along the north coast of Jamaica to the resort town of Negril. Once there, spend the day exploring...

5 to 7 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$65

The Vermont Nature Trail takes you through a lush rainforest with an amazing variety of tropical flora, ending up with beautiful scenery and a chance …More

Kingstown, St Vincent and the Grenadines

3.0 (1)

Vermont Nature Trail Hike

The Vermont Nature Trail takes you through a lush rainforest with an amazing variety of tropical flora, ending up with beautiful scenery and a chance...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.0 (1)

from
$51

Experience the Best of Negril: Seven Mile Beach & Sunset at Rick’s Café Discover the true spirit of Jamaica with an unforgettable day in Negril! …More

Lucea, Jamaica

3.0 (1)

Negril Seven Mile Beach & Ricks Cafe

Experience the Best of Negril: Seven Mile Beach & Sunset at Rick’s Café Discover the true spirit of Jamaica with an unforgettable day in Negril!...

2 to 3 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$41

Experience the thrill of driving yourself on a guided Jeep 4x4 Adventure Tour on the island of Jost Van Dayke in the Virgin Islands We …More

Tortola, British Virgin Islands

3.0 (1)

Jost Van Dyke Jeep 4x4 Adventure Tour

Experience the thrill of driving yourself on a guided Jeep 4x4 Adventure Tour on the island of Jost Van Dayke in the Virgin Islands We...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$875

Black River Safari plus YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear …More

Montego Bay, Jamaica

3.0 (1)

Black River Safari plus YS Falls Private Tour

Drive through the countryside and mountains and board a shaded open-air boat for unobstructed views of the Black River's bird life, crocodiles, and scenery. Hear...

6 to 8 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$123

Private party boat in Punta Cana (Half Day)

To privatize this great experience of a catamaran you only need 15 people minimum or payment equal to. This custom designed boat holds as many …More

Punta Cana, Dominican Republic

3.0 (1)

Private party boat in Punta Cana (Half Day)

To privatize this great experience of a catamaran you only need 15 people minimum or payment equal to. This custom designed boat holds as many...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$1,125

Transportation to Horse Back Ride & Swim Adventure from Ocho Rios

Travelers will enjoy a comfortable,spacious bus or van with experienced drivers and knowledgeable guides that will make travelers pick up and drop off experience to …More

Ocho Rios, Jamaica

3.0 (1)

Transportation to Horse Back Ride & Swim Adventure from Ocho Rios

Travelers will enjoy a comfortable,spacious bus or van with experienced drivers and knowledgeable guides that will make travelers pick up and drop off experience to...

2 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$45

Private Best Nightclub Tour and Transfer from Ocho Rios Jamaica

Dance the night away at Ocho Rios' hottest clubs on this personalized excursion, a great choice for travelers celebrating a special occasion. With this tour, …More

Runaway Bay, Jamaica

3.0 (1)

Private Best Nightclub Tour and Transfer from Ocho Rios Jamaica

Dance the night away at Ocho Rios' hottest clubs on this personalized excursion, a great choice for travelers celebrating a special occasion. With this tour,...

3 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$70

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?