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 →

Aruba Private Tour with SeaFood/Caribbean Food Included

On this private island tour you will see the best that Aruba has to offer, All the high lights and exciting attractions, beautiful beaches, historic …More

Palm - Eagle Beach, Aruba

5.0 (22)

Aruba Private Tour with SeaFood/Caribbean Food Included

On this private island tour you will see the best that Aruba has to offer, All the high lights and exciting attractions, beautiful beaches, historic...

4 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$225

This tour is designed to enables our guests to view and have a detailed history of the island of st.kitts. It highlights our rich European …More

5.0 (22)

St. Kitts Full Island Excursion

This tour is designed to enables our guests to view and have a detailed history of the island of st.kitts. It highlights our rich European...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$260

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety …More

4.8 (22)

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety...

3 hours 30 minutes Free Cancellation

4.8 (22)

from
$1,200

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La …More

4.8 (22)

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La...

2 hours Free Cancellation

4.8 (22)

from
$479

Private Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference …More

5.0 (22)

Private Sunset Catamaran Adventure Cruise with Open Bar

This sunset cruise is the perfect combination of a relaxing and exiting experience. You will be able to adjust the cruise to your personal preference...

2 hours

5.0 (22)

from
$1,800

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea. …More

5.0 (22)

Private Boat Party in Punta Cana

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea....

3 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$70

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative …More

Ocho Rios, Jamaica

5.0 (22)

Private Tour from Ocho Rios to Negril Beach and Ricks Cafe

WELCOME TO TOUR JAMAICA TODAY. Rick's Cafe was the first public bar and restaurant of its type on the West End Cliffs, offering an alternative...

1 day Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

Treat yourself to a day in paradise with a scenic drive along Jamaica’s coastline to Negril, home of the world-famous Seven Mile Beach. Sink your …More

Montego Bay, Jamaica

5.0 (22)

Negril 7 Mile Beach and Rick's Cafe Tour From Montego Bay Jamaica

Treat yourself to a day in paradise with a scenic drive along Jamaica’s coastline to Negril, home of the world-famous Seven Mile Beach. Sink your...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$48

7 Hour Private Catamaran Sail, Snorkel and Beach BBQ Grace Bay, Providenciales

GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full …More

5.0 (22)

7 Hour Private Catamaran Sail, Snorkel and Beach BBQ Grace Bay, Providenciales

GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full...

7 hours

5.0 (22)

from
$5,320

Private Sunset Dinner Cruise in Bonaire w/ Sailing & Snorkeling

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30 …More

5.0 (22)

Private Sunset Dinner Cruise in Bonaire w/ Sailing & Snorkeling

This private tour has it all! Sailing, snorkeling, sunset dinner cruise, and star-gazing. Our 4.5 hour tour starts at 3:00 p.m. and ends at 7:30...

4 hours 30 minutes

5.0 (22)

from
$2,499

Make the most of your time in port in Falmouth with a shore excursion to the island’s top spots the Blue hole or Secrets Falls. …More

Trelawny, Jamaica

5.0 (22)

Blue Hole Adventure from Falmouth

Make the most of your time in port in Falmouth with a shore excursion to the island’s top spots the Blue hole or Secrets Falls....

6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$96

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on …More

Santo Domingo, Dominican Republic

5.0 (22)

Santo Domingo Unfiltered : Gualey//Colonial Area (PRIVATE TOUR)

From Gualey to the Colonial Zone – A Journey Through the Soul of Santo Domingo Don’t miss this unique experience in Santo Domingo! Embark on...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$100

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour …More

5.0 (21)

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (21)

from
$138

Kayak or Paddleboard Rentals Sosua, Cosita Rica, Neptuno Beach

You will experience a relaxing excursion where you can rent a kayak or a paddleboard where you can see the natural environment of the La …More

4.9 (21)

Kayak or Paddleboard Rentals Sosua, Cosita Rica, Neptuno Beach

You will experience a relaxing excursion where you can rent a kayak or a paddleboard where you can see the natural environment of the La...

1 day Free Cancellation

4.9 (21)

from
$55

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning …More

Bridgetown, Barbados

5.0 (21)

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning...

5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$405

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day …More

Montego Bay, Jamaica

4.8 (21)

Ocho Rios ATV, Horseback Riding, Dunn's River and Bamboo Rafting

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Bamboo Rafting with Limestone Massage and climb Dunn's River Falls. During this half-day...

10 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$276

Sample mouth-watering local treats and delicacies as we take you on a food tasting journey that will move you through the Caribbean to Africa, Europe, …More

4.9 (21)

Food Tour- Taste of St.Lucia

Sample mouth-watering local treats and delicacies as we take you on a food tasting journey that will move you through the Caribbean to Africa, Europe,...

60 to 90 minutes Free Cancellation

4.9 (21)

from
$65

Fully Customized Private Saint Lucia Soufriere Land Experience

Create your perfect day in paradise with our Private, Fully Customizable Soufrière Experience. This isn’t your typical tour — it’s your day, your pace, and …More

Anse La Raye, St Lucia

4.8 (21)

Fully Customized Private Saint Lucia Soufriere Land Experience

Create your perfect day in paradise with our Private, Fully Customizable Soufrière Experience. This isn’t your typical tour — it’s your day, your pace, and...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$130

Visit one of Jamaica's top natural attractions — The Blue Hole in Ocho Rios. With private round trip transportation provided, all you have to do …More

Falmouth, Jamaica

5.0 (21)

Private Blue Hole Tour from Montego Bay

Visit one of Jamaica's top natural attractions — The Blue Hole in Ocho Rios. With private round trip transportation provided, all you have to do...

2 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$60

Zipline & Damajagua Waterfalls Adventure

The tour will begin with the equipment with a life jacket, protective helmet and bottled water for a walk of about 15 minutes to reach …More

4.8 (21)

Zipline & Damajagua Waterfalls Adventure

The tour will begin with the equipment with a life jacket, protective helmet and bottled water for a walk of about 15 minutes to reach...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$125

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?