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 →

Create-Your-Own Luxury Adventure in Bimini with photographer

The Be Your Own Captain adventures offer guests the perfect opportunity to enjoy the turquoise waters at their own pace and in complete privacy. Whether …More

5.0 (4)

Create-Your-Own Luxury Adventure in Bimini with photographer

The Be Your Own Captain adventures offer guests the perfect opportunity to enjoy the turquoise waters at their own pace and in complete privacy. Whether...

3 hours Free Cancellation

5.0 (4)

from
$1,300

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

Embark on an unforgettable adventure, with our exclusive Private Pink Sand Beach Tour. This unique experience combines the stunning beauty of the island's famous pink …More

5.0 (4)

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

Embark on an unforgettable adventure, with our exclusive Private Pink Sand Beach Tour. This unique experience combines the stunning beauty of the island's famous pink...

8 hours Free Cancellation

5.0 (4)

from
$8,500

Private Tour of El Yunque Rainforest from San Juan

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that …More

Isla Verde, Puerto Rico

4.8 (4)

Private Tour of El Yunque Rainforest from San Juan

Visit a different area of the El Yunque Rainforest. With the guidance of your private guide you will embark on an estimate 30-minute hike that...

7 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$990

Bamboo Rafting, Dunn's River Falls and Horseback Riding Private Tour

You will get the chance to visit three locations in one day for one price. This is a super saver deal. First stop at Experience …More

Montego Bay, Jamaica

5.0 (4)

Bamboo Rafting, Dunn's River Falls and Horseback Riding Private Tour

You will get the chance to visit three locations in one day for one price. This is a super saver deal. First stop at Experience...

6 to 9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$209

Jet Car, Jet Ski & Parasailing -From MoBay, Negril, Ocho Rios

The Jet Car, Jet Ski & Parasailing Tour combines three thrilling water adventures into one unforgettable Jamaican experience. Enjoy the excitement of riding across the …More

Lucea, Jamaica

5.0 (4)

Jet Car, Jet Ski & Parasailing -From MoBay, Negril, Ocho Rios

The Jet Car, Jet Ski & Parasailing Tour combines three thrilling water adventures into one unforgettable Jamaican experience. Enjoy the excitement of riding across the...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$260

Custom COMBO to Mystic Mountain, Dunns River Falls & Blue Hole

Get the MOST out of your vacation to Jamaica with this Customizable DOUBLE OR TRIPLE COMBO! (Be sure to select the right options at checkout.) …More

Montego Bay, Jamaica

5.0 (4)

Custom COMBO to Mystic Mountain, Dunns River Falls & Blue Hole

Get the MOST out of your vacation to Jamaica with this Customizable DOUBLE OR TRIPLE COMBO! (Be sure to select the right options at checkout.)...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$45

Bob Marley Nine Mile Private Tour from Montego Bay

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers, …More

Montego Bay, Jamaica

5.0 (4)

Bob Marley Nine Mile Private Tour from Montego Bay

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$129

Private Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep …More

St. George's, Grenada

5.0 (4)

Private Grenada Half-day River Tubing, Lake & Annandale Falls

Explorer Grenada Tours stands out from other tour companies in Grenada due to our unwavering commitment to providing unparalleled experiences, exceptional service, and a deep...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

Visit Local Bars at Art District in San Juan

Most visited bars are located at Old San Juan or Condado. If you are looking for cool spots to have a few drinks and a …More

5.0 (4)

Visit Local Bars at Art District in San Juan

Most visited bars are located at Old San Juan or Condado. If you are looking for cool spots to have a few drinks and a...

3 hours Free Cancellation

5.0 (4)

from
$118

Ricks Cafe, Shopping & 7 Mile Beach- Day Trip to Negril

Experience MORE of Jamaica by taking a trip down to the popular NEGRIL. In this triple combo (customizable) tour, you get to experience what people …More

Montego Bay, Jamaica

5.0 (4)

Ricks Cafe, Shopping & 7 Mile Beach- Day Trip to Negril

Experience MORE of Jamaica by taking a trip down to the popular NEGRIL. In this triple combo (customizable) tour, you get to experience what people...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$34

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural …More

Santo Domingo, Dominican Republic

5.0 (4)

Private Historical Scenic Tour in Santo Domingo Colonial

This private historical tour explores Santo Domingo Old Town, a UNESCO Heritage site shaped by ancient civilization. You walk through Colonial Zone streets where cultural...

8 hours Hotel pickup offered

5.0 (4)

from
$449

Private Luminous Lagoon Tour from Montego Bay

We give outstanding customer services and we are not afraid to go above and beyond for our clients to ensure that they are happy and …More

Trelawny, Jamaica

5.0 (4)

Private Luminous Lagoon Tour from Montego Bay

We give outstanding customer services and we are not afraid to go above and beyond for our clients to ensure that they are happy and...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$65

Dwight Harvey Tour provides the most anticipated tour journey, taking on some of the top destination spots such as dunns river falls in St.Ann at the most …More

Trelawny, Jamaica

4.8 (4)

Dunns River Falls Private Day Tour

Dwight Harvey Tour provides the most anticipated tour journey, taking on some of the top destination spots such as dunns river falls in St.Ann at the most...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$47

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour …More

Trelawny, Jamaica

5.0 (4)

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

This is a private and customize tour where your request can be fulfilled so whatever you want don’t be afraid to ask your driver/ tour...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of …More

Montego Bay, Jamaica

5.0 (4)

Jet Ski and Beach Day Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$175

Grand Cayman Private Customized Bus Tour

Gather a group of friends or family and get ready to explore Grand Cayman at your own pace on this 3 hour private guided bus …More

Grand Cayman, Cayman Islands

5.0 (4)

Grand Cayman Private Customized Bus Tour

Gather a group of friends or family and get ready to explore Grand Cayman at your own pace on this 3 hour private guided bus...

3 hours Free Cancellation

5.0 (4)

from
$1,300

Ride the Waves in Puerto Rico-Surfing Lessons

Led by our awesome team of local surf pros—who’ve been with us since we opened in 2012—you’ll learn everything from popping up on the board …More

5.0 (4)

Ride the Waves in Puerto Rico-Surfing Lessons

Led by our awesome team of local surf pros—who’ve been with us since we opened in 2012—you’ll learn everything from popping up on the board...

2 hours Free Cancellation

5.0 (4)

from
$125

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour …More

Soufriere, St Lucia

5.0 (4)

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$498

Private Bob Marley's Resting place, Dunn's River and shopping

When traveling with Oe Tours there is no rush to our services. We try our best to make our customers as comfortable as possible. We …More

Runaway Bay, Jamaica

5.0 (4)

Private Bob Marley's Resting place, Dunn's River and shopping

When traveling with Oe Tours there is no rush to our services. We try our best to make our customers as comfortable as possible. We...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$48

This is the best tour so far, sail on the coastline, site seeing view , we welcome the guess with some brindis , we sail …More

Punta Cana, Dominican Republic

5.0 (4)

Catamaran Private Group Tour

This is the best tour so far, sail on the coastline, site seeing view , we welcome the guess with some brindis , we sail...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,500

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?