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 transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in …More

Montego Bay, Jamaica

5.0 (28)

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$121

3 Hours Luxury Mercedes Van Tour in Saint Thomas

Experience the ultimate in personalized exploration with our exclusive guided tour aboard a luxurious Mercedes Sprinter Van, designed to comfortably accommodate up to 11 passengers …More

5.0 (27)

3 Hours Luxury Mercedes Van Tour in Saint Thomas

Experience the ultimate in personalized exploration with our exclusive guided tour aboard a luxurious Mercedes Sprinter Van, designed to comfortably accommodate up to 11 passengers...

3 hours Free Cancellation

5.0 (27)

from
$750

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour …More

Tortola, British Virgin Islands

5.0 (27)

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$150

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While …More

4.9 (27)

Bob Marley 9 Miles Tour

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$91

Montego Bay Highlights, Margaritaville & Shopping Tour

Experience the fascinating history and vibrant culture of Montego Bay with Fun, Sun and Sand Tours! Our private historical and culture tour offers a customizable …More

Lucea, Jamaica

4.8 (27)

Montego Bay Highlights, Margaritaville & Shopping Tour

Experience the fascinating history and vibrant culture of Montego Bay with Fun, Sun and Sand Tours! Our private historical and culture tour offers a customizable...

4 hours Hotel pickup offered Free Cancellation

4.8 (27)

from
$62

Private Morning Half-Day Snorkeling Trip

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

5.0 (27)

Private Morning Half-Day Snorkeling Trip

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

2 to 4 hours

5.0 (27)

from
$2,540

Set sail along the stunning coast of Punta Cana on a new and comfortable catamaran for an unforgettable adventure. Groups of up to 10 passengers …More

5.0 (27)

Private Party Boat with Brunch

Set sail along the stunning coast of Punta Cana on a new and comfortable catamaran for an unforgettable adventure. Groups of up to 10 passengers...

3 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$1,200

Experience Antigua ( 2 persons and above only )

Our tour package offers a compact day tour visiting some of our islands rich historical sites, while enjoying drinks on board our lovely air conditioned …More

Five Islands Village, Antigua and Barbuda

4.8 (26)

Experience Antigua ( 2 persons and above only )

Our tour package offers a compact day tour visiting some of our islands rich historical sites, while enjoying drinks on board our lovely air conditioned...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (26)

from
$104

National Park Beach Hop - Swim/Relax - Have Fun - Private Safari

As a private service, we cater to you and your party. This allows you the option to customize your day of beach hopping. Our drivers …More

5.0 (26)

National Park Beach Hop - Swim/Relax - Have Fun - Private Safari

As a private service, we cater to you and your party. This allows you the option to customize your day of beach hopping. Our drivers...

4 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$65

Half Day Private Luxury Axopar Charter in Turks & Caicos

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace …More

4.9 (26)

Half Day Private Luxury Axopar Charter in Turks & Caicos

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace...

4 hours Free Cancellation

4.9 (26)

from
$1,695

The most famous site in Jamaica is a must see for all visitors. Climbing the Dunns River water fall is a unique experience. The refreshing …More

Montego Bay, Jamaica

4.9 (26)

Dunn's River Falls From Montego Bay

The most famous site in Jamaica is a must see for all visitors. Climbing the Dunns River water fall is a unique experience. The refreshing...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$150

Discover the vibrant spirit of Saint Lucia with our one-of-a-kind tours, where adventure meets authentic Lucian vibes! Our expert guides are more than just knowledgeable, …More

Cap Estate, St Lucia

5.0 (26)

Saint Lucia Private North tour

Discover the vibrant spirit of Saint Lucia with our one-of-a-kind tours, where adventure meets authentic Lucian vibes! Our expert guides are more than just knowledgeable,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$130

Negril Beach and Rick's Café from Montego Bay

Experience the beauty and tranquility of seven miles of uninterrupted white sand beach, savor the sun, and throw off all inhibitions. The Experience starts with …More

Lucea, Jamaica

4.9 (26)

Negril Beach and Rick's Café from Montego Bay

Experience the beauty and tranquility of seven miles of uninterrupted white sand beach, savor the sun, and throw off all inhibitions. The Experience starts with...

8 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$59

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with …More

Marigot Bay, St Lucia

4.9 (26)

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with...

4 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$99

The Montego Bay Scenic Tour offers a few hours of learning about the history of Jamaica's second city - Montego Bay. You will learn about …More

Lucea, Jamaica

5.0 (26)

Montego Bay Scenic Tour

The Montego Bay Scenic Tour offers a few hours of learning about the history of Jamaica's second city - Montego Bay. You will learn about...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$100

Private Yacht for Excursions in Punta Cana, Snorkeling and Booze

The yatch comes equipped with air conditioner, plasma TV, bathroom, full kitchen, amazing stereo system, wifi, king size bed, two couches, snorkeling equipment, two paddle …More

5.0 (26)

Private Yacht for Excursions in Punta Cana, Snorkeling and Booze

The yatch comes equipped with air conditioner, plasma TV, bathroom, full kitchen, amazing stereo system, wifi, king size bed, two couches, snorkeling equipment, two paddle...

3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$1,350

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

5.0 (26)

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$3,540

Step aboard our 35’ Donzi center console for a private Cayman Islands adventure built entirely around you. A spacious layout, premium sound system, comfortable seating, …More

Grand Cayman, Cayman Islands

4.9 (26)

Private Boat Charter in Cayman Islands

Step aboard our 35’ Donzi center console for a private Cayman Islands adventure built entirely around you. A spacious layout, premium sound system, comfortable seating,...

3 hours Free Cancellation

4.9 (26)

from
$900

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side …More

Negril, Jamaica

5.0 (26)

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side...

3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$179

Private Half-Day Tour to El Yunque Rainforest

A private tour of the El Yunque Rain Forest We will drive through the only tropical rain forest within the US. See some of the …More

Luquillo, Puerto Rico

5.0 (25)

Private Half-Day Tour to El Yunque Rainforest

A private tour of the El Yunque Rain Forest We will drive through the only tropical rain forest within the US. See some of the...

4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$98

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?