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 →

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit …More

Punta Cana, Dominican Republic

4.4 (9)

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit...

4 to 6 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$46

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a …More

Cruz Bay, US Virgin Islands

4.6 (9)

Private Customized Tour in St Thomas

Charter our tour services for your private event, weddings, birthday or company trip. We customize all trips per your specifications. Our basic package includes a...

6 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$999

Sosua Party Boat -Snorkeling-Brunch-Drinks-Snacks-Transportation

The perfect way to enjoy a day with your family or group of friends, Enjoy the water and the Blue Sky at the best Party …More

Cabarete, Dominican Republic

4.6 (9)

Sosua Party Boat -Snorkeling-Brunch-Drinks-Snacks-Transportation

The perfect way to enjoy a day with your family or group of friends, Enjoy the water and the Blue Sky at the best Party...

4 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$750

Discovery Package Saona Island & Buggies From Punta Cana

The two most popular tours in Punta Cana in one package, with the best Price and available to Schedule it any preffered day by you, …More

Punta Cana, Dominican Republic

4.4 (9)

Discovery Package Saona Island & Buggies From Punta Cana

The two most popular tours in Punta Cana in one package, with the best Price and available to Schedule it any preffered day by you,...

13 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$112

1 Hour Private Rafting Experience in Jamaica

Rafting on the White River is a tour to experience while enjoying the beautiful island of Jamaica. The tour is carried out by a raft …More

Ocho Rios, Jamaica

4.7 (9)

1 Hour Private Rafting Experience in Jamaica

Rafting on the White River is a tour to experience while enjoying the beautiful island of Jamaica. The tour is carried out by a raft...

45 to 60 minutes Free Cancellation

4.7 (9)

from
$65

Private ATV Ride 7 Mile Beach & Rick’s Café Negril Tour

Let us whisk you away from your resort or villa and immerse you in a true Jamaican experience. This 5-course excursion provides the perfect balance …More

Montego Bay, Jamaica

4.6 (9)

Private ATV Ride 7 Mile Beach & Rick’s Café Negril Tour

Let us whisk you away from your resort or villa and immerse you in a true Jamaican experience. This 5-course excursion provides the perfect balance...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$235

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life, …More

Grand Cayman, Cayman Islands

4.6 (9)

3 Hour Jet ski Adventure Swim with Rays and More

Explore the Cayman Islands on a fun and exciting jet ski tour you'll be able to enjoy swimming with the Stingrays, snorkel with marine life,...

3 hours Free Cancellation

4.6 (9)

from
$375

The vibe master who always go all out to ensure my guests have an amazing time. Best lady driver. With every tour, they decided on …More

Runaway Bay, Jamaica

4.7 (9)

Sightseeing Tour in Ocho Rios

The vibe master who always go all out to ensure my guests have an amazing time. Best lady driver. With every tour, they decided on...

5 to 11 hours Hotel pickup offered Free Cancellation

4.7 (9)

from
$65

Dark View Falls and Beach Tour with Detention Tours

This Tour is unique because visitors can travel throughout our island to different sites, waterfalls, Black and White sand beaches, and our volcano La Soufriere. …More

Kingstown, St Vincent and the Grenadines

4.6 (9)

Dark View Falls and Beach Tour with Detention Tours

This Tour is unique because visitors can travel throughout our island to different sites, waterfalls, Black and White sand beaches, and our volcano La Soufriere....

4 to 5 hours Free Cancellation

4.6 (9)

from
$95

Full-Day Private Catamaran, Turks and Caicos Cruise

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful …More

4.5 (8)

Full-Day Private Catamaran, Turks and Caicos Cruise

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful...

7 hours Free Cancellation

4.5 (8)

from
$2,690

Montego Bay: Dunn's River, Zipline, Rafting, Horseback Ride, ATV

Experience 5 unforgettable adventures in one exciting day in Jamaica! Start your journey with an adrenaline filled ATV ride through rugged off-road trails, muddy paths, …More

Montego Bay, Jamaica

4.5 (8)

Montego Bay: Dunn's River, Zipline, Rafting, Horseback Ride, ATV

Experience 5 unforgettable adventures in one exciting day in Jamaica! Start your journey with an adrenaline filled ATV ride through rugged off-road trails, muddy paths,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$120

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the …More

4.5 (8)

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$75

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Punta Cana, Dominican Republic

4.5 (8)

Private Exclusive Saona Island Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$2,511

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then …More

Montego Bay, Jamaica

4.5 (8)

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then...

3 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$30

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees …More

Anse La Raye, St Lucia

4.6 (8)

St Lucia Northern Island Tour

This tour is completely private it is just you and your driver/tour guide and it can be customized to anything in the area. Entrance fees...

5 hours Hotel pickup offered Free Cancellation

4.6 (8)

from
$100

Glass bottom boat provides a fun and accessible way to explore underwater world, its a vessel with a transparent or semi-transparent floor or hull, allowing …More

Montego Bay, Jamaica

4.6 (8)

Glass Bottom Boat Water Activity in Montego Bay Jamaica

Glass bottom boat provides a fun and accessible way to explore underwater world, its a vessel with a transparent or semi-transparent floor or hull, allowing...

1 hour 20 minutes Hotel pickup offered Free Cancellation

4.6 (8)

from
$120

South East Sunrise (or later) E-Bike Tour

This private 2 hour South East Tour takes you beyond the tourist strips and off the beaten tracks. It is perfectly tailored to intermediate to …More

4.5 (8)

South East Sunrise (or later) E-Bike Tour

This private 2 hour South East Tour takes you beyond the tourist strips and off the beaten tracks. It is perfectly tailored to intermediate to...

2 hours Free Cancellation

4.5 (8)

from
$105

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle …More

Montego Bay, Jamaica

4.5 (8)

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$39

Horseback Riding plus Dunns River Falls Combo Private Tour

Enjoy 2 activities in 1 day which included entry fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and Dunns …More

Montego Bay, Jamaica

4.4 (8)

Horseback Riding plus Dunns River Falls Combo Private Tour

Enjoy 2 activities in 1 day which included entry fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and Dunns...

5 to 6 hours Hotel pickup offered Free Cancellation

4.4 (8)

from
$140

Tour to Montana Redonda and Emerald Coast Beach

Round Mountain Beach tour is a fun and exciting trip through the mountains and Playa Costa esmeralda, at the foot of Round Mountain you will …More

Punta Cana, Dominican Republic

4.4 (8)

Tour to Montana Redonda and Emerald Coast Beach

Round Mountain Beach tour is a fun and exciting trip through the mountains and Playa Costa esmeralda, at the foot of Round Mountain you will...

4 to 5 hours Hotel pickup offered Free Cancellation

4.4 (8)

from
$150

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?