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 →

Discover the island’s charm with this private, customisable tour tailored to your interests. Choose from 3, 4, or 5-hour excursions and let our expert guides …More

5.0 (34)

Tour Barbados Your Way

Discover the island’s charm with this private, customisable tour tailored to your interests. Choose from 3, 4, or 5-hour excursions and let our expert guides...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$64

The Ghosts of Piracy Past - Tropical Treasure Hunt

Experience our new spooky nighttime treasure hunt for a frighteningly fun evening! Use our lanterns and other tools to search for buried treasure while encountering …More

5.0 (34)

The Ghosts of Piracy Past - Tropical Treasure Hunt

Experience our new spooky nighttime treasure hunt for a frighteningly fun evening! Use our lanterns and other tools to search for buried treasure while encountering...

4 to 5 hours Free Cancellation

5.0 (34)

from
$199

This tour make 3(three) stops and enlightens visitors of life on the island . Firstly we tour the very historical former French and now British …More

4.9 (34)

Best of St. Kitts Highlight Tour.

This tour make 3(three) stops and enlightens visitors of life on the island . Firstly we tour the very historical former French and now British...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$250

Private Cultural Tour to Santo Domingo Departing from Punta Cana

Santo Domingo Tour from Punta Cana – History, Culture and Adventure in One Day Discover the magic of the first city of the New World …More

Punta Cana, Dominican Republic

4.9 (34)

Private Cultural Tour to Santo Domingo Departing from Punta Cana

Santo Domingo Tour from Punta Cana – History, Culture and Adventure in One Day Discover the magic of the first city of the New World...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$110

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to …More

5.0 (34)

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$595

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience …More

4.9 (34)

Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience...

4 to 8 hours Free Cancellation

4.9 (34)

from
$6,163

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic …More

Five Islands Village, Antigua and Barbuda

4.9 (34)

Island Flava Discovery Tour

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$150

Exotic half day private charters to Rose Island, Pigs and Turtles

Experience a one-of-a-kind adventure under the guidance of your own private captain. Where the open seas become a canvas for unforgettable memories and a deeper …More

5.0 (34)

Exotic half day private charters to Rose Island, Pigs and Turtles

Experience a one-of-a-kind adventure under the guidance of your own private captain. Where the open seas become a canvas for unforgettable memories and a deeper...

4 hours Free Cancellation

5.0 (34)

from
$860

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

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle. …More

Montego Bay, Jamaica

4.9 (34)

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

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle....

7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$137

Nightlife in Montego Bay| Lounge 27/27,, Pier 1

This nightlife experience is available from late evenings into the early morning hours. The party scenes include night clubs, parties, live music, and the most …More

Montego Bay, Jamaica

4.8 (34)

Nightlife in Montego Bay| Lounge 27/27,, Pier 1

This nightlife experience is available from late evenings into the early morning hours. The party scenes include night clubs, parties, live music, and the most...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (34)

from
$42

3 Hours Private Royal Highlight Tour in St. Kitts

This excursion brings your desire to connect with our country and what it has to offer to a possibility. We give you a well spent …More

4.9 (33)

3 Hours Private Royal Highlight Tour in St. Kitts

This excursion brings your desire to connect with our country and what it has to offer to a possibility. We give you a well spent...

3 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$260

We aim to provide an authentic local experience to all our visitors. All our drivers also serve as tour guides with a wealth of historical …More

Vieux Fort, St Lucia

4.9 (33)

Soufriere Tour

We aim to provide an authentic local experience to all our visitors. All our drivers also serve as tour guides with a wealth of historical...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$82

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus — …More

St. George's, Grenada

5.0 (33)

Private Grenada Island Tour In Comfort

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus —...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$145

Tortola Private Tour and Snorkeling in the most beautiful beaches

✨ Discover the Magic of the British Virgin Islands ✨ Join us for a luxurious island adventure where every detail is crafted with love and …More

Tortola, British Virgin Islands

4.9 (33)

Tortola Private Tour and Snorkeling in the most beautiful beaches

✨ Discover the Magic of the British Virgin Islands ✨ Join us for a luxurious island adventure where every detail is crafted with love and...

4 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$300

Half-Day Tour: Dominican Discovery Of a Culture

If YOU want to go home with a more in depth understanding of the Dominican Republic then keep reading because our Cultural signature tour is a crash …More

Punta Cana, Dominican Republic

4.8 (33)

Half-Day Tour: Dominican Discovery Of a Culture

If YOU want to go home with a more in depth understanding of the Dominican Republic then keep reading because our Cultural signature tour is a crash...

4 to 6 hours Hotel pickup offered Free Cancellation

4.8 (33)

from
$49

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal …More

Lucea, Jamaica

4.8 (33)

Rafting on the Martha Brae

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (33)

from
$150

Great River Raft and Full Limestone body Massage In Montego Bay

Located in the hills of Honover Great River is an amazing tour where travelers are piloted on a 30 ft hand crafted bamboo raft. Relax …More

Montego Bay, Jamaica

5.0 (33)

Great River Raft and Full Limestone body Massage In Montego Bay

Located in the hills of Honover Great River is an amazing tour where travelers are piloted on a 30 ft hand crafted bamboo raft. Relax...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$15

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING …More

Montego Bay, Jamaica

5.0 (33)

Negril 7 Mile Beach & Rick's Café Combo Tour from Montego Bay

#1 RECOMMENDED BEACH TOUR FROM MONTEGO BAY CRUISE PIER/RESORTS NEGRIL 7 MILE BEACH TOUR, PLEASANT 50-60 MIN DRIVE FROM MONTEGO BAY PIER/RESORTS WITH WONDERFUL SIGHTSEEING...

7 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$205

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest, …More

4.9 (32)

Dominica Waterfalls Full Day Private Expedition @ AUTOP TOURS

My motto is "The dream is never over". Guest will experience all there is to do and deliver that "wow". I don't hustle my guest,...

5 to 6 hours Free Cancellation

4.9 (32)

from
$100

PRIVATE Jeep Safari Natural Pool, Indian Caves & Baby Beach with Snorkeling

Our company takes you on an adventure that you'll never forget. You'll join our professional guide in our Jeep Safari Tour. Together we will explore …More

Oranjestad, Aruba

5.0 (32)

PRIVATE Jeep Safari Natural Pool, Indian Caves & Baby Beach with Snorkeling

Our company takes you on an adventure that you'll never forget. You'll join our professional guide in our Jeep Safari Tour. Together we will explore...

6 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$110

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?