Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback …More

Ocho Rios, Jamaica

5.0 (1)

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Falmouth

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from the port town of Falmouth. Located on Jamaica’s West Coast on the shores …More

Falmouth, Jamaica

5.0 (1)

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Falmouth

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from the port town of Falmouth. Located on Jamaica’s West Coast on the shores...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of …More

Choc, St Lucia

5.0 (1)

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of...

6 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along …More

Montego Bay, Jamaica

5.0 (24)

Bamboo Rafting Tour with Limestone Foot Massage in Montego Bay

Scenic Beauty: Navigate the Lethe River surrounded by lush tropical landscapes, creating a visually stunning and serene backdrop for your adventure. Eco-Friendly Experience: Glide along...

4 hours Free Cancellation

5.0 (24)

from
$112

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

Dunn's River Falls and River Tubing Adventure

Climb the iconic Dunn’s River Falls and enjoy the thrill of river tubing on this unforgettable adventure. Experience the natural beauty of Jamaica as you …More

Lucea, Jamaica

5.0 (1)

Dunn's River Falls and River Tubing Adventure

Climb the iconic Dunn’s River Falls and enjoy the thrill of river tubing on this unforgettable adventure. Experience the natural beauty of Jamaica as you...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south …More

Montego Bay, Jamaica

5.0 (1)

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$111

The Gros Piton Hike is a challenging yet rewarding hike done on the island. It is not for the faint of heart or for persons …More

Soufriere, St Lucia

4.8 (17)

Gros Piton Hike St Lucia

The Gros Piton Hike is a challenging yet rewarding hike done on the island. It is not for the faint of heart or for persons...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$111

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour, …More

Five Islands Village, Antigua and Barbuda

4.7 (41)

Antigua Historical Sites Island Tour

On this historical tour of the Island of Antigua you will discover the history of this Caribbean Island. You will see Devils Bridge, English Harbour,...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (41)

from
$111

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up …More

5.0 (4)

Bahía de las Águilas, ALL INCLUSIVE experience from Barahona

The experience includes lunch and we take care that you do not have to worry about transportation, giving you the convenience of being picked up...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$111

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites …More

4.9 (86)

Cole's Cave Hike

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites...

90 to 120 minutes Free Cancellation

4.9 (86)

from
$110

We will await for you at the Cruise Port Main Gate, shuttle you to company 1 minute away, and off we are on tour. Pricing …More

Philipsburg, St Maarten

4.6 (69)

ATV / Buggy / Jeep - island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company 1 minute away, and off we are on tour. Pricing...

3 hours Hotel pickup offered Free Cancellation

4.6 (69)

from
$110

The Curacao Full Day Private Tour Experience

All tours are custom made depending on the preference of each group. From island tour, beach hopping to nature tours or even visiting caves and …More

Willemstad, Curacao

5.0 (595)

The Curacao Full Day Private Tour Experience

All tours are custom made depending on the preference of each group. From island tour, beach hopping to nature tours or even visiting caves and...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (595)

from
$110

The Curacao Private Beach Hopping / Snorkeling Tour

Visit amazing spots around the island, driving not only in the city but also on off-road routes so that you get to see the amazing …More

Willemstad, Curacao

5.0 (220)

The Curacao Private Beach Hopping / Snorkeling Tour

Visit amazing spots around the island, driving not only in the city but also on off-road routes so that you get to see the amazing...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (220)

from
$110

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations, …More

4.9 (90)

Customized Barbados private Tour

Explore the hidden side of Barbados with our private, customized tour designed just for you. Venture beyond the typical tourist stops and discover breathtaking locations,...

4 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$110

Curacao Private Tour and Activity Experience (4 up to 13 people)

Choose your own adventure on this fully-customizable tour of Curacao. Beginning with hotel pickup in an air-conditioned vehicle, meet your private guide and discuss what …More

5.0 (173)

Curacao Private Tour and Activity Experience (4 up to 13 people)

Choose your own adventure on this fully-customizable tour of Curacao. Beginning with hotel pickup in an air-conditioned vehicle, meet your private guide and discuss what...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (173)

from
$110

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

Port Royal (UNESCO World Heritage site)and Downtown Kingston Tour

Our history tours have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and guiding visitors around Port Royal, a guided …More

Kingston, Jamaica

5.0 (25)

Port Royal (UNESCO World Heritage site)and Downtown Kingston Tour

Our history tours have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and guiding visitors around Port Royal, a guided...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$110

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

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and …More

Ocho Rios, Jamaica

5.0 (32)

ATV, Bamboo Rafting, and Horseback Ride Tour From Montego Bay

3 thrilling activities, 2 unforgettable cities! Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and...

5 to 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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?