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 →

Blue Hole Mineral Spring Private Tour With Ricks Cafe

This is a unique tour. A tour that move at easy peace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Mineral Spring Private Tour With Ricks Cafe

This is a unique tour. A tour that move at easy peace and is not rushed. You are picked up in the comfort of your...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$74

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you …More

4.8 (5)

Jeep Wrangler island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$74

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and …More

Marigot Bay, St Lucia

4.7 (83)

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and...

2 hours Hotel pickup offered Free Cancellation

4.7 (83)

from
$73

Shared Tour: Irie Blue Hole & Secret Falls Adventure Tour from Ocho Rios

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour from Ocho Rios! Visit Fern Gully and Blue Hole, where you'll …More

Kingston, Jamaica

3.3 (6)

Shared Tour: Irie Blue Hole & Secret Falls Adventure Tour from Ocho Rios

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour from Ocho Rios! Visit Fern Gully and Blue Hole, where you'll...

3 hours Hotel pickup offered Free Cancellation

3.3 (6)

from
$73

4 hours Tour in La Parguera Private Boat Charter

Private & Personalized Experience: Unlike crowded group tours, this is a private trip just for you and your guests (up to 6 people), offering a …More

5.0 (28)

4 hours Tour in La Parguera Private Boat Charter

Private & Personalized Experience: Unlike crowded group tours, this is a private trip just for you and your guests (up to 6 people), offering a...

4 hours Free Cancellation

5.0 (28)

from
$72

Private Tour Ocho Rios Konoko Falls Garden and Shopping

WELCOME TO TOUR JAMAICA TODAY Nestled in the hills of St. Ann overlooking the resort area of Ocho Rios awaits one of the island’s best …More

Ocho Rios, Jamaica

5.0 (7)

Private Tour Ocho Rios Konoko Falls Garden and Shopping

WELCOME TO TOUR JAMAICA TODAY Nestled in the hills of St. Ann overlooking the resort area of Ocho Rios awaits one of the island’s best...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$72

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the …More

Trelawny, Jamaica

3.7 (3)

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the...

4 to 5 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$72

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before …More

Falmouth, Jamaica

4.9 (8)

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before...

1 hour Hotel pickup offered Free Cancellation

4.9 (8)

from
$72

Ahhh...Ras Natango Gallery and Garden Private Tour with Transfers

Immerse yourself in the native flora and fauna of Jamaica on this guided tour of Ahhh Ras Natango Gallery and Garden. Follow a guide through …More

Montego Bay, Jamaica

4.8 (4)

Ahhh...Ras Natango Gallery and Garden Private Tour with Transfers

Immerse yourself in the native flora and fauna of Jamaica on this guided tour of Ahhh Ras Natango Gallery and Garden. Follow a guide through...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$72

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

4.0 (1)

Appleton Estate Rum Private Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

5 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$72

We will start your shore excursion by picking you up directly from the Ocho Rios Cruise Port or your hotel lobby. Sit back and relax …More

Kingston, Jamaica

5.0 (14)

Dunn's River Falls Tour from Ocho Rios

We will start your shore excursion by picking you up directly from the Ocho Rios Cruise Port or your hotel lobby. Sit back and relax...

4 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$71

Explore Montego Bay Private Highlight Tour from Montego Bay

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center, …More

Montego Bay, Jamaica

5.0 (324)

Explore Montego Bay Private Highlight Tour from Montego Bay

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (324)

from
$71

The Rose Hall Great House is one of the most famous structures in Jamaica. It became famous as the owner Annie Palmer, was a black …More

Montego Bay, Jamaica

4.5 (2)

Day Tour to Rose Hall Great House

The Rose Hall Great House is one of the most famous structures in Jamaica. It became famous as the owner Annie Palmer, was a black...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$71

Shopping & Sightseeing Local Guided Tour In Montego Bay

Immerse yourself in the vibrant energy and rich culture of Montego Bay with our exclusive experience, combining shopping and sightseeing at some of the city's …More

Montego Bay, Jamaica

3.0 (2)

Shopping & Sightseeing Local Guided Tour In Montego Bay

Immerse yourself in the vibrant energy and rich culture of Montego Bay with our exclusive experience, combining shopping and sightseeing at some of the city's...

3 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$71

Immerse yourself in the rich legacy of Barbados rum at West Indies Rum Distillery, a historic gem founded in 1893 by the visionary George Stade. …More

4.9 (141)

Stade's Rum Distillery Tour Experience

Immerse yourself in the rich legacy of Barbados rum at West Indies Rum Distillery, a historic gem founded in 1893 by the visionary George Stade....

1 hour Free Cancellation

4.9 (141)

from
$70

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the …More

4.9 (23)

Short Excursions City Tour and 27 Waterfall Damajagua

The reason in which we decided to make this content is because of the high experience we have, since we would first visit what the...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$70

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea. …More

5.0 (24)

Private Boat Party in Punta Cana

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea....

3 hours Hotel pickup offered Free Cancellation

5.0 (24)

from
$70

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and …More

Montego Bay, Jamaica

5.0 (20)

Rose Hall Great House Night Tour

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$70

Santo Domingo: Private and personalized tour at your own pace

Enjoy Santo Domingo as a trip should be enjoyed: with time for what catches your attention and the freedom to make it yours. If you …More

5.0 (14)

Santo Domingo: Private and personalized tour at your own pace

Enjoy Santo Domingo as a trip should be enjoyed: with time for what catches your attention and the freedom to make it yours. If you...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

The Estate is located in Nassau Valley in the parish of St. Elizabeth, on Jamaica’s South Coast. If you like rum, you will have a …More

Negril, Jamaica

4.8 (18)

Appleton Estate Rum Tour

The Estate is located in Nassau Valley in the parish of St. Elizabeth, on Jamaica’s South Coast. If you like rum, you will have a...

6 hours Hotel pickup offered Free Cancellation

4.8 (18)

from
$70

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?

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?