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 →

Experience the uniqueness of our tour as we provide you with a wealth of information about the island. Discover the rich history, vibrant culture, and …More

5.0 (4)

Discover The Wonders Of St.Kitts

Experience the uniqueness of our tour as we provide you with a wealth of information about the island. Discover the rich history, vibrant culture, and...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$65

Blue Hole and Dunn's River Falls Tour from MontegoBay or Falmouth

Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour from Montego Bay. With all transportation provided, …More

Trelawny, Jamaica

5.0 (2)

Blue Hole and Dunn's River Falls Tour from MontegoBay or Falmouth

Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour from Montego Bay. With all transportation provided,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$65

Bonaire: Private Tour of the South and Sorobon Beach in Spanish

Discover the south of Bonaire and enjoy time swimming in the turquoise waters of Sorobon Beach! This totally private tour combines the island's most famous …More

Kralendijk, Bonaire

4.5 (2)

Bonaire: Private Tour of the South and Sorobon Beach in Spanish

Discover the south of Bonaire and enjoy time swimming in the turquoise waters of Sorobon Beach! This totally private tour combines the island's most famous...

2 to 5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$65

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 (3)

Rose Hall Great House Private Day 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 (3)

from
$65

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West …More

Lucea, Jamaica

5.0 (1)

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Montego Bay Night Out Lounge2727 Private and Customize Transfer

Rock the night at Montego Bay’s hottest clubs on this nightlife outing to Lounge2727 or Margaritaville After Dark. All-you-can-drink open bar all night long. If you …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Night Out Lounge2727 Private and Customize Transfer

Rock the night at Montego Bay’s hottest clubs on this nightlife outing to Lounge2727 or Margaritaville After Dark. All-you-can-drink open bar all night long. If you...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$65

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the …More

Trelawny, Jamaica

5.0 (1)

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to …More

Punta Cana, Dominican Republic

4.1 (7)

Platinum Buggy Adventure

Save time and cover more ground while having a great time in this Dominican Republic buggy/ATV adventure. With all necessary equipment included, you’re free to...

4 to 5 hours Hotel pickup offered Free Cancellation

4.1 (7)

from
$65

In the beautiful garden of a country cottage is a very simple and relaxing environment. Filled with birds and animals quits coming to your hands …More

Trelawny, Jamaica

4.5 (4)

Bird Sanctuary and animal farm Day Tour

In the beautiful garden of a country cottage is a very simple and relaxing environment. Filled with birds and animals quits coming to your hands...

3 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$65

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides. …More

Willemstad, Curacao

4.7 (3)

Curaçao Highlights & Beach

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides....

4 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$65

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June …More

4.0 (1)

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June...

2 hours 30 minutes Free Cancellation

4.0 (1)

from
$65

Montego Bay Shopping Tours takes you on a journey through one of the world's most famous tourist destinations Montego Bay. Visit the historical sites, residential …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shopping Tours 3 Hours

Montego Bay Shopping Tours takes you on a journey through one of the world's most famous tourist destinations Montego Bay. Visit the historical sites, residential...

2 to 3 minutes Hotel pickup offered

5.0 (1)

from
$65

Private Steelpan Making Tour in Port of Spain

During the tour, a steelpan maker first dents the surface of the drum to create a musical scale. Then, a tuner create a beautiful sound. …More

5.0 (1)

Private Steelpan Making Tour in Port of Spain

During the tour, a steelpan maker first dents the surface of the drum to create a musical scale. Then, a tuner create a beautiful sound....

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Ocho Rios, Jamaica

3.7 (7)

Shopping From Ocho Rios Hotels

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

2 hours Hotel pickup offered Free Cancellation

3.7 (7)

from
$65

Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Ocho Rios, Jamaica

3.0 (2)

Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$65

Full-Day Combo Tour Seven Mile Beach and Ricks Cafe

After pickup from your hotel, get driven along the north coast of Jamaica to the resort town of Negril. Once there, spend the day exploring …More

Montego Bay, Jamaica

3.0 (1)

Full-Day Combo Tour Seven Mile Beach and Ricks Cafe

After pickup from your hotel, get driven along the north coast of Jamaica to the resort town of Negril. Once there, spend the day exploring...

5 to 7 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$65

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

This is a very unique Tour mainly because our Guest are able to customize it, Our guest gets the privilege of deciding where and how …More

4.3 (4)

St Maarten Sensation Island Tour

This is a very unique Tour mainly because our Guest are able to customize it, Our guest gets the privilege of deciding where and how...

5 to 6 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$65

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear …More

5.0 (15)

Half-day boat trip from Le Robert

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear...

4 hours Free Cancellation

5.0 (15)

from
$65

Private and customizable Ocho Rios day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A …More

Ocho Rios, Jamaica

4.9 (15)

Private and customizable Ocho Rios day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$64

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?