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 →

Puerto Plata Private City Tour And Dominican Food

You enjoy us observing the beautiful places that our Puerto Plata has, first, we visit what is the rum factory (1) Macotrix a tour of …More

Puerto Plata, Dominican Republic

4.4 (27)

Puerto Plata Private City Tour And Dominican Food

You enjoy us observing the beautiful places that our Puerto Plata has, first, we visit what is the rum factory (1) Macotrix a tour of...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (27)

from
$90

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters …More

Falmouth, Jamaica

5.0 (10)

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$90

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along …More

4.7 (36)

Private Mountain Bike Tour in Aruba

With no sounds other than the breeze, you’ll see the true treasure of Aruba: unspoiled nature and beautiful trails through the cactus-studded countryside and along...

2 hours Hotel pickup offered Free Cancellation

4.7 (36)

from
$90

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (6)

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$90

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning …More

5.0 (3)

East Coast Private Tour of Barbados

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$90

Private Tour for Negril Seven Miles Beach & Rick's Cafe Jamaica

Discover stress-free, reliable transportation that elevates your travel experience! Our service offers punctual pick-ups and drop-offs, ensuring you’re always on time. Travel in comfort with …More

Boscobel, Jamaica

4.8 (12)

Private Tour for Negril Seven Miles Beach & Rick's Cafe Jamaica

Discover stress-free, reliable transportation that elevates your travel experience! Our service offers punctual pick-ups and drop-offs, ensuring you’re always on time. Travel in comfort with...

7 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$90

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide, …More

5.0 (14)

Full-Day Boca de Yuma Adventure

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide,...

6 to 7 hours Free Cancellation

5.0 (14)

from
$90

Private YS Falls and Zipline Tour from Montego Bay

Enjoy a scenic ride to Jamaica's south coast countryside, with picturesque stops and nearby local eateries—a must-try! Spend your day splashing, high diving, and rope …More

Montego Bay, Jamaica

5.0 (6)

Private YS Falls and Zipline Tour from Montego Bay

Enjoy a scenic ride to Jamaica's south coast countryside, with picturesque stops and nearby local eateries—a must-try! Spend your day splashing, high diving, and rope...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$90

Private Guided Night Tour of Luminous Lagoon in Montego Bay

One of Jamaica's top tour and excursion - our Luminous Lagoon tour is a must see! Discover one of the worlds brightest glowing Lagoons of …More

Montego Bay, Jamaica

5.0 (6)

Private Guided Night Tour of Luminous Lagoon in Montego Bay

One of Jamaica's top tour and excursion - our Luminous Lagoon tour is a must see! Discover one of the worlds brightest glowing Lagoons of...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$90

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking …More

Marigot Bay, St Lucia

4.4 (14)

Private Soufriere Experience Tour

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking...

2 to 5 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$90

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park. …More

5.0 (8)

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park....

5 hours 30 minutes Free Cancellation

5.0 (8)

from
$90

Chocolate-making experience & Colonial Zone walking tour

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

5.0 (3)

Chocolate-making experience & Colonial Zone walking tour

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

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$90

Private Tour to Blue Hole and Scotchies in Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Ocho Rios, Jamaica

5.0 (2)

Private Tour to Blue Hole and Scotchies in Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a …More

Trelawny, Jamaica

5.0 (2)

Blue Hole Adventure Tour

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay. …More

Falmouth, Jamaica

4.4 (5)

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay....

3 to 4 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$90

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through …More

Soufriere, St Lucia

5.0 (2)

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through...

6 hours Free Cancellation

5.0 (2)

from
$90

Curacao West adventure : Shete Boka, Kalki Beach and Kenepa beach

Live the West Coast of Curaçao: Flamencos, Shete Boka, Kenepa and Kalki Beach Enjoy an unforgettable tour in a comfortable, air-conditioned van as you explore …More

Willemstad, Curacao

5.0 (4)

Curacao West adventure : Shete Boka, Kalki Beach and Kenepa beach

Live the West Coast of Curaçao: Flamencos, Shete Boka, Kenepa and Kalki Beach Enjoy an unforgettable tour in a comfortable, air-conditioned van as you explore...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A …More

Kralendijk, Bonaire

5.0 (4)

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local …More

Punta Cana, Dominican Republic

4.2 (5)

Punta Cana Shopping & Lunch Experience

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local...

3 to 4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$90

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?