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 →

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults …More

Soufriere, St Lucia

5.0 (9)

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$175

Rick's Café and Seven Mile Beach Private Tour

Discover Negril's legendary Seven Mile Beach on this 7-hour tour from your hotel/ resort. After a scenic journey along the northern coastline, arrive at the …More

Montego Bay, Jamaica

4.9 (9)

Rick's Café and Seven Mile Beach Private Tour

Discover Negril's legendary Seven Mile Beach on this 7-hour tour from your hotel/ resort. After a scenic journey along the northern coastline, arrive at the...

7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$80

35 Minutes Clear Kayak Photoshoot in Montego Bay

The clear kayak photography is an exciting way of saying I vacationed in Jamaica and I have beautiful photos of the Caribbean coastline to prove. …More

Runaway Bay, Jamaica

5.0 (9)

35 Minutes Clear Kayak Photoshoot in Montego Bay

The clear kayak photography is an exciting way of saying I vacationed in Jamaica and I have beautiful photos of the Caribbean coastline to prove....

30 to 45 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$155

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in …More

Runaway Bay, Jamaica

5.0 (9)

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$231

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre …More

5.0 (9)

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre...

8 hours Free Cancellation

5.0 (9)

from
$2,207

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast. …More

Montego Bay, Jamaica

4.9 (9)

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast....

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$57

Punta Cana Private Party Boat with Snorkeling and Open Bar

Turn your day in Punta Cana into a private Caribbean party, combining snorkeling, tropical drinks, music and the famous natural pool along the Bávaro coastline. …More

Punta Cana, Dominican Republic

4.8 (9)

Punta Cana Private Party Boat with Snorkeling and Open Bar

Turn your day in Punta Cana into a private Caribbean party, combining snorkeling, tropical drinks, music and the famous natural pool along the Bávaro coastline....

4 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$89

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

Montego Bay, Jamaica

5.0 (9)

Blue Hole Secret Falls Private Tour

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

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$100

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey …More

Kingston, Jamaica

5.0 (9)

Exotic Blue Mountain Coffee Tour

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$97

Private Tour Family Boat, Snorkeling, Dolphin View.

It is a private small boat to spend unforgettable moments. Enjoy the beautiful beaches of Punta Cana. It gives a nice tour of all the …More

Punta Cana, Dominican Republic

5.0 (9)

Private Tour Family Boat, Snorkeling, Dolphin View.

It is a private small boat to spend unforgettable moments. Enjoy the beautiful beaches of Punta Cana. It gives a nice tour of all the...

3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$500

Private Montego Bay Customized Tour with pickup & Bamboo Rafting

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through …More

Montego Bay, Jamaica

5.0 (9)

Private Montego Bay Customized Tour with pickup & Bamboo Rafting

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$64

Private Puerto Plata City Tour from Amber Cove & Taino Bay

Explore Puerto Plata in comfort on a private shore excursion designed for Amber Cove and Taino Bay cruise passengers. Visit the city’s most memorable sights, …More

Puerto Plata, Dominican Republic

5.0 (9)

Private Puerto Plata City Tour from Amber Cove & Taino Bay

Explore Puerto Plata in comfort on a private shore excursion designed for Amber Cove and Taino Bay cruise passengers. Visit the city’s most memorable sights,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

Blue Hole and Dunns River Falls from Falmouth

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A relaxing ride in an air conditioned vehicle …More

Falmouth, Jamaica

5.0 (9)

Blue Hole and Dunns River Falls from Falmouth

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A relaxing ride in an air conditioned vehicle...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (9)

from
$150

Punta Cana Private Boat Tour with Transportation Included

This tour differs from the others ,for everything it will provide.Spend a different time aboard this boat animated by a staff that will give you …More

Punta Cana, Dominican Republic

4.8 (9)

Punta Cana Private Boat Tour with Transportation Included

This tour differs from the others ,for everything it will provide.Spend a different time aboard this boat animated by a staff that will give you...

3 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$1,000

With our tours we not only take you to a location but we also provide the history of the location for the customer so they …More

5.0 (9)

Private Tour in St. Maarten

With our tours we not only take you to a location but we also provide the history of the location for the customer so they...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$75

VIP Private Bob Marley Museum Experience– Montego Bay to Kingston

We go beyond the typical tourist spots to give our guests a genuine taste of Jamaica’s culture, history, and everyday lifestyle. From hidden gems to …More

Montego Bay, Jamaica

5.0 (9)

VIP Private Bob Marley Museum Experience– Montego Bay to Kingston

We go beyond the typical tourist spots to give our guests a genuine taste of Jamaica’s culture, history, and everyday lifestyle. From hidden gems to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$175

Private Afternoon Tour Catamaran 44 Big Ben

Discover the best of the Turks & Caicos Islands aboard this catamaran combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

4.9 (8)

Private Afternoon Tour Catamaran 44 Big Ben

Discover the best of the Turks & Caicos Islands aboard this catamaran combining luxury and comfort. Ideal to enjoy a day with friends, family or...

4 hours Free Cancellation

4.9 (8)

from
$2,990

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Aguadilla charm. Picture yourself trotting along our …More

Rincón, Puerto Rico

4.8 (8)

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Aguadilla charm. Picture yourself trotting along our...

1 hour 30 minutes Free Cancellation

4.8 (8)

from
$150

Best Of St Maarten Private Nightlife Tour

There's a reason why locals call St. Maarten "The Night Life Capital of The Caribbean'. Tour the gorgeous island paradise at night with our Local …More

Philipsburg, St Maarten

5.0 (8)

Best Of St Maarten Private Nightlife Tour

There's a reason why locals call St. Maarten "The Night Life Capital of The Caribbean'. Tour the gorgeous island paradise at night with our Local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$249

Private 7-Hour Catamaran Tour in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take …More

5.0 (8)

Private 7-Hour Catamaran Tour in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take...

7 hours Free Cancellation

5.0 (8)

from
$3,395

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?