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 →

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd …More

5.0 (8)

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd...

2 hours Free Cancellation

5.0 (8)

from
$995

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach …More

5.0 (8)

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach...

7 hours Free Cancellation

5.0 (8)

from
$1,500

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and …More

5.0 (8)

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two …More

Fajardo, Puerto Rico

5.0 (8)

Full Charter All Inclusive for Icacos and Palomino

The day includes visiting Icacos and Palomino, where we will go on a guided snorkeling tour at Tortuga Reef, and then we will visit two...

7 hours 30 minutes Free Cancellation

5.0 (8)

from
$1,350

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests, …More

5.0 (8)

Willemstad Private Walking Tour Journey

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests,...

1 to 2 hours Free Cancellation

5.0 (8)

from
$50

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and …More

Grand Cayman, Cayman Islands

5.0 (8)

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and...

2 hours Free Cancellation

5.0 (8)

from
$500

Blue Hole and Secret Falls plus Luminous Lagoon 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 …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole and Secret Falls plus Luminous Lagoon 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 to 8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one …More

Cruz Bay, US Virgin Islands

5.0 (8)

Private Tour

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$903

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador …More

5.0 (8)

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador...

1 hour Free Cancellation

5.0 (8)

from
$59

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

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone …More

Montego Bay, Jamaica

4.9 (8)

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$78

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$45

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful …More

Lucea, Jamaica

5.0 (8)

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$321

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the …More

5.0 (8)

UTV Excursion Through the Beaches and Mountains of Nevis

Whether you're visiting Nevis by plane, ship, or simply have a few hours to spare, Supreme Motorsports offers the most exciting way to explore the...

2 hours 30 minutes Free Cancellation

5.0 (8)

from
$400

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play …More

Montego Bay, Jamaica

5.0 (8)

Rastasafari ATV Experience

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$235

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$75

Turks and Caicos is known for its best beaches in the world. In this full day tour, you will get to see and experience all …More

5.0 (8)

Full Day Beach BBQ Turks and Caicos

Turks and Caicos is known for its best beaches in the world. In this full day tour, you will get to see and experience all...

7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$2,749

Amber Cove & Taino Bay Shore Excursion, Private Charter on Blue Sky Catamaran

Have a blast on the water! Take a Blue Sky Party Boat ride along the North Coast and have a party of your life, while …More

Puerto Plata, Dominican Republic

5.0 (8)

Amber Cove & Taino Bay Shore Excursion, Private Charter on Blue Sky Catamaran

Have a blast on the water! Take a Blue Sky Party Boat ride along the North Coast and have a party of your life, while...

4 to 5 hours

5.0 (8)

from
$1,663

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

Montego Bay, Jamaica

5.0 (8)

Montego Bay tour: Dunn's River Falls

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

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$96

Cultural Tours Of Kalinago Territory of Dominica with Past Chief

Exclusive and Authentic Cultural Private Tours in the Kalinago Territory of Dominica . Your Guide: Lorenzo Sanford has served as the youngest Chief of the …More

5.0 (8)

Cultural Tours Of Kalinago Territory of Dominica with Past Chief

Exclusive and Authentic Cultural Private Tours in the Kalinago Territory of Dominica . Your Guide: Lorenzo Sanford has served as the youngest Chief of the...

7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$199

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?