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 →

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing, …More

Lucea, Jamaica

4.9 (17)

Private Montego Bay Highlight Tour from Falmouth/Grand Paladium

A half day tour of Montego Bay city, shopping, lunch and beach. Where we view great houses, town square. Beach, Freeport and other historical sightseeing,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$109

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your …More

5.0 (16)

Private Reef, Beach and Sandbar Tour from Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. Our friendly, Captain and professional crew, will attend to your...

4 hours Free Cancellation

5.0 (16)

from
$1,942

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (16)

Private Bonaire North Tour

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$145

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Fajardo, Puerto Rico

5.0 (16)

Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation

5.0 (16)

from
$2,600

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy …More

Montego Bay, Jamaica

5.0 (16)

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$215

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom …More

5.0 (16)

Scooter Rental San Juan Puerto Rico

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom...

10 hours Free Cancellation

5.0 (16)

from
$180

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset …More

Marigot Bay, St Lucia

5.0 (16)

Private Sunset and Snorkel Cruise

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$150

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some …More

5.0 (16)

Private Full Day Sail in Virgin Islands National Park

On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some...

6 hours Free Cancellation

5.0 (16)

from
$1,650

This is an adventure that You get to experience a natural waterfall in the rainforest, and what you want to do. You will be picked …More

Runaway Bay, Jamaica

5.0 (16)

Blue Hole and Shopping in Ochi Rios

This is an adventure that You get to experience a natural waterfall in the rainforest, and what you want to do. You will be picked...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$43

Buggies Adventure in Punta Cana 4 Hours Off-Road Fun

Unique adventure! Buggies, indigenous cave and Macau Beach, all with transportation included. Know how Indians lived. …More

Punta Cana, Dominican Republic

4.9 (16)

Buggies Adventure in Punta Cana 4 Hours Off-Road Fun

Unique adventure! Buggies, indigenous cave and Macau Beach, all with transportation included. Know how Indians lived....

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (16)

from
$35

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

5.0 (16)

Don't Worry - Full Day Private Catamaran Cruise - St Maarten

Join us on Don't Worry, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can...

8 hours Free Cancellation

5.0 (16)

from
$235

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort …More

Montego Bay, Jamaica

4.8 (16)

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$145

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4 …More

Punta Cana, Dominican Republic

5.0 (16)

Cap Cana Private Family Catamaran

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4...

3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$950

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

4.8 (16)

Full Day Anguilla Private Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

4.8 (16)

from
$1,665

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach …More

4.9 (16)

Waterfall And Champagne Reef Adventure

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$120

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in …More

Ocho Rios, Jamaica

5.0 (16)

Private Tour to Dunn's River Falls From Ocho Rios

This tour is a top tourist attraction in Ocho Rios, Jamaica. You will climb the 600-foot falls and enjoy the cool refreshing water. Swim in...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$60

Private Charter from St Martin to St Barth

Your group will be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and …More

5.0 (16)

Private Charter from St Martin to St Barth

Your group will be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and...

8 hours Free Cancellation

5.0 (16)

from
$2,100

Explore Puerto Plata on this half-day tour. Listen to informative and entertaining commentary from your Tour guide, 4 hours visiting local landmarks such as the …More

Puerto Plata, Dominican Republic

5.0 (16)

Puerto Plata City tour

Explore Puerto Plata on this half-day tour. Listen to informative and entertaining commentary from your Tour guide, 4 hours visiting local landmarks such as the...

4 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$65

Private Tour 45ft Powerboat to Nearby Islands

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

5.0 (16)

Private Tour 45ft Powerboat to Nearby Islands

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours

5.0 (16)

from
$3,800

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the …More

Punta Cana, Dominican Republic

4.9 (16)

Discover Punta Cana with ATV or Buggy Ride

Get Ready for an Extreme Buggy Adventure! Explore the stunning Dominican countryside as you ride through rural villages, experiencing pure adrenaline and fun. During the...

4 to 6 hours Hotel pickup offered

4.9 (16)

from
$130

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?