Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour 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 →

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 Cruise Party with Drinks and Snorkeling in Punta Cana

Welcome aboard our unforgettable party boat activity with snorkeling, open bar and a stop at a natural pool! Upon arrival at the port, our team …More

Punta Cana, Dominican Republic

4.9 (15)

Private Cruise Party with Drinks and Snorkeling in Punta Cana

Welcome aboard our unforgettable party boat activity with snorkeling, open bar and a stop at a natural pool! Upon arrival at the port, our team...

3 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$880

Private Montego Bay Shopping Tour with Transportation

Find the perfect gift/souvenir while vacationing jamaica. On this tour, you can visit souvenir shops, shopping malls, and the Hip Strip in just a few …More

Montego Bay, Jamaica

4.9 (10)

Private Montego Bay Shopping Tour with Transportation

Find the perfect gift/souvenir while vacationing jamaica. On this tour, you can visit souvenir shops, shopping malls, and the Hip Strip in just a few...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$26

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on …More

5.0 (18)

Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on...

5 hours

5.0 (18)

from
$3,210

Private Bahamas Boat Fishing and Turtle Snorkeling Tour

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

4.8 (10)

Private Bahamas Boat Fishing and Turtle Snorkeling Tour

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 Free Cancellation

4.8 (10)

from
$2,200

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

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different. …More

Speyside, Trinidad and Tobago

5.0 (12)

The Grand Circle 24-Hour All-Inclusive Island Experience

Are you the kind of traveller who craves unique, personalized and bespoke experiences? Whether it's a layover, or you're here on vacation seeking something different....

1 day Hotel pickup offered Free Cancellation

5.0 (12)

from
$383

Dunns River Falls Excursions from Montego Bay

Our personable drivers who are all aimed to please, modern air-condition vehicles and affordable rates are just three reasons why Best Jamaica Tours is the …More

Falmouth, Jamaica

4.8 (11)

Dunns River Falls Excursions from Montego Bay

Our personable drivers who are all aimed to please, modern air-condition vehicles and affordable rates are just three reasons why Best Jamaica Tours is the...

6 to 7 hours Free Cancellation

4.8 (11)

from
$200

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and …More

Montego Bay, Jamaica

5.0 (10)

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and...

8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$180

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its …More

Punta Cana, Dominican Republic

5.0 (6)

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its...

2 days Hotel pickup offered Free Cancellation

5.0 (6)

from
$129

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Kingston, Jamaica

4.3 (3)

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

2 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$38

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

Feel like a million bucks and book your Jamaica Flying Dress Photoshoot with Kevin Wright. Perfect gift for anniversary, birthday, girls trip. Please bring your …More

Montego Bay, Jamaica

4.3 (11)

Jamaica Flying Dress Photoshoots

Feel like a million bucks and book your Jamaica Flying Dress Photoshoot with Kevin Wright. Perfect gift for anniversary, birthday, girls trip. Please bring your...

1 to 2 hours

4.3 (11)

from
$450

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views …More

Kingstown, St Vincent and the Grenadines

4.9 (10)

Pirates and Beach Tour with Detention Tours

Feeling safe and comfortable is one of my priorities for person's booking with Detention Tours. Travelling to Wallilabou visitors will be amazed by breathtaking views...

2 to 4 hours Free Cancellation

4.9 (10)

from
$60

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (15)

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$140

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private …More

Anse La Raye, St Lucia

5.0 (14)

St Lucia Private Custom Tour

While all St Lucia's adventures are worth the plane ride, there's a virtually undiscovered secret world on this island of mystical beauty. On this private...

1 day Hotel pickup offered Free Cancellation

5.0 (14)

from
$70

Bob Marley Nine Mile and Blue Hole Tour from Montego bay

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day …More

Montego Bay, Jamaica

5.0 (4)

Bob Marley Nine Mile and Blue Hole Tour from Montego bay

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$250

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Montego Bay, Jamaica

4.9 (13)

Private Negril 7 Mile Beach and Rick's Cafe Tour from Montego Bay

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$75

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration …More

Five Islands Village, Antigua and Barbuda

4.8 (10)

Private Antigua Island Tour

Unveil the magic of Antigua on an unforgettable journey that includes captivating attractions such as Betty’s Hope, Shirley Heights, and Nelson’s Dockyard. Begin your exploration...

4 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$83

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other …More

Kralendijk, Bonaire

5.0 (4)

Your Guide Private Tour (North and South) Customize

That is a Unique Small Group Tour guided by a knowledgeable, Local Bonaire resident who Loves the Island! Why Shekhinah Tours is Different: Unlike other...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$119

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?