Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: Tour Barbados Your Way Aruba Private Open Air Safari Jeep Tour Arikok and Conchi Pool Private V.I.P sightseeing, Shopping and Beach Tour Private Half Day Tour in Dominican Republic with Local Guide Champagne Reef, Bubble Beach and Scotts Head Snorkeling tour by boat in Dominica

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory …More

Cabarete, Dominican Republic

4.9 (83)

Dominican Cigar Factory Tour

Your private cigar factory tour includes a cigar, coffee, tea, water or non-alcoholic beverage and a mamajuana shot. You will experience an educational cigar factory...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$20

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions, …More

Montego Bay, Jamaica

5.0 (46)

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$20

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more. …More

Montego Bay, Jamaica

4.2 (63)

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more....

2 hours Hotel pickup offered Free Cancellation

4.2 (63)

from
$20

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is …More

Negril, Jamaica

5.0 (8)

Rick's Cafe & Shopping in Negril

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is...

2 to 4 hours Free Cancellation

5.0 (8)

from
$20

Doctors Cave Beach Roundtrip Tour in Montego Bay

Visit the the famous Doctors cave beach in the Busy Montego Bay Township, this beach is a main choice for tourist who visits the Montego …More

Montego Bay, Jamaica

5.0 (3)

Doctors Cave Beach Roundtrip Tour in Montego Bay

Visit the the famous Doctors cave beach in the Busy Montego Bay Township, this beach is a main choice for tourist who visits the Montego...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$20

Private Tour Souvenir Shopping in Montego Bay

On this guided experience travelers will be brought to gifts shops where they will have a wide variety of souvenirs and liquor of their choice …More

Montego Bay, Jamaica

5.0 (4)

Private Tour Souvenir Shopping in Montego Bay

On this guided experience travelers will be brought to gifts shops where they will have a wide variety of souvenirs and liquor of their choice...

1 hour Hotel pickup offered Free Cancellation

5.0 (4)

from
$20

a great shopping experience awaits you when your driver picks you up from your hotel.air bnb or guest house .along the way you will drive …More

Ocho Rios, Jamaica

3.6 (5)

Ocho Rios Shopping Tour

a great shopping experience awaits you when your driver picks you up from your hotel.air bnb or guest house .along the way you will drive...

2 hours 30 minutes Hotel pickup offered Free Cancellation

3.6 (5)

from
$20

Private Round Trip Transfer to Dunns River Climb and Zipline over the Falls!

This exciting adventure begins at the base of the world-famous Dunn’s River Falls, where you will have the opportunity to climb the 600-foot natural cascading …More

Ocho Rios, Jamaica

4.0 (1)

Private Round Trip Transfer to Dunns River Climb and Zipline over the Falls!

This exciting adventure begins at the base of the world-famous Dunn’s River Falls, where you will have the opportunity to climb the 600-foot natural cascading...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$20

El Suzanne Estate Birding & Nature Reserve Tour

El Suzanne Estate Birding and Nature Reserve is a gated private estate. We welcome all who wish to preserve wildlife and forests. We offer two …More

5.0 (3)

El Suzanne Estate Birding & Nature Reserve Tour

El Suzanne Estate Birding and Nature Reserve is a gated private estate. We welcome all who wish to preserve wildlife and forests. We offer two...

3 hours Free Cancellation

5.0 (3)

from
$21

Half-Day Adventure 4x4 ATV, cenote and Macao beach in Punta Cana

This is not just an ATV ride — it's a true Dominican adventure! Our tour combines adrenaline, culture, and nature in one unforgettable package. We …More

Punta Cana, Dominican Republic

5.0 (101)

Half-Day Adventure 4x4 ATV, cenote and Macao beach in Punta Cana

This is not just an ATV ride — it's a true Dominican adventure! Our tour combines adrenaline, culture, and nature in one unforgettable package. We...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (101)

from
$22

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at …More

Montego Bay, Jamaica

4.7 (65)

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (65)

from
$22

Small train tour of a banana farm in Martinique

Nestled in the Lamentin countryside, in the heart of greenery as far as the eye can see, Belfort opens its doors to you. A tourist …More

4.6 (45)

Small train tour of a banana farm in Martinique

Nestled in the Lamentin countryside, in the heart of greenery as far as the eye can see, Belfort opens its doors to you. A tourist...

1 hour Free Cancellation

4.6 (45)

from
$23

Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios

We will transport you in style and comfort to this 18th century Great House and Property which boasts a rich history of Jamaica’s Culture and …More

Ocho Rios, Jamaica

5.0 (1)

Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios

We will transport you in style and comfort to this 18th century Great House and Property which boasts a rich history of Jamaica’s Culture and...

2 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$24

Private Guided Grenada Island Tour "BY THE HOUR"

For our private hourly island tours, we are simply giving a deal of per hour, fully private and customized. You can let me know activity …More

St. George's, Grenada

5.0 (154)

Private Guided Grenada Island Tour "BY THE HOUR"

For our private hourly island tours, we are simply giving a deal of per hour, fully private and customized. You can let me know activity...

1 to 10 hours Hotel pickup offered Free Cancellation

5.0 (154)

from
$25

Diamond Shopping Experience with Champagne

Experience luxury with a family touch at Aruba's top luxury jewelry store and family business, Kay's Fine Jewelry. Enjoy a complimentary glass of champagne, mimosa, …More

5.0 (231)

Diamond Shopping Experience with Champagne

Experience luxury with a family touch at Aruba's top luxury jewelry store and family business, Kay's Fine Jewelry. Enjoy a complimentary glass of champagne, mimosa,...

1 to 2 hours Free Cancellation

5.0 (231)

from
$25

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and …More

5.0 (39)

Old San Juan Tour (1 Hour) by DUHO

Explore the captivating charm of Old San Juan in just one hour as you stroll through its historic streets lined with colorful colonial buildings and...

1 hour Free Cancellation

5.0 (39)

from
$25

Enjoy the Grand Tour of Willemstad in the comfort of a tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World Heritage City, …More

4.4 (183)

Curacao TukTuk City Tour

Enjoy the Grand Tour of Willemstad in the comfort of a tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World Heritage City,...

1 hour Free Cancellation

4.4 (183)

from
$25

Montego Bay Nightlife Tour with Private Transportation

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security. …More

Montego Bay, Jamaica

5.0 (18)

Montego Bay Nightlife Tour with Private Transportation

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security....

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (18)

from
$25

Negril has an endless amount of place to see and things to do. Let us customize a tour for you so you can experience Negril. …More

Negril, Jamaica

5.0 (38)

Private Negril Highlights Tour

Negril has an endless amount of place to see and things to do. Let us customize a tour for you so you can experience Negril....

2 to 10 hours Free Cancellation

5.0 (38)

from
$25

This is a private excursion with just you and your group we take you to the best beach in Jamaica on the way there you …More

Lucea, Jamaica

5.0 (5)

Negril Beach & Ricks Cafe Combo Tour

This is a private excursion with just you and your group we take you to the best beach in Jamaica on the way there you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$25

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?