Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 Bamboo Rafting on the Great River from Montego Bay

Embark on a serene journey aboard a meticulously crafted 30-foot bamboo raft, gliding gracefully down Jamaica's enchanting Great River. Under the skillful guidance of your …More

Montego Bay, Jamaica

5.0 (1)

Private Bamboo Rafting on the Great River from Montego Bay

Embark on a serene journey aboard a meticulously crafted 30-foot bamboo raft, gliding gracefully down Jamaica's enchanting Great River. Under the skillful guidance of your...

45 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$25

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

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

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

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

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

Margaritaville Hip-Strip and Great River Rafting Private Tour

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft …More

Montego Bay, Jamaica

4.8 (243)

Margaritaville Hip-Strip and Great River Rafting Private Tour

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (243)

from
$20

Private Montego Bay Bamboo Rafting with Limestone Foot Massage

If you want a day just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride while …More

Montego Bay, Jamaica

4.7 (205)

Private Montego Bay Bamboo Rafting with Limestone Foot Massage

If you want a day just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride while...

3 hours Hotel pickup offered Free Cancellation

4.7 (205)

from
$20

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

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your …More

4.6 (12)

Historical Tour in the Colonial City of Santo Domingo

Enjoy this Unforgettable Adventure, immerse yourself in the deep cultural and historical wealth of Santo Domingo with this walk through the Colonial Zone. Join your...

1 hour 45 minutes Free Cancellation

4.6 (12)

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

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

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

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

Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a …More

Montego Bay, Jamaica

5.0 (1)

Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$20

Buggy Tour in Punta Cana with Stops at the Beach and a Cave

Nature and Off-Road Adventure Tour Travelers will drive their own buggy along dirt trails, crossing muddy paths, hills, and breathtaking landscapes. They will feel the …More

Punta Cana, Dominican Republic

4.9 (917)

Buggy Tour in Punta Cana with Stops at the Beach and a Cave

Nature and Off-Road Adventure Tour Travelers will drive their own buggy along dirt trails, crossing muddy paths, hills, and breathtaking landscapes. They will feel the...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (917)

from
$20

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?