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 →

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one …More

Punta Cana, Dominican Republic

4.4 (5)

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one...

9 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$135

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport …More

Negril, Jamaica

5.0 (3)

Club Kingston VIP Lounge & Fast Track with Private Roundtrip Airport Transfer

Whether you’re traveling individually, as a couple or in a group, for business or pleasure, your ground transport needs are covered by this private transport...

1 to 8 hours Hotel pickup offered

5.0 (3)

from
$100

Private Tour for Two: Romantic Curacao by Land and Sea

Experience Curacao in the most romantic way possible. This private tour covers both land and sea, and includes equipment, snacks, beverages, and pickup/drop-off at your …More

5.0 (2)

Private Tour for Two: Romantic Curacao by Land and Sea

Experience Curacao in the most romantic way possible. This private tour covers both land and sea, and includes equipment, snacks, beverages, and pickup/drop-off at your...

8 hours

5.0 (2)

from
$447

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba …More

3.9 (18)

Scenic Aruba Self-Guided Driving and Walking Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Ready for a swashbuckling excursion through paradise? This narrated driving tour of Aruba...

1 to 2 hours Free Cancellation

3.9 (18)

from
$34

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about …More

Puerto Plata, Dominican Republic

4.7 (7)

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (7)

from
$65

This Negril tour is one of the most anticipated fun filled day out and journey of sight seeing. Taking on top destination spots such as …More

Montego Bay, Jamaica

5.0 (3)

Full Beach Day Negril Beach & Rick Cafe

This Negril tour is one of the most anticipated fun filled day out and journey of sight seeing. Taking on top destination spots such as...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Enjoy fresh coffee or chocolate with the family. Real coffee and cocoa plantations and learn how they are harvested and made. Stop at a local …More

Punta Cana, Dominican Republic

4.6 (5)

Safari Full Day VIP Experience

Enjoy fresh coffee or chocolate with the family. Real coffee and cocoa plantations and learn how they are harvested and made. Stop at a local...

7 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$64

Private Rose Island Half Day Tour with Swimming Pigs and Turtles

Our private tour offers flexibility to alter your itinerary unlike shared tours where you cant deter from the listed stops. Your party doesn't share the …More

5.0 (3)

Private Rose Island Half Day Tour with Swimming Pigs and Turtles

Our private tour offers flexibility to alter your itinerary unlike shared tours where you cant deter from the listed stops. Your party doesn't share the...

4 hours Free Cancellation

5.0 (3)

from
$1,530

1 Hour Private Rafting Experience in Jamaica

Rafting on the White River is a tour to experience while enjoying the beautiful island of Jamaica. The tour is carried out by a raft …More

Ocho Rios, Jamaica

4.7 (9)

1 Hour Private Rafting Experience in Jamaica

Rafting on the White River is a tour to experience while enjoying the beautiful island of Jamaica. The tour is carried out by a raft...

45 to 60 minutes Free Cancellation

4.7 (9)

from
$65

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving …More

Runaway Bay, Jamaica

5.0 (3)

Ocho Rios: Blue Hole and ATV

Overview: The ATV adventure takes you through the hills and rough path, then tour transitions to river diving. This part of the tour involves diving...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$167

Horseback Riding, ATV & Blue Hole (Land & Sea) from Falmouth

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with …More

Runaway Bay, Jamaica

5.0 (3)

Horseback Riding, ATV & Blue Hole (Land & Sea) from Falmouth

This tour takes you through the local communities and villages of rural Jamaica and then you cool down in the beach during a swim with...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$80

Montego Bay: ATV and Bamboo Rafting with Limestone Foot Massage

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay: ATV and Bamboo Rafting with Limestone Foot Massage

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$226

ATV, Bamboo Rafting, Horseback Ride & Blue Hole Falls Ocho Rios

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim Bamboo Rafting And a …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting, Horseback Ride & Blue Hole Falls Ocho Rios

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim Bamboo Rafting And a...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

This tour is very personalize, you will feel right at home, feel like family, feel relax and have fun. …More

Choc, St Lucia

5.0 (2)

St Lucia Soufriere Natural Attraction

This tour is very personalize, you will feel right at home, feel like family, feel relax and have fun....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Jet Ski and ATV Combo

Enjoy a Combination of Jet Skis and off-road ATV ride or each activity by itself on this private experience. On this tour you will Hop...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$130

ATV, Bamboo Rafting & Horseback Riding tour from Montego bay

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting & Horseback Riding tour from Montego bay

Experience a day of adventure on this combination tour, which includes an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Dunn's River Falls, Bamboo Rafting & ATV Ride from Montego Bay

Experience a day of adventure on this amazing private combination tour to Ocho Rios, This package includes a visit to the worlds famous Dunns River …More

Montego Bay, Jamaica

5.0 (4)

Dunn's River Falls, Bamboo Rafting & ATV Ride from Montego Bay

Experience a day of adventure on this amazing private combination tour to Ocho Rios, This package includes a visit to the worlds famous Dunns River...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$125

Jamaica: Negril Seven Mile Beach Private Full-Day Tour

If you want to enjoy Scrumptious local fresh sea food and visit Negril Jamaica , this is the perfect experience for you. Our exclusive tour …More

Montego Bay, Jamaica

5.0 (3)

Jamaica: Negril Seven Mile Beach Private Full-Day Tour

If you want to enjoy Scrumptious local fresh sea food and visit Negril Jamaica , this is the perfect experience for you. Our exclusive tour...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$65

Half Day Guided Tour to Montana Redonda and Sunset Pickup in Cap Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the …More

La Romana, Dominican Republic

5.0 (2)

Half Day Guided Tour to Montana Redonda and Sunset Pickup in Cap Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$145

Montego Bay Highlights Private Express Tour by Car

This is a unique experience of the Montego Bay Area. Travelers get to interact with locals. You can learn about our history and culture. Drive …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay Highlights Private Express Tour by Car

This is a unique experience of the Montego Bay Area. Travelers get to interact with locals. You can learn about our history and culture. Drive...

150 to 180 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$70

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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?