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 →

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

We are dedicated and waiting to provide you with the best experience in Negril Jamaica. Our tours are fully private and comfortable. We visit a …More

Montego Bay, Jamaica

5.0 (3)

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

We are dedicated and waiting to provide you with the best experience in Negril Jamaica. Our tours are fully private and comfortable. We visit a...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$52

If you are a hotel guest in Nevis then this is the tour for you. Nevis Island is the Queen of the Caribees. Take a …More

5.0 (3)

Discover Nevis, Island Tour (Private)

If you are a hotel guest in Nevis then this is the tour for you. Nevis Island is the Queen of the Caribees. Take a...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$85

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip …More

Trelawny, Jamaica

5.0 (3)

Private Jet ski Tour from Montego Bay

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Private Montego Bay City Tour with Sightseeing and Shopping

A safe, fun tour of Montego Bay typically includes visits to attractions and historic sites such as Doctor’s Cave Beach, Sam Sharpe Square, St. James …More

Montego Bay, Jamaica

5.0 (3)

Private Montego Bay City Tour with Sightseeing and Shopping

A safe, fun tour of Montego Bay typically includes visits to attractions and historic sites such as Doctor’s Cave Beach, Sam Sharpe Square, St. James...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$68

Private Horseback Riding, Swim & Blue Hole Secret Falls

Enjoy the beautiful Horseback riding and explore the island's beautiful landscapes and coastal areas from a unique perspective. Horseback riding and swimming with horses is …More

Montego Bay, Jamaica

5.0 (3)

Private Horseback Riding, Swim & Blue Hole Secret Falls

Enjoy the beautiful Horseback riding and explore the island's beautiful landscapes and coastal areas from a unique perspective. Horseback riding and swimming with horses is...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$129

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi …More

Montego Bay, Jamaica

5.0 (3)

ATV Safari, Negril Beach & Rick’s Cafe from Montego Bay Jamaica

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

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

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

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

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

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

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

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the …More

5.0 (3)

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the...

5 hours Free Cancellation

5.0 (3)

from
$225

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos …More

5.0 (3)

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos...

8 hours Free Cancellation

5.0 (3)

from
$305

Animal Farm (Mini Zoo), Bamboo Rafting and Limestone Massage Private Tour

Plan a visit to the D Boss Farm where you will get feed various birds. Also you will get the chance to pet them and …More

Montego Bay, Jamaica

5.0 (3)

Animal Farm (Mini Zoo), Bamboo Rafting and Limestone Massage Private Tour

Plan a visit to the D Boss Farm where you will get feed various birds. Also you will get the chance to pet them and...

2 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$155

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the …More

Montego Bay, Jamaica

5.0 (3)

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

ATV Ride, Spanish Bridge, Blue Hole & Secret Falls-Private Tour

Come and enjoy 3 activities which are certain to get the adrenaline pumping in Jamaica on this amazing combo tour. ATV, Spanish Bridge and Blue …More

Montego Bay, Jamaica

5.0 (3)

ATV Ride, Spanish Bridge, Blue Hole & Secret Falls-Private Tour

Come and enjoy 3 activities which are certain to get the adrenaline pumping in Jamaica on this amazing combo tour. ATV, Spanish Bridge and Blue...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$255

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating …More

Montego Bay, Jamaica

5.0 (3)

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating...

4 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$335

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?