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: Doctor's Cave Beach, Jimmy Buffett 's Margaritaville and Shopping Private Ocho Rios highlight tour Half Day Tobago Tours with Transfers Private Decorated Bamboo Rafting Lethe Jamaica Sunset at Rick's Cafe Private Tour with Transfer

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 →

Full-Day Tour of Saona Island from Punta Cana

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) …More

Punta Cana, Dominican Republic

3.0 (1)

Full-Day Tour of Saona Island from Punta Cana

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve)...

10 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$85

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we …More

4.8 (206)

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we...

4 hours Hotel pickup offered Free Cancellation

4.8 (206)

from
$85

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of …More

Montego Bay, Jamaica

5.0 (2)

Dunn's River Falls Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$85

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility …More

Falmouth, Jamaica

4.9 (55)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (55)

from
$86

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located …More

Montego Bay, Jamaica

4.6 (10)

Floyd's Pelican Bar Private Tour

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located...

5 to 7 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$86

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

4.9 (11)

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$86

Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay

Discover two of Jamaica’s most sought-after attractions on a guided tour of the Blue Hole and Dunn’s River Falls. Dive into the Blue Hole, explore …More

Montego Bay, Jamaica

5.0 (6)

Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay

Discover two of Jamaica’s most sought-after attractions on a guided tour of the Blue Hole and Dunn’s River Falls. Dive into the Blue Hole, explore...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$86

Private Dunns River Falls and Beach Break Excursion from Falmouth

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It is definitely one of the most beautiful places you'll ever see. …More

Trelawny, Jamaica

5.0 (3)

Private Dunns River Falls and Beach Break Excursion from Falmouth

Dunn's River Falls in Ocho Rios is one of Jamaica's most popular attractions. It is definitely one of the most beautiful places you'll ever see....

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$86

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

4.7 (24)

Rockland Bird Sanctuary Private Tour

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

4.7 (24)

from
$86

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in …More

Runaway Bay, Jamaica

5.0 (4)

Dunn's River Tour from Falmouth

We will start your shore excursion by picking you up directly from the Falmouth Cruise Port or your hotel lobby. Sit back and relax in...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$86

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax …More

4.9 (14)

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax...

1 hour 30 minutes Free Cancellation

4.9 (14)

from
$86

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture …More

Montego Bay, Jamaica

5.0 (11)

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$86

Private Sunset Horseback Riding in punta cana beach

Finish the perfect day in the Dominican Republic by watching the Sunset or Sunrise across the horizon. This 2 hours Macao beach horseback tour will …More

Punta Cana, Dominican Republic

4.6 (610)

Private Sunset Horseback Riding in punta cana beach

Finish the perfect day in the Dominican Republic by watching the Sunset or Sunrise across the horizon. This 2 hours Macao beach horseback tour will...

2 hours Hotel pickup offered Free Cancellation

4.6 (610)

from
$87

Sosúa VIP Nightlife Experience with Local Guide & Transportation

What makes this experience unique is that everything is handled for you by a local host who knows Sosúa nightlife inside and out. From curated …More

Cabarete, Dominican Republic

5.0 (7)

Sosúa VIP Nightlife Experience with Local Guide & Transportation

What makes this experience unique is that everything is handled for you by a local host who knows Sosúa nightlife inside and out. From curated...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$87

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience. …More

Negril, Jamaica

5.0 (2)

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

Glistening Waters Luminous Lagoon Boat Tour Falmouth

Step into the magic of Jamaica’s glowing waters on this one-of-a-kind evening boat tour! The Luminous Lagoon in Falmouth is home to a rare natural …More

5.0 (1)

Glistening Waters Luminous Lagoon Boat Tour Falmouth

Step into the magic of Jamaica’s glowing waters on this one-of-a-kind evening boat tour! The Luminous Lagoon in Falmouth is home to a rare natural...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$87

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump …More

Runaway Bay, Jamaica

5.0 (4)

Blue Hole Waterfalls Tour from Falmouth

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$87

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras …More

Choc, St Lucia

5.0 (2)

St Lucia Panoramic Views

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature …More

Montego Bay, Jamaica

4.8 (6)

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature...

3 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$88

Port Royal Heritage & Sightseeing Tour from Kingston

Immerse yourself in the history and culture of Port Royal during this 1.5-hour heritage tour from Kingston. Once the busiest city in the Caribbean, Port …More

Kingston, Jamaica

4.3 (4)

Port Royal Heritage & Sightseeing Tour from Kingston

Immerse yourself in the history and culture of Port Royal during this 1.5-hour heritage tour from Kingston. Once the busiest city in the Caribbean, Port...

3 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$88

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?