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: Damajagua 7 Waterfalls with Lunch – Swim, Slide & Jump Dunn's River Falls / Ocho Rios Tour from Kingston Private Tour - Rock formations and Turtle Viewing Kingston Cultural Tour Bob Marley Museum & Emancipation Park San Juan Urban Art Bike Tour 2 Hour and 4 Hour Options

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 →

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you …More

Kingston, Jamaica

5.0 (1)

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

ATV Adventure & Bamboo Rafting with Limestone Massage

Our Bamboo River Rafting and ATV riding COMBO tour is the perfect and adventurous way to explore the natural beauty and local culture of Jamaica. …More

Lucea, Jamaica

5.0 (25)

ATV Adventure & Bamboo Rafting with Limestone Massage

Our Bamboo River Rafting and ATV riding COMBO tour is the perfect and adventurous way to explore the natural beauty and local culture of Jamaica....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$126

Private Curaçao Heritage Tour A Private Curaçao Journey

Discover the rich history and vibrant culture of Curaçao on this exclusive three-hour private tour. With a convenient remote pickup, explore iconic landmarks like the …More

Willemstad, Curacao

5.0 (3)

Private Curaçao Heritage Tour A Private Curaçao Journey

Discover the rich history and vibrant culture of Curaçao on this exclusive three-hour private tour. With a convenient remote pickup, explore iconic landmarks like the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$128

Private Tour in Bob Marley 9 Miles and Luminous Lagoon in Jamaica

This package allows you to do two amazing tours in one day. First, we will be going to the Legendary Bob Marley’s house in nine …More

Montego Bay, Jamaica

5.0 (1)

Private Tour in Bob Marley 9 Miles and Luminous Lagoon in Jamaica

This package allows you to do two amazing tours in one day. First, we will be going to the Legendary Bob Marley’s house in nine...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

Great River Bamboo Rafting & hipstrip Tour

Booking with us you get the best prices and excursions with a professional, knowledgeable and reliable driver/guide who knows the history and road maps of …More

Montego Bay, Jamaica

5.0 (3)

Great River Bamboo Rafting & hipstrip Tour

Booking with us you get the best prices and excursions with a professional, knowledgeable and reliable driver/guide who knows the history and road maps of...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$128

Explore Montego Bay Jamaica Private Tour to Green Gratto Cave

This is a slavery historical attraction, whenever you enter inside it’s a real sensual slavery feeling. …More

Runaway Bay, Jamaica

5.0 (10)

Explore Montego Bay Jamaica Private Tour to Green Gratto Cave

This is a slavery historical attraction, whenever you enter inside it’s a real sensual slavery feeling....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$128

YS Falls and The Pelican Bar Adventure Tour from Montego Bay

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to …More

Montego Bay, Jamaica

4.0 (1)

YS Falls and The Pelican Bar Adventure Tour from Montego Bay

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$128

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to …More

Runaway Bay, Jamaica

5.0 (2)

Bob Marley Museum Tour from Runaway Bay

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$128

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the...

3 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

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

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting …More

Montego Bay, Jamaica

5.0 (18)

Bamboo River Rafting with Limestone Foot Massage

With Brooks Tours Ja, you can experience the thrills of rafting on the Great River at Lethe while also enjoying a well-deserved foot massage. Rafting...

4 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$129

Puerto Plata Combo Shore Excursion Adventure Buggy & Monkeys

Make the most of your cruise stop in Puerto Plata with this exciting private shore excursion from Tony Tours By AMGMT. Enjoy private transportation from …More

Cabarete, Dominican Republic

4.9 (12)

Puerto Plata Combo Shore Excursion Adventure Buggy & Monkeys

Make the most of your cruise stop in Puerto Plata with this exciting private shore excursion from Tony Tours By AMGMT. Enjoy private transportation from...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$129

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and …More

Cabarete, Dominican Republic

5.0 (9)

Monkey Home & Puerto Plata City Tour

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$129

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its …More

Punta Cana, Dominican Republic

5.0 (6)

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its...

2 days Hotel pickup offered Free Cancellation

5.0 (6)

from
$129

Bob Marley Nine Mile Private Tour from Montego Bay

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers, …More

Montego Bay, Jamaica

5.0 (4)

Bob Marley Nine Mile Private Tour from Montego Bay

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$129

• Rio Seco Waterfall is among Trinidad’s most stunning waterfalls. While, by far not the tallest, Waterfall this place mostly for its wide deep basin …More

4.5 (2)

Rio Seco Waterfall

• Rio Seco Waterfall is among Trinidad’s most stunning waterfalls. While, by far not the tallest, Waterfall this place mostly for its wide deep basin...

7 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$129

Nine Miles and Dunn's River falls Tour from Negril Hotels

A little village nestled in the beautiful mountains of St Ann Jamaica; each year thousands of Bob Marley fans make their pilgrimage to pay their …More

Negril, Jamaica

5.0 (2)

Nine Miles and Dunn's River falls Tour from Negril Hotels

A little village nestled in the beautiful mountains of St Ann Jamaica; each year thousands of Bob Marley fans make their pilgrimage to pay their...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

Luminous Lagoon and Rose Hall Great House Night Tour

Visit the Luminous Lagoon on this private evening tour from your hotel/villa. . Take a boat out on the glowing waters of the Luminous Lagoon …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall Great House Night Tour

Visit the Luminous Lagoon on this private evening tour from your hotel/villa. . Take a boat out on the glowing waters of the Luminous Lagoon...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

The Negril Sunset Tour, that includes and Ricks Café, departs from any hotel in Montego Bay area and also from the cruise ship ports in …More

Montego Bay, Jamaica

5.0 (1)

Negril Ricks Café Sunset Tour

The Negril Sunset Tour, that includes and Ricks Café, departs from any hotel in Montego Bay area and also from the cruise ship ports in...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch …More

Trelawny, Jamaica

5.0 (2)

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

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?