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 →

Roseau's Best in a 2-Hour Private Walking Tour

Together with the professional guide, you will visit the most charming places in the city. Roseau is the capital city of Dominica, an island known …More

5.0 (1)

Roseau's Best in a 2-Hour Private Walking Tour

Together with the professional guide, you will visit the most charming places in the city. Roseau is the capital city of Dominica, an island known...

2 hours

5.0 (1)

from
$79

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey, …More

Punta Cana, Dominican Republic

5.0 (1)

Higuey Cultural Sightseeing

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey,...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way …More

Fort-de-France, Martinique

5.0 (1)

Half Day Private Custom Tour of Martinique

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$189

Bob Marley 9 Mile Tour and The Blue Hole Falls from Montego Bay

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a …More

Montego Bay, Jamaica

5.0 (1)

Bob Marley 9 Mile Tour and The Blue Hole Falls from Montego Bay

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana, …More

Punta Cana, Dominican Republic

5.0 (1)

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana,...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$282

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour …More

Punta Cana, Dominican Republic

5.0 (1)

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$170

Green Grato Caves and Dunns River Falls with Private Transfer

Discover Jamaica’s natural wonders with the Dunn’s River Falls and Green Grotto Caves Combo Tour. Begin your adventure at Dunn’s River Falls, one of the …More

Trelawny, Jamaica

5.0 (1)

Green Grato Caves and Dunns River Falls with Private Transfer

Discover Jamaica’s natural wonders with the Dunn’s River Falls and Green Grotto Caves Combo Tour. Begin your adventure at Dunn’s River Falls, one of the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

MBJ Airport Private Transfer to Hotels in the Montego Bay Area.

We provide Private Airport Transportation in Air conditioned vehicles. Our drivers will meet you at the airport with a warm pleasant welcome and your name …More

Montego Bay, Jamaica

5.0 (1)

MBJ Airport Private Transfer to Hotels in the Montego Bay Area.

We provide Private Airport Transportation in Air conditioned vehicles. Our drivers will meet you at the airport with a warm pleasant welcome and your name...

10 to 25 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$40

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to …More

Vieux Fort, St Lucia

5.0 (1)

Bon Voyage - St. Lucia Tour

Goodbyes are never easy, but we can certainly make it fun. This approximate four hour tour allows you to combine sightseeing and an airport transfer to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Higüey Countryside, Basilica and Macao Beach Private Tour

Discover the vibrant culture and natural beauty of Higüey on this half-day private cultural tour. Start with a horseback ride through picturesque landscapes and a …More

Punta Cana, Dominican Republic

5.0 (1)

Higüey Countryside, Basilica and Macao Beach Private Tour

Discover the vibrant culture and natural beauty of Higüey on this half-day private cultural tour. Start with a horseback ride through picturesque landscapes and a...

6 to 7 hours Hotel pickup offered

5.0 (1)

from
$180

Falmouth Shore Excursion: Negril in One Day Sightseeing Tour

This Negril day trip is the perfect tour for your Falmouth shore excursion! Visit Jimmy Buffet's Margaritaville plus the world-famous Rick's Cafe. …More

Trelawny, Jamaica

5.0 (1)

Falmouth Shore Excursion: Negril in One Day Sightseeing Tour

This Negril day trip is the perfect tour for your Falmouth shore excursion! Visit Jimmy Buffet's Margaritaville plus the world-famous Rick's Cafe....

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$53

Ocho Rios to Kingston Sightseeing Day-Trip

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a full day visiting important sites …More

Ocho Rios, Jamaica

5.0 (1)

Ocho Rios to Kingston Sightseeing Day-Trip

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a full day visiting important sites...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Puerto Plata : Dominican Day Life + Waterfalls of Damajagua (SAFARI FULL DAY)

Duration : 8 hours • we visit a typical patio of our country houses full of domestic birds. • we make a stop to appreciate …More

Puerto Plata, Dominican Republic

5.0 (1)

Puerto Plata : Dominican Day Life + Waterfalls of Damajagua (SAFARI FULL DAY)

Duration : 8 hours • we visit a typical patio of our country houses full of domestic birds. • we make a stop to appreciate...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$79

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to …More

Montego Bay, Jamaica

5.0 (1)

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$219

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and …More

Negril, Jamaica

5.0 (1)

Private Catamaran Negril Jamaica Sail -Open Bar

Private Group Negril Catamarans Sailing and Snorkel Boat tours offer fun and excitement in Negril Jamaica . Sail and snorkel at excellent Sand reefs and...

3 hours Hotel pickup offered

5.0 (1)

from
$2,900

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s …More

Montego Bay, Jamaica

5.0 (1)

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s...

5 to 6 hours Free Cancellation

5.0 (1)

from
$150

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like …More

Trelawny, Jamaica

5.0 (1)

3 hours Bamboo Rafting Activity in Lethe Jamaica

My tour is a private tour. I normally let travelers tell me their interests so I can guide them on the activities that they like...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's …More

Kingston, Jamaica

5.0 (1)

Private Bob Marley Nine Mile Tour with Hotel or Cruise Pickup

Discover the roots of reggae legend Bob Marley on a private journey to Nine Mile, the birthplace and final resting place of one of Jamaica's...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$263

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?