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: Willemstad Culinary Adventure: Private 3-Hour Foodie Tour Hampden Estate Rum Tour and Lunch from Montego Bay Mojito - Full Day Private Catamaran Cruise - St Maarten Sand n Saddle Horseback Ride & Swim Tour from Falmouth Half Day Private Tour with Jet Ski Experience in Cayman Island

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 →

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a …More

Trelawny, Jamaica

5.0 (2)

Blue Hole Adventure Tour

The Blue Hole is a natural wonder that captivates adventurers with its mesmerizing beauty. With crystal-clear turquoise waters surrounded by lush greenery, it offers a...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay. …More

Falmouth, Jamaica

4.4 (5)

Blue Hole Waterfall Tour from Montego Bay

Take the scenic drive along the coast from Montego Bay to Ocho Rios. Pass through the historic towns of Falmouth, Discovery Bay and Runaway Bay....

3 to 4 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$90

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through …More

Soufriere, St Lucia

5.0 (2)

The Ultimate St. Lucian Experience Tour for Cruise ship Passengers

This exciting feature begins at the cruise terminal. Join us as we traverse the beautiful coast of St. Lucia. Our journey will take us through...

6 hours Free Cancellation

5.0 (2)

from
$90

Curacao West adventure : Shete Boka, Kalki Beach and Kenepa beach

Live the West Coast of Curaçao: Flamencos, Shete Boka, Kenepa and Kalki Beach Enjoy an unforgettable tour in a comfortable, air-conditioned van as you explore …More

Willemstad, Curacao

5.0 (4)

Curacao West adventure : Shete Boka, Kalki Beach and Kenepa beach

Live the West Coast of Curaçao: Flamencos, Shete Boka, Kenepa and Kalki Beach Enjoy an unforgettable tour in a comfortable, air-conditioned van as you explore...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A …More

Kralendijk, Bonaire

5.0 (4)

4 hour Individual Island Tour for 1 to 12 persons

Our driver/guide know the island's ins and outs and is proud to show you around the entire island in this 4 hour island tour. A...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$90

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local …More

Punta Cana, Dominican Republic

4.2 (5)

Punta Cana Shopping & Lunch Experience

A different experience in Punta Cana that combines shopping, gastronomy and beach in a dynamic 4-hour tour maximum. This tour is focused on enjoying local...

3 to 4 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$90

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at …More

Ocho Rios, Jamaica

5.0 (1)

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

Santo Domingo City & Culture Tour from Punta Cana – Colonial Zone

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to our exclusive excursion from …More

Punta Cana, Dominican Republic

5.0 (1)

Santo Domingo City & Culture Tour from Punta Cana – Colonial Zone

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to our exclusive excursion from...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

Falmouth Mystic from Montego Bay Luminous Lagoon Night Tour

The Luminous Lagoon in Falmouth, Jamaica is one of the few places in the world where you can witness the magical phenomenon of bioluminescence. The …More

Negril, Jamaica

5.0 (2)

Falmouth Mystic from Montego Bay Luminous Lagoon Night Tour

The Luminous Lagoon in Falmouth, Jamaica is one of the few places in the world where you can witness the magical phenomenon of bioluminescence. The...

1 hour 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

Floyd's Pelican Ocean Bar Private Tour with Transportation

Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as the Pelican …More

Montego Bay, Jamaica

4.0 (2)

Floyd's Pelican Ocean Bar Private Tour with Transportation

Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as the Pelican...

1 to 6 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$90

Jamaica: Ochos Rios Horseback Ride, ATV, and Bamboo Rafting Tour

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, and Bamboo Rafting. During this half-day excursion with hotel pickup and drop-off, …More

Kingston, Jamaica

4.6 (79)

Jamaica: Ochos Rios Horseback Ride, ATV, and Bamboo Rafting Tour

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, and Bamboo Rafting. During this half-day excursion with hotel pickup and drop-off,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (79)

from
$91

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While …More

4.9 (27)

Bob Marley 9 Miles Tour

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$91

A panoramic drive takes you through Fern Gully Gorge, where nature produces the most magnificent vibrant green trees. The Konoko Falls & River Garden Museum …More

Ocho Rios, Jamaica

4.5 (2)

Konoko Falls City Highlights Ocho Rios Jamaica entry fee included

A panoramic drive takes you through Fern Gully Gorge, where nature produces the most magnificent vibrant green trees. The Konoko Falls & River Garden Museum...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$91

Private Saint Lucia Departure Tour- Free Pickup

Your private guide awaits you at your hotel Lobby. We will drive through the city. This is the perfect opportunity to do some last minute …More

Gros Islet, St Lucia

5.0 (1)

Private Saint Lucia Departure Tour- Free Pickup

Your private guide awaits you at your hotel Lobby. We will drive through the city. This is the perfect opportunity to do some last minute...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$91

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the …More

4.9 (11)

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$92

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Runaway Bay, Jamaica

5.0 (5)

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$92

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from …More

Montego Bay, Jamaica

4.0 (6)

Private Dunns River Falls day trip with Entry Fee (ᵔᵕᵔ)

Note: Admission to the Dunn's River Falls Included in cost. Visit the world famous Dunn's River Falls on this private tour excursion, pick up from...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$92

Lethe River Bamboo Rafting and limestone Foot Massage

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap …More

Montego Bay, Jamaica

4.8 (25)

Lethe River Bamboo Rafting and limestone Foot Massage

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap...

3 to 5 hours Hotel pickup offered Free Cancellation

4.8 (25)

from
$92

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Montego Bay, Jamaica

4.0 (1)

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$92

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?