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: Blue Hole Private Tour from Ocho Rios with Pickup Private Full-Day Tour in Ocho Rios from Montego Bay Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls Jet Ski and Beach Day Private Tour Irie Blue Hole and Secret Falls Adventure Tour from Runaway Bay

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 →

Montego Bay ATV Tour with private Transportation and Lunch Stop

Get ready for an unforgettable Jamaican adventure! Experience the excitement of an ATV off-road ride as you explore the rugged countryside and scenic hills of …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay ATV Tour with private Transportation and Lunch Stop

Get ready for an unforgettable Jamaican adventure! Experience the excitement of an ATV off-road ride as you explore the rugged countryside and scenic hills of...

2 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Bahamas Swimming Pigs Experience on Rose Island

Da Pig Beach is located on Rose Island, one of the beautiful islands of the Bahamas. You’ll arrive by boat at their private property, where …More

Nassau, Bahamas

4.4 (25)

Bahamas Swimming Pigs Experience on Rose Island

Da Pig Beach is located on Rose Island, one of the beautiful islands of the Bahamas. You’ll arrive by boat at their private property, where...

4 hours Hotel pickup offered Free Cancellation

4.4 (25)

from
$179

2x1: ATV Ride Plus Monkey Land puerto plata

Visit one of the most beautiful islands on the north coast. Cayo Arena, isla bonita or Cayo Paraisos Tour will greet you with turquoise water, …More

Puerto Plata, Dominican Republic

5.0 (6)

2x1: ATV Ride Plus Monkey Land puerto plata

Visit one of the most beautiful islands on the north coast. Cayo Arena, isla bonita or Cayo Paraisos Tour will greet you with turquoise water,...

4 hours Free Cancellation

5.0 (6)

from
$179

San Juan Private Food Tour with 7 Tastings of Authentic Flavors

Immerse yourself into hundreds of years of history through food in the Puerto Rican capital of Old San Juan. The city has acted as the …More

5.0 (6)

San Juan Private Food Tour with 7 Tastings of Authentic Flavors

Immerse yourself into hundreds of years of history through food in the Puerto Rican capital of Old San Juan. The city has acted as the...

3 hours Free Cancellation

5.0 (6)

from
$179

Horseback Ride, Dunns River Falls & Blue Hole From Montego Bay

This 3 in one Combination gives travelers the opportunity to indulge in some of jamaica's top rated activities and tropical adventures. •Dunns River Falls •Blue …More

Montego Bay, Jamaica

5.0 (4)

Horseback Ride, Dunns River Falls & Blue Hole From Montego Bay

This 3 in one Combination gives travelers the opportunity to indulge in some of jamaica's top rated activities and tropical adventures. •Dunns River Falls •Blue...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$179

Martha brea rafting and blue hole “COMBO TOUR”from montegobay

This tour allows you to visit two of Jamaica’s top natural attractions Martha brea River rafting, and Blue hole in a single tour from Montego …More

Montego Bay, Jamaica

5.0 (4)

Martha brea rafting and blue hole “COMBO TOUR”from montegobay

This tour allows you to visit two of Jamaica’s top natural attractions Martha brea River rafting, and Blue hole in a single tour from Montego...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$179

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side …More

Negril, Jamaica

5.0 (26)

Private Rasta Safari Cultural UTV Village Experience

RastaSafari Experience is a unique way of experiencing the local jamaican culture, this includes riding through the mystical community Roaring River on side by side...

3 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$179

This is a cashless and hassle free day tour, that goes through the mountainous terrain of Jamaica south coast, and passes our unique pan-fried pepper …More

Montego Bay, Jamaica

4.8 (4)

Explore Montego Bay Jamaica Tour from Montego Bay to Y S Falls

This is a cashless and hassle free day tour, that goes through the mountainous terrain of Jamaica south coast, and passes our unique pan-fried pepper...

8 to 10 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$179

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches. …More

4.9 (146)

Private Tours

This tour is unique because of the its beautiful rustic scenery of the east Coast, luxurious west coast and beaches....

5 hours Hotel pickup offered Free Cancellation

4.9 (146)

from
$180

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its …More

Lucea, Jamaica

5.0 (23)

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its...

3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$180

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop …More

Montego Bay, Jamaica

4.9 (28)

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$180

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom …More

5.0 (16)

Scooter Rental San Juan Puerto Rico

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom...

10 hours Free Cancellation

5.0 (16)

from
$180

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping, …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping,...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$180

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of …More

Runaway Bay, Jamaica

5.0 (11)

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$180

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and …More

Montego Bay, Jamaica

5.0 (10)

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and...

8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$180

Dunns River, Margaritaville Beach, Riving Tubing and Blue Hole Private Tour

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes: Dunn's River Falls, Margaritaville, River Tubing …More

Montego Bay, Jamaica

5.0 (5)

Dunns River, Margaritaville Beach, Riving Tubing and Blue Hole Private Tour

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes: Dunn's River Falls, Margaritaville, River Tubing...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$180

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality. …More

Soufriere, St Lucia

5.0 (7)

Chocolate Making & Soufriere vibes Tour

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality....

3 to 6 hours Free Cancellation

5.0 (7)

from
$180

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda, …More

4.7 (13)

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda,...

10 hours 12 minutes Free Cancellation

4.7 (13)

from
$180

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in …More

Montego Bay, Jamaica

5.0 (2)

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength …More

Gros Islet, St Lucia

5.0 (2)

St Lucia Gros Piton Climb Challenge

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

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?