Top Caribbean Private Sightseeing 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 →

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike …More

5.0 (5)

Private “Sail & Hike” Tour of Grenada

…experience Grenada by sea and land. Sail up the west coast of Grenada to Black Bay where you will disembark to start our guided hike...

8 hours Free Cancellation

5.0 (5)

from
$302

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios

Add a hassle free, 3 days adventure tour package to your vacation in the beautiful town of Ocho Rios. Experience Bob Sled at Mystic Mountain, Blue …More

Ocho Rios, Jamaica

4.0 (1)

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios

Add a hassle free, 3 days adventure tour package to your vacation in the beautiful town of Ocho Rios. Experience Bob Sled at Mystic Mountain, Blue...

3 days Hotel pickup offered Free Cancellation

4.0 (1)

from
$303

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos …More

5.0 (3)

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos...

8 hours Free Cancellation

5.0 (3)

from
$305

Embark on an exclusive adventure with our Ocho Rios Triple Tour from Montego Bay, ensuring a private experience with no shared transportation. This excursion begins …More

Montego Bay, Jamaica

5.0 (2)

Ocho Rios Triple Tour from Montego Bay

Embark on an exclusive adventure with our Ocho Rios Triple Tour from Montego Bay, ensuring a private experience with no shared transportation. This excursion begins...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$305

Blue Hole Waterfall, Bamboo River Rafting and ATV Tour Ocho Rios

Get ready for the ultimate adventure in Ocho Rios! Start your day at the stunning Blue Hole, where you can swim in natural pools, leap …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Waterfall, Bamboo River Rafting and ATV Tour Ocho Rios

Get ready for the ultimate adventure in Ocho Rios! Start your day at the stunning Blue Hole, where you can swim in natural pools, leap...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$307

ATV,Zipline, Horseback Ride, Catamaran, Bamboo Rafting In Jamaica

Looking for an experience that combines adrenaline, relaxation, and pure island vibes? This all-in-one Jamaican adventure is designed for travelers who want to make the …More

Lucea, Jamaica

5.0 (20)

ATV,Zipline, Horseback Ride, Catamaran, Bamboo Rafting In Jamaica

Looking for an experience that combines adrenaline, relaxation, and pure island vibes? This all-in-one Jamaican adventure is designed for travelers who want to make the...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$307

Grenada's Greatest Hits: Forts, Waterfall & Beach Paradise

If you have one day in Grenada, make it count. This shared small-group tour visits three of the island's most iconic highlights — with a …More

4.8 (11)

Grenada's Greatest Hits: Forts, Waterfall & Beach Paradise

If you have one day in Grenada, make it count. This shared small-group tour visits three of the island's most iconic highlights — with a...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$309

Escape the ordinary and dive into the heart of adventure with Explore ATV in St. Lucia! Our excursions redefine exploration, promising an exhilarating journey through …More

5.0 (4)

St Lucia ATV Tours (Best on Island)

Escape the ordinary and dive into the heart of adventure with Explore ATV in St. Lucia! Our excursions redefine exploration, promising an exhilarating journey through...

1 to 2 hours Free Cancellation

5.0 (4)

from
$310

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Montego Bay, Jamaica

5.0 (1)

Nine Mile Tour from Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$310

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

Full Day Private Sailing Tour in Martinique

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

7 hours Free Cancellation

from
$315

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Falmouth, Jamaica

4.5 (2)

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$315

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican …More

Trelawny, Jamaica

4.0 (1)

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican...

7 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$315

San Juan Highlights: Private Driving Tour

Enjoy a personal and private introduction to the City of San Juan, the second-oldest European-founded settlement in the Americas and the oldest under US jurisdiction …More

4.8 (199)

San Juan Highlights: Private Driving Tour

Enjoy a personal and private introduction to the City of San Juan, the second-oldest European-founded settlement in the Americas and the oldest under US jurisdiction...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (199)

from
$315

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and …More

Lucea, Jamaica

5.0 (89)

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and...

8 hours Hotel pickup offered Free Cancellation

5.0 (89)

from
$317

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the …More

Willemstad, Curacao

5.0 (20)

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$320

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$320

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you …More

5.0 (2)

Private Jeep Wrangler island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you...

3 to 5 hours Free Cancellation

5.0 (2)

from
$320

At Amanda's 876 Adventures, we don’t just offer tours we deliver authentic, personalized Jamaican experiences that go beyond the typical tourist route. Your locally guided …More

Runaway Bay, Jamaica

5.0 (2)

Portland Jamaica Private Day Tour

At Amanda's 876 Adventures, we don’t just offer tours we deliver authentic, personalized Jamaican experiences that go beyond the typical tourist route. Your locally guided...

8 to 12 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$320

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich …More

5.0 (1)

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich...

4 hours Free Cancellation

5.0 (1)

from
$320

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful …More

Lucea, Jamaica

5.0 (8)

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$321

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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?