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 →

Private Tour of Negril Beach and Sunset at Ricks Cafe

This tour includes scenic drive along the West Coastline of the island, Jamaica’s number 1 Beach destination, Negril. Negril is known for its seven-mile stretch …More

Montego Bay, Jamaica

5.0 (11)

Private Tour of Negril Beach and Sunset at Ricks Cafe

This tour includes scenic drive along the West Coastline of the island, Jamaica’s number 1 Beach destination, Negril. Negril is known for its seven-mile stretch...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$64

Private Beach Cruisin & Snorkeling Experience in Aruba

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating …More

5.0 (11)

Private Beach Cruisin & Snorkeling Experience in Aruba

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating...

4 hours Free Cancellation

5.0 (11)

from
$2,000

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an …More

5.0 (11)

Private Snorkel Tour with Captain & Guide Bonaire Marine Park 4hr

Embark on an exclusive journey through the crystal-clear waters of Bonaire and Klein Bonaire with a private boat snorkel tour. This personalized adventure offers an...

4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$645

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen …More

Montego Bay, Jamaica

5.0 (11)

Montego Bay Rum Tour in the Countryside at Hampden Estate

Hampden Estate is one the oldest working sugar estate and rum distillery left on the island, nestled away off the beaten tracks in the Queen...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$100

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a …More

5.0 (11)

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a...

9 hours 30 minutes Free Cancellation

5.0 (11)

from
$397

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

St. Lucia Private Island Tour (Groups of 4)

Come visit St. Lucia's largest open-air market located in Castries, many fishing villages, sampling of our local sauces and spices, not forgetting our famous banana …More

4.9 (11)

St. Lucia Private Island Tour (Groups of 4)

Come visit St. Lucia's largest open-air market located in Castries, many fishing villages, sampling of our local sauces and spices, not forgetting our famous banana...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$532

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the …More

4.9 (11)

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the...

4 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$445

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the …More

Runaway Bay, Jamaica

5.0 (11)

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the...

6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$136

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of …More

Five Islands Village, Antigua and Barbuda

5.0 (11)

Sunset party at Shirley Heights - PRIVATE round trip

Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 ft.) that affords a superb view of...

60 to 255 minutes Hotel pickup offered Free Cancellation

5.0 (11)

from
$270

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain …More

5.0 (11)

Martinique North Island Private Tour

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain...

6 hours

5.0 (11)

from
$913

Private and Customize Tour from Montego Bay to Dunns River Falls

Visit Dunns River Falls with a private tour from Montego Bay. The duration of our transportation is approximately 1 hour and 30 minutes depending on …More

Montego Bay, Jamaica

5.0 (11)

Private and Customize Tour from Montego Bay to Dunns River Falls

Visit Dunns River Falls with a private tour from Montego Bay. The duration of our transportation is approximately 1 hour and 30 minutes depending on...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$90

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of …More

Fajardo, Puerto Rico

5.0 (11)

Island Hopping and Snorkeling Sailing and Boat Tours Fajardo

Outtaheretours is led by a team of Sailors,Divers, Instructors and Seaman with many years working in Aquatic Tourism. We are positive that nothing short of...

3 to 5 hours Free Cancellation

5.0 (11)

from
$850

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

4.9 (11)

Private Tour From Ocho Rios To Dunn's River Falls

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$86

This is a CASHLESS AND HASSLE FREE Day Tour, starts from Montego Bay goes through the mountainous terrain of Jamaica south coast, and passes under …More

Montego Bay, Jamaica

5.0 (11)

Explore Montego Bay Jamaica to Pelican Bar & Appleton Rum Factory

This is a CASHLESS AND HASSLE FREE Day Tour, starts from Montego Bay goes through the mountainous terrain of Jamaica south coast, and passes under...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$269

Dunn's River Falls and Blue Hole Private Tour Ocho Rios Jamaica

What truly sets this tour apart is the perfect blend of privacy, flexibility, and authentic adventure. Unlike large group excursions, this is a fully private …More

Runaway Bay, Jamaica

5.0 (11)

Dunn's River Falls and Blue Hole Private Tour Ocho Rios Jamaica

What truly sets this tour apart is the perfect blend of privacy, flexibility, and authentic adventure. Unlike large group excursions, this is a fully private...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$43

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax …More

Montego Bay, Jamaica

5.0 (11)

Seven Mile's Beach Snorkeling & Ricks Cafe Sunset Tour Day Trip

this activity is an all-day adventure exploring Jamaica's South Coast. Snorkeling and explore marine life by boarding a glass batton boat to the Pinic-Island, relax...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$101

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture …More

Montego Bay, Jamaica

5.0 (11)

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$86

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

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate …More

Kingstown, St Vincent and the Grenadines

5.0 (11)

Soufriere Volcano Hike

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$70

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?

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?