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 Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and …More

Trelawny, Jamaica

5.0 (2)

Private Margaritaville and Rick's Cafe Tour in Negril Jamaica

Enjoy a comfortable relaxing private ride to and from Negril. Where you will explore some of Jamaica's main attractions, Negril's 7 Miles Beach, Margaritaville, and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Be part of an unforgettable experience exploring the culture and history of Puerto Plata, getting a true taste of Dominican life. A guided tour of …More

5.0 (2)

Half-Day Puerto Plata City Tour

Be part of an unforgettable experience exploring the culture and history of Puerto Plata, getting a true taste of Dominican life. A guided tour of...

3 to 4 hours Free Cancellation

5.0 (2)

from
$295

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$60

Go Kart and Highlights of Puerto Plata Half Day Tour

Join us on an exciting Go Kart tour and discover the beauty of this coastal city! You'll feel the adrenaline as you compete on the …More

Puerto Plata, Dominican Republic

5.0 (2)

Go Kart and Highlights of Puerto Plata Half Day Tour

Join us on an exciting Go Kart tour and discover the beauty of this coastal city! You'll feel the adrenaline as you compete on the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$69

Come and experience nature at its best with a visit to Portland. Portland is a nature's lovers dream, come and experience the beauty of Portland …More

Ocho Rios, Jamaica

5.0 (2)

Ocho Rios to Port Antonio Day Tour

Come and experience nature at its best with a visit to Portland. Portland is a nature's lovers dream, come and experience the beauty of Portland...

6 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$175

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical …More

5.0 (2)

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical...

2 hours Free Cancellation

5.0 (2)

from
$430

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating …More

Soufriere, St Lucia

5.0 (2)

Sulphur Springs Tour

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating...

4 hours Free Cancellation

5.0 (2)

from
$120

Explore Montego Bay to Bob Marley Mausoleum Nine Miles& Blue Hole

This is a CASHLESS HASSLE FREE TOUR that Pickup from Cruise Ship or Hotel in Private style, breaking away from coach and large bus group …More

Lucea, Jamaica

5.0 (2)

Explore Montego Bay to Bob Marley Mausoleum Nine Miles& Blue Hole

This is a CASHLESS HASSLE FREE TOUR that Pickup from Cruise Ship or Hotel in Private style, breaking away from coach and large bus group...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling …More

Puerto Plata, Dominican Republic

5.0 (2)

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling...

5 hours 30 minutes

5.0 (2)

from
$1,199

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise. …More

Soufriere, St Lucia

5.0 (2)

Private Northern Saint Lucia Tour

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise....

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$77

Private Full Day Tour Exploring and Tasting Roseau

This full-day tour will give you an opportunity to explore Roseau's rich history, culture, and cuisine. Together with the professional tour guide, you will visit …More

5.0 (2)

Private Full Day Tour Exploring and Tasting Roseau

This full-day tour will give you an opportunity to explore Roseau's rich history, culture, and cuisine. Together with the professional tour guide, you will visit...

7 hours Free Cancellation

5.0 (2)

from
$299

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Runaway Bay, Jamaica

5.0 (2)

Shopping Tour From Runaway Bay Hotels

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Martha Brae River Rafting Private Transportation

Whether you're looking for Romance or making this day a family outing, this is sure to be a day you'll remember. The rafts may look …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae River Rafting Private Transportation

Whether you're looking for Romance or making this day a family outing, this is sure to be a day you'll remember. The rafts may look...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$32

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of …More

5.0 (2)

Full Day St Martin Private Charter Tour

Craft unforgettable memories on your private boat as you explore the breathtaking beauty of Saint-Martin. With Pierre as your guide, discover the hidden treasures of...

8 hours Free Cancellation

5.0 (2)

from
$1,505

Martha Brae Authentic Bamboo Rafting Tour From Montego Bay

Martha Brae Bamboo River rafting is an amazing tour where one relaxes as a professional raftsmen stream the authentic bamboo raft smoothly slowly down the …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae Authentic Bamboo Rafting Tour From Montego Bay

Martha Brae Bamboo River rafting is an amazing tour where one relaxes as a professional raftsmen stream the authentic bamboo raft smoothly slowly down the...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance …More

Montego Bay, Jamaica

5.0 (2)

Luminous Lagoon Night Tour

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide …More

Trelawny, Jamaica

5.0 (2)

Appleton Estate Rum Tasting Experience

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$137

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is …More

Ocho Rios, Jamaica

5.0 (2)

Blue hole, site seeing and shopping.

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is...

5 hours Free Cancellation

5.0 (2)

from
$175

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

Trelawny, Jamaica

5.0 (2)

Bob Marley Nine Mile Tour from Falmouth

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...

3 to 4 hours Free Cancellation

5.0 (2)

from
$220

Negril Combo Experience 7 Mile Beach, Shopping and Rick's Café

This tour is unique because it combines three iconic Negril experiences into one seamless adventure: 1. 7-Mile Beach: Relax and soak up the sun on …More

Montego Bay, Jamaica

5.0 (2)

Negril Combo Experience 7 Mile Beach, Shopping and Rick's Café

This tour is unique because it combines three iconic Negril experiences into one seamless adventure: 1. 7-Mile Beach: Relax and soak up the sun on...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

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?