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 →

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's …More

Las Terrenas, Dominican Republic

5.0 (1)

Samana Half Day Countryside Adventure

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of …More

Choc, St Lucia

5.0 (1)

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of...

6 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the …More

Kingston, Jamaica

5.0 (1)

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$236

Private Full-Day Tour to Saona Island from Bayahibe with Lunch

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a …More

Punta Cana, Dominican Republic

5.0 (1)

Private Full-Day Tour to Saona Island from Bayahibe with Lunch

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$2,300

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback …More

Ocho Rios, Jamaica

5.0 (1)

Seville Heritage Horseback Ride & Swim from Ocho Rios

Ride at Braco Stables near the World Heritage Site of Seville on this 4-hour horseback adventure from Ocho Rios. The itinerary includes a 2-hour horseback...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$113

Private Street Art Murals and Coastal San Nicolas E-Bike Aruba

This is a private tour where you will experience San Nicolas differently on an electric bike. We will roam the streets of the Main Streets …More

5.0 (1)

Private Street Art Murals and Coastal San Nicolas E-Bike Aruba

This is a private tour where you will experience San Nicolas differently on an electric bike. We will roam the streets of the Main Streets...

3 to 4 hours Free Cancellation

5.0 (1)

from
$200

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate …More

5.0 (1)

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate...

3 hours Free Cancellation

5.0 (1)

from
$350

Private Tour with Eliecer North and South complete

We offer you a safe, reliable service, you will have an unforgettable experience, adventure, comfort, will be the accomplices to enjoy our paradisiacal Island of …More

Kralendijk, Bonaire

5.0 (1)

Private Tour with Eliecer North and South complete

We offer you a safe, reliable service, you will have an unforgettable experience, adventure, comfort, will be the accomplices to enjoy our paradisiacal Island of...

3 hours Free Cancellation

5.0 (1)

from
$77

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local …More

Luquillo, Puerto Rico

5.0 (1)

San Juan Highlights Private Guided Tour

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$350

Half Day Tour in Aruba with Guide (Min 6 / Max 10 persons)

Tour guests will enjoy the unique tales of Aruba as told by our professional guide. You'll get to enjoy and learn all about some of …More

5.0 (1)

Half Day Tour in Aruba with Guide (Min 6 / Max 10 persons)

Tour guests will enjoy the unique tales of Aruba as told by our professional guide. You'll get to enjoy and learn all about some of...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French …More

5.0 (1)

Boat Cruise to the French Islands

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French...

8 to 10 hours Hotel pickup offered

5.0 (1)

from
$2,500

YS Falls and The Pelican Bar Adventure Tour from Kingston

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls, the YS Falls, followed by a visit to …More

Kingston, Jamaica

5.0 (1)

YS Falls and The Pelican Bar Adventure Tour from Kingston

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls, the YS Falls, followed by a visit to...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Ocho Rios and Blue Hole Eco Experience from Kingston

Embark on a captivating ecotour experience at Blue Hole in Ocho Rios, Jamaica, where nature's wonders unfold in a pristine and sustainable setting. This eco-friendly …More

Kingston, Jamaica

5.0 (1)

Ocho Rios and Blue Hole Eco Experience from Kingston

Embark on a captivating ecotour experience at Blue Hole in Ocho Rios, Jamaica, where nature's wonders unfold in a pristine and sustainable setting. This eco-friendly...

4 hours Free Cancellation

5.0 (1)

from
$270

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike …More

Montego Bay, Jamaica

5.0 (1)

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private …More

5.0 (1)

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private...

4 hours Free Cancellation

5.0 (1)

from
$190

Experience our Full Day Private Tour to the West Of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as …More

5.0 (1)

Full Day Private Tour to the West Of Puerto Rico

Experience our Full Day Private Tour to the West Of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as...

9 hours Hotel pickup offered

5.0 (1)

from
$244

Noah's Ark Beach Club Tour Catamaran 44 Big Ben

Welcome aboard this catamaran for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the …More

5.0 (1)

Noah's Ark Beach Club Tour Catamaran 44 Big Ben

Welcome aboard this catamaran for a unique experience in Turks and Caicos : Noah's Ark. Departing from Blue Haven Marina, we head straight to the...

4 hours Free Cancellation

5.0 (1)

from
$2,990

Sunset Premium 2-Hour Private Charter in Montego Bay, Open Bar

Exclusive Caribbean Sunset Escape Experience unparalleled luxury and seclusion on a 2-hour private yacht charter. Personalised Welcome Arrive at our secluded pier and enjoy: - …More

5.0 (1)

Sunset Premium 2-Hour Private Charter in Montego Bay, Open Bar

Exclusive Caribbean Sunset Escape Experience unparalleled luxury and seclusion on a 2-hour private yacht charter. Personalised Welcome Arrive at our secluded pier and enjoy: -...

2 hours Free Cancellation

5.0 (1)

from
$280

Snorkeling and Tubing in Montego Bay with Transportation

Basically this tour offers Snorkeling and ocean tubing in a half day private tour with your own tour guided to give you highlights of places …More

Montego Bay, Jamaica

5.0 (1)

Snorkeling and Tubing in Montego Bay with Transportation

Basically this tour offers Snorkeling and ocean tubing in a half day private tour with your own tour guided to give you highlights of places...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

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?