Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City 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 →

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged …More

Montego Bay, Jamaica

5.0 (6)

Private ATV Experience tour from Montego Bay with Lunch

A "Wet and Wild" ATV experience typically involves riding all-terrain vehicles (ATVs) through challenging and adventurous terrains that might include mud, water crossings, and rugged...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$203

A serene stop at the Blue Hole on this half-day private tour from Ocho Rios. With a private guide dedicated just to you and your …More

Kingston, Jamaica

5.0 (6)

Blue Hole Adventure Tours

A serene stop at the Blue Hole on this half-day private tour from Ocho Rios. With a private guide dedicated just to you and your...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$65

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

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

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline …More

Montego Bay, Jamaica

4.8 (5)

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline...

2 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$30

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$75

Blue Hole and Dunns River Falls the Number One Rated Excursions

Discover the allure of Jamaica's natural wonders with "Blue Hole and Dunn's River Falls Tour" by Premier Transfers and Tours. Immerse yourself in the vibrant …More

Runaway Bay, Jamaica

5.0 (7)

Blue Hole and Dunns River Falls the Number One Rated Excursions

Discover the allure of Jamaica's natural wonders with "Blue Hole and Dunn's River Falls Tour" by Premier Transfers and Tours. Immerse yourself in the vibrant...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$140

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The …More

Lucea, Jamaica

5.0 (5)

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Horseback riding tour buy the beach or countryside port silver

What Makes Our Beach Horseback Riding Tour Unique? 1. Personalized service: You’re not just another tourist. Our friendly guides take the time to connect with …More

Puerto Plata, Dominican Republic

4.6 (12)

Horseback riding tour buy the beach or countryside port silver

What Makes Our Beach Horseback Riding Tour Unique? 1. Personalized service: You’re not just another tourist. Our friendly guides take the time to connect with...

3 hours Hotel pickup offered Free Cancellation

4.6 (12)

from
$80

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi …More

Montego Bay, Jamaica

5.0 (3)

ATV Safari, Negril Beach & Rick’s Cafe from Montego Bay Jamaica

Explore three of Jamaica’s most awesome and fun-filled activities on this amazing full-day tour to Negril. Hop aboard your clean, air-conditioned van equipped with WiFi...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located …More

Montego Bay, Jamaica

4.6 (10)

Floyd's Pelican Bar Private Tour

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located...

5 to 7 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$86

First Class Lounge, Fast Track & Round Trip Private Airport Transport Package

Getting in and out of Montego Bay’s Sangster International Airport couldn’t be any easier. A round-trip private hotel transfer completes this package, which includes access to …More

Ocho Rios, Jamaica

4.7 (16)

First Class Lounge, Fast Track & Round Trip Private Airport Transport Package

Getting in and out of Montego Bay’s Sangster International Airport couldn’t be any easier. A round-trip private hotel transfer completes this package, which includes access to...

1 hour Hotel pickup offered

4.7 (16)

from
$115

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay City Tour

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn...

3 to 8 hours Free Cancellation

5.0 (5)

from
$205

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged …More

St. George's, Grenada

5.0 (5)

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$150

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and …More

Cabarete, Dominican Republic

5.0 (9)

Monkey Home & Puerto Plata City Tour

It's an unforgettable experience especially for people who love animals. They'll iterate with these playful and curious squirrel monkeys that climb on your legs and...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$129

27 Waterfalls Adventure Private Tour in Charcos de Damajagua

We are the ideal choice for your tour of the 27 waterfalls of Damajagua, also known as Charcos de Damajagua. With years of experience and …More

5.0 (2)

27 Waterfalls Adventure Private Tour in Charcos de Damajagua

We are the ideal choice for your tour of the 27 waterfalls of Damajagua, also known as Charcos de Damajagua. With years of experience and...

3 hours Free Cancellation

5.0 (2)

from
$400

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you …More

Puerto Plata, Dominican Republic

4.8 (5)

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$349

Blue Hole Secret Fall and Dunn's River Falls Combo Tour Ocho Rios

Be ready for a day of adventure in your hotel lobby; bring a swimsuit and towel. Meet your guide and group and climb into a …More

Trelawny, Jamaica

5.0 (2)

Blue Hole Secret Fall and Dunn's River Falls Combo Tour Ocho Rios

Be ready for a day of adventure in your hotel lobby; bring a swimsuit and towel. Meet your guide and group and climb into a...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$249

Sightseeing Tour of Montego Bay City w/ Options to Personalize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the toursim …More

Montego Bay, Jamaica

4.7 (13)

Sightseeing Tour of Montego Bay City w/ Options to Personalize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the toursim...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (13)

from
$44

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on …More

5.0 (5)

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$600

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?