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 →

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the …More

Castries, St Lucia

5.0 (17)

Soufrière Adventure Private Tour

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$120

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle …More

Runaway Bay, Jamaica

5.0 (19)

Blue Hole and Dunn's River Falls from Montego Bay

We start your shore excursion with pickup directly from your hotel lobby or the Falmouth Cruise Port. A scenic ride in an air conditioned vehicle...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (19)

from
$106

ATV, Bamboo Rafting & Horseback Ride Tour From Montego Bay

Experience a day of adventure on this combination tour, which includes ;an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting …More

Montego Bay, Jamaica

5.0 (6)

ATV, Bamboo Rafting & Horseback Ride Tour From Montego Bay

Experience a day of adventure on this combination tour, which includes ;an exciting off road ATV Ride , Horseback-riding n Swim and the Bamboo Rafting...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$120

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish …More

Montego Bay, Jamaica

5.0 (9)

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$145

Enjoy a memorable, incredible and amazing adventure to experience the people and life in the Dominican. If you're looking to see how life is lived …More

Punta Cana, Dominican Republic

4.3 (39)

Safari Half Day Experience

Enjoy a memorable, incredible and amazing adventure to experience the people and life in the Dominican. If you're looking to see how life is lived...

4 hours Hotel pickup offered Free Cancellation

4.3 (39)

from
$59

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in …More

Anse La Raye, St Lucia

4.8 (6)

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in...

7 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$260

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great …More

Falmouth, Jamaica

4.7 (20)

Private and Customize Highlight Tour to Montego Bay from Falmouth

A private and customize tour from Falmouth to the city of Montego Bay and some of it's historical sites in a air-conditioned vehicle, view great...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$102

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Runaway Bay, Jamaica

4.9 (14)

Explore Montego Bay to River Tubing, Horse Back Riding, Blue Hole

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$404

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Trelawny, Jamaica

4.8 (13)

Appleton Rum Factory, Ys Falls, Black River Safari, Floyd’s Pelican Bar

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$100

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

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack …More

5.0 (13)

3hr Private Luxury Yacht with Snorkeling, Bar, Food

3-Hour Cruise 1 Hors d'oeuvre (Assorted Sandwiches) Unlimited Rum Punch, Mimosas, Beer and Non-Alcoholic options Bluetooth Music Snorkeling with Gear Swimming with Toys Packaged Snack...

3 hours Free Cancellation

5.0 (13)

from
$3,300

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking …More

5.0 (4)

Curacao Private Romantic Sunset Sailing Tour for 2

Celebrate love with an unforgettable private romantic sailing experience in beautiful Curacao. Surprise your partner with a breathtaking sunset yacht escape designed for couples seeking...

3 hours Free Cancellation

5.0 (4)

from
$479

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$120

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

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can …More

Montego Bay, Jamaica

5.0 (6)

Great River Rafting With Limestone Massage From Montego Bay

Basically this completely customizable tour gives you a 3 pack combo Great River Rafting, Limestone Massage and sightseeing tour With a certified guide you can...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$100

3 Hours Panoramic Tour in Punta Cana with Artisan Market

Leaving from any hotel in the area of Punta Cana Bavaria, you will have the opportunity to introduce yourself to the local culture have a …More

Punta Cana, Dominican Republic

4.4 (28)

3 Hours Panoramic Tour in Punta Cana with Artisan Market

Leaving from any hotel in the area of Punta Cana Bavaria, you will have the opportunity to introduce yourself to the local culture have a...

4 hours Hotel pickup offered Free Cancellation

4.4 (28)

from
$35

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle …More

5.0 (10)

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle...

3 hours Free Cancellation

5.0 (10)

from
$575

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

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

By booking our private charter, you and your guests will have exclusive access to our boat and our attentive and friendly staff. Because the cruise …More

4.9 (19)

3.5hr Private Catamaran Cruise with Snorkeling, DJ, Bar, Food

By booking our private charter, you and your guests will have exclusive access to our boat and our attentive and friendly staff. Because the cruise...

3 hours 30 minutes Free Cancellation

4.9 (19)

from
$3,900

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

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?