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 →

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

Ocho Rios, Jamaica

3.7 (7)

Shopping From Ocho Rios 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...

2 hours Hotel pickup offered Free Cancellation

3.7 (7)

from
$65

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and …More

3.7 (6)

Private Tailor-Made Safari Tour

Providenciales offers so many amazing things to do and beautiful places to see, chose from our favourite activities and destinations or suggest your own and...

4 hours Hotel pickup offered Free Cancellation

3.7 (6)

from
$850

Shared Tour: Irie Blue Hole & Secret Falls Adventure Tour from Ocho Rios

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour from Ocho Rios! Visit Fern Gully and Blue Hole, where you'll …More

Kingston, Jamaica

3.3 (6)

Shared Tour: Irie Blue Hole & Secret Falls Adventure Tour from Ocho Rios

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour from Ocho Rios! Visit Fern Gully and Blue Hole, where you'll...

3 hours Hotel pickup offered Free Cancellation

3.3 (6)

from
$73

Half-Day Tour: Ron Barceló Factory Experience from Santo Domingo

Join the Ron Barceló Historic Center tour from Santo Domingo for a unique cultural immersion. This round-trip tour takes you to the renowned Ron Barceló …More

Santo Domingo, Dominican Republic

3.4 (5)

Half-Day Tour: Ron Barceló Factory Experience from Santo Domingo

Join the Ron Barceló Historic Center tour from Santo Domingo for a unique cultural immersion. This round-trip tour takes you to the renowned Ron Barceló...

4 to 5 hours Hotel pickup offered Free Cancellation

3.4 (5)

from
$80

Blue Hole Falls & White River Tubing from Falmouth Jamaica

We customized our Blue Hole Secret Falls and White River Tubing to fit our Customers Travel Experience. The tours are located close to each other …More

Trelawny, Jamaica

3.4 (5)

Blue Hole Falls & White River Tubing from Falmouth Jamaica

We customized our Blue Hole Secret Falls and White River Tubing to fit our Customers Travel Experience. The tours are located close to each other...

4 to 6 hours Free Cancellation

3.4 (5)

from
$50

a great shopping experience awaits you when your driver picks you up from your hotel.air bnb or guest house .along the way you will drive …More

Ocho Rios, Jamaica

3.6 (5)

Ocho Rios Shopping Tour

a great shopping experience awaits you when your driver picks you up from your hotel.air bnb or guest house .along the way you will drive...

2 hours 30 minutes Hotel pickup offered Free Cancellation

3.6 (5)

from
$20

Negril Beach Experience & Rick's Cafe from Negril

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven …More

Negril, Jamaica

3.3 (3)

Negril Beach Experience & Rick's Cafe from Negril

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven...

4 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$50

Conch Salad Cooking Lesson and Tasting in Nassau

Learn to make Bahama's national dish, conch salad, during this cooking lesson and then enjoy a Bahamian cocktail. Experience island life, local culture, and delicious …More

Nassau, Bahamas

3.3 (3)

Conch Salad Cooking Lesson and Tasting in Nassau

Learn to make Bahama's national dish, conch salad, during this cooking lesson and then enjoy a Bahamian cocktail. Experience island life, local culture, and delicious...

1 hour Hotel pickup offered Free Cancellation

3.3 (3)

from
$80

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with …More

Santo Domingo, Dominican Republic

3.3 (3)

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with...

10 to 12 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$176

Blue Mountain Coffee Tour From Runaway Bay

Leave the beaches of Runaway Bay behind and spend a day hiking in Jamaica’s Blue Mountains. Trek deep into the tropical rain forest and observe …More

Runaway Bay, Jamaica

3.7 (3)

Blue Mountain Coffee Tour From Runaway Bay

Leave the beaches of Runaway Bay behind and spend a day hiking in Jamaica’s Blue Mountains. Trek deep into the tropical rain forest and observe...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$300

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

3.7 (3)

Appleton Estate Rum Private Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

5 to 8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$108

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural …More

3.7 (3)

South Caribbean Tour in Martinique

This tour offers to bypass an ancient volcano, to discover several historical and cultural sites, local gastronomy, varieties of rums in Martinique and magnificent natural...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$207

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true. …More

Punta Cana, Dominican Republic

3.7 (3)

Full day - Saona Island from punta cana

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true....

8 hours 30 minutes Free Cancellation

3.7 (3)

from
$75

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the …More

Trelawny, Jamaica

3.7 (3)

ATV, Horseback Riding Tour Ocho Rios from Montego Bay/ Falmouth

This tour allows you to explore Jamaica's backcountry through ATV riding and horseback Riding. During this half-day excursion with hotel pickup and drop-off from the...

4 to 5 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$72

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized …More

3.7 (3)

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized...

2 to 6 hours Free Cancellation

3.7 (3)

from
$48

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are …More

Ocho Rios, Jamaica

3.7 (3)

Private Ocho Rios Highlights Tour with Pickup

Travelers will experience the more local side of the Island of Jamaica. Travelers will get a close-up knowledge of the history of Jamaica. Travelers are...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you …More

St. George's, Grenada

3.7 (3)

Spice Island Taxi Tour

Ryde AC Mini Van Island-Wide Tour – Explore Grenada in Comfort! Discover Grenada’s top sights in a cool, air-conditioned minivan! This full-day tour takes you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$135

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage. …More

Montego Bay, Jamaica

3.5 (2)

Bars hopping montego Bay

Embark on an unforgettable Montego Bay Rum Tour, where culture, history, and flavor collide! Explore iconic landmarks like Sam Sharpe Square, uncovering Jamaica’s vibrant heritage....

1 to 3 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$110

Doctor’s Cave Beach and Margaritaville Private Tour

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. With your local …More

Montego Bay, Jamaica

3.5 (2)

Doctor’s Cave Beach and Margaritaville Private Tour

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. With your local...

5 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$31

Bob Marley Mausoleum Nine Miles from Montego Bay

The village of Nine Mile is located deep in the St. Ann country side. Nine Miles is where Bob Marley was born, and fittingly, the …More

Montego Bay, Jamaica

3.5 (2)

Bob Marley Mausoleum Nine Miles from Montego Bay

The village of Nine Mile is located deep in the St. Ann country side. Nine Miles is where Bob Marley was born, and fittingly, the...

5 to 6 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$80

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?