Top Caribbean City Tours

Q: What are the best options for Caribbean City Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean City Tours are: Grenada Tuk Tuk Adventure Historical Santo Domingo Day Trip from Punta Cana Antigua Shore Excursion: Round Island Tour Amazing Adventure Race Walking Tour of Philipsburg Puerto Plata: Hotels - pick up - WATERFALLS OF DAMAJAGUA

Q: What are the best kid-friendly options for Caribbean City Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean City Tours are: Punta Cana Shopping Tour Montego Bay Private Shopping Tour with Hotel Pickup Ocho Rios Shopping Tour Historic Walking Tour of Bridgetown Barbados Grand Turk Historical Sightseeing Tour View all kid-friendly Tours →

Q: Which Caribbean City Tours have Instant Confirmation?

Caribbean City Tours with Instant Confirmation include: San Juan Self-Guided Walking Audio Tour Punta Cana Shopping Tour Montego Bay Private Shopping Tour with Hotel Pickup Private Tour Souvenir Shopping in Montego Bay Ocho Rios Shopping Tour View all Tours with Instant Confirmation →

Q: Which Caribbean City Tours have Free Cancellation?

Caribbean City Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: San Juan Self-Guided Walking Audio Tour Punta Cana Shopping Tour Montego Bay Private Shopping Tour with Hotel Pickup Rick's Cafe & Shopping in Negril Private Tour Souvenir Shopping in Montego Bay View all Tours with Free Cancellation →

Q: I need a ride! Which Caribbean City Tours have Hotel Pickup?

No problem. These Caribbean City Tours include Hotel Pickup: Punta Cana Shopping Tour Montego Bay Private Shopping Tour with Hotel Pickup Private Tour Souvenir Shopping in Montego Bay Ocho Rios Shopping Tour Montego Bay City Highlights & Sightseeing Tour with Shopping 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 Tours Shopping From Ocho Rios,Air BNB and Cruise Port

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

3.0 (2)

Private Tours Shopping From Ocho Rios,Air BNB and Cruise Port

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...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$65

The walking tour will take you to the many historical buildings and sites of the city. You will visit among others the famous first Cathedral …More

Santo Domingo, Dominican Republic

4.6 (5)

Historical City Tour Santo Domingo

The walking tour will take you to the many historical buildings and sites of the city. You will visit among others the famous first Cathedral...

4 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$67

Santo Domingo City Tour: History of the Caribbean

First you will be picked up from your hotel by bus. The tour will start with meeting a professional guide that will give you some …More

Santo Domingo, Dominican Republic

3.4 (19)

Santo Domingo City Tour: History of the Caribbean

First you will be picked up from your hotel by bus. The tour will start with meeting a professional guide that will give you some...

7 to 8 hours Hotel pickup offered Free Cancellation

3.4 (19)

from
$67

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing …More

4.5 (68)

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (68)

from
$69

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs …More

Kingstown, St Vincent and the Grenadines

4.8 (69)

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs...

5 hours Hotel pickup offered Free Cancellation

4.8 (69)

from
$69

Montego Bay City tour & White Witch Of Rose Hall Haunted mansion Tour

Check out Montego Bay’s city sights and take an evening tour of the supposedly haunted Rose Hall Great House with this convenient combo experience on …More

Montego Bay, Jamaica

4.2 (41)

Montego Bay City tour & White Witch Of Rose Hall Haunted mansion Tour

Check out Montego Bay’s city sights and take an evening tour of the supposedly haunted Rose Hall Great House with this convenient combo experience on...

3 hours Free Cancellation

4.2 (41)

from
$70

Kingston Half Day Community and Art Tour

This tour is unique because it takes you into the heart of Kingston in a safe way, allowing you to truly experience the art and …More

Kingston, Jamaica

5.0 (5)

Kingston Half Day Community and Art Tour

This tour is unique because it takes you into the heart of Kingston in a safe way, allowing you to truly experience the art and...

4 hours

5.0 (5)

from
$70

Negril 7 Miles Beach and Ricks Cafe Tour from Montego Bay

Booking your Negril 7 Mile Beach & Rick's Cafe tour with Premier Transfers and Tours ensures a seamless and enriching experience. Their extensive experience in …More

Montego Bay, Jamaica

5.0 (1)

Negril 7 Miles Beach and Ricks Cafe Tour from Montego Bay

Booking your Negril 7 Mile Beach & Rick's Cafe tour with Premier Transfers and Tours ensures a seamless and enriching experience. Their extensive experience in...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger …More

Ocho Rios, Jamaica

5.0 (1)

Private Tour to Konoko Falls From Ocho Rios

Konoko Falls and Gardens is tranquil and peaceful with a relaxing sense of mind kind of tour. All ages will enjoy this tour, the younger...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$70

Saona Island Day trip with lunch and transport included.

Saona Island is a dream paradise come true on earth, surrounded by white sandy beaches, crystal clear turquoise waters and countless palm trees.It is a …More

4.5 (2)

Saona Island Day trip with lunch and transport included.

Saona Island is a dream paradise come true on earth, surrounded by white sandy beaches, crystal clear turquoise waters and countless palm trees.It is a...

7 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$70

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you …More

4.4 (70)

Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you...

4 hours 30 minutes Free Cancellation

4.4 (70)

from
$70

Explore Montego Bay Private Highlight Tour from Montego Bay

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center, …More

Montego Bay, Jamaica

5.0 (324)

Explore Montego Bay Private Highlight Tour from Montego Bay

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (324)

from
$71

Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and …More

4.7 (49)

Old San Juan Deluxe Walking Tour

Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and...

2 hours 15 minutes Free Cancellation

4.7 (49)

from
$71

Fort-de-France Food Tasting and Cultural Walking Tour

Explore Martinican sweeties and culture on this food and walking tour in the downtown of the chief town of Fort-de-France. Sample local sweeties and beyond …More

Fort-de-France, Martinique

4.7 (17)

Fort-de-France Food Tasting and Cultural Walking Tour

Explore Martinican sweeties and culture on this food and walking tour in the downtown of the chief town of Fort-de-France. Sample local sweeties and beyond...

2 hours 40 minutes Free Cancellation

4.7 (17)

from
$71

Shore Excursion: Fort-de-France Food and Cultural Walking Tour

Discover the flavors and vibrant culture of Martinique during this gourmet walking tour through the heart of Fort-de-France. Stroll through the lively streets of the …More

4.6 (5)

Shore Excursion: Fort-de-France Food and Cultural Walking Tour

Discover the flavors and vibrant culture of Martinique during this gourmet walking tour through the heart of Fort-de-France. Stroll through the lively streets of the...

3 hours Free Cancellation

4.6 (5)

from
$71

This 6-hour sightseeing city tour will take you from the popular oceanfront boulevard of Puerto Plata to the top of Mount Isabel, where you will …More

Cabarete, Dominican Republic

4.7 (142)

Puerto Plata City Tour

This 6-hour sightseeing city tour will take you from the popular oceanfront boulevard of Puerto Plata to the top of Mount Isabel, where you will...

6 to 7 hours Hotel pickup offered Free Cancellation

4.7 (142)

from
$72

City Sight Seeing with Wine, Rum Cake and Conch Fritter Samples

Escape from the hustle and bustle of downtown and enjoy a two to three hour ride filled with wine, chocolate, rum cake and conch fritter …More

Nassau, Bahamas

4.7 (215)

City Sight Seeing with Wine, Rum Cake and Conch Fritter Samples

Escape from the hustle and bustle of downtown and enjoy a two to three hour ride filled with wine, chocolate, rum cake and conch fritter...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (215)

from
$75

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to …More

4.9 (13)

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to...

6 hours Free Cancellation

4.9 (13)

from
$75

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you …More

Santo Domingo, Dominican Republic

4.0 (52)

Santo Domingo City Tour with Pickup Included From Santo Domingo

Discover the rich history and culture of the Dominican Republic with our exclusive Santo Domingo tour! With convenient pickup in Santo Domingo, we'll take you...

6 hours Hotel pickup offered Free Cancellation

4.0 (52)

from
$75

See the sights of this beautiful tropical island, starting with a drive through the city. You'll see spectacular panoramic views of the Atlantic side of …More

4.4 (11)

Highlights of Tobago Tour

See the sights of this beautiful tropical island, starting with a drive through the city. You'll see spectacular panoramic views of the Atlantic side of...

3 hours Hotel pickup offered Free Cancellation

4.4 (11)

from
$75