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: Konoko Falls & Bamboo Beach Transportation Only Blue Hole & Konoko Falls Transportation Only The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour Private Northern Saint Lucia Tour Private Tour Souvenir Shopping in Montego Bay

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: Full-Day Santo Domingo City Tour from Punta Cana Bites of Nassau Food and Walking Tour Original Bajan Walking Food Tour Puerto Plata City Tours The best walking tour Willemstad View all kid-friendly Tours →

Q: Which Caribbean City Tours have Instant Confirmation?

Caribbean City Tours with Instant Confirmation include: Full-Day Santo Domingo City Tour from Punta Cana Bites of Nassau Food and Walking Tour Original Bajan Walking Food Tour Old San Juan and El Morro Castle Walking Tour Puerto Plata City Tours 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: Full-Day Santo Domingo City Tour from Punta Cana Bites of Nassau Food and Walking Tour Original Bajan Walking Food Tour Old San Juan and El Morro Castle Walking Tour Puerto Plata City Tours 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: Full-Day Santo Domingo City Tour from Punta Cana Original Bajan Walking Food Tour Puerto Plata City Tours Curacao Complete Island Tour Explore Montego Bay Private Highlight Tour from Montego Bay 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 →

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

Port of Spain and Fort George Sightseeing Tour

With a population of approximately 50,000 Port of Spain is the largest city in Trinidad. Your city tour of the capital includes a visit to …More

4.7 (46)

Port of Spain and Fort George Sightseeing Tour

With a population of approximately 50,000 Port of Spain is the largest city in Trinidad. Your city tour of the capital includes a visit to...

3 hours Hotel pickup offered Free Cancellation

4.7 (46)

from
$55

Our Tours are one of a kind. our goal is to give you the best experience tour you have ever gotten in your entire life. …More

Philipsburg, St Maarten

4.7 (42)

St.Martin/St.Maarten Magical Tour

Our Tours are one of a kind. our goal is to give you the best experience tour you have ever gotten in your entire life....

2 to 5 hours Hotel pickup offered Free Cancellation

4.7 (42)

from
$80

This will be one of the best tours you did in your life. 4 amazing stops in 4 hours, you will get time to hang …More

Philipsburg, St Maarten

4.7 (41)

St. Maarten 4 Hour Sightseeing Tour

This will be one of the best tours you did in your life. 4 amazing stops in 4 hours, you will get time to hang...

4 hours Free Cancellation

4.7 (41)

from
$62

This tour has picturesque creativity, colors, and great sightseeing adventures await you on the Puerto Plata City Tour! We will visit the Amber Museum, the …More

Puerto Plata, Dominican Republic

4.7 (37)

Puerto Plata City Tour

This tour has picturesque creativity, colors, and great sightseeing adventures await you on the Puerto Plata City Tour! We will visit the Amber Museum, the...

3 hours Hotel pickup offered Free Cancellation

4.7 (37)

from
$79

Enjoy the perfect half day tour which ends with a nice relaxing time at a beautiful beach. You will get a chance to see some …More

Kingstown, St Vincent and the Grenadines

4.7 (36)

Botanical Gardens and City Tour

Enjoy the perfect half day tour which ends with a nice relaxing time at a beautiful beach. You will get a chance to see some...

4 hours Hotel pickup offered Free Cancellation

4.7 (36)

from
$40

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with …More

Cruz Bay, US Virgin Islands

4.4 (33)

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with...

6 hours Hotel pickup offered Free Cancellation

4.4 (33)

from
$599

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing …More

Cruz Bay, US Virgin Islands

4.7 (32)

St Thomas Full Day Private Tour (1-10 PPL)

This tour caters to your group only. You get a vehicle just for your group for the whole day. It offers the flexibility of choosing...

6 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$1,050

Departure Shuttle to Airport, Club Mobay Fast Track & VIP Lounge Combo

Make travel out of Montego Bay’s Sangster International Airport comfy and hassle-free. This package gives you access to the VIP Club Mobay airport departure lounge; …More

Ocho Rios, Jamaica

4.6 (28)

Departure Shuttle to Airport, Club Mobay Fast Track & VIP Lounge Combo

Make travel out of Montego Bay’s Sangster International Airport comfy and hassle-free. This package gives you access to the VIP Club Mobay airport departure lounge;...

1 day Hotel pickup offered

4.6 (28)

from
$60

Puerto Plata City Tour, History & Culture Tour, Cruise Speci

Travel between highlights of Puerto Plata with ease Hassle-free round-trip transport included on this Puerto Plata Tour Rum Factory, look the local architecture, and take …More

Puerto Plata, Dominican Republic

4.3 (19)

Puerto Plata City Tour, History & Culture Tour, Cruise Speci

Travel between highlights of Puerto Plata with ease Hassle-free round-trip transport included on this Puerto Plata Tour Rum Factory, look the local architecture, and take...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (19)

from
$65

Full-Day Santo Domingo City Tour from La Romana

Immerse yourself in the heritage of Santo Domingo, the First City of the Americas, on a full-day tour of the capital of the Dominican Republic. …More

La Romana, Dominican Republic

4.3 (18)

Full-Day Santo Domingo City Tour from La Romana

Immerse yourself in the heritage of Santo Domingo, the First City of the Americas, on a full-day tour of the capital of the Dominican Republic....

10 to 11 hours Hotel pickup offered Free Cancellation

4.3 (18)

from
$87

Our City Tour in Puerto Plata is designed to offer you an unforgettable experience that will take you to discover the hidden treasures and historical …More

4.5 (17)

Private Puerto Plata City Tour

Our City Tour in Puerto Plata is designed to offer you an unforgettable experience that will take you to discover the hidden treasures and historical...

2 hours 40 minutes Hotel pickup offered Free Cancellation

4.5 (17)

from
$50

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

Puerto Plata: Hotels - pick up - WATERFALLS OF DAMAJAGUA

Our company is dedicated and ready to provide our clients with a unique and profound tour experience. Professionalism is a top priority, Andy tours has …More

Cabarete, Dominican Republic

4.6 (16)

Puerto Plata: Hotels - pick up - WATERFALLS OF DAMAJAGUA

Our company is dedicated and ready to provide our clients with a unique and profound tour experience. Professionalism is a top priority, Andy tours has...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (16)

from
$80

To get to know the real Jamaica, you need to walk its lively streets. On this 5-hour walking tour of Kingston, you will explore the …More

Kingston, Jamaica

4.7 (13)

Cultural Walking Tour of Kingston

To get to know the real Jamaica, you need to walk its lively streets. On this 5-hour walking tour of Kingston, you will explore the...

4 to 5 hours

4.7 (13)

from
$65

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

You can enjoy the Dominican habit, share with local people, learn about their customs, go from store to buy gifts for your friends and family, …More

Punta Cana, Dominican Republic

4.5 (11)

Private City Tours Higüey

You can enjoy the Dominican habit, share with local people, learn about their customs, go from store to buy gifts for your friends and family,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (11)

from
$250

City Tour In Santo Domingo Departing from Punta Cana

Santo Domingo is a city of great historical value. and our guides certified by the Ministry of Tourism will give you a tour explaining in …More

Punta Cana, Dominican Republic

4.3 (11)

City Tour In Santo Domingo Departing from Punta Cana

Santo Domingo is a city of great historical value. and our guides certified by the Ministry of Tourism will give you a tour explaining in...

9 hours Hotel pickup offered Free Cancellation

4.3 (11)

from
$79

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

Full Day Essential Bob Marley Tour Home Visit and More

Immerse yourself in the world of Bob Marley with this private, exclusive tour crafted just for enthusiasts who seek a deeper connection with the music …More

Ocho Rios, Jamaica

4.7 (11)

Full Day Essential Bob Marley Tour Home Visit and More

Immerse yourself in the world of Bob Marley with this private, exclusive tour crafted just for enthusiasts who seek a deeper connection with the music...

8 hours Hotel pickup offered Free Cancellation

4.7 (11)

from
$200