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: Fast Track On Arrival at St Lucia Airport & Round Trip Transfer Island Tours Your Way, Your Time! 2, 4 or 6hrs - St. Thomas USVI San Juan Self-Guided Walking Audio Tour Shore Excursion Barbados Island Highlights Half-Day Tour Puerto Plata City Tour with the Mount Isabel, Rum & Chocolate

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 →

Welcome to St.Maarten / St.Martin Pelican Island , come and have a time of your life with us. Our goal is for you and your …More

4.9 (26)

Half-day Tour to St.Maarten Best Island

Welcome to St.Maarten / St.Martin Pelican Island , come and have a time of your life with us. Our goal is for you and your...

2 to 3 hours Free Cancellation

4.9 (26)

from
$55

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

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where …More

Cabarete, Dominican Republic

4.9 (12)

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$55

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion, …More

5.0 (11)

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion,...

4 hours Free Cancellation

5.0 (11)

from
$55

The city tour is an excursion that shows you all the cultural activities, the history of our city and the country, you can also shop …More

Puerto Plata, Dominican Republic

4.8 (6)

City tours Puerto Plata

The city tour is an excursion that shows you all the cultural activities, the history of our city and the country, you can also shop...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$55

Please contact us if you have any questions before booking your tour. More than 1 guests booking this tour only one should book and the …More

Ocho Rios, Jamaica

5.0 (3)

Blue Hole & Beach Transportation Only

Please contact us if you have any questions before booking your tour. More than 1 guests booking this tour only one should book and the...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$55

27 Waterfalls Damajagua Amber Cove, Taino Bay - Puerto Plata

Unlike many tours that only cover the entrance to the waterfalls, our excursion is specifically designed for cruise passengers looking for a seamless and worry-free …More

5.0 (312)

27 Waterfalls Damajagua Amber Cove, Taino Bay - Puerto Plata

Unlike many tours that only cover the entrance to the waterfalls, our excursion is specifically designed for cruise passengers looking for a seamless and worry-free...

4 hours 10 minutes Free Cancellation

5.0 (312)

from
$59

Vermont Nature Trail with Topdawg Taxi and Tours

The Vermont Nature Trail takes you through lush rain forest with an amazing variety of tropical flora,beautiful scenery and a chance to see the famous …More

Kingstown, St Vincent and the Grenadines

5.0 (3)

Vermont Nature Trail with Topdawg Taxi and Tours

The Vermont Nature Trail takes you through lush rain forest with an amazing variety of tropical flora,beautiful scenery and a chance to see the famous...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$60

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the …More

Montego Bay, Jamaica

5.0 (6)

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$60

Sights, Monuments, Forts, Museums, Shopping, Beaches, Art,Culture & History. We have won the award for best island tour on the island for 2023 with Cool …More

4.6 (1,164)

St. Maarten Best Island Tour

Sights, Monuments, Forts, Museums, Shopping, Beaches, Art,Culture & History. We have won the award for best island tour on the island for 2023 with Cool...

5 to 6 hours Free Cancellation

4.6 (1,164)

from
$60

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life, …More

Puerto Plata, Dominican Republic

5.0 (66)

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life,...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$60

Shore Excursion Barbados Island Highlights Half-Day Tour

Everyone deserves a day in paradise, and Barbados truly lives up to its name. Begin your journey with a visit to the street where international …More

Bridgetown, Barbados

4.5 (50)

Shore Excursion Barbados Island Highlights Half-Day Tour

Everyone deserves a day in paradise, and Barbados truly lives up to its name. Begin your journey with a visit to the street where international...

3 hours 30 minutes Free Cancellation

4.5 (50)

from
$60

Nassau Junkanoo Party Bus Experience with Rum Tasting

Forget boring bus tours this is sightseeing, party style. Cruise along Nassau’s scenic coastline on a high energy party bus where the DJ sets the …More

5.0 (5)

Nassau Junkanoo Party Bus Experience with Rum Tasting

Forget boring bus tours this is sightseeing, party style. Cruise along Nassau’s scenic coastline on a high energy party bus where the DJ sets the...

4 hours Free Cancellation

5.0 (5)

from
$60

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

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an …More

Montego Bay, Jamaica

5.0 (9)

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

What sets our tour apart is the perfect blend of fun and education. Our downtown e-bike tours offer an exhilarating experience while providing a wealth …More

5.0 (3)

E-Bike Dowtown Tour in Curacao

What sets our tour apart is the perfect blend of fun and education. Our downtown e-bike tours offer an exhilarating experience while providing a wealth...

2 hours Free Cancellation

5.0 (3)

from
$60

Konoko Falls & Bamboo Beach Transportation Only

This is a tour that as a water falls and a mini zoo, Konoko also offers a 45 minutes nature walk and with knowledgeable tour …More

Ocho Rios, Jamaica

5.0 (4)

Konoko Falls & Bamboo Beach Transportation Only

This is a tour that as a water falls and a mini zoo, Konoko also offers a 45 minutes nature walk and with knowledgeable tour...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$60

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole & Konoko Falls Transportation Only

*Blue Hole as mini caves, water falls, rope jumping & a 8 minutes hiking. *Konoko Water Falls is known for its bird sanctuary, water falls...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$60

Puerto Plata City Tour: History, Culture & Hidden Gems

Discover the beauty, history, and vibrant culture of Puerto Plata on an exciting 5-hour city tour! Explore colorful streets, colonial architecture, and iconic landmarks, including …More

Puerto Plata, Dominican Republic

3.7 (3)

Puerto Plata City Tour: History, Culture & Hidden Gems

Discover the beauty, history, and vibrant culture of Puerto Plata on an exciting 5-hour city tour! Explore colorful streets, colonial architecture, and iconic landmarks, including...

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Santo Domingo Full Day Tour From Punta Cana with Lunch & Cenote

Embark on a day trip to Santo Domingo, the historic capital of the Dominican Republic, with convenient round-trip transportation from Punta Cana. Perfect for families …More

Punta Cana, Dominican Republic

4.6 (166)

Santo Domingo Full Day Tour From Punta Cana with Lunch & Cenote

Embark on a day trip to Santo Domingo, the historic capital of the Dominican Republic, with convenient round-trip transportation from Punta Cana. Perfect for families...

12 hours Hotel pickup offered Free Cancellation

4.6 (166)

from
$60