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: Private Sightseeing and Shopping Tour at Montego Bay Full Day Cultural Tour in Dominican Republic Private Negril day tour and Ricks Cafe from Montego Bay Area Private Horseback riding in the Ocean & Blue hole from Ochi Rios Platinum Prívate Santo Domingo City Tour. (mínimum 4 people)

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 →

Explore central Bermuda by land and sea. Enjoy a narrated sightseeing cruise from Royal Naval Dockyard to Bermuda's Capital City - Hamilton. With two hours …More

4.5 (10)

Hamilton Shopping & Sightseeing

Explore central Bermuda by land and sea. Enjoy a narrated sightseeing cruise from Royal Naval Dockyard to Bermuda's Capital City - Hamilton. With two hours...

3 hours 30 minutes Free Cancellation

4.5 (10)

from
$100

Dark View Falls Tour and Beach - Private Tour

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

4.4 (9)

Dark View Falls Tour and Beach - Private Tour

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

4.4 (9)

from
$269

Grenada's Ryde the Vibes E-Bike Experience

Discover Grenada like never before where adventure meets effortless exploration! Our guided e-bike experiences take you off the beaten path, weaving through breathtaking coastal routes, …More

St. George's, Grenada

4.6 (9)

Grenada's Ryde the Vibes E-Bike Experience

Discover Grenada like never before where adventure meets effortless exploration! Our guided e-bike experiences take you off the beaten path, weaving through breathtaking coastal routes,...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (9)

from
$95

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about …More

Puerto Plata, Dominican Republic

4.7 (7)

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (7)

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

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

Damajagua Waterfalls + Puerto Plata City Tour+ Chocolate and Rum

The best private tour for all who want spend 1 very special day in Puerto Plata. First have fun in the natural water park by …More

Puerto Plata, Dominican Republic

4.5 (4)

Damajagua Waterfalls + Puerto Plata City Tour+ Chocolate and Rum

The best private tour for all who want spend 1 very special day in Puerto Plata. First have fun in the natural water park by...

6 to 7 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$102

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop …More

Nassau, Bahamas

4.7 (3)

City Tour, Beach & Snorkeling at "Love Beach" in Nassau, Bahamas

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop...

5 to 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$750

Get ready for an unforgettable adventure on the Punta Cana City Tour! This experience will immerse you in the vibrant daily life of Dominicans, offering …More

Punta Cana, Dominican Republic

4.7 (3)

Half Day Punta Cana City Tour

Get ready for an unforgettable adventure on the Punta Cana City Tour! This experience will immerse you in the vibrant daily life of Dominicans, offering...

5 to 6 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$115

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides. …More

Willemstad, Curacao

4.7 (3)

Curaçao Highlights & Beach

We will show you our beautiful and picturesque island. It will be a pleasant and comfortable ride with air conditioning and very friendly guides....

4 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$65

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

See Grand Turk from top to bottom on a fun and informative tour by open-air tram that the whole family can enjoy. As the tram …More

3.9 (459)

Grand Turk Historical Sightseeing Tour

See Grand Turk from top to bottom on a fun and informative tour by open-air tram that the whole family can enjoy. As the tram...

2 hours Free Cancellation

3.9 (459)

from
$25

Saona Island is paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees. We will pick you up in …More

Punta Cana, Dominican Republic

4.0 (298)

Full-Day Excursion in Saona Island

Saona Island is paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees. We will pick you up in...

10 hours Hotel pickup offered Free Cancellation

4.0 (298)

from
$64

Historical Santo Domingo Day Trip from Punta Cana

Visit the oldest city of the Americas! Come and join us to experience walking through Santo Domingo, where history started in the Americas. Visit the …More

Punta Cana, Dominican Republic

3.9 (109)

Historical Santo Domingo Day Trip from Punta Cana

Visit the oldest city of the Americas! Come and join us to experience walking through Santo Domingo, where history started in the Americas. Visit the...

11 hours Hotel pickup offered Free Cancellation

3.9 (109)

from
$95

Embark on a unique cultural shopping tour from Punta Cana that lets you dive deep into the Dominican Republic's vibrant traditions. This tour offers more …More

Punta Cana, Dominican Republic

3.8 (67)

Punta Cana Shopping Tour

Embark on a unique cultural shopping tour from Punta Cana that lets you dive deep into the Dominican Republic's vibrant traditions. This tour offers more...

3 hours Hotel pickup offered Free Cancellation

3.8 (67)

from
$15

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more. …More

Montego Bay, Jamaica

4.2 (63)

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more....

2 hours Hotel pickup offered Free Cancellation

4.2 (63)

from
$20

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

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a …More

4.3 (52)

Private Tour of Puerto Plata by Classic Car

Discover the unique and nostalgic charm of a classic car tour around Puerto Plata. Immerse yourself in a bygone era as you ride in a...

1 to 120 minutes Hotel pickup offered Free Cancellation

4.3 (52)

from
$450

All-Inclusive Santo Domingo Day Trip from Punta Cana

Board a comfortable air-conditioned bus. Come with us and discover the first city of the new world. Our expert tourist guide will take you to …More

Santo Domingo, Dominican Republic

4.1 (41)

All-Inclusive Santo Domingo Day Trip from Punta Cana

Board a comfortable air-conditioned bus. Come with us and discover the first city of the new world. Our expert tourist guide will take you to...

12 hours Hotel pickup offered Free Cancellation

4.1 (41)

from
$82

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