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: Santo Domingo City Tour with Pickup Included From Santo Domingo City, Timothy Hill and Beach [PRIVATE] Montego Bay Highlights Tour Capital City Tour and Beach Splash Private Negril Highlights Tour

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 →

Falmouth Shore Excursion: Private Montego Bay City Tour

Take a private, guided-tour through the city of Montego Bay. You will visit historical sites and learn about the history of Jamaica. This is the …More

Trelawny, Jamaica

5.0 (2)

Falmouth Shore Excursion: Private Montego Bay City Tour

Take a private, guided-tour through the city of Montego Bay. You will visit historical sites and learn about the history of Jamaica. This is the...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$65

Blue Hole & River Tubing (GROUP) Transportation Only

We provide first class service and the best on the island. Safety is our main priority so for every time we pick you up from …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole & River Tubing (GROUP) Transportation Only

We provide first class service and the best on the island. Safety is our main priority so for every time we pick you up from...

3 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and …More

Fort-de-France, Martinique

5.0 (2)

Tropical Island Private Tour of Martinique

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and...

5 hours 30 minutes Hotel pickup offered

5.0 (2)

from
$191

Be part of an unforgettable experience exploring the culture and history of Puerto Plata, getting a true taste of Dominican life. A guided tour of …More

5.0 (2)

Half-Day Puerto Plata City Tour

Be part of an unforgettable experience exploring the culture and history of Puerto Plata, getting a true taste of Dominican life. A guided tour of...

3 to 4 hours Free Cancellation

5.0 (2)

from
$295

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

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise. …More

Soufriere, St Lucia

5.0 (2)

Private Northern Saint Lucia Tour

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise....

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$77

Kingston City Tour from Ocho Rios or Runaway Bay

Se habla espanol. This tour is for guests who are staying in Ocho Rios and Runaway Bay. On this fascinating bus tour through Kingston Jamaica …More

Runaway Bay, Jamaica

5.0 (2)

Kingston City Tour from Ocho Rios or Runaway Bay

Se habla espanol. This tour is for guests who are staying in Ocho Rios and Runaway Bay. On this fascinating bus tour through Kingston Jamaica...

8 hours Hotel pickup offered

5.0 (2)

from
$185

Safari discovery to Boca De Yuma – Nature, Discovery And History Of A Population

Small Group Taxi with air conditionner French, english and spanish speaker guide Unique tour to meet the locals people, away from the tourist crowds …More

Punta Cana, Dominican Republic

5.0 (2)

Safari discovery to Boca De Yuma – Nature, Discovery And History Of A Population

Small Group Taxi with air conditionner French, english and spanish speaker guide Unique tour to meet the locals people, away from the tourist crowds...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$119

Jamaica's #1 Martha Brae Rafting and Falmouth Historical

Combine rafting down the Martha Brae River and a highlight of the beautiful historical tour of Falmouth. Spend 4-hours discovering the beauty of Jamaica with your …More

Lucea, Jamaica

5.0 (2)

Jamaica's #1 Martha Brae Rafting and Falmouth Historical

Combine rafting down the Martha Brae River and a highlight of the beautiful historical tour of Falmouth. Spend 4-hours discovering the beauty of Jamaica with your...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

What sets us apart is the fact that we make sure we do our best to not make the tour drawn out and boring. But …More

5.0 (2)

Reggae and Rum Sightseeing Tours

What sets us apart is the fact that we make sure we do our best to not make the tour drawn out and boring. But...

2 hours Free Cancellation

5.0 (2)

from
$65

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey …More

Falmouth, Jamaica

5.0 (2)

Blue Hole, River Tubing, and Lunch from Montego Bay and Falmouth

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's …More

Las Terrenas, Dominican Republic

5.0 (1)

Samana Half Day Countryside Adventure

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Experience our Full Day Private Tour to the West Of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as …More

5.0 (1)

Full Day Private Tour to the West Of Puerto Rico

Experience our Full Day Private Tour to the West Of Puerto Rico! Embark on a serene journey through the picturesque landscapes of Puerto Rico as...

9 hours Hotel pickup offered

5.0 (1)

from
$244

CITY TOUR PUERTO PLATA: Explore the City

You will be able to see the most iconic places in Puerto Plata, we have highly qualified staff who will be willing to make your …More

Puerto Plata, Dominican Republic

5.0 (1)

CITY TOUR PUERTO PLATA: Explore the City

You will be able to see the most iconic places in Puerto Plata, we have highly qualified staff who will be willing to make your...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Kingston City Day Tour -From Montego Bay, Negril, Ocho Rios

You'll get to experience the world famous reggae star's home, displaying Bob Marley's guitar and other artifacts. The home where where reggae music came alive. …More

Lucea, Jamaica

5.0 (1)

Kingston City Day Tour -From Montego Bay, Negril, Ocho Rios

You'll get to experience the world famous reggae star's home, displaying Bob Marley's guitar and other artifacts. The home where where reggae music came alive....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$400

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change …More

Grand Cayman, Cayman Islands

5.0 (1)

Hell and Crystal Cave Adventure Private Tour

Our first stop will be at the Governor's Residence for optional pictures. Followed by another picture stop at the Old Home Stead. Then a change...

5 hours Free Cancellation

5.0 (1)

from
$1,495

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The …More

Montego Bay, Jamaica

5.0 (1)

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of …More

Punta Cana, Dominican Republic

5.0 (1)

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points …More

Negril, Jamaica

5.0 (1)

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you …More

Kingston, Jamaica

5.0 (1)

Private Horseback riding in the Ocean & Blue hole from Ochi Rios

Capture the beautiful scenery , refreshing waterfalls ,the lush vegetation , warm ocean waves along with professional Guides at both location who will ensure you...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125