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: Hell and Crystal Cave Adventure Private Tour 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

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 →

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash …More

Nassau, Bahamas

5.0 (1)

Food and Rum Tour

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise …More

Montego Bay, Jamaica

5.0 (1)

Combo Tour: Dunn's River Falls And Horse Back Riding

This tour is design to make visitors get a two in one experience of the beautiful Island Jamaica. You will be pickup from your Cruise...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$164

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

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the …More

4.9 (264)

Morning Old San Juan Food Tour

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the...

3 hours Free Cancellation

4.9 (264)

from
$169

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

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way …More

Fort-de-France, Martinique

5.0 (1)

Half Day Private Custom Tour of Martinique

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$189

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

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

Jamaican Music History Tour of Kingston from Ocho Rios

Kingston is the birth place of Reggae Music! On this exciting lyrical odyssey designed for music lovers, you will learn about the various forms of …More

Ocho Rios, Jamaica

5.0 (19)

Jamaican Music History Tour of Kingston from Ocho Rios

Kingston is the birth place of Reggae Music! On this exciting lyrical odyssey designed for music lovers, you will learn about the various forms of...

8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$205

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico …More

4.0 (1)

Full Day Private Shore Tour in San Juan from San Juan Puerto Port

Experience our Private Full Day Shore Excursion tailored exclusively for Cruise Ship Passengers! Embark on a serene journey through the picturesque landscapes of Puerto Rico...

7 hours Hotel pickup offered

4.0 (1)

from
$206

Small-Group Culinary Culture Tour in St. Maarten

Home to the Caribbean’s finest dinning and exquisite restaurants join us and Experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight! …More

Grand Case, St Maarten

4.1 (7)

Small-Group Culinary Culture Tour in St. Maarten

Home to the Caribbean’s finest dinning and exquisite restaurants join us and Experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight!...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.1 (7)

from
$210

Home to the Caribbean’s finest dinning and exquisite restaurants, join us and experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight! …More

Grand Case, St Maarten

3.7 (3)

Culinary Culture Delight Top Seller

Home to the Caribbean’s finest dinning and exquisite restaurants, join us and experience St Maarten’s ethnic sounds, smells and tastes, on a culinary culture delight!...

3 hours 30 minutes Hotel pickup offered Free Cancellation

3.7 (3)

from
$210

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history …More

4.9 (83)

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history...

2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$211

Private Aquafari Tour in Curaçao from Willemstad

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to …More

5.0 (1)

Private Aquafari Tour in Curaçao from Willemstad

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to...

2 hours Hotel pickup offered

5.0 (1)

from
$222

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's …More

Fajardo, Puerto Rico

4.0 (1)

Half Day Adventure Private Tour in El Yunque Rainforest

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's...

5 hours Hotel pickup offered

4.0 (1)

from
$222

Check out our Aruba Private Jeep Tours With Exciting Attractions! This comprehensive tour of Aruba is ideal for cruise ship passengers as it includes all …More

5.0 (1)

Aruba Private Jeep Tours With Exciting Attractions

Check out our Aruba Private Jeep Tours With Exciting Attractions! This comprehensive tour of Aruba is ideal for cruise ship passengers as it includes all...

6 hours Hotel pickup offered

5.0 (1)

from
$226

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

5.0 (1)

from
$244

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such …More

Kingston, Jamaica

5.0 (3)

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$245

Island Tours Your Way, Your Time! 2, 4 or 6hrs - St. Thomas USVI

Choose your adventure – 2, 4, or 6 hours of island fun. Tour Options: Customizable 2-Hour: Island Sampler Scenic Drive Catch the highlights! A short …More

Cruz Bay, US Virgin Islands

5.0 (57)

Island Tours Your Way, Your Time! 2, 4 or 6hrs - St. Thomas USVI

Choose your adventure – 2, 4, or 6 hours of island fun. Tour Options: Customizable 2-Hour: Island Sampler Scenic Drive Catch the highlights! A short...

2 to 6 hours Hotel pickup offered Free Cancellation

5.0 (57)

from
$249