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 from Punta Cana (full day) Private Montego Bay Customized Tour with pickup & Bamboo Rafting Fort-de-France Food Tasting and Cultural Walking Tour Tobago Island Tour Bob Marley Museum and Kingston Sightseeing Tour from Ocho 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: 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 →

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 (1,163)

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 (1,163)

from
$60

Nassau's Half Day Bus City Tour: Guided Tour with Free Samples

This Sightseeing Tour is the easiest way to get to know about Nassau Bahamas’ rich cultural history, and way of life for locals and taste …More

Nassau, Bahamas

4.4 (425)

Nassau's Half Day Bus City Tour: Guided Tour with Free Samples

This Sightseeing Tour is the easiest way to get to know about Nassau Bahamas’ rich cultural history, and way of life for locals and taste...

3 hours Hotel pickup offered Free Cancellation

4.4 (425)

from
$80

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the …More

Five Islands Village, Antigua and Barbuda

4.7 (272)

Antigua Round Island Tour

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (272)

from
$94

Join our captivating tour in one of our comfortable air conditioned busses. Start at downtown Punda's iconic Emma floating bridge, immerse in historic charm as …More

Willemstad, Curacao

4.7 (227)

Curaçao City and Beach Tour

Join our captivating tour in one of our comfortable air conditioned busses. Start at downtown Punda's iconic Emma floating bridge, immerse in historic charm as...

4 hours Hotel pickup offered Free Cancellation

4.7 (227)

from
$39

City Sight Seeing with Wine, Rum Cake and Conch Fritter Samples

Escape from the hustle and bustle of downtown and enjoy a two to three hour ride filled with wine, chocolate, rum cake and conch fritter …More

Nassau, Bahamas

4.7 (213)

City Sight Seeing with Wine, Rum Cake and Conch Fritter Samples

Escape from the hustle and bustle of downtown and enjoy a two to three hour ride filled with wine, chocolate, rum cake and conch fritter...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (213)

from
$75

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

This 6-hour sightseeing city tour will take you from the popular oceanfront boulevard of Puerto Plata to the top of Mount Isabel, where you will …More

Cabarete, Dominican Republic

4.7 (142)

Puerto Plata City Tour

This 6-hour sightseeing city tour will take you from the popular oceanfront boulevard of Puerto Plata to the top of Mount Isabel, where you will...

6 to 7 hours Hotel pickup offered Free Cancellation

4.7 (142)

from
$72

Basseterre: Capital and Beach Extravaganza

Our Capital and beach tour contains a tour around our beautiful capital of Basseterre where you can insight a bit of our Kittitian lifestyle. We …More

4.5 (90)

Basseterre: Capital and Beach Extravaganza

Our Capital and beach tour contains a tour around our beautiful capital of Basseterre where you can insight a bit of our Kittitian lifestyle. We...

4 hours Hotel pickup offered Free Cancellation

4.5 (90)

from
$55

Shore excursion : Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you …More

4.5 (82)

Shore excursion : Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you...

4 hours 30 minutes Free Cancellation

4.5 (82)

from
$74

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where …More

Ocho Rios, Jamaica

4.4 (75)

Club Mobay Fast Track Lounge with Private Airport Shuttle

Arrival Services, Lounge and Private Hotel Transfer: Upon arrival at Montego Bay’s Sangster International Airport, make your way to the Club Mobay meeting point, where...

1 hour Hotel pickup offered

4.4 (75)

from
$156

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as …More

Five Islands Village, Antigua and Barbuda

4.6 (73)

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (73)

from
$121

Pirates of the Caribbean Port Royal Experience & Beach w/ Topdawg Taxi and Tours

Become a pirate for the day! We will be making our way to Wallilabou Bay - the film set of the movie, The Pirates of the …More

Kingstown, St Vincent and the Grenadines

4.4 (72)

Pirates of the Caribbean Port Royal Experience & Beach w/ Topdawg Taxi and Tours

Become a pirate for the day! We will be making our way to Wallilabou Bay - the film set of the movie, The Pirates of the...

5 hours Hotel pickup offered Free Cancellation

4.4 (72)

from
$45

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you …More

4.4 (70)

Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you...

4 hours 30 minutes Free Cancellation

4.4 (70)

from
$70

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing …More

4.5 (68)

Curacao City Tour with Shopping, Beach Time & Local Guide

Explore the best of Curacao in just one memorable half-day! This expertly guided tour combines Willemstad’s rich history and vibrant culture, local shopping, and relaxing...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (68)

from
$69

Shore Excursion Cruise ship Waterfalls y Buggys

"PLEASE READ ALL THE INFORMATION BEFORE BOOKING, AS THERE IS IMPORTANT INFORMATION YOU NEED TO KNOW BEFORE MAKE BOOKING." Our company is dedicated and ready …More

Puerto Plata, Dominican Republic

4.3 (66)

Shore Excursion Cruise ship Waterfalls y Buggys

"PLEASE READ ALL THE INFORMATION BEFORE BOOKING, AS THERE IS IMPORTANT INFORMATION YOU NEED TO KNOW BEFORE MAKE BOOKING." Our company is dedicated and ready...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (66)

from
$139

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas. …More

4.7 (61)

San Juan Self-Guided Walking Audio Tour

Embark on a walking tour of San Juan, full of majestic architecture, breathtaking views, and embattled history. Behold the largest Spanish-built fortification in the Americas....

2 to 3 hours Free Cancellation

4.7 (61)

from
$14

Small-Group Tour: Unmissable Martinique with St Pierre and More

Rendez-vous taken for this trip that offers the unmissable of Martinique! From the rainforest, a grey volcanic sand beach, the historic ruins, rivers and so …More

4.3 (60)

Small-Group Tour: Unmissable Martinique with St Pierre and More

Rendez-vous taken for this trip that offers the unmissable of Martinique! From the rainforest, a grey volcanic sand beach, the historic ruins, rivers and so...

4 hours 30 minutes Free Cancellation

4.3 (60)

from
$83

Your guide is most courteous and knowledgeable, our tour includes brief stops at both Timothy Hill and White House Bay for great photo opportunities and …More

4.5 (57)

Cockleshell beach excursion

Your guide is most courteous and knowledgeable, our tour includes brief stops at both Timothy Hill and White House Bay for great photo opportunities and...

4 to 5 hours Free Cancellation

4.5 (57)

from
$35

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

Explore central Trinidad's main city, Chaguanas, with its bustling fresh produce market and lively bazaar-filled streets, on this 5-hour mini island tour from Port of …More

4.7 (50)

Mini Island Tour of Trinidad

Explore central Trinidad's main city, Chaguanas, with its bustling fresh produce market and lively bazaar-filled streets, on this 5-hour mini island tour from Port of...

5 hours Hotel pickup offered Free Cancellation

4.7 (50)

from
$76