Top activities
Top landmarks
Trip ideas

Top Caribbean City Tours

262 Results
Full-Day Santo Domingo City Tour from Punta Cana

Immerse yourself in the heritage of Santo Domingo on a full-day tour of the capital of the Dominican Republic. Discover the first city of the …More

Punta Cana, Dominican Republic

Immerse yourself in the heritage of Santo Domingo on a full-day tour of the capital of the Dominican Republic. Discover the first city of the...

10 to 12 hours Hotel pickup offered Free Cancellation
4.8 (3,669)
from
$95
Bites of Nassau Food and Walking Tour

Discover culinary treats and cultural treasures on this food tasting and walking tour of Nassau’s historical neighborhood. You’ll enjoy delicious tastings – enough for a …More

Likely to Sell Out
Likely to Sell Out
Nassau, Bahamas

Discover culinary treats and cultural treasures on this food tasting and walking tour of Nassau’s historical neighborhood. You’ll enjoy delicious tastings – enough for a...

3 hours Free Cancellation
4.9 (3,255)
from
$99
Original Bajan Walking Food Tour

Eat like a local with Barbados’ first walking food tour as we take you on an exciting journey through the streets and by-ways of this island’s …More

Eat like a local with Barbados’ first walking food tour as we take you on an exciting journey through the streets and by-ways of this island’s...

3 hours Hotel pickup offered Free Cancellation
4.9 (1,601)
from
$94
Old San Juan and El Morro Castle Walking Tour

The tour includes entrance to the fort San Felipe del Morro which is the most visited attraction in Puerto Rico. The tour also includes popular …More

The tour includes entrance to the fort San Felipe del Morro which is the most visited attraction in Puerto Rico. The tour also includes popular...

2 hours 30 minutes Free Cancellation
4.9 (733)
from
$54
Puerto Plata City Tours

Explore the history and culture of Puerto Plata with a guided excursion in the city’s downtown area Visit the island’s most famous rum factory, and …More

Puerto Plata, Dominican Republic

Explore the history and culture of Puerto Plata with a guided excursion in the city’s downtown area Visit the island’s most famous rum factory, and...

4 hours Hotel pickup offered Free Cancellation
4.8 (690)
from
$55
Curacao Complete Island Tour

Explore the city, see the famous floating bridge in Otto Banda and tour around the city center. Visit the Curacao Liquor Factory and Fort Nassau …More

Likely to Sell Out
Likely to Sell Out

Explore the city, see the famous floating bridge in Otto Banda and tour around the city center. Visit the Curacao Liquor Factory and Fort Nassau...

6 hours Hotel pickup offered Free Cancellation
4.8 (531)
from
$79
The best walking tour Willemstad

The best tour in Willemstad! Let's do it island style, with Dundu Tours your local certified tour guide. What kind of walking tours Dundu Tours …More

The best tour in Willemstad! Let's do it island style, with Dundu Tours your local certified tour guide. What kind of walking tours Dundu Tours...

90 to 120 minutes Free Cancellation
4.9 (409)
from
$33
The Grand Circle 12-Hour All-Inclusive Island Experience

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour …More

Speyside, Trinidad and Tobago

The Grand Circle Island Tour is a PRIVATE sightseeing "Dawn to Dusk" experience like none other, created by David, a Canadian/Trinbagonian tour operator. The tour...

10 to 12 hours Free Cancellation
5.0 (397)
from
$350
Explore Montego Bay Private Highlight Tour from Montego Bay

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center, …More

Montego Bay, Jamaica

Discover the city of Montego Bay while on this private and customized tour of Montego Bay. Travel the roads, visiting our historical and cultural center,...

3 to 4 hours Hotel pickup offered Free Cancellation
5.0 (324)
from
$71
Historic Walking Tour of Bridgetown Barbados

There’s no better way to explore the beauty and wonders of Barbados than with a walking tour through the City of Bridgetown which is listed …More

There’s no better way to explore the beauty and wonders of Barbados than with a walking tour through the City of Bridgetown which is listed...

2 hours Free Cancellation
4.8 (315)
from
$24
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

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 (310)
from
$59
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 …More

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
Private Tour in Puerto Plata and La Playa

On this tour we will be visiting the street of the umbrella, the fortress, the pink alley, we will also have a panoramic view of …More

Likely to Sell Out
Likely to Sell Out
Puerto Plata, Dominican Republic

On this tour we will be visiting the street of the umbrella, the fortress, the pink alley, we will also have a panoramic view of...

3 to 4 hours Hotel pickup offered Free Cancellation
4.8 (216)
from
$65
The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If …More

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If...

2 hours Hotel pickup offered Free Cancellation
5.0 (210)
from
$145
Private City Tour in Bahamas

This exciting 2-hour sightseeing tour takes you through the capital city of Nassau, aboard a comfortable minivan. It also offer complimentary drinks. We will visit …More

Likely to Sell Out
Likely to Sell Out
Nassau, Bahamas

This exciting 2-hour sightseeing tour takes you through the capital city of Nassau, aboard a comfortable minivan. It also offer complimentary drinks. We will visit...

2 hours Free Cancellation
4.9 (167)
from
$130
Puerto Plata City Private Tour

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican …More

Likely to Sell Out
Likely to Sell Out
Cabarete, Dominican Republic

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (166)
from
$65
Guided Puerto Plata City Tour – Fortress, Rum & Umbrella Street

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks …More

Puerto Plata, Dominican Republic

This isn’t just a drive around Puerto Plata—it’s a personalized introduction to the city, its history and culture with a local guide. Explore iconic landmarks...

4 hours Hotel pickup offered Free Cancellation
4.8 (164)
from
$45
Private Montego Bay Customized Tour with Pickup and Guide

Booking with me means you'll get an authentic Jamaican experience tailored to showcase the best of what my country has to offer. As a local, …More

Trelawny, Jamaica

Booking with me means you'll get an authentic Jamaican experience tailored to showcase the best of what my country has to offer. As a local,...

3 hours Hotel pickup offered Free Cancellation
4.9 (152)
from
$65
Santo Domingo: City Highlights Guided Bike Tour

Discover the Colonial Zone in the most fun and authentic way covering more ground in less time. During the tour we share both historic and …More

Santo Domingo, Dominican Republic

Discover the Colonial Zone in the most fun and authentic way covering more ground in less time. During the tour we share both historic and...

2 hours Free Cancellation
5.0 (124)
from
$45
Guided Puerto Plata City Tour

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking …More

Puerto Plata, Dominican Republic

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking...

4 hours Free Cancellation
5.0 (118)
from
$47

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Caribbean Tours
Attractions
Guides
Calendar