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: Botanical Gardens and City Tour Private Custom Tour of Martinique St.Martin/St.Maarten Magical Tour Montego Bay Highlights, Margaritaville & Shopping Tour Santo Domingo: City Highlights Guided Bike 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 →

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to …More

4.9 (13)

Dominican Culture & Flavors: Higüey, Chavón & River Cruise

This excursion is recommended to get out of the routine of the day and have a perfect combination of culture and local contact traveling to...

6 hours Free Cancellation

4.9 (13)

from
$95

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James …More

Montego Bay, Jamaica

4.9 (13)

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$28

San Juan Urban Art Bike Tour 2 Hour and 4 Hour Options

Discover the vibrant street art of San Juan on a guided bike tour through Santurce or Río Piedras. Experience the city's rich culture and history …More

5.0 (13)

San Juan Urban Art Bike Tour 2 Hour and 4 Hour Options

Discover the vibrant street art of San Juan on a guided bike tour through Santurce or Río Piedras. Experience the city's rich culture and history...

1 to 2 hours Free Cancellation

5.0 (13)

from
$65

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where …More

Cabarete, Dominican Republic

4.9 (12)

Private Guided Tour: Explore Puerto Plata’s Rich History!

In just 4 hours, Puerto Plata unfolds like a vibrant tapestry on our compact tour. Soar above paradise on the Puerto Plata Cable Car, where...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$55

Private Tour of Negril Beach and Sunset at Ricks Cafe

This tour includes scenic drive along the West Coastline of the island, Jamaica’s number 1 Beach destination, Negril. Negril is known for its seven-mile stretch …More

Montego Bay, Jamaica

5.0 (11)

Private Tour of Negril Beach and Sunset at Ricks Cafe

This tour includes scenic drive along the West Coastline of the island, Jamaica’s number 1 Beach destination, Negril. Negril is known for its seven-mile stretch...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$64

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the …More

4.9 (11)

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the...

4 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$445

Experience Grand Turk in a fun and unique way aboard an open-air golf cart. Feel the refreshing tropical breeze and warm Caribbean sunshine as your …More

5.0 (11)

Golf Cart Island Tour in Grand Turk

Experience Grand Turk in a fun and unique way aboard an open-air golf cart. Feel the refreshing tropical breeze and warm Caribbean sunshine as your...

2 hours Free Cancellation

5.0 (11)

from
$260

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the …More

Runaway Bay, Jamaica

5.0 (11)

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the...

6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$136

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and …More

Gros Islet, St Lucia

5.0 (11)

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$250

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion, …More

5.0 (11)

Santo Domingo Neighborhood Life City Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion,...

4 hours Free Cancellation

5.0 (11)

from
$55

Discover the Best of St. Kitts – Explore, Relax & Enjoy Paradise! Experience the perfect blend of island history, breathtaking scenery, and tropical beach bliss …More

5.0 (10)

Capital City Tour and Beach Splash

Discover the Best of St. Kitts – Explore, Relax & Enjoy Paradise! Experience the perfect blend of island history, breathtaking scenery, and tropical beach bliss...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$49

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an …More

Montego Bay, Jamaica

5.0 (9)

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

Private Montego Bay Customized Tour with pickup & Bamboo Rafting

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through …More

Montego Bay, Jamaica

5.0 (9)

Private Montego Bay Customized Tour with pickup & Bamboo Rafting

After collecting you, our first stop will be the picturesque Lethe Estate where you can enjoy rafting and a limestone foot massage while drifting through...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$64

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what …More

Choc, St Lucia

5.0 (8)

Ride & Beach Lime Tour

Are you looking for a beautiful day in St. Luca while having a great time? Then this bike tour and beach hangout is definitely what...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$93

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is …More

Negril, Jamaica

5.0 (8)

Rick's Cafe & Shopping in Negril

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is...

2 to 4 hours Free Cancellation

5.0 (8)

from
$20

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to …More

Ocho Rios, Jamaica

4.9 (8)

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$133

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the …More

4.9 (7)

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the...

3 hours Free Cancellation

4.9 (7)

from
$30

Owia Salt Pond Tour and Black Point Tunnel with Topdawg Taxi and Tours

The Owia Salt Pond is a unique and beautiful ocean fed bathing pool, perched at the northern tip of the windward side of St Vincent. Volcanic …More

Kingstown, St Vincent and the Grenadines

5.0 (6)

Owia Salt Pond Tour and Black Point Tunnel with Topdawg Taxi and Tours

The Owia Salt Pond is a unique and beautiful ocean fed bathing pool, perched at the northern tip of the windward side of St Vincent. Volcanic...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$79

Bar Hopping and Grenadian Rum Tasting Tour

On this tour, you will be able to delight your taste buds with Grenada's finest local spice rum punch and many other exquisite, best-tasting rums …More

5.0 (6)

Bar Hopping and Grenadian Rum Tasting Tour

On this tour, you will be able to delight your taste buds with Grenada's finest local spice rum punch and many other exquisite, best-tasting rums...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$150

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the …More

Montego Bay, Jamaica

5.0 (6)

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$60