Top Caribbean City 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 →

Puerto Plata Private Tour: Umbrella St, Rum, Fortress

Discover Puerto Plata like a local on a private and personalized tour designed around your interests. With our experience and local knowledge, we provide friendly, …More

5.0 (102)

Puerto Plata Private Tour: Umbrella St, Rum, Fortress

Discover Puerto Plata like a local on a private and personalized tour designed around your interests. With our experience and local knowledge, we provide friendly,...

3 to 4 hours Free Cancellation

5.0 (102)

from
$55

Guided Jeep Tour Exploring French and Dutch St Maarten

Experience the absolute BEST of French and Dutch Sint Maarten like never before on a thrilling Jeep tour! Our expert guides will take you to …More

4.8 (99)

Guided Jeep Tour Exploring French and Dutch St Maarten

Experience the absolute BEST of French and Dutch Sint Maarten like never before on a thrilling Jeep tour! Our expert guides will take you to...

3 hours 30 minutes Free Cancellation

4.8 (99)

from
$83

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore …More

Isla Verde, Puerto Rico

5.0 (97)

Concrete Jungle to the Actual Jungle, The Complete Package Tour

In this tour, you will get more value as you experience a city tour, beach tour, cave tour, and rainforest tour all in one. Explore...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (97)

from
$280

Perfect Day at Saona Island by Speedboat - Completely Private

Our comprehensive package offers everything you need for a memorable excursion - Private land and water transfers⛵ - A customizable selection of the KIND OF …More

Punta Cana, Dominican Republic

4.8 (86)

Perfect Day at Saona Island by Speedboat - Completely Private

Our comprehensive package offers everything you need for a memorable excursion - Private land and water transfers⛵ - A customizable selection of the KIND OF...

8 hours Hotel pickup offered Free Cancellation

4.8 (86)

from
$155

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

Trinidad Highlights Tour from Port of Spain

Take a drive through the lively shopping streets of Port of Spain. See the Queen’s Park Savannah and the magnificent, seven, colonial style buildings and …More

4.8 (79)

Trinidad Highlights Tour from Port of Spain

Take a drive through the lively shopping streets of Port of Spain. See the Queen’s Park Savannah and the magnificent, seven, colonial style buildings and...

5 hours Hotel pickup offered Free Cancellation

4.8 (79)

from
$80

Private Walking Tour of Old San Juan, and the forts

Experience San Juan the best possible way...through a private tour. Focus on what you are most excited about. Learn about the history and the untold …More

4.9 (78)

Private Walking Tour of Old San Juan, and the forts

Experience San Juan the best possible way...through a private tour. Focus on what you are most excited about. Learn about the history and the untold...

2 hours Free Cancellation

4.9 (78)

from
$38

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs …More

Kingstown, St Vincent and the Grenadines

4.8 (68)

The Cascading Dark View Falls and Beach Experience with Topdawg Taxi and Tours

Experience a natural body massage from the breathtaking Dark View Falls. Dark View Falls is two spectacular waterfalls, one above the other flowing down high cliffs...

5 hours Hotel pickup offered Free Cancellation

4.8 (68)

from
$69

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life, …More

Puerto Plata, Dominican Republic

5.0 (66)

Puerto Plata City Tour Amber Cove Taino Bay Hotels

Get ready to immerse in our wonderful city of Puerto Plata. In this tour you will have the opportunity to see the local Dominican life,...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$60

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you …More

4.9 (66)

Private Custom Tour of Martinique

Discover Martinique your way with a fully private and tailor-made 4-hour tour designed around your interests and travel style. Your local guide will pick you...

4 hours Hotel pickup offered Free Cancellation

4.9 (66)

from
$620

Puerto Plata Private City Tour with Local Guide

This is a private Tour where we transport you safely on an air conditioned car. Your Guide will show you the high spots of Puerto …More

Puerto Plata, Dominican Republic

4.8 (61)

Puerto Plata Private City Tour with Local Guide

This is a private Tour where we transport you safely on an air conditioned car. Your Guide will show you the high spots of Puerto...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (61)

from
$62

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from …More

5.0 (57)

Puerto Plata City Tour and Sightseeing

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from...

3 hours Free Cancellation

5.0 (57)

from
$45

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 (56)

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 (56)

from
$249

Puerto Plata City Tour with the Mount Isabel, Rum & Chocolate

Explore Puerto Plata with us, hear interesting facts about the city and country, and immerse yourself in the history and culture of the Dominican Republic. …More

Puerto Plata, Dominican Republic

4.8 (56)

Puerto Plata City Tour with the Mount Isabel, Rum & Chocolate

Explore Puerto Plata with us, hear interesting facts about the city and country, and immerse yourself in the history and culture of the Dominican Republic....

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (56)

from
$89

Amazing Adventure Race Walking Tour of Philipsburg

On this walking tour your "team" will compete against others as you solve clues, complete challenges and find your way around Philipsburg. Along the way …More

4.8 (56)

Amazing Adventure Race Walking Tour of Philipsburg

On this walking tour your "team" will compete against others as you solve clues, complete challenges and find your way around Philipsburg. Along the way...

3 hours Free Cancellation

4.8 (56)

from
$77

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

4.8 (55)

Blue Hole Falls & Ocho Rios from Montego Bay & Falmouth Jamaica

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

4.8 (55)

from
$135

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility …More

Falmouth, Jamaica

4.9 (55)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (55)

from
$86

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting …More

5.0 (52)

Private Half Day Tour in Dominican Republic with Local Guide

Get to know the architecture and customs of Higüey with this excursion from Punta Cana. You will also discover how tobacco is grown by visiting...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$50

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more …More

St. George's, Grenada

4.9 (50)

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more...

4 to 8 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$115

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end …More

Willemstad, Curacao

4.9 (42)

Unique Private Experiences Tour in Curacao

This experience is designed to cater to all kinds of travelers, whether you are seeking a relaxing escape or an action-packed adventure. At the end...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (42)

from
$125