Top Caribbean Walking Tours

Q: Which Caribbean Walking Tours have Instant Confirmation?

Caribbean Walking Tours with Instant Confirmation include: The Battle of Santo Domingo 4D Movie Experience Talking Buildings of Old San Juan: A Self-Guided Audio Tour Oranjestad, Aruba Historical GPS Self Guided Audio Walking Tour Guided tour with tasting of the Distillery Bonne Mère San Juan’s Historic Streets Audio Guided Walking Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Walking Tours have Hotel Pickup?

No problem. These Caribbean Walking Tours include Hotel Pickup: Margaritaville Hip-Strip and Great River Rafting Private Tour Jamaica Bamboo Rafting With Limestone Massage Christiansted's Artisan Shopping Tour 3 Hours Panoramic Tour in Punta Cana with Artisan Market Last Vacation Day Discounted Shopping & Ride to the Airport 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 →

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse …More

5.0 (3)

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse...

2 hours Free Cancellation

5.0 (3)

from
$30

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

They will get to know the most emblematic places of the Colonial City of Santo Domingo, their history, anecdotes, stroll through its streets, entrance to …More

4.4 (16)

Tour Colonial Experience

They will get to know the most emblematic places of the Colonial City of Santo Domingo, their history, anecdotes, stroll through its streets, entrance to...

2 hours Free Cancellation

4.4 (16)

from
$30

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets …More

5.0 (6)

Historical Guided Walking Tour of Marigot by ISLAND FRIEND

Our historical visit to Marigot allows us to understand to travel through time and space as we stroll through the centuries, revealed by Marigot's streets...

1 hour 30 minutes Free Cancellation

5.0 (6)

from
$31

We are the creators and curators of Puerto Rico's best local cultural experiences. starting from Ponce and the south of the island. Our services include: …More

4.9 (158)

Guided Walking Tour in Ponce

We are the creators and curators of Puerto Rico's best local cultural experiences. starting from Ponce and the south of the island. Our services include:...

1 to 2 hours Free Cancellation

4.9 (158)

from
$32

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

4.9 (409)

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...

90 to 120 minutes Free Cancellation

4.9 (409)

from
$33

Born in the Caribbean, inspired by Kentucky. We aged our world class rhum like some of the most famous bourbons in the world. Whether you’re …More

5.0 (4)

Barrel Aged Rhum Experience

Born in the Caribbean, inspired by Kentucky. We aged our world class rhum like some of the most famous bourbons in the world. Whether you’re...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$33

Discover the cultural heart of Christiansted tour that blends history, artisan shopping, and optional beachside relaxation. Visit The Grange Estate on Fridays and Saturdays only—a …More

3.0 (2)

Christiansted's Artisan Shopping Tour

Discover the cultural heart of Christiansted tour that blends history, artisan shopping, and optional beachside relaxation. Visit The Grange Estate on Fridays and Saturdays only—a...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$33

Pietermaai Coffee Walk Self-Guided Cultural & Historical walk.

Embark on a tasty food tour of Pietermaai District in Willemstad with just your phone and a healthy appetite. Explore this historic neighborhood, known for …More

4.0 (2)

Pietermaai Coffee Walk Self-Guided Cultural & Historical walk.

Embark on a tasty food tour of Pietermaai District in Willemstad with just your phone and a healthy appetite. Explore this historic neighborhood, known for...

1 hour 30 minutes Free Cancellation

4.0 (2)

from
$34

Three Eyes National Park Exploration Tour

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a …More

4.4 (39)

Three Eyes National Park Exploration Tour

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a...

2 hours Free Cancellation

4.4 (39)

from
$35

Self-Drive Half-Day Waterslide Yunque Tour

Our exclusive, small-group El Yunque tour offers expert guides, and a unique adventure! Unlike large tours, we provide a personalized experience with knowledgeable who share …More

Fajardo, Puerto Rico

5.0 (414)

Self-Drive Half-Day Waterslide Yunque Tour

Our exclusive, small-group El Yunque tour offers expert guides, and a unique adventure! Unlike large tours, we provide a personalized experience with knowledgeable who share...

4 hours Free Cancellation

5.0 (414)

from
$35

Farm to Bottle Tour at Prosperity Farm Distillery

Explore the unique world of craft distilling at St. Croix's first farm-to-bottle distillery, Prosperity Farm Distillery. Located on 180 acres of lush acres overlooking the …More

4.9 (50)

Farm to Bottle Tour at Prosperity Farm Distillery

Explore the unique world of craft distilling at St. Croix's first farm-to-bottle distillery, Prosperity Farm Distillery. Located on 180 acres of lush acres overlooking the...

1 hour Free Cancellation

4.9 (50)

from
$35

Visit 9 Mile Reggae Land and learn about Bob Marley and his family history while experiencing the place that inspired many of his songs. You …More

Montego Bay, Jamaica

4.5 (30)

Bob Marley 9 Mile Tour Admission

Visit 9 Mile Reggae Land and learn about Bob Marley and his family history while experiencing the place that inspired many of his songs. You...

45 to 60 minutes

4.5 (30)

from
$35

Skip the Line: Guided Tour and Rum Tasting Experience

Experience the history and heritage that blossoms at Pedro St James National Historic Site, with a Guided Tour and Rum Tasting Experience! Located in the …More

Grand Cayman, Cayman Islands

4.5 (31)

Skip the Line: Guided Tour and Rum Tasting Experience

Experience the history and heritage that blossoms at Pedro St James National Historic Site, with a Guided Tour and Rum Tasting Experience! Located in the...

60 to 90 minutes Free Cancellation

4.5 (31)

from
$35

3 Hours Panoramic Tour in Punta Cana with Artisan Market

Leaving from any hotel in the area of Punta Cana Bavaria, you will have the opportunity to introduce yourself to the local culture have a …More

Punta Cana, Dominican Republic

4.4 (28)

3 Hours Panoramic Tour in Punta Cana with Artisan Market

Leaving from any hotel in the area of Punta Cana Bavaria, you will have the opportunity to introduce yourself to the local culture have a...

4 hours Hotel pickup offered Free Cancellation

4.4 (28)

from
$35

Last Vacation Day Discounted Shopping & Ride to the Airport

This is your chance to do all of your last-minute discounted souvenir shopping all in one day. You may arrange to do your shopping same …More

Montego Bay, Jamaica

5.0 (1)

Last Vacation Day Discounted Shopping & Ride to the Airport

This is your chance to do all of your last-minute discounted souvenir shopping all in one day. You may arrange to do your shopping same...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$35

Walking Tours & Private Tours on Bonaire

Don’t worry, “walking tour” doesn’t mean you’ll trek or hoof it from place to place. It’s only that you’ll spend part of the morning and/or …More

5.0 (1)

Walking Tours & Private Tours on Bonaire

Don’t worry, “walking tour” doesn’t mean you’ll trek or hoof it from place to place. It’s only that you’ll spend part of the morning and/or...

2 hours

5.0 (1)

from
$36

Our resident Historian uses the art of storytelling to transport our guests to places and times chosen for our historic journey. Our resident historian has …More

5.0 (168)

Walking Tour of Historic Bridgetown

Our resident Historian uses the art of storytelling to transport our guests to places and times chosen for our historic journey. Our resident historian has...

2 hours 30 minutes Free Cancellation

5.0 (168)

from
$38

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