sunset walk in san juan near old fortress castle

Explore History, Culture and Flavors

Best Walking Tours in the Caribbean

Explore the rich tapestry of the Caribbean through a variety of walking tours that'll immerse you in the history, culture and flavors of these diverse islands.

From the historic streets of Old San Juan to the vibrant flavors of Martinique, each tour offers a unique perspective on the Caribbean's heritage. Here’s a look at some of the best walking tours you can enjoy across the Caribbean.

1. Flavors of Martinique Walking Tour

Stroll through the lively streets of Fort-de-France on this walking tour that combines the rich history and vibrant culinary scene of Martinique. Experience local culture firsthand and savor unique Caribbean flavors that make this island a gastronomic delight.

2. Labadee Historic Walking Tour

Dive into the history of Labadee with a guided walk that traces the island's past — from the era of Christopher Columbus to present day. Marvel at historical landmarks like Nellie’s Tower and the mythical Dragon’s Rock while learning about the island’s 500-year history.

3. Nassau Walking Tour

Discover Nassau's hidden gems and magnificent views on this informative walking tour. From the colonial architecture at Rawson Parliament Square to the historic Fort Fincastle, this tour is a deep dive into the Bahamian capital's storied past.

4. Puerto Plata Walking Tour

Enjoy a leisurely stroll through Puerto Plata, where you'll stop for a chocolate tasting and shop for local souvenirs. Admire the colorful Umbrella Street and take in the views from a 16th-century Spanish fortress, all while learning about the city’s rich cultural heritage.

5. Old San Juan Walking Tour

Wander through 500 years of history on this walking tour of Old San Juan. Explore colonial fortifications like San Felipe del Morro and stroll past brightly- colored buildings along cobblestone streets, gaining insight into Puerto Rico’s colonial past from your knowledgeable guide.

6. Sunset Walk in Old San Juan

Experience the magic of Old San Juan at sunset on this enchanting walk that highlights the city's major historical and cultural sites during the golden hour. This tour is a beautiful way to end your day among the many walking tours in the Caribbean.

7. Culture & Flavors of St. Croix Walking Tour

Delve into the heart and soul of St. Croix's history and culture with a guided walk through Frederiksted, featuring stops for espresso and a visit to the Caribbean Museum Center for the Arts.

8. Legends & Lore of Antigua Walking Tour

Step back in time on this historical walking tour of St. John’s, Antigua. Listen to stories of the island’s past through a Whisper Radio system earpiece that ensures you hear every detail about the Georgian, Romantic and Victorian architecture you encounter along the way.

9. Sea Trek Underwater Walking Tour

Venture beneath the waves on an extraordinary underwater walk in Curaçao, where you can observe the vibrant marine life and coral formations up close, providing a unique perspective on the island’s underwater beauty.

10. Flavors of Merida Walking Tour

Embark on a culinary journey through Merida, blending cultural exploration with gastronomic delights. This walking tour offers a comprehensive introduction to the history and unique flavors of this Spanish colonial city.

These Caribbean walking tours provide a wonderful way to explore the islands' diverse cultures, storied pasts and delicious cuisines. Whether you are a history buff, a foodie or simply looking to experience the Caribbean in a new way, these tours offer something for everyone.

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