The most convenient and engaging way to explore the heart of Key West is aboard Old Town Trolley Tours. Discover all the attractions located along the famous Duval Street with unlimited hop on hop off privileges and learn some fun history along the way.
Perhaps one of the most popular destinations on the island of Key West, Duval Street is the main drag of downtown, running north and south from the Gulf of Mexico to the Atlantic Ocean. Although it is not much more than a mile in length, this is where the heartbeat of the city comes to life with a diverse array of restaurants, shops, world-famous pubs and attractions.
Duval Street is the mile-long heart of Key West, bursting with eclectic boutiques, world-class eateries, and an unforgettable, free-spirited atmosphere. There is endless energy to soak in here, and experiencing it is effortless with Old Town Trolley Tours—giving you the freedom to dive into the local scene and explore this iconic strip at your own perfect pace.
Named after Florida’s first territorial governor, William Pope Duval, Duval Street Key West has played a central role in the city’s evolution since the early 1800s. Originally developed as part of the Old Town grid, the street reflects the island’s maritime past, literary history and multicultural influences. Over the years, it has become one of the most iconic streets in the Florida Keys, welcoming visitors with its historic architecture and colorful character.
Historic sites along or near the street include the Crowne Plaza La Concha hotel, which once hosted famous figures like Ernest Hemingway and President Truman. Just a short walk away, the Ernest Hemingway Home & Museum offers further insight into the author’s life on the island. These landmarks, along with many others, make Duval Street Key West one of the most historically significant areas in the city.


Come for a drink, stay for the music. This more-than-100-year-old Key West dive bar, the Green Parrot, is where locals come to kick back, enjoy a few drinks, and hear some of the best touring bands around. Located just off Duval on Whitehead Street, the Green Parrot is a local favorite pub with a casual, come-as-you-are vibe.
Rick’s Bar is another top destination for nightlife on Duval Street Key West. With eight bars under one roof, it features live music, dancing, karaoke, and even a pizza stand. Whether you’re into DJs or dueling pianos, there’s always something happening after dark.



These three locations — the interactive Key West Aquarium, the historically significant Mel Fisher Maritime Museum, and the beautiful Audubon House & Tropical Gardens — offer distinct and enriching experiences, all conveniently located along or just off Duval Street Key West, adding significant depth and variety to the attractions available in Key West.
The area surrounding Duval Street Key West is just as captivating, offering a wealth of experiences within a short stroll.




These nearby attractions offer a diverse range of experiences, from lively cultural events and historical insights to natural beauty and literary history, all easily accessible while exploring the vibrant heart of Duval Street. They truly enhance a visit to Key West, providing layers of interest beyond the main thoroughfare.
From early morning café stops to late-night music and entertainment, Duval Street Key West offers something at every hour. Exploring on foot allows you to take in every detail, but you can also hop aboard the Old Town Trolley Tours to see even more of the island. It’s one of the most convenient ways to check off the best things to do in Key West.
Duval Street Key West offers a diverse range of activities, including famous pubs like Hog’s Breath Saloon and the Green Parrot Bar, visiting the Key West Aquarium, exploring treasures at the Mel Fisher Maritime Museum, enjoying the multi-bar experience at Rick’s and finding tranquility at the Audubon House & Tropical Gardens.
Duval Street Key West runs from the Gulf of Mexico to the Atlantic Ocean. It’s known for its historic charm, lively nightlife, famous restaurants and bars, and its proximity to some of the best things to do in Key West.
Yes, Duval Street Key West, and its surrounding streets, are filled with landmarks. Highlights include Sloppy Joe’s Bar (established in 1933), the La Concha hotel, the Hemingway Home, and the Audubon House. These offer a deeper look into Key West’s past and contribute to the long list of things to do in Key West.
From live music at Hog’s Breath to the casual fun of the Green Parrot, Duval Street Key West comes alive at night. Rick’s Bar offers multiple venues in one, making it easy to enjoy different entertainment options in one spot.
The Old Town Trolley is a great way to navigate Duval Street Key West while exploring the top things to do in Key West. Walking is also a fun option, allowing you to stop in local shops and take your time discovering the area’s history and energy.