Everything you need to know about exploring the most famous street in Key West—from iconic attractions and historic landmarks to award-winning restaurants, legendary bars, boutique shopping, and unforgettable island experiences.
Planning a Key West getaway? If you want to stay in the heart of Old Town with easy access to waterfront dining, historic attractions, sunset celebrations, and Duval Street, Opal Key Resort & Marina is one of the most convenient places to stay on the island.
Every March, Key West trades a little of its tropical color for shamrock green. The island's original St. Patrick's Day Bar Stroll is not a newly invented pub crawl or a generic ticketed party dropped into Old Town. It is a homegrown Key West tradition with roots stretching back to 1979, a collectible shirt, a changing route and more than four decades of stories.
For visitors from Southwest Florida, Key West Express makes it possible to begin the celebration with a Gulf crossing instead of a long drive. Because the stroll continues into the afternoon and participating venues change from year to year, an overnight stay is the most relaxed way to enjoy it without watching the clock.
Annual Key West BrewFest
September 4 - 6, 2026
The past Key West BrewFest events have been so much fun and an amazing success for the local charities, the committee is teaming up to bring it to you again! Between 150 and 200 beers and micro-brews are on tap at this "tasty" annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic.
Some Key West bars are places to grab a drink. Irish Kevin's is a place where the room itself becomes part of the show. Live performers, sing-alongs, quick-witted crowd interaction and a steady stream of Duval Street energy have made this Old Town stop memorable since it opened in July 1998.
Whether you stop in for an afternoon set, return after dinner or make it part of a longer evening downtown, Irish Kevin's offers the kind of shared experience people often remember long after their Key West trip. Travelers arriving aboard Key West Express can reach the heart of Old Town without bringing a car onto the island, making it easy to include Duval Street in a day trip or overnight getaway.
Choosing a Key West hotel is often less about the room and more about the kind of trip you want once you step outside it. Opal Key Resort & Marina sits on the harbor at the edge of Old Town, placing guests close to sunsets, sightseeing, dining, boating and the lively streets that make Key West memorable.
That location gives the resort a distinct personality. It is not a secluded beach retreat, and it is not removed from the action. It is a waterfront home base for travelers who want to walk out the door and start exploring. Here is what that means in practical terms—and what to consider before booking.
Few establishments are as closely tied to Key West as Sloppy Joe’s Bar. Its bright corner entrance, live music and connection to Ernest Hemingway have made it one of the most recognizable stops on Duval Street.
Yet Sloppy Joe’s is more than a famous place to order a drink. Its history reaches back to the end of Prohibition, when Key West’s waterfront culture brought together fishermen, writers, rum runners and independent personalities. Today, the bar remains a lively gathering place where visitors can experience a piece of that history while enjoying food, music and the energy of Old Town.
Whether you are visiting for the first time or returning to Key West, here is what to know about the story and experience of Sloppy Joe’s.
Key West has a habit of doing food its own way.
You’ll find lobster rolls served from tiny storefronts, wildly creative tacos coming out of a food truck and fresh seafood that tastes even better when you’re wearing flip-flops. A few of these colorful local spots have even caught the attention of Diners, Drive-Ins and Dives.
Three Key West-area restaurants received the national spotlight. Two are still serving hungry island visitors today: DJ’s Clam Shack and Garbo’s Grill.
Dixie Roadhouse is a fantastic place to go with friends or to make new ones!
If you find yourself visiting Southwest Florida and are looking for fun things to do, you just might want to check out the Dixie Roadhouse. Enjoy country music, live entertainment, a great dance floor and a super charged, high-energy atmosphere, then Dixie is the place for you!
Looking for a change of pace during a Southwest Florida getaway? Seminole Casino Hotel Immokalee brings gaming, dining, live entertainment and an on-site hotel together in one destination.
The property is located at 506 South 1st Street in Immokalee. Whether you are stopping in for a few hours or staying overnight, a little planning can make the visit easier—and help you avoid relying on an old promotion or entertainment schedule.
