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.
Every fall, seafood lovers eagerly await one of Florida's most anticipated culinary traditions—stone crab season. From waterfront restaurants in Key West to seafood markets throughout Southwest Florida, fresh stone crab claws become the star of countless menus.
Known for their sweet, delicate meat and sustainable harvesting practices, Florida stone crabs are unlike any other seafood experience. Whether you're planning to enjoy them at a local restaurant, purchase them fresh from a seafood market, or learn about harvesting your own, this guide covers everything you need to know about stone crab season in Key West and Southwest Florida.
Choosing a restaurant is easy—until one person wants tacos, another wants barbecue and someone else has already decided that dinner should involve sushi.
That is where a food truck park saves the day.
Southwest Florida has turned the humble food truck stop into a full evening out. These colorful gathering places combine several kitchens with outdoor seating, cold drinks, live music, games and plenty of room to settle in. Everyone can order something different, yet the whole group still eats together. No menu negotiations required.
Ready to roll up hungry? Here are five food truck parks worth putting on your Southwest Florida dining list.
Key West has inspired painters, sculptors, photographers, writers and performers for generations. Its tropical light, historic architecture, Caribbean influences and famously independent personality have helped shape an arts community that feels as colorful and original as the island itself.
Can you experience that creative spirit in just one day? Absolutely. Many of Key West's most interesting galleries, museums and historic sites are concentrated in walkable Old Town, making an art-focused day trip surprisingly easy to plan.
Arrive aboard Key West Express, step off near the Historic Seaport and follow this flexible itinerary through a day of local art, island history and waterfront flavor. Because gallery hours and exhibitions can change, check each venue's official website before your trip and leave a little room for spontaneous discoveries along the way.
Healthful Key West
The Duval Crawl has its allure for visitors in need of a wild and crazy live on the edge experience. Bars and pubs and parties and music, adult silliness and shenanigans.
St. Patrick's Day feels different in Southwest Florida. Instead of piling on winter layers, revelers reach for sunscreen, green shirts and a spot near the music. Fort Myers brings the Irish-pub energy, Naples fills downtown with a long-running parade, and Key West adds the kind of tropical personality that can turn a traditional holiday into an island getaway.
For travelers ready to carry the celebration across the Gulf, Key West Express connects Fort Myers Beach with Key West—giving the holiday a decidedly Floridian twist before you ever reach Duval Street.
Make your Valentine feel as special as he or she is! Make memories in Key West by starting aboard the Key West Express. Visitors are drawn to the southern charm and Caribbean influences of this laid-back island city, only 4 miles long by 1.5 miles wide. During the day or at night, the island is alive with sidewalk cafes, world-class restaurants, fishing, watersports, shopping, performing arts, musical entertainment and galleries before the island gathers each evening at Mallory Square for the world renown sunset celebration.
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