Key West Comedy Shows, Theater, and Performing Arts
Beyond the bars: a complete guide to Key West entertainment, from live theater and the only Keys comedy club to cabaret, concerts, and free sunset performers.
Key West Tourism
Key West Vacation Center publishes independent planning guides to Key West, Florida, covering where to stay, how to get around the island without a car, and what is worth doing once you arrive. Guides are checked against parks, operators and city sources, and corrected when details change.
Sloppy Joe’s Key West: History, Events, and Visitor Guide
The full story of Sloppy Joe's Key West: its 1933 origin, the Hemingway connection, the famous 1937 move, live music, the menu, and tips for visiting today.
Key West Brewery and Craft Beer Guide
A complete guide to Key West breweries and craft beer, from The Waterfront to First Flight and Cayo Hueso, with what to order, tours, and a tasting-flight plan.
Best Rooftop Bars in Key West with Sunset Views
Discover the best Key West rooftop bars for sunset, which ones actually face the water, plus dress codes, hours, and tips for the perfect golden-hour drink.
The Duval Crawl: How to Bar Hop Key West Like a Local
Plan the perfect Key West pub crawl with our self-guided Duval Street route, must-visit bars, go-cup rules, guided tour picks, and local money-saving tips.
Key West vs. Miami Beach & Florida’s Top Destinations: An Honest Comparison (2026)
Key West vs. Miami Beach, Naples, and the other Florida Keys — an honest comparison of beaches, nightlife, cost and vibe to help you choose the right Florida trip.
Key West Weather Guide: Hurricane Season and Best Conditions (2026)
A complete Key West weather guide — temperatures by season, the dry vs wet seasons, hurricane season explained, and when the conditions are best.
Key West Travel Tips: 25 Things to Know Before You Go (2026)
25 essential Key West travel tips — from skipping the car and beating the crowds to packing smart and saving money — everything to know before you go.
Key West Itinerary: 5-Day and 7-Day Extended Stay Guide (2026)
A Key West 5-day and 7-day itinerary — the classic highlights plus the Dry Tortugas, up-the-Keys beaches, fishing and relaxed island time for a longer trip.
Key West Itinerary: 3 Days of Perfect Island Exploration (2026)
A perfect Key West 3-day itinerary, hour by hour — Old Town highlights, a water adventure, beaches, history and the best sunsets for first-time visitors.