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What to Do in Key West When It Rains | Rainy-Day Guide

Sep 30, 2026, 10:00:03 AM / by Key West Express posted in Museums, Attractions, Activities, Walking Distance, Restaurants, Old-Town, Information, Kids

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Rain in Key West does not have to ruin the day. Tropical showers often come and go quickly, and Old Town is filled with museums, galleries, shops, historic homes and restaurants where you can wait out the weather.

Whether the forecast calls for a passing shower or several wet hours, here are some of the best ways to enjoy Key West when the sunshine takes a break.

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Experience the Thrill: Key West’s Most Exciting Eco-Tour

Sep 23, 2026, 10:00:00 AM / by Scott Schofield posted in Water Activities, Attractions, Outdoor, Tours

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Key West may be famous for colorful sunsets, historic streets and laid-back island energy, but some of its most unforgettable residents live beneath the water.

Key West Extreme Adventures offers visitors an opportunity to leave the shoreline behind and journey into the backcountry waters surrounding the island. Its shark and wildlife eco-tour combines close encounters, local knowledge and family-friendly excitement aboard the custom-built Tiger Cat.

For travelers hoping to discover a wilder side of Key West, this is one adventure that deserves a place on the itinerary.

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Beyond the Beach: Key West's Thriving Art Scene

Sep 9, 2026, 10:00:00 AM / by Scott Schofield posted in Insider, Museums, Attractions, Activities, Events

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Key West, a vibrant island paradise known for its laid-back atmosphere and stunning sunsets, also boasts a thriving art scene that captivates visitors and locals alike. With its unique blend of Caribbean culture and artistic expression, Key West offers a diverse range of art forms, from traditional painting and sculpture to contemporary installations and performance art.

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The Complete Guide to Duval Street in Key West

Jul 22, 2026, 10:00:01 AM / by Key West Express posted in Museums, Attractions, Activities, Old-Town, Bar & Grill, Lunch, Shopping

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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.

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The 10 Best Family-Friendly Things to Do in Key West

Jul 13, 2026, 10:00:01 AM / by Key West Express posted in Museums, Water Activities, Attractions, Activities, Outdoor, Beach, Snorkeling

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Planning a family vacation that everyone will enjoy can be a challenge, but Key West makes it surprisingly easy. From fascinating marine life and historic landmarks to beautiful beaches, interactive museums, and unforgettable sunsets, there's something here for every age. Whether you're visiting for a single day or an extended stay, you'll find plenty of family-friendly activities that create lasting memories.

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Key West Walking Tour Guide: Explore Old Town Key West on Foot

Jul 8, 2026, 10:06:00 AM / by Scott Schofield posted in Museums, Attractions, Activities, Old-Town, Tours

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There’s no better way to experience Key West than by exploring it on foot. From colorful historic homes and legendary landmarks to lively waterfronts and tropical side streets, a walking tour allows visitors to fully experience the charm and personality of the island at their own pace.

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5 Best Beaches in Southwest Florida and the Florida Keys

Dec 4, 2025, 10:35:40 AM / by Key West Express posted in Insider, Attractions, Beaches, Outdoor, Information, Beach, Snorkeling

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Florida's southwest coast and the Florida Keys offer far more than one kind of beach day. You can search for shells on Sanibel Island, paddle across a tidal lagoon on Marco Island, snorkel beside tropical fish in Key Largo, relax beneath palms at Bahia Honda or combine a remote beach with one of America's most remarkable coastal forts.

These five destinations stand out not because they are identical, but because each reveals a different side of coastal Florida. Some are ideal for families and laid-back walks. Others reward travelers who want to snorkel, kayak, watch wildlife or venture well beyond the usual shoreline.

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Free Things to Do in Key West: 15 Amazing Experiences That Won't Cost a Dime

May 16, 2023, 9:15:00 AM / by Key West Express posted in Attractions, Activities, Beach

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Key West may have a reputation as a tropical paradise filled with world-class attractions, but you don't need a big vacation budget to experience everything that makes the island special. Some of the island's most memorable experiences are completely free—from watching the sun sink below the Gulf of Mexico to wandering colorful Old Town streets lined with historic homes, tropical gardens, and local art.

Whether you're visiting for a day or spending a week exploring, these free activities let you experience the authentic charm of Key West while saving your vacation budget for great food, watersports, or one of the island's many paid attractions.

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Your Key West Staycation Destination

Sep 6, 2022, 9:30:00 AM / by Key West Express posted in Museums, Water Activities, Attractions, Activities, Outdoor, Fishing, Seafood, Drag Show, Information, Snorkeling

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No matter where you live or what you do, time seems to escape us.  How many times have we referred to "time flying".   Despite our best intentions, popular destinations and points of interest in our own backyard that are enjoyed by visitors are always on our "things to do and see list".  One of the most common phrases we hear, at Key West Express is...  " I've lived in Florida for XX number of years, but I've never been to Key West."  Yes, we get it but,  "Why NOT?   What are you waiting for?" A staycation to Key West is just what the "ho-hum" doctor ordered.

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Things to Do in Key West at Night: 10 Evening Adventures

Aug 3, 2022, 9:00:00 AM / by Key West Express posted in Insider, Attractions, Activities, Restaurants, Outdoor, Tours, Drag Show, Night Life, Information

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Key West does not slow down when the sun disappears. The island simply changes moods. Sunset crowds gather along the waterfront, live music spills onto Old Town streets, historic buildings become the setting for ghost stories, and illuminated kayaks glide through dark mangrove creeks.

The best things to do in Key West at night include the Mallory Square Sunset Celebration, sunset cruises, live music on Duval Street, drag shows, ghost tours, night kayaking, waterfront dining, theater performances and relaxed walks through Old Town. Most evening attractions are concentrated around Mallory Square, Duval Street and the Historic Seaport, making it easy to combine several experiences in one night.

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