Experience Key West
Your insider guide to the island's best beaches, dining, culture, and adventures
Explore the Island
Discover our curated collection of Key West's finest experiences, all within reach of your boutique stay.
Loading map...
Beaches
Fort Zachary Taylor Beach
Crystal-clear waters and pristine sand. Perfect for snorkeling.
Smathers Beach
Key West longest beach with water sports and beach bars.
Dining
Blue Heaven
Legendary breakfast spot with roosters roaming the garden.
Latitudes
Sunset dining on a private island. Arrive by boat.
Culture
Hemingway Home & Museum
Historic home of Ernest Hemingway with 6-toed cats.
Mallory Square Sunset
Nightly celebration with street performers and artists.
Activities
Dry Tortugas Day Trip
Snorkel pristine reefs and explore historic fort.
Sunset Sail
Two-hour champagne cruise on a classic schooner.
When to Visit
Key West is beautiful year-round, but each season offers its own unique charm.
Winter
Peak season with perfect weather and vibrant events.
Spring
Warm, sunny days with fewer crowds.
Summer
Hot and humid with afternoon showers.
Fall
Pleasant weather returns, hurricane season winds down.
Insider Tips
🚲 Rent a Bike
Key West is only 2×4 miles. Explore like a local on two wheels and skip the parking hassles.
🌅 Sunset Ritual
Don't miss Mallory Square's sunset celebration, but also try watching from the pier at Fort Zach for a quieter experience.
🍹 Happy Hour Heaven
Most restaurants offer 4-6pm happy hours. Discover the secret spots locals love.
📱 Download Offline Maps
Cell service can be spotty. Download Google Maps offline before exploring the outer islands.
Ready to Experience Key West?
Book your boutique stay and create your perfect island itinerary.
View Our Properties