Explore Key West from Our Hotel

Explore Key West

For a small island, Key West is filled to the brim with adventure. From thrilling watersports like parasailing and boating to cultural delights like museums and famous houses, Key West has something amazing, unique, and exciting around every corner. Let us be your area guide around the island!

Local Events

Keep up with the latest occurrences happening on the island with our up-to-date calendar of events. We keep our calendar filled with new events, so plan your stay at Westwinds around something you want to attend.


Take a bite of our local flavor and sample a taste of Key West when you explore the island for the best cuisine in town. Excellent seafood is always on the menu, and tropical influences are everywhere. And, of course, you need to try a slice of Key Lime pie!

To view our staff top picks of restaurants and bars, click here.


Parasailing, jet-skiing, boat riding, fishing, snorkeling, diving—all this and more is available to you as a guest of Westwinds Inn. Let’s discuss how you can plan your entire vacation around hitting the waters—or the beautiful beaches—of Key West.

Historic Sites

Key West has a long history, and lots of this history is represented through museums and famous houses like the former abode of Ernest Hemingway. Learn all about the history of our island through visits to sites and tours of famous locales.