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B&B near the southern most point of Key West

Things to Do in Key West

When you want to get away, there’s no better place to go than Key West. This tropical island paradise has something for everyone, whether you want to relax on the beach or explore local forts, museums, and other historic sites.

No matter where you go or what you do during your stay, it’ll never be too far away from Westwinds Inn. We’re located in the Historic Seaport District of Old Town Key West, within walking distance of all the best local attractions, restaurants, shops, and more. The famous Duval Street is just five blocks away, with popular spots like Sloppy Joe’s Bar, Margaritaville, the Oldest House & Garden Museum, Ripley’s Believe It or Not!, and more.

Local beaches—with their calm, turquoise waters—are on the south side of the island, just a few minutes away. Smathers Beach is a great spot for those looking for a full day of water activities, while the beach at Fort Zachary Taylor is perfect for a quiet, relaxing day.

Spend the day observing sea creatures at the Key West Aquarium, or take a snorkeling or scuba diving tour to get even closer. Attend a local annual event, such as Fantasy Fest, the Goombay Festival, Super Boat International races, or Hemingway Days. And don’t forget to get your picture with famous landmarks like Mile Marker 0 and the Southernmost Point buoy. Key West may be a small island, but there’s plenty to do during your stay.

Hot Time in Old Town

Tour the island via train or trolley. Stroll through the Hemingway House. Take a selfie at Mile Marker 0. All of these things and more are found right here in Old Town, and our hotel is located right in the middle of the action. If you want to live like a local, make sure to hit up our friendly staff for their recommendations on the best Old Town attractions!


Here in Key West, we’re all about good food, and you’ll find options everywhere. From casual cafés and raw bars to five-star gourmet establishments with award-winning chefs, we have it all. A few things you’ll see on menus around Key West include freshly caught fish, shrimp, and lobster; conch fritters; café con leche; frozen pina coladas; and, of course, key lime pie.

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Key West is filled with vibrantly colored tropical plants, trees, and flowers you can’t find anywhere else. Admire the beauty of local flora and fauna by visiting one of the island’s local parks or gardens. There’s even a garden here where you can hang out with rescued parrots!

Photo by Lynne Bentley-Kemp

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Historical Sites & Museums

Learn about the history of Key West when you visit its many historical sites and museums. From historic homes to war forts to museums about shipwrecks, turtles, and maritime history, our little island is filled with important United States history.

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Rent a boat and go fishing or searching for lobster. Observe dolphins, turtles, and other sea creatures in the wild. Take a relaxing kayak trip among the mangroves or a sunset cruise to end your day. The water is calling, and you must explore it.

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Pool and garden at our key west bed and breakfast

Photo Gallery

Tour our beautiful Key West hotel through photos in our gallery. View our lush grounds and gardens, cozy rooms, property map, and tranquil pools.

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On the Beach after a wedding in key west

Wedding Gallery

You’ve always pictured your perfect wedding day. View the photos in our Wedding Gallery to see what your destination wedding can be like at Westwinds Inn.

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Key West beach and palm tree

Activities & Events

There’s always something going on in Key West, from food and literary festivals to fishing and sailing tournaments. View our Events Calendar for the latest happenings.

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