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The biggest public beach in Key West and considered one of the best beaches for gays in the US, Smathers has something for everyone along its 2-mile stretch:...
Key Largo
John Pennekamp Coral Reef State Park at the northern end of Key Largo was the first undersea park in the U.S. and is listed on the National Register of Historic...
"Conch" is a sea shell, but in Key West it's the nickname for a local. The Conch Train tools around town giving the locals' view. The tour takes 90 minutes, but you...
Gulf of Mexico
Almost 70 miles (113 km) west of Key West, Dry Tortugas National Park is 100 square miles (nearly 260,000 sq. km) of mostly open water with seven small islands....
Old Town
Hemingway wrote To Have And Have Not, Green Hills of Africa and The Snows of Kilimanjaro in the 1930s while living in the Whitehead Street house. He owned the...
Old Town
Zachary Taylor State Park near the Naval Station has the distinction of being the southernmost beach in the U.S. and one of the most popular in the Keys. A National...
Old Town
Stretching about a mile between Atlantic Ocean and Gulf of Mexico, Duval Street is the heart of Key West. Once it was famous for its Cuban cigar stores. Now it's the...
Seaport
The gift shop at the Ocean Key Resort stocks tropical resort wear for men and women, featuring brands like Island Company, Tommy Bahama, Maaji swimwear and Reyn
White Street Pier
The names of AIDS victims with ties to Key West are inscribed on Zimbabwe granite and embedded in the walkway leading to White Street Pier. A commemorative ceremony...
Seaport
Blu Q and Captain Steve have been sailing party catamarans of Key West for 20 years and offer three male-only, clothing-optional cruises: Sandbar Sundays, Snorkel...
The gift shop at the Key West Butterfly & Nature Conservatory is a destination all by itself. It as an extensive collection of butterfly- and nature-related...
Old Town
Key West Island Books is the city's only bookstore, but it has a a large section of books by and about Hemingway, books by local authors, and books on Key cuisine,...
Islamorada
Surrounded by mangrove and laced with coves, Anne's Beach lends itself to nudist sunbathing. Bring a picnic.
Aqua Beachwear - which used to be known as Beach House - is a smallish chain that offers personalized service in finding just the right swimsuit for your body. Its...
Old Town
The Audubon House was never visited by the artist when he visited Key West to paint 22 local birds for posterity. It was built by a wealthy maritime pilot and...
Bahama Village
Bahama Village is a 16-block area that began as a Bahamian neighborhood where chickens roamed freely. The chickens still roam and junkanoo beats can still be heard,...
Big Pine Key
With an award-winning beach, Bahia Honda State Park is good for beachcombing, swimming, camping, birding and kayaking. Just off shore is Looe Key National Marine...
Garrison Bight
Free outdoor movies are shown at Bayview Park the first and third Friday every month between October and May. Shows start at dusk. Bring a blanket or low profile
Bahama Village
Besame Mucho is a sweetly scented apothecary that also sells hand-crafted jewelry, decorative items, Astier De Villatte candles, notecards, European chocolates and
Old Town
The Butterfly and Nature Conservatory maintains a "butterfly park" of nearly 60 species from around the globe in a climate-controlled, plant-filled enclosed habitat....
Old Town
The USCGC Ingraham, a historic WWII-Viet Nam Warship and National Historic Landmark, is permanently docked at Key West It served from 1936 to 1988 and in 1985 was...
Seaport
With more a boutique feel than its sister shops Local Color and Local Color Jewelry Store, Commotion is in the Red Door Building, which formerly housed the Red Door...
Grassy Key
At the Dolphin Research Center, a series of salt-water lagoons, you can interact with bottlenose dolphins and even take a dip with them. The center, now a...
Old Town
Pub crawling reaches new heights in Key West where the concentration of bars has reached a critical mass. You can Duval-crawl night or day, choosing from dozens of...
Old Town
Evolution for men and women is a two-level, industrial chic boutique on the corner of Duval and Angela Streets. It opened in 2011 to cater mostly to gay guys looking...
Garrison Blight
Find your inner Hemingway and discover some of the best sports fishing grounds anywhere on a half-day or full-day deep-sea fishing trip. Marlin, tuna, mahi mahi and...
South Roosevelt Blvd.
Fort East Martello is a Civil War fortification that has been a museum of local art and history since 1950, but its most famous "exhibit" since 1994 is the spooky...
Old Town
Breezy tropical fashions for men and women can be found at the local Fresh Produce, one of 17 outlets in Arizona, California, Colorado, Florida and St. Thomas. Its
Old Town
Gingerbread Square Gallery, founded in 1974 by Richard A. Heyman - who would go on to become one of the first openly gay mayors in the U.S., is the city's oldest art...
The free-trade Green Pineapple is an eco-chic boutique offering clothing, candles, unique jewelry, handmade kitchenware and zen tranquility. Home of the Key West...