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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Begin your day with a hearty breakfast at Blue Heaven, a Key West institution known for its delicious pancakes and outdoor seating in a charming, tropical garden. Afterward, visit the Ernest Hemingway Home and Museum, where the famous author lived and wrote for more than ten years, and take a tour to see the six-toed cats that still roam the property.

Afternoon

Make your way to Mallory Square, a bustling hub of street performers, vendors, and tourists. Catch a glimpse of the famous Key West sunset before heading to the historic seaport area for a seafood lunch at Schooner Wharf Bar, where you can enjoy fresh fish and live music by the water.

Evening

End your day with a spooky ghost tour of the haunted places in Old Town, where you'll hear tales of pirates, shipwrecks, and hauntings. Then, head back to Mallory Square for a nightcap at Sunset Pier, where you can enjoy a tropical cocktail and live music under the stars.

Bedtime

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Morning

Start your day with a trip to Fort Zachary Taylor State Park, where you can relax on the beach, snorkel in the crystal-clear water, and explore the historic fort and museum. Afterward, grab a quick lunch at Garbo's Grill, a food truck serving up delicious tacos and burgers.

Afternoon

Spend the afternoon exploring the quirky shops and galleries on Duval Street, where you can find everything from handmade jewelry to vintage clothing to funky art. Don't miss the Key West Butterfly and Nature Conservatory, where you can walk among hundreds of colorful butterflies and exotic birds in a lush, tropical setting.

Evening

For dinner, head to Nine One Five, an upscale restaurant serving contemporary American cuisine in a stylish, historic house. Afterward, catch a show at the Waterfront Playhouse, a local theater known for its high-quality productions and talented actors.

Bedtime

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Morning

Take a day trip to Dry Tortugas National Park, a remote island paradise accessible only by boat or seaplane. Explore the historic Fort Jefferson, snorkel in the crystal-clear water, and relax on the pristine beach. Pack a picnic lunch and plenty of water, as there are no restaurants or stores on the island.

Afternoon

Return to Key West in the afternoon and head to the Truman Little White House, a historic museum and former vacation home of President Harry S. Truman. Afterward, grab a late lunch at Santiago's Bodega, a tapas bar serving up delicious small plates and sangria.

Evening

End your trip with a sunset sail on a catamaran, where you can enjoy stunning views of the Key West skyline and the ocean. Sip champagne and nibble on hors d'oeuvres as you watch the sun dip below the horizon.

Bedtime

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