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3-Day Dog Friendly Itinerary in Key West

Friday, November 17: Arrival and Island Exploration

Start your Key West adventure by checking into your dog-friendly hotel. For a wide range of hotel and flight options, you can check here. In the morning, head to the Key West Dog Beach, located on Vernon Avenue, where your furry friend can enjoy a dip in the ocean and play with other dogs. Afterward, visit the Ernest Hemingway Home and Museum to explore the famous writer's former residence. In the afternoon, take a leisurely stroll down Duval Street, Key West's main thoroughfare, lined with shops, galleries, and pet-friendly outdoor cafes. In the evening, experience the breathtaking sunset at Mallory Square, where street performers entertain and local vendors offer delicious treats.

  • Key West Dog Beach: Free, 2 hours
  • Ernest Hemingway Home and Museum: $14 per person, 1-2 hours
  • Duval Street: Varies (shopping and dining), flexible
  • Mallory Square: Free, 1-2 hours
Saturday, November 18: Historic Sites and Outdoor Adventures

Start your second day by visiting the Key West Lighthouse and Keeper's Quarters Museum, where you can climb to the top for panoramic views of the island. Afterward, head to Fort Zachary Taylor Historic State Park, a dog-friendly beach known for its crystal-clear waters and hiking trails. Enjoy a picnic lunch in the park and soak up the sun. In the afternoon, take a guided tour of the Harry S. Truman Little White House, a historic landmark that served as a retreat for U.S. presidents. In the evening, savor the flavors of Key West at one of the many pet-friendly restaurants along the waterfront.

  • Key West Lighthouse and Keeper's Quarters Museum: $10 per person, 1-2 hours
  • Fort Zachary Taylor Historic State Park: $2.50 per person, 4-5 hours
  • Harry S. Truman Little White House: $21.95 per person, 1-2 hours
  • Waterfront Dining: Varies, flexible
Sunday, November 19: Nature and Beach Relaxation

On your last day in Key West, start with a visit to the Key West Butterfly and Nature Conservatory, where you can stroll through a tropical paradise filled with colorful butterflies and exotic plants. Next, head to Smathers Beach, a dog-friendly beach with white sand and calm waters, perfect for sunbathing and swimming. In the afternoon, take a leisurely bike ride or walk along the scenic Old Town waterfront and enjoy the charming architecture and historic landmarks. Wrap up your trip with a visit to the Dog Tiki Bar, a unique bar where dogs are welcome to socialize while their owners enjoy a refreshing drink.

  • Key West Butterfly and Nature Conservatory: $15 per person, 1-2 hours
  • Smathers Beach: Free, flexible
  • Old Town Waterfront: Free, flexible
  • Dog Tiki Bar: Varies, flexible

Hidden Gems and Local Favorites

For dog-friendly off-the-beaten-path attractions, check out the Dog Beach at Fort East Martello Museum & Gardens, where your furry friend can enjoy a beach experience away from the crowds. Another local favorite is Higgs Beach Dog Park, a fenced-in area where dogs can run and play off-leash. Lastly, don't miss the Key West Tropical Forest and Botanical Garden, a peaceful oasis with nature trails and beautiful flora that welcomes leashed dogs.

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