10-Day Adventure in the Florida Keys Itinerary

Begin your day with a visit to the Ernest Hemingway Home and Museum. This historic site offers fascinating insights into the life of one of America's most celebrated authors.

Enjoy lunch at Hogfish Bar & Grill, a local favorite known for its fresh seafood and laid-back atmosphere. Afterward, take a leisurely stroll through Old Town Key West to soak in the island's unique charm.

In the evening, make your way to Mallory Square for the famous Sunset Celebration at Mallory Square. Enjoy street performances, local crafts, and stunning sunset views over the Gulf of Mexico.

Kick off your day with breakfast at Banana Cafe, a cozy spot offering delicious crepes and other breakfast delights. Then set sail on an island-hopping adventure with Key West Express Ferry to explore nearby islands.

Stop for lunch at Islamorada Fish Company on one of your island stops. This restaurant is famous for its fresh seafood and beautiful waterfront location. Spend some time exploring the local shops and attractions before heading back.

Return to Key West for dinner at El Siboney Restaurant, where you can savor authentic Cuban cuisine in a warm and welcoming atmosphere.

Start your day with breakfast at Keys Fisheries Market & Marina, known for its delicious seafood omelets. Then head to the Turtle Hospital in Marathon for an educational tour about sea turtle rehabilitation efforts.

Have lunch at Sparky's Landing Fish n Cocktails, which offers great food with waterfront views. Afterward, visit Crane Point Hammock & Nature Trail to explore lush tropical gardens and learn about local wildlife.

For dinner, enjoy a meal at The Island Fish Co., which offers stunning sunset views over Florida Bay along with delectable seafood dishes.

Begin your day with breakfast at Harriet's Restaurant, a beloved local spot known for its homemade muffins and hearty breakfast options. Afterward, visit the Florida Keys Wild Bird Rehabilitation Center to learn about the efforts to rescue and rehabilitate native bird species.

Have lunch at Sundowners, a waterfront restaurant offering delicious seafood and stunning views of the bay. Spend the afternoon at Dolphins Plus Bayside, where you can swim with dolphins and learn about marine conservation.

For dinner, head to Snook's Bayside Restaurant, known for its fresh seafood and beautiful sunset views over the water.

Mrs. Mac's Kitchen is the perfect spot for a hearty breakfast before starting your day. Then, visit Theater of the Sea, where you can enjoy marine mammal shows, swim with dolphins, and explore lush tropical gardens.

Lorelei Restaurant & Cabana Bar offers a great lunch menu with stunning waterfront views. Spend your afternoon kayaking or paddleboarding in the calm waters of Islamorada.

Morada Bay Beach Café is an excellent choice for dinner, offering delicious cuisine right on the beach with live music and beautiful sunset views.

Bagel Island Café is a great place to start your day with freshly baked bagels and coffee. Then visit Key West Butterfly & Nature Conservatory to see hundreds of butterflies in a tropical setting.

Blue Macaw Island Eats & Bar offers a delightful lunch menu in a vibrant atmosphere. Afterward, explore Truman Little White House, which served as President Harry S. Truman's winter White House.

A&B Lobster House is perfect for an elegant dinner featuring fresh seafood and fine dining ambiance.

Start your day with breakfast at Stout's Restaurant, known for its hearty portions and friendly service. Then head to Sombrero Beach for some relaxation by the sea.

Enjoy lunch at Leigh Ann's Coffee House, which offers great sandwiches and coffee. Afterward, visit The Turtle Hospital to learn more about their rehabilitation efforts for injured sea turtles.

For dinner, try Lazy Days South, which offers delicious seafood dishes with stunning ocean views.

Start your day with breakfast at Big Pine Rooster, a cozy spot known for its hearty breakfast options and friendly service. Afterward, visit the National Key Deer Refuge to see the endangered Key deer in their natural habitat.

Have lunch at No Name Pub, a quirky and historic pub offering delicious pizzas and sandwiches. Spend the afternoon exploring the Blue Hole, a freshwater lake that is home to various wildlife species.

For dinner, head to Kiki's Sandbar Bar & Grille, which offers great food and stunning sunset views over the water.

Begin your final day with breakfast at Sugarloaf Food Company, known for its delicious pastries and coffee. Then take a leisurely bike ride along the scenic Overseas Heritage Trail.

Enjoy lunch at Mangrove Mama's, a beloved local spot offering fresh seafood and tropical drinks. Spend your afternoon relaxing on one of the beautiful beaches or doing some last-minute shopping for souvenirs.

For your farewell dinner, dine at The Square Grouper Bar and Grill, renowned for its creative cuisine and warm ambiance.