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Last updated: 2024 Jun 14

Exploring Key West

Morning
Start your day with a delicious breakfast at Blue Heaven, known for its unique atmosphere and mouthwatering dishes. After breakfast, head to Mallory Square to witness the vibrant street performers and enjoy the stunning views of the ocean. Don't forget to visit the Key West Aquarium to get up close and personal with marine life.
Afternoon
For lunch, try Santiago's Bodega, a local favorite for its tapas and refreshing cocktails. Afterward, explore the Key West Historic District and visit the Key West Lighthouse and Keeper's Quarters Museum for panoramic views of the city. End your afternoon with a relaxing stroll along Smathers Beach and soak up the sun.
Evening
Indulge in a delicious dinner at Nine One Five, a trendy restaurant known for its innovative cuisine. After dinner, take a leisurely walk along Duval Street and experience the vibrant nightlife. Stop by Sloppy Joe's for live music and a lively atmosphere.
Bedtime
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Island Adventures

Morning
Start your day with a visit to Fort Zachary Taylor, a historic fort surrounded by beautiful beaches. After exploring the fort, head to Dry Tortugas National Park for a day trip to this remote and pristine island. Enjoy snorkeling, swimming, and exploring the historic fort within the park.
Afternoon
For lunch, try Garbo's Grill, a food truck known for its delicious tacos and sandwiches. Afterward, visit the Ernest Hemingway Home and Museum to learn about the famous writer's life and see the descendants of his beloved cats. Don't miss the Key West Shipwreck Treasure Museum to learn about the city's maritime history.
Evening
Enjoy a sunset sailing trip with open bar, food, and music. Key West Sunset Sailing Trip with Open Bar, Food and Music offers a memorable experience as you cruise along the coast and witness the breathtaking sunset. End your day with a delightful dinner at Better Than Sex - A Dessert Restaurant, known for its decadent desserts and romantic ambiance.
Bedtime
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Exploring Miami

Morning
Start your day with a delicious breakfast at The Stoned Crab, known for its fresh seafood and waterfront views. After breakfast, explore the vibrant neighborhood of Wynwood and visit the famous Wynwood Walls, an outdoor museum of street art. Don't miss the Pérez Art Museum Miami for a dose of contemporary art.
Afternoon
For lunch, try La Creperie French Cafe, a charming cafe serving authentic French crepes. Afterward, visit the iconic South Beach and relax on the sandy shores. Take a stroll along Ocean Drive and admire the art deco architecture. End your afternoon with a visit to the Vizcaya Museum and Gardens, a stunning villa with beautiful gardens.
Evening
Enjoy a delicious dinner at Fogarty's, a waterfront restaurant known for its seafood and live music. After dinner, experience the vibrant nightlife of Miami at LIV, one of the city's most popular nightclubs.
Bedtime
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Miami Adventures

Morning
Start your day with a visit to the Miami Seaquarium, where you can see dolphins, sea lions, and other marine animals. Afterward, head to Bayside Marketplace for shopping and waterfront dining. Don't miss the Freedom Tower, a historic landmark that now serves as a museum.
Afternoon
For lunch, try Mary Ellen's, a local favorite for its classic American dishes. Afterward, explore the vibrant neighborhood of Little Havana and visit Domino Park to watch locals play dominoes. Don't miss the Calle Ocho, the main street of Little Havana, known for its Cuban culture and delicious food.
Evening
Enjoy a dinner at Jimmy Buffett's Margaritaville, a lively restaurant known for its tropical vibes and delicious margaritas. After dinner, take a walk along Sunset Pier and enjoy the stunning views of the sunset. End your day with a visit to The Wharf Miami, a popular waterfront venue with live music and food trucks.
Bedtime
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Relaxing in Naples

Morning
Start your day with a relaxing breakfast at Roof Top Cafe, known for its stunning views of the Gulf of Mexico. After breakfast, visit the Naples Pier and take a leisurely walk along the beach. Don't miss the Naples Botanical Garden, a beautiful garden with diverse plant collections.
Afternoon
For lunch, try Mangia Mangia Pasta Cafe, a cozy Italian restaurant known for its homemade pasta. Afterward, explore the Naples Zoo at Caribbean Gardens and get up close with a variety of animals. End your afternoon with a visit to The Baker Museum, an art museum with a collection of contemporary and modern art.
Evening
Enjoy a delicious dinner at Blackfin Bistro, a restaurant known for its fresh seafood and creative dishes. After dinner, take a walk along Fifth Avenue South and explore the shops and galleries. End your day with a relaxing drink at The Cafe, a cozy lounge with live music.
Bedtime
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Outdoor Adventures

Morning
Start your day with a visit to Delnor-Wiggins Pass State Park, where you can relax on the beach and go for a swim. Afterward, head to Corkscrew Swamp Sanctuary for a nature walk and bird-watching. Don't miss the Naples Pier for another stunning view of the ocean.
Afternoon
For lunch, try Cafe Marquesa, a charming cafe known for its Mediterranean-inspired dishes. Afterward, visit the Naples Museum of Art to admire its collection of modern and contemporary art. End your afternoon with a visit to Lowdermilk Park, a beautiful beach park with picnic areas and volleyball courts.
Evening
Enjoy a dinner at Mira Solo, a rooftop restaurant with panoramic views of the city. After dinner, take a walk along Third Street South and explore the boutiques and art galleries. End your day with a relaxing drink at Antonia's, a cozy wine bar with a wide selection of wines.
Bedtime
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Beaches and Sunsets

Morning
Start your day with a visit to Vanderbilt Beach, a beautiful beach with white sand and clear waters. Afterward, head to Naples Pier for another beach experience and a chance to see dolphins. Don't miss the Naples Botanical Garden for a peaceful stroll through its gardens.
Afternoon
For lunch, try Latitudes, a beachfront restaurant known for its fresh seafood and tropical cocktails. Afterward, visit the Naples Historical Society to learn about the city's history. End your afternoon with a visit to Tin City Waterfront Shops, a unique shopping area with waterfront views.
Evening
Enjoy a dinner at The Flaming Buoy Filet Co., a cozy restaurant known for its creative dishes and friendly atmosphere. After dinner, take a walk along Fifth Avenue South and enjoy the lively atmosphere. End your day with a relaxing drink at Louie's Backyard, a waterfront bar with live music.
Bedtime
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Exploring Naples

Morning
Start your day with a visit to Naples Zoo at Caribbean Gardens, where you can see a variety of animals. Afterward, head to Naples Pier for a walk along the beach and a chance to see the sunset. Don't miss the Naples Botanical Garden for its beautiful gardens.
Afternoon
For lunch, try BO's Fish Wagon, a casual seafood shack known for its delicious fish sandwiches. Afterward, visit the Naples Depot Museum to learn about the city's history. End your afternoon with a visit to Naples Pier for another stunning view of the ocean.
Evening
Enjoy a dinner at Salute! On The Beach, a beachfront restaurant known for its Italian cuisine and ocean views. After dinner, take a walk along Third Street South and explore the shops and art galleries. End your day with a relaxing drink at Camille's Restaurant, a beachfront bar with live music.
Bedtime
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Nature and Relaxation

Morning
Start your day with a visit to Delnor-Wiggins Pass State Park, where you can relax on the beach and go for a swim. Afterward, head to Corkscrew Swamp Sanctuary for a nature walk and bird-watching. Don't miss the Naples Pier for another stunning view of the ocean.
Afternoon
For lunch, try Half Shell Raw Bar, a casual seafood restaurant known for its oysters and seafood platters. Afterward, visit the Naples Museum of Art to admire its collection of modern and contemporary art. End your afternoon with a visit to Lowdermilk Park, a beautiful beach park with picnic areas and volleyball courts.
Evening
Enjoy a dinner at Hogfish Bar & Grill, a waterfront restaurant known for its fresh seafood and laid-back atmosphere. After dinner, take a walk along Fifth Avenue South and enjoy the lively atmosphere. End your day with a relaxing drink at Sunset Pier, a beachfront bar with stunning sunset views.
Bedtime
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Farewell to Naples

Morning
Start your day with a visit to Vanderbilt Beach, a beautiful beach with white sand and clear waters. Afterward, head to Naples Pier for another beach experience and a chance to see dolphins. Don't miss the Naples Botanical Garden for a peaceful stroll through its gardens.
Afternoon
For lunch, try Sarabeth's Key West, a charming cafe known for its delicious brunch options. Afterward, visit the Naples Historical Society to learn about the city's history. End your afternoon with a visit to Tin City Waterfront Shops, a unique shopping area with waterfront views.
Evening
Enjoy a farewell dinner at Conch Republic Seafood Company, a waterfront restaurant known for its seafood and live music. After dinner, take a walk along Fifth Avenue South and enjoy the lively atmosphere. End your day with a relaxing drink at Firefly, a cozy bar with a wide selection of craft cocktails.
Bedtime
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