After arriving at Miami International Airport, pick up your rental car and head north along the coast to the tranquil shores of Sunny Isles Beach. Once you've checked into your resort, take a light morning stroll along the pristine sands or visit the [Newport Fishing Pier](https://www.google.com/search?q=Newport+Fishing+Pier+Florida+coast+official+site) to catch the refreshing ocean breeze and watch the waves roll in.
Head just south to explore the lush mangrove trails of [Oleta River State Park](https://www.floridastateparks.org/parks-and-trails/oleta-river-state-park) by renting a kayak for a peaceful afternoon paddling through Florida's largest urban park. Afterward, take a scenic drive across the Haulover Inlet Bridge to admire the turquoise waters before indulging in some world-class window shopping at the expansive [Aventura Mall](https://aventuramall.com/).
Enjoy an elegant dinner at [Il Mulino New York](https://www.acqualinaresort.com/dining/il-mulino-new-york/) located within the Acqualina Resort, where you can savor authentic Italian cuisine with a stunning view of the moonlit Atlantic. Wrap up your first night with a sophisticated cocktail at [The Bar at The Surf Club](https://www.google.com/search?q=The+Bar+at+The+Surf+Club+Florida+coast+official+site) in nearby Surfside, soaking in the timeless glamour of the Florida coast.
Start your morning with a guided walking tour starting at the [Art Deco Welcome Center](https://mdpl.org/tours/) to learn about the pastel-colored architecture and history of the Art Deco Historic District. Afterward, enjoy a classic breakfast at the legendary [News Cafe](https://newscafe.com/) on Ocean Drive while soaking in the ocean breeze and early sunshine from across Lummus Park.
Spend your afternoon wandering the pedestrian-friendly [Lincoln Road Mall](https://lincolnroad.com/), where you can browse high-end boutiques and enjoy a relaxed outdoor lunch under the palms. Afterward, head south to the serene South Pointe Park to walk along the pier and watch massive cruise ships navigate the Government Cut shipping channel.
As the sun sets, head to the historic Española Way to enjoy an al fresco dinner under Mediterranean-style architecture at the charming [A La Folie Café](https://alafoliecafe.com/). Afterward, experience the pulse of the city's nightlife with a visit to the iconic [The Villa Casa Casuarina](https://vmmiamibeach.com/) for a cocktail by the Million Mosaic Pool before ending your night with live jazz and ocean views at [The Betsy Rooftop](https://www.thebetsyhotel.com/).
Bid farewell to the Miami skyline as you begin your scenic journey south along the iconic Overseas Highway, crossing the Card Sound Bridge for a more secluded entrance into the Florida Keys. Your first major stop is [John Pennekamp Coral Reef State Park](https://pennekamppark.com/), where you can board a Glass Bottom Boat Tour to witness the vibrant marine life and coral formations of the only living coral barrier reef in the continental United States.
Following your underwater adventure, visit the [Florida Keys Wild Bird Rehabilitation Center](https://www.keepthemflying.org/) to observe majestic local species along the peaceful bayside boardwalks. Afterward, take a step back in cinema history with a visit to the original [African Queen](https://africanqueenflkeys.com/) steamboat at Marina del Mar before hiking the shaded nature trails of [Dagny Johnson Key Largo Hammock Botanical State Park](https://www.floridastateparks.org/parks-and-trails/dagny-johnson-key-largo-hammock-botanical-state-park).
Conclude your day in Key Largo with a sunset dinner at [Snook's Bayside Restaurant & Grand Tiki Bar](https://www.snooks.com/), where you can enjoy fresh seafood while the sky turns brilliant shades of orange over the water. Afterward, visit the historic [Caribbean Club](https://www.caribbeanclubkl.com/), the oldest bar in the Upper Keys and a legendary filming site, to toast to your journey with a cocktail and live music.
Begin your morning with a hearty breakfast at [Mangrove Mike's Café](https://mangrovemikes.com/), a beloved local diner known for its vibrant island decor and legendary tater tot towers. Afterward, head to the iconic [Robbie's Marina](https://www.robbies.com/) to experience the thrill of hand-feeding giant, silver-scaled tarpon from the docks before browsing the eclectic artisan shops at the [Rain Barrel Village](https://rainbarrelvillage.com/), home to the famous 30-foot-tall lobster sculpture known as Betsy.
Spend your afternoon at the [History of Diving Museum](https://www.divingmuseum.org/) to discover the fascinating evolution of underwater exploration through a world-class collection of vintage gear. Next, head over to the historic [Bud n' Mary's Marina](https://www.budnmarys.com/) to watch the charter boats return with their daily catch, a quintessential experience that captures the spirit of the 'Sport Fishing Capital of the World.' Finish the afternoon with a relaxing stroll at Anne's Beach, where the shallow turquoise waters and shaded boardwalks provide a perfect coastal escape.
As the sun begins to dip below the horizon, enjoy a barefoot dinner at [Morada Bay Beach Café](https://www.google.com/search?q=Morada+Bay+Beach+Caf%C3%A9+Florida+coast+official+site), where you can dine at tables set directly in the sand while watching a spectacular sunset over the Florida Bay. Afterward, take a short stroll to the Morada Way Arts & Cultural District to sample a flight of local craft beers in the vibrant, garden-style taproom of [Florida Keys Brewing Co.](https://floridakeysbrewingco.com/)
Kick off your final day with a visit to the [Ernest Hemingway Home and Museum](https://www.hemingwayhome.com/) to meet the famous six-toed cats and explore the lush gardens of the legendary author's estate. Afterward, head to the iconic Southernmost Point Buoy for an early photo opportunity at the edge of the continental U.S. before enjoying a classic Key West breakfast outside under the palms at [Blue Heaven](https://blueheavenkw.com/).
After lunch, immerse yourself in the serene beauty of the [Key West Butterfly and Nature Conservatory](https://keywestbutterfly.com/) as hundreds of vibrant butterflies flutter through a lush, glass-enclosed tropical garden. Later, delve into presidential history with a tour of the [Harry S. Truman Little White House](https://www.trumanlittlewhitehouse.org/) before heading to the island's western edge to explore the Civil War-era masonry at [Fort Zachary Taylor Historic State Park](https://www.google.com/search?q=Fort+Zachary+Taylor+Historic+State+Park+Florida+coast+official+site).
As evening approaches, head to [Mallory Square](https://www.mallorysquare.com/) for the world-famous Sunset Celebration, where street performers and local artisans gather to toast the sun dipping into the Gulf of Mexico. Celebrate your final night with authentic Cuban flavors and live music at [El Meson de Pepe](https://elmesondepepe.com/) before joining the lively crowds on Duval Street for a nightcap at the historic [Sloppy Joe's Bar](https://www.google.com/search?q=Sloppy+Joe%27s+Bar+Florida+coast+official+site).