Miami to the Florida Keys
Fly-drive holiday exploring Miami, the Florida Keys, Everglades & Naples on the Gulf Coast
This 13-night Florida adventure combines city style, island escapes, and coastal calm. Begin in Miami Beach, where pastel art deco meets ocean breeze, then follow the sun south through the Florida Keys — one of America’s most scenic drives — stopping in Islamorada, Key West, and Key Largo. Continue to the vast wilderness of Everglades National Park, where mangroves and airboats await.
Finally, relax on the white-sand beaches of Naples, a sophisticated Gulf Coast gem known for its sunsets, dolphins, and boutique shopping. This journey perfectly blends vibrant cities, tropical islands, and serene shores for the ultimate Sunshine State experience.
Remember: We’re UK-based, and every holiday we create is fully flexible – you can add nights, upgrade hotels, or enhance your itinerary. We love designing tailor-made self-drive adventures just for you!
13 night self drive holiday from £2,349pp including flights, accommodation & car rental
Highlights
Experience Miami’s Energy with Art deco architecture, Cuban culture, and golden sands in South Beach.
Drive the Iconic Overseas Highway from Miami to Key West across turquoise seas and island bridges.
Explore the Everglades: Spot alligators and tropical birds on an unforgettable airboat tour.
Enjoy elegant beaches, fine dining, and spectacular sunsets on Naples’ Gulf Coast
Your itinerary
Days 1–3: Miami Beach
Relax on golden sands and discover Miami’s vibrant culture
Fly into Miami and spend three nights soaking up the glamour of South Beach. Admire pastel art deco buildings along Ocean Drive, explore the murals at Wynwood Walls, or take in Cuban culture and cuisine in Little Havana. Relax on the beach or enjoy cocktails under the palm trees as the sun sets over Biscayne Bay.
3 Nights in
Miami Beach, FL
Arrive &
Explore
Day 4: Islamorada
Seafood, sunsets, and island charm
Begin your journey south along the Overseas Highway to Islamorada, a laid-back island paradise famed for fishing, beaches, and fresh seafood. Visit the Florida Keys History & Discovery Center, browse art galleries, or simply unwind at a tiki bar by the ocean as you watch the sunset paint the sky.
1 Night in
Islamorada, FL
85 miles
Days 5–7: Key West
Colourful streets, historic charm, and unforgettable sunsets
Continue your adventure along the stunning Overseas Highway, crossing bridges that span the turquoise waters of the Florida Keys. Spend three nights in Key West, where every street hums with history and island rhythm. Visit Ernest Hemingway’s Home, see the Southernmost Point Buoy, and watch street performers at Mallory Square’s Sunset Celebration. Explore by foot or bike and embrace Key West’s famously relaxed spirit.
3 Nights in
Key West, FL
80 miles
Days 8–9: Key Largo
Discover underwater wonders and laid-back island life
Drive north along the Overseas Highway to Key Largo, the first and largest of the Florida Keys. Visit John Pennekamp Coral Reef State Park, the first underwater park in the U.S., where you can snorkel or take a glass-bottom boat tour to see tropical marine life. In the evenings, enjoy fresh seafood and breathtaking sunset views over Florida Bay.
2 Nights in
Key Largo, FL
100 miles
Days 10–11: Everglades National Park
Alligators, airboats, and America’s subtropical wilderness
Return to mainland Florida for two nights near Everglades National Park, a UNESCO World Heritage Site that protects over 1.5 million acres of wetlands. Glide through mangroves on an airboat tour, spotting alligators, turtles, and exotic birds, or walk the Anhinga Trail for a closer look at the park’s unique ecosystem. This is Florida at its most untamed and unforgettable.
2 Nights at
Everglades NP, FL
125 miles
Days 12–13: Naples
Gulf Coast Elegance & Relaxation with white-sand beaches, fine dining, and stunning sunsets
Drive west across the state to Naples, a chic coastal city on Florida’s shimmering Gulf Coast. Spend your final two nights enjoying its soft beaches, boutique shopping, and al fresco dining along Fifth Avenue South. Visit the Naples Pier at sunset, join a dolphin-watching cruise, or explore the nearby Corkscrew Swamp Sanctuary for a peaceful nature walk. On your last morning, enjoy breakfast by the ocean before driving back to Miami to return your car and fly home.
2 Nights in
Naples, FL
120 miles
June - mid Sept: Many lodgings and transport links are only open during the Summer. Amazing wildlife including bears, bald eagles, whales, sea otters and seals can be spotted.
Daytime temperatures are usually cool but very comfortabl, generally in the 15-20°C range and even into the high 20s. Days are long during the with July being the peak month.
You’ll need a connecting flght from the UK, probably via Seattle or Vancouver, we highly recommend a couple of days to explore the connecting city. Alaska is 8 or 9 hours behind the UK.
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Our team have travelled extensively across the USA & Canada to ensure that they can give first hand, unrivalled experience when discussing our holidays.
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