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Highway to Hemingway

Highway to Hemingway

USA

12 days / 11 nights


Fly Drive Holiday
Guide Price £2,499 per person (based on 2 adults sharing)
Fly Drive Holiday
Duration: 12 days/11 nights

Coast above the warm waters and magical coral reefs of the Florida Keys, hopping from island to island as you relax, unwind and cruise along the spectacular Overseas Highway.  

Highlights:
  • Admire Miami’s Art Deco architecture
  • Traverse the Seven Mile Bridge for panoramic ocean views
  • Enjoy superb snorkelling & diving in the Keys
  • Relax on tropical beaches
Economy

from £2,499

per person (based on 2 adults sharing)
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Itinerary

Day 1  Miami  
Fly to Miami. Upon arrival, kick back and soak up the dynamic Latin-infused atmosphere of this vibrant city.  

Day 2  Miami  
Explore Miami’s eclectic neighbourhoods and Art Deco architecture on a hop-on hop-off bus. Check out the many museums of Brickell, the stunning street art of Wynwood Walls and follow the beat of Cuban music as you meander through Little Havana, before returning to the glamour of South Beach.  

Day 3  Miami to Key Largo  
Pick up your car and soak up panoramic ocean views as you cross over the Seven Mile Bridge into the Keys.

Day 4  Key Largo  
Key Largo is famed for its world-class diving. View 600 species of technicolour fish and 40 types of coral veiled beneath the crystal clear waters.

Day 5  Key Largo to Marathon  
Continue your journey over glittering blue and green ocean to the middle of the Keys.

Day 6  Marathon  
Take advantage of Marathon’s many watersports – from deep sea fishing to kayaking or paddle boarding – or simply enjoy a tranquil, tropical getaway on the sandy beach.  

Day 7  Marathon to Key West  
Head for America’s southernmost point and the unique atmosphere of Key West. Arrive in time for a slice of Key Lime pie (a traditional delicacy) and the nightly sunset celebrations at Mallory Square.

Day 8  Key West  
Perhaps take a boat trip into the sparkling Gulf of Mexico where dolphins dance amongst the waves, or visit Ernest Hemingway’s house and wander through the colourful old town. Later, get ready to join in with the festivities on lively Duval Street!  

Day 9  Key West to Islamorada  
Head back up north to Islamorada, often referred to as a village of islands.  

Day 10  Islamorada  
Soak up the sun and enjoy the fantastic views from almost any viewpoint on these serene ‘purple isles’.  

Days 11-12  Fly home  
Drive back to Miami airport and drop off your car in time for your flight home.

Optional Excursions: Pre-Book These Unmissable Experiences
Key West Food and Culture Tour
Everglades Mangrove Kayaking Tour

Map

Highway to Hemingway

Price & Inclusions

Guide Price £2,499 per person (based on 2 adults sharing)

Inclusions
  • Flights
  • 10 nights 3★ to 4★ hotels
  • 9 days Alamo Inclusive Compact car hire incl zero insurance excess, unlimited mileage, 24 hour Roadside Assistance and 1 additional driver
  • Miami 24 hour Hop-on Hop-off Bus Tour
New offers every day!

We negotiate new offers daily from discounted flights, tours and vehicle hire to free upgrades, added value and unique inclusions. Please call for our latest offers.

The tour itinerary, inclusions and departures are based on travel from 01/10/2025 to 31/12/2026. For holiday guide price terms and conditions, click here.
Itinerary distances on this fly drive holiday have been planned around a comfortable driving pace, allowing ample time for stops to enjoy the sites and views along the way. It can be easily adapted taking into account your interests and the pace you prefer to travel.

Unmissable Experiences

Don't miss out - secure your place on the world's must do experiences before you go.
We offer hundreds of unforgettable experiences all round the globe, from city-tours to bridge climbs, balloon flights to whale watching cruises.
Take a look at the local tours we offer along the way and ask your Trailfinders consultant to add them to your itinerary for you.

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