Our customers love us!
Key West - Credit. Merge StudiosMiami - Credit. Kiko RicoteKey West - Credit. Merge StudiosIslamorada
Key West - Credit. Merge Studios
Miami - Credit. Kiko RicoteKey West - Credit. Merge StudiosIslamorada
The Florida Keys: Roadtripping the Highway to Hemingway
13 Nights | Fly Drive Holiday
Price from
£2,765pp
Price based on 2 adults sharing
Save trip
Trip Savedtour saved
Save Tripclick to save
Overview

Hit the open road from Miami’s glittering shores to the laid-back charm of Key West on a Florida Keys adventure like no other. Dive into Key Largo’s vibrant reefs, savour the calm of Marathon, and follow in the footsteps of Ernest Hemingway in colourful Key West. Enjoy dolphin watching in Islamorada or simply let the tranquil vibe of Duck Key wash over you. With fresh seafood, golden sunsets, and the rhythm of island time, this journey promises sun-soaked memories you’ll treasure forever.

Holiday Highlights
  • Free Experience - Miami Sunset Cruise
  • Experience Miami's vibrant energy and serene beaches
  • Explore Key West's quirky charm and Hemingway's favourite haunts
  • Capture postcard-perfect memories under Florida's sun-soaked skies
Itinerary
Expand All
Day 1: UK - Miami
Days 1 - 3: Miami
Days 3 - 6: Key Largo
Days 6 - 8: Marathon
Days 8 - 10: Key West
Days 10 - 12: Islamorada
Days 12 - 14: Duck Key
Day 14: Duck Key - Miami - UK
Price includes
Flights
  • Return Flights from UK
Accommodation
  • 02 Nights 4* Solé Miami
  • 03 Nights 4* Playa Largo Resort, Key Largo
  • 02 Nights 4* Tranquility Bay Resort, Marathon
  • 02 Nights 4* Havana Cabana, Key West
  • 02 Nights 4* Amara Cay Resort, Islamorada
  • 02 Nights 4* Hawks Cay Resort, Duck Key
Activities / Excursions
  • Free Experience - Miami Sunset Cruise
  • Key West Old Town Trolley Tour
Transport
  • 11 Days Inclusive Car Hire from Miami Sunny Isles Depot to Airport
FREE Miami Sunset Cruise
Price from
£2,765pp
Based on: , 31 Dec 2028
Price based on 2 adults sharing
Enquire now
Enquire about The Florida Keys: Roadtripping the Highway to Hemingway
Your details
First name (required)
Last name (required)
Phone number (required)

Your travel plans
Enter a specific itinerary, single, or multiple destinations (required)
+/- number of days
This is so we can send you the best offers to match your requirements
E.g. level of accommodation, flight class, attractions (optional)

Communication preferences
Speak with one of our agents to discuss your holiday!
View Map
FREE Miami Sunset Cruise
Price from
£2,765pp
Price based on 2 adults sharing
Secure your holiday with deposits from 10%
Why Book with Us?
Tailor-made for you
Personalised trips designed through one-on-one consultations.
Decades of destination experience
Expect tailored advice, hidden gems and first-hand insight.
Support that travels with you
Rated 5 star on Trustpilot, we’re with you every step of the way.
ABTA & ATOL protected
Book with confidence knowing you’re fully protected.
Pay your way
Spread the cost of your holiday with flexible payments.
Close
Book The Florida Keys: Roadtripping the Highway to Hemingway
Length:
13 nights
Total: £2,765.00

Number of Passengers:

Close