Holiday Overview
Drive the famous Highway 1 from Miami to Key West, hop from island to island on the Overseas Highway, cross 7 mile bridge and visit Ernest Hemingway's house. Soak up the Sun and charm of Southern Florida on this fly drive, showcasing the best of the Florida Keys
Start & Finish: Miami
Highlights of the holiday are:
- Vibrant Miami
- The Famous and scenic Highway 1 / Overseas Highway
- Ernest Hemingway's home in Key West
The Florida Keys Fly Drive Holiday includes:
- Return Flights from the UK
- Compact Car with Gold Cover - Unlimited mileage, Full tank of fuel, 3 additional drivers, Collision Damage Waiver (CDW), $1 million liability coverage, Zero excess in the USA
- 2 Nights hotel accommodation in Miami
- 1 Night hotel accommodation in Islamorada
- 2 Nights hotel accommodation in Key West
- 2 Nights hotel accommodation in Key Largo
Day 1 - Arrive in Miami
Arrive in Miami famed for its Art Deco South Beach and Little Havana districts
Featured accommodation
Ocean Five Hotel
Day 2 - Miami
A full day at leisure to explore Miami
Featured accommodation
Ocean Five Hotel
Day 3 - Miami - Islamorda 86 miles
Collect your car and head over 7 mile bridge to Islamorada, often referred to as a village of islands.
Featured accommodation
Islander Resort
Day 4 - Islamorda - Key West 80 miles
Continue to Key West, the most Southernly point in the USA. Enjoy a slice of Key Lime Pie and enjoy the nightly sunset celebration in Mallory Square
Featured accommodation
The Gates Hotel
Day 5 - Key West
Spend a day exploring Key West or just relaxing, literary buffs will enjoy a visit to Ernest Hemingway's house.
Featured accommodation
The Gates Hotel
Day 6 - Key West - Key Largo 98 miles
Return Northwards to Key Largo. Key Largo is famous for its world class diving and clear waters. View 600 species Of colourful fish and 40 types of coral in the inviting waters.
Featured accommodation
Playa Largo Resort
Day 7 - Key Largo
Spend a day at leisure in Key Largo
Featured accommodation
Playa Largo Resort
Day 8 - Key Largo to Miami 62 miles - Depart from Miami
Return to Miami airport for the return flight back to the UK
Ocean Five Hotel, Miami
Located in South Beach Miami directly on Ocean Drive, In the Heart of the Art Deco District, the Ocean Five Hotel is just steps away from the South Beach shopping, diverse dining options, chic bars, lounges and night clubs, and miles of golden Atlantic sandy beaches.
Islander Resort
Unveiling a Reimagined, Luxury, Oceanside Experience, Islander Resort is a unique destination in Islamorada with guest rooms and an unrivaled collection of premier suites inspired by the classic elegance of the Florida Keys.
Image Gallery
Keys Highway
Keys Sunset
Highway
Key West
Islamorda
Keys Sunset
Keys Highway
Key Largo Dive Site
Key West
Key West Sunset
Florida Keys Beach
Miami Art Deco
USA Holiday Stopovers
Why not add in the 'Land of Fire and Ice' - Iceland -on your way to your holiday in the USA. We have put together a great stopover in Iceland for 2 or 3 nights which includes accommodation and the Golden Circle Trip which includes visits to the Gullfoss Waterfall, the geo thermal area of Geysir and Thingvellir National Park.
If you are travelling to the west coast of America, why not add a couple of nights stay in New York which includes accommodation and tickets for the 'Top of the Rock' observation platform for an iconic view of the city skyline. This can be done either on your way out or on the way back.
Alternative Holidays That May Interest You
Below you will find a small selection of 2026, 2027 Canada Holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 917 5724 and let one of our Travel Specialists design the perfect trip for you.
Best of New England Fly Drive
- Boston
- Portland Maine
- Bar Harbor
- White Mountains
- Killington
- The Berkshires
- Mystic
- Yarmouth MA
- Visit beautiful maritime towns
- See the beautiful mountains of New Hampshire & Vermont
- Experience historic Boston
- Receive a free case of wine
- Save £250 per person book by 30 September
14 Nights from £2985pp
Boston to New York By The Beaches Road Trip
- Boston
- Yarmouth
- Martha's Vineyard
- Mystic
- Riverhead
- The Hamptons
- New York City
- See the sights of Boston
- The Gingerbread Cottages and fine Seafood of Martha's Vineyard
- See the Playground of New York's elite in the Hamptons
- Receive a free case of wine
- Save £250 per person book by 30 September
8 Nights from £2050pp
Route 66 Fly Drive Holiday
- Chicago
- St Louis
- Springfield
- Oklahoma City
- Amarillo
- Albuquerque
- Holbrook
- Williams
- Las Vegas
- Los Angeles
- An epic journey across the USA
- Visit 8 States
- See the awesome Grand Canyon
- Hit the bright lights of Las Vegas
- Receive a free case of wine
- Save £250 per person book by 30 September
15 Nights from £2935pp
Best of Florida Self Drive Holiday
- Orlando
- Clearwater
- Naples
- Miami
- Exciting Orlando
- The Beautiful Gulf Coast
- Vibrant Miami
- Receive a free case of wine
- Save £250 per person book by 30 September
9 Nights from £1890pp
Coasts and Mountains of the South Road Trip
- Atlanta
- Asheville
- Charlotte
- Myrtle Beach
- Charleston
- Savannah
- Visit the 'World of Coca-Cola'
- Discover the Blue Ridge Parkway, one of the USA’s most scenic drives
- Relax on incredible beaches
- Receive a free case of wine
- Save £250 per person book by 30 September
7 Nights from £2135pp
The Florida Keys Fly Drive Holiday
- Miami
- Islamorada
- Key West
- Key Largo
- Vibrant Miami
- The famous and scenic Overseas Highway
- Ernest Hemingway's home in Key West
- Receive a free case of wine
- Save £250 per person book by 30 September
7 Nights from £2400pp
