Holiday Overview
The Florida Keys Fly Drive with New York
Visit the vibrant city of New York, exploring the iconic attractions including Times Square and Statute of Liberty. Continuing onto Miami to drive along the iconic Highway 1 and Overseas Highway, with beautiful scenery and glorious sunshine making this a must do self-drive.
The Florida Keys Fly Drive with New York 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 Accomdation in New York
- 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 New York
Arrive in the city that never sleeps and explore the sights of New York
Featured accommodation
Lexington Hotel
Day 2 - New York
A full day of leisure to explore the sights of New York.
Featured accommodation
Lexington Hotel
Day 3 - New York - Miami
Today check out your New York hotel and make your way to the airport for your flight to Miami.
Arrive in Miami famed for its Art Deco South Beach and Little Havana districts.
Featured accommodation
Ocean Five Hotel
Day 4 - Miami
A full day at leisure to explore Miami
Featured accommodation
Ocean Five Hotel
Day 5 - Miami - Islamorada
Collect your car and head over 7 mile bridge to Islamorada, often referred to as a village of islands.
Featured accommodation
Islander Resort
Day 6 - Islamorada - 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 7 - 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 8 - 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 9 - Key Largo
Spend a day at leisure in Key Largo
Featured accommodation
Playa Largo Resort
Day 10 - Key Largo to Miami 62 miles - Depart from Miami
Return to Miami airport for the return flight back to the UK
Lexington Hotel, New York Holidays
From the carefully curated art collection and boutique guest rooms, to Jazz Age glamour and live music, The Lexington Hotel, Autograph Collection offers rich character and uncommon details at every turn.
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
Smathers Beach
New York City Skyline
Statue of Liberty
Islamorada
Key Largo
Key West
Key West
Key West
Times Square, New York
Florida Keys Road Trip
Alternative Holidays That May Interest You
Below you will find a small selection of 2025, 2026 holidays that may interest you. Remember, we tailor-make each holiday to your exact needs, so please call us on 0800 270 0009 and let one of our Holiday experts design the perfect trip for you
Pacific Coast Highway Road Trip
- Los Angeles
- Pismo Beach
- Monterey / Carmel
- Yosemite National Park
- San Francisco
- The exciting buzz of Los Angeles & Hollywood
- California's beautiful coastline
- The stunning natural beauty of Yosemite
- San Francisco with its delightful sightseeing
7 Nights from £1740pp
Canyon Adventure Fly Drive Holiday
- Las Vegas
- Bryce Canyon
- Moab
- Mesa Verde
- Grand Canyon
- Buzzing Las Vegas
- Stunning National Parks
7 Nights from £2160pp
California Fly Drive
- San Francisco
- Sonoma
- Lake Tahoe
- Yosemite National Park
- Death Valley
- Los Angeles
- San Diego
- Wonderful San Francisco
- Awesome Yosemite
- The heat of Death Valley
- Cool Pacific Breezes
11 Nights from £2755pp
The Wild West Fly Drive Holiday
- Denver
- Cheyenne
- Rapid City
- Cody
- Jackson
- Salt Lake City
- Moab
- Durango
- Colorado Springs
- Wild West Cowboy Country
- Iconic scenery & Wildlife
- National Parks
15 Nights from £3325pp
The Classic West Self Drive Holiday
- Los Angeles
- Laughlin
- Grand Canyon
- Kayenta
- Lake Powell
- Bryce Canyon
- Las Vegas
- Death Valley
- Yosemite National Park
- Lake Tahoe
- San Francisco
- National Parks
- Iconic Sights
- L.A. Las Vegas & San Francisco
13 Nights from £2600pp
Western Trails
- Salt Lake City
- Lava Hot Springs
- Boise
- McCall
- Coeur d’Alene
- Whitefish
- Helena
- Yellowstone
- Jackson Hole
- Casper
- Cheyenne
- Denver
- Stunning Yellowstone National Park
- The mighty Teton Mountains
- Visit Glacier National Park
- Frontier history in Cheyenne & Casper
14 Nights from £3140pp
