All Trips · Americas
Florida Islands & the Overseas Highway
Feom Sanibel and Captiva through the Florida Keys to Miami Beach
Duration
8 Days / 7 Nights
Starts
Fort Myers
Ends
Miami
Car
Chevrolet Spark or Similar
Hotels
4 Cities
Stay as many nights as you wish
Your package price updates instantly
Flights, hotels & car in one booking
Secure online payment
Overview
This unforgettable Florida fly-drive connects the peaceful islands of Southwest Florida with the tropical Florida Keys and vibrant Miami Beach.
Arrive at Southwest Florida International Airport near Fort Myers, collect your rental car and begin with two nights on or near Sanibel and Captiva. Discover beautiful Gulf Coast beaches, famous seashells, tropical wildlife and unforgettable sunsets.
Continue across South Florida to Key Largo, the gateway to the Florida Keys. Two nights give you time to explore John Pennekamp Coral Reef State Park, take an optional snorkeling or glass-bottom-boat excursion and enjoy the relaxed atmosphere of the Upper Keys.
Your journey then follows the Overseas Highway across a remarkable chain of islands and bridges to Key West. Spend two nights discovering colorful streets, historic homes, waterfront restaurants and the famous sunset celebrations.
Finish with a final scenic drive to Miami Beach, where one night beside the Atlantic Ocean completes your Florida island adventure.
The suggested package includes seven nights, but your journey is fully flexible. Add or remove nights, choose your preferred hotels and select the rental-car category that best suits your trip.
You decide how long you stay!
Perfect for
Self-Drive Explorers
Couples
Beach Lovers
Water & Reef Fans
Road Trippers
Photography Lovers
Flexible Travellers
Your Itinerary Overview
8 Days · 7 Nights
WELCOME TO SOUTHWEST FLORIDA
SANIBEL OR CAPTIVA TO KEY LARGO
KEY LARGO TO KEY WEST
KEY WEST TO MIAMI BEACH
Your route. Your pace.
Add or remove nights at every destination. Your itinerary and package price update instantly.
1
Start
WELCOME TO SOUTHWEST FLORIDA
Sanibel Island Beach Resort2 nights
2
Day 2-3
SANIBEL AND CAPTIVA ISLANDS
Sanibel Island Beach Resort2 nights
3
Day 3-5
SANIBEL OR CAPTIVA TO KEY LARGO
Dove Creek Resort & Marina, Trademark Collection by Wyndham2 nights
4
Day 4-5
KEY LARGO AND THE UPPER KEYS
Dove Creek Resort & Marina, Trademark Collection by Wyndham2 nights
5
Day 5-7
KEY LARGO TO KEY WEST
Fitch Lodge - Key West Historic Inns2 nights
6
Day 6-7
DISCOVER KEY WEST Leave your car parked today and ex
Fitch Lodge - Key West Historic Inns2 nights
7
Day 7-8
KEY WEST TO MIAMI BEACH
Viajero Miami - Adults Only1 night
8
Day 8
DEPARTURE FROM MIAMI
Choose your rental car
Prices shown for a 8-day rental.More rental cars available — drag sideways or use the arrows to explore
Type
Why You'll Love This Trip
Drive one of America's most iconic coastal highways
Three very different island stops in one trip
Fully flexible — add or remove nights to suit you
Wide choice of hotels from cosy inns to resort spas
Famous Key West sunset celebrations on your doorstep
Snorkel or cruise the coral reef at John Pennekamp
Pick the rental car that fits your trip and budget
What's Included
Seven nights’ accommodation at your selected hotels
Two nights on or near Sanibel or Captiva Island
Two nights in Key Largo
Two nights in Key West
One night in Miami Beach
Eight-day one-way rental car from Southwest Florida International Airport to Miami
Automatic-transmission rental car in the selected category
Unlimited mileage
Rental-car taxes and standard inclusions shown during booking
Ability to choose or upgrade your hotels
Ability to add or remove nights
24-hour emergency assistance
What's Excluded
Flights unless added during booking
Fuel
Road, bridge and causeway tolls
Rental-company toll-program charges
One-way or drop-off fees unless shown as included
Hotel and beach parking charges
Resort fees or other locally payable hotel charges
State park and wildlife refuge entrance fees
Boat trips, snorkeling and other optional excursions
Attraction tickets
Additional drivers unless included in the selected rental rate
Optional rental-car insurance or equipment not included in the selected rate
Meals unless included with your selected hotel
Travel insurance
Personal expenses and gratuities
Any service not specifically listed under “What’s Included”
From per personUS$1,192