Ultimate Guide to Navigating the Florida Keys

Look at a map of the US and you’ll see the islands of the Florida Keys dangling down from the southern tip of Florida in a 113-mile-long chain. This might not look like the easiest part of the USA to navigate; however, traveling across the archipelago is surprisingly straightforward.

In fact, it can be easier to travel here than in a lot of other places in the US, and that’s because this is an island chain, not in spite of it. One long road connects the main islands of the Keys to the rest of Florida – unless you have a boat or a plane or are a very keen swimmer, that’s how you transition from tropical island A to tropical island B.

It may help to note that the Keys are divided into three zones. Running from the mainland to Key West, these zones are: the Upper Keys (Key Largo to Long Key Bridge); the Middle Keys (Conch Key to the Seven-Mile Bridge); and the Lower Keys (everything else, including Key West). Here are the best ways to get around.

The Overseas Highway

The 113-mile long Overseas Highway is the southernmost portion of US Route 1, the great north-south highway running all the way from Fort Kent in Maine to Key West in Florida (that’s a distance of 2370 miles for any trivia lovers out there). As it winds its way across the Keys, the Overseas Highway crosses 42 bridges, including the huge Seven-Mile Bridge, joining Marathon and Big Pine Key. These bridges add artificial elevation to a road that otherwise traverses a completely flat landscape, offering occasional glimpses across the archipelago.

In light traffic, it takes a little over 2 hours to drive from Key Largo, the northernmost Key, to Key West, the southernmost city in the contiguous United States. However, at weekends and during festivals and busy holiday periods, tourists stream into or out of the Keys, and the Overseas Highway can get quite congested. The width of the road is limited by the narrow islands, therefore when the highway is congested, travel times can be doubled or more.

Distances on the Overseas Highway are designated by mile markers, usually abbreviated to MM in addresses. The markers start at MM 113 in Key Largo and tick down to MM 0 in Key West. If a business lists itself with a decimal point – say, “MM 70.5” – that means it lies halfway between MM 70 and MM 71. You may also see the side of the highway indicated in addresses: “Oceanside” means towards the Atlantic Ocean, while “Bayside” or “Gulfside” (used in the Upper Keys, and Middle and Lower Keys respectively) means towards the Gulf of Mexico.

Scuba divers with a goliath grouper in the Florida Keys
Scuba divers getting up close and personal with a goliath grouper © Shutterstock / WaterHouse Marine Images

Boat

Locals often use their own boats for inter-island travel; however, for tourists, water travel is more useful for getting to the Keys than actually getting around them. The Key West Express catamaran makes the approximately 3.5-hour trip from Fort Myers Beach, on the mainland, to Key West every day throughout the year and travels from Marco Island (just south of Fort Myers Beach) seasonally.

An adult one-way/roundtrip ticket costs $169/109 from either departure point, and there’s a bar and food counter on board for refreshments. If you want to experience a world-class paddling adventure, contact Burnham Guides and inquire about their 200-mile custom kayaking trip from Everglades City through the waterways of the Ten Thousand Islands, across Florida Bay to Key West.

Air

Air travelers to the Keys fly into Key West International Airport, located off S Roosevelt Blvd on the east side of Key West island. It’s linked to major hubs across Florida and the rest of the country. Ground transportation from the airport to Key West’s Old Town will cost $9-20, depending on whether you take a shuttle or a metered taxi.

Couple walking to the beach in the Florida Keys
Walking with sand under your toes is the way to explore the Florida Keys’ state parks © Margaret W / Getty Images

Bicycle

You can, with some grit and creativity, cycle the length of the archipelago via the Florida Keys Overseas Heritage Trail. In some places, it’s an exceptionally scenic ride; however, sections of the trail either cross the main road or share a shoulder with the busiest parts of the highway, which can be pretty jarring. Within the islands, Key West and its historical Old Town district, with its narrow streets and pretty houses, is by far the loveliest area to cycle around.

Bus

Key West Transit operates city routes in Key West, as well as the Lower Keys Shuttle, linking Key West to Marathon. From Marathon, you can hop on the 301 Dade-Monroe Express Bus, which runs from Marathon to the city of Miami. Note that while buses are affordable (tickets run from $2 to $4), these are largely commuting services aimed at locals, so don’t expect a luxe door-to-door experience.

If you are in the market for a more personalized service, consider the Keys Shuttle, a van shuttle that can get travelers from Miami and Fort Lauderdale to Key West and anywhere in-between. Both Greyhound and Go Bus operate from Miami to Key West; fares vary depending on how far in advance you book but typically hover around $25.

Trams and Trolleys

On the island of Key West, you can both get around and listen to a narrated tour via the retro-cute Old Town Trolley or Conch Tour Train. Although neither is particularly efficient for getting around, they may appeal if you’re traveling with patient kids or prefer a laid-back introduction to the island.

A family by the beach on Key West
Key West was made for family escapes © courtesy of The Florida Keys & Key West

Accessible Transportation in the Florida Keys

Though accessible transportation options are most common in Key West, the Old Town district provides a sizable pedestrian-friendly area. It is also the only part of the Keys that can comfortably be navigated at street level with a wheelchair.

Wheelchairs and mobility scooters can be rented at Four Star Rentals and Island Comfort Mobility, while Pirate Scooters rents golf carts as well as scooters. Key West Taxis (also known as Five Sixes) has some wheelchair-accessible vehicles, and airport shuttle services can usually accommodate wheelchairs. Even regular, non-lift-equipped taxis in the Keys can fit in foldable wheelchairs.

While many of the bicycle paths in the Keys are wheelchair friendly, they are not all connected, and you may have to cross busy roads. Some of the state parks feature wheelchair-accessible trails, particularly Curry Hammock and John Pennekamp; beach wheelchairs can be rented at Bahia Honda.

Ferries to Dry Tortugas National Park are wheelchair-accessible, as are the Greyhound and Go Buses that run to Miami. You can also take a wheelchair on some of the Old Town Trolleys and Conch Tour Trains; contact the companies ahead of time to ensure you board the right train.

This segues neatly into the best advice we can give to travelers with disabilities: if you require accessible transportation, always call ahead to ensure your traveling needs are met. The Keys are small, and the services offered by private businesses and attractions can vary significantly from season to season. For more information on accessible travel, visit iBestTravel’s page.


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