Skip to content

Key West: Florida’s Livable Streets Oasis

Small islands are often natural fits for car-free or car-reduced environments. Some take advantage, some don't. Based on my dozen or so visits over the last 13 years, most recently in July, I'd say Key West, Florida, falls mostly into the former camp.

Small islands are often natural fits for car-free or car-reduced environments. Some take advantage, some don’t. Based on my dozen or so visits over the last 13 years, most recently in July, I’d say Key West, Florida, falls mostly into the former camp.

In many ways, Key West is a prototypical American beach town. There are plenty of novelty t-shirt shops, the requisite seafood shacks, and a plethora of bars for sun-baked tourists to imbibe to the sounds of bad cover bands. But in addition to its noted architecture, the southernmost city in the contiguous U.S. is also home to a significant number of historic sites, two of the most famous probably being the Ernest Hemingway House and Truman’s Little White House. With these and other attractions dotting “old town,” and with little space for wide streets or sprawl development among its six square miles of land area, Key West has maintained much of its original residential and commercial density, along with a highly walkable and bikeable street grid [PDF].

And unlike other tourism-dependent east coast towns that are inexplicably hostile to non-motorized modes of travel — we’re looking at you, Savannah — Key West is that rare U.S. small city where pedestrians, cyclists and motorists commingle with relatively minimal conflict.

That’s not to say that, considering the number of bike riders — many of them inexperienced tourists — the city doesn’t have its share of cyclist-involved crashes. Key West bike coordinator John Wilkins does not have complete data, but says, “I do know it is not good if you look at the numbers only. We may have a high accident rate but not compared to the amount of people who bike.”

Eddie Marsh is a member of the local bicycle action committee, and rents out bikes in Key West. “People use bikes as part of their life,” he says. “It is a practical decision, not a political one. There is no typical cyclist here. It might be a drag queen, a tourist, or, as I once saw, a guy smoking, with a big John McCain sign.

“I send a lot of people out on the street who haven’t ridden in years. I tell them to stick to the low-traffic streets, and take the advice of Thich Nhat Hanh: smile, breathe and go slowly.”

Since the Keys segment of the Overseas Railroad was partially destroyed by the Labor Day Hurricane of 1935, then replaced by what is now the southernmost leg of U.S. 1, Key West has remained primarily accessible by car, plane and, of course, boat. In the not too distant future, Wilkins and others hope, bikes will be added to that list, at least for residents and visitors coming from the Upper Keys, with the planned build-out of the Florida Keys Overseas Heritage Trail.

In the meantime, says Wilkins, Key West is adding bike lanes. “We continue to iron out trouble spots as funds are available.”

Photo of Brad Aaron
Brad Aaron began writing for Streetsblog in 2007, after years as a reporter, editor, and publisher in the alternative weekly business. Brad adopted New York'’s dysfunctional traffic justice system as his primary beat for Streetsblog. He lives in Manhattan.

Streetsblog has migrated to a new comment system. New commenters can register directly in the comments section of any article. Returning commenters: your previous comments and display name have been preserved, but you'll need to reclaim your account by clicking "Forgot your password?" on the sign-in form, entering your email, and following the verification link to set a new password — this is required because passwords could not be carried over during the migration. For questions, contact tips@streetsblog.org.

More from Streetsblog New York City

Mamdani’s DOT Responds to Astoria Bike Lane Backlash … With an Even Longer Bike Lane

April 15, 2026

Ask An Insurance Industry Insider: Safe Streets Are The Best Way To Bring Down Insurance Costs

April 15, 2026

Council Leader Urges City To Activate Ferry To NJ Before World Cup

April 15, 2026

Wednesday’s Headlines: FIFA Follies Edition

April 15, 2026

East Side, West Side: Mamdani’s DOT Will Transform 72nd Street With Protected Bike Lane, Bus Improvements

April 14, 2026
See all posts