Key West on a Bicycle

One of the best ways to see Key West is from the seat of a simple bicycle. Bring your own or rent a bike at the corner of Caroline and Duval then take off and see the magical island of Key West.

ye olde church Key WestMeander down the streets, as it is hard to get lost on a 4×2 mile island, and take in the sights as my sister and I did one beautiful, breezy morning during vacation. Now, I must tell you that both of us love photography and stopping to take pictures was the order of the day, whether it was an old church in the Bahamian section of town, the beautifully colorful bougainvillea which grows rampantly across the island or one of the iconic sites of Key West such as the Southernmost Point.

Here are a few of the highlights with many others still waiting to be discovered.

The ocean drive along South Roosevelt from our timeshare was perfect this early morning. Waves lapping against the seawall, birds in flight and boats bobbing in the current are just some of the sights.

Louies Backyard Key WestLouie’s Backyard sits quietly under the trees awaiting the daily crowds. A great place to stop in the evening for a drink on the back porch bar or at the Upper Deck Wine Bar. You can even see the colors of the sunset from this ocean-side gem.


Southernmost Point Key WestStop at Southernmost Point, the only place in the U.S. where you can stand just 90 miles from Cuba. People wait patiently in line for their turn to take a picture and the person behind you is always willing to take a shot of your entire group.


Southernmost House Key West


And don’t miss the Southernmost House, one of those gingerbread-type houses that reminds one of fairy tales.



Key West local colorThere are always plenty of examples of the typical Key West house, this one complete with white picket fence and the ever-present bougainvillea. (Question for you – what color are bougainvillea flowers? If you answered white you would be correct! The colored parts are papery thin bracts.)


Hemingway House pool Key WestA stop at Hemingway House and a tour of the grounds. Just listening to the story the guides tell of this prolific author is amusing and informative. Here is a great picture of the pool that his wife built in place of his boxing ring when Hemingway took off with his mistress!


Key West lighthouseGet a fantastic panoramic view of the entire island at the top of the Key West Lighthouse. Built in 1848, it is open to the public for a $10 admission fee.


Duval Street is quiet in the morning which makes it a great time to traverse this otherwise busy street. If you are there early enough, stop in at Banana Cafe for breakfast (there is almost always a line) or just snap a few shots of iconic landmarks such as

The Bull The Bull Key West& Whistle, Sloppy Joes and the Smallest Bar in the World. When lunch time comes around, stop in at Fogarty’s, where you will be seated outdoors under shady umbrellas and cooling mist machines, and order up some delicious food after all your exercise. ┬áDon’t miss their Rum Runners (ask for the souvenir bottle perfect for carrying with you for the rest of the day).

Captain Tonys Key WestContinue on down the street for a few more quick shots of Hog’s Breath Saloon, Captain Tony’s Saloon (a great place for a refreshing drink and some entertainment) and Smokin’ Tuna Saloon before returning your bike and heading for the nearest pool and some cool refreshment. After all, it is 5 o’clock somewhere!


margaritas cheers



And an early happy Cinco de Mayo!


About Vacationplanit

Linda Warren is a former marketing director and now owns her own vacation planning website, She has traveled extensively throughout the United States, the Caribbean and Asia and is sharing her experiences and love of new places with her fellow travelers. Very curious and organized, she researches each trip and plans itineraries with the intent of getting the most out of each exciting destination. Join Linda on her website,, and take advantage of her vast knowledge and research to make your vacation planning simple and fun.
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