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Florida Keys Road Trip Itinerary

A Key West Road Trip to Remember

Why not spend your next vacation to Key West driving through the Florida Keys   As a guest of Parrot Key Resort let us guide you with our Florida Keys road trip itinerary. With over 100 miles to conquer, make sure to stop at some of our recommended pit stops  way to sample the delights of freshly-caught seafood and Key lime pie.

Ready, Set...Key Largo!

Start our Florida Keys road trip itinerary driving into Key Largo. Enjoybreakfast at some of Key Largo’s most talked about dining spots, including Harriette’s Restaurant and their huge, wallet-friendly muffins. Doc’s Diner serves up hearty options including tropical French toast and gigantic breakfast burritos.


Continue your Florida Keys road trip itinerary to Islamorada, located near Everglades National Park and the Florida Straits. The Rain Barrel Artisan Village houses individual shops nestled under a canopy of giant Banyan trees selling a tempting selection of unique homemade gifts including unusual jewelry, pottery and ceramics, so allow enough time for some all-important perusing.

For a standout lunch on this Key West road trip, book it to Lorelei's. Popular for its daytime menu as its evening sunset celebrations, this restaurant and Cabana bar offers one of the best views of Florida Bay to enjoy over seafood tacos or the “Lorelei’s World Famous Fish Sandwich,” all washed down with a Keys-style frozen drink. For a closer look at the sparkling ocean, make your way to Anne’s Beach. The beach is an ideal spot for sunbathing, switching off for an afternoon nap, cooling off in the shallows, or just taking in the beautiful ocean views.


Explore  Marathon, a 10-mile-long island with a family-friendly reputation and a rich fishing heritage. At the Dolphin Research Center in Grassy Key,you can play with dolphins and learn about exciting research in marine biology. Aquarium Encounters boasts an interactive Florida Keys aquarium experience with daily shark feedings, stingray encounters, and the opportunity to swim among fish on the attraction’s coral reef. For the outdoorsy type, Crane Point is the perfect stop, with its nature center and walking trails through a tropical hardwood grove.

Animal lovers are sure to the Turtle Hospital which is dedicated to helping injured sea turtles return to the wild. If you need to wet your whistle or just bask in the glory of the sea, pop into Tranquility Bay Resort’s beachfront TJ’s Tiki Bar for an island drink (right next door to the Turtle Hospital at Mile Marker 48.5).

The Lower Keys

Our Florida Keys road trip itinerary takes you to The Lower Keys for a remote look at the archipelago. The Bahia Honda Key is home to breathtaking natural scenery and state parks with beautiful beaches, magnificent sunsets and excellent snorkeling. As you drive south into Big Pine Key, there are plenty of places to pull over for a snack break, including No Name Pub, which serves up great pitchers of beer and pizza.

For classic Keys-style dining, try The Wharf Bar and Grill on Summerland Key where you can enjoy local cuisine, freshly-caught fish and vegetables grown from the restaurant’s organic garden, all served up in a peaceful waterfront setting with indoor and outdoor seating. If you need to satisfy your sweet tooth, head further south in Sugarloaf Key at Mangrove Mama’s for a generous slice of Key lime pie on the sun-baked, palm tree-lined patio, or try Baby’s Coffee (Mile Marker 15), which is famous for its Cuban roasts and Key lime pie to-go.

Key West

Finally,your last leg of this road trip will end in Key West just where the true vacation begins. You’ll arrive just in time to find a spot for your first Key West sunset perhaps on Parrot Key Resort’s sunset pier, and you won’t be disappointed.

Check-in at Parrot Key Resort and refresh before stepping outside to celebrate the moment the golden sun dips into the ocean. Tomorrow marks the start of your Key West vacation in this place known as paradise, so dine out and enjoy the moment until it’s time for a much-needed rest, surrounded by the simple luxury and comfort of your Parrot Key Resort guestroomsuite or villa. Sleep tight and let the Key West fun begin tomorrow!