11 days in Florida Keys Itinerary
Created using Inspirock Florida Keys vacation planner
Start: Boston
Fly
1
Key West
— 3 nights
Drive
2
Marathon
— 3 nights
Drive
3
Islamorada
— 2 nights
Drive
4
Key Largo
— 2 nights
Fly
End: Boston
Fri, Jan 6 - Mon, Jan 16
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Key West — 3 nights

Conch Republic
You'll discover tucked-away gems like Nancy Forrester's Secret Garden and West Martello Tower. Escape the urban bustle at Key West Butterfly & Nature Conservatory and Fort Zachary Taylor. And it doesn't end there: look for all kinds of wild species at Vandenberg Wreck, see the interesting displays at Mel Fisher Maritime Heritage Museum, indulge in some personalized pampering at some of the best spas, and learn about all things military at U.S. Coast Guard Cutter Ingham Maritime Museum.
For traveler tips, more things to do, ratings, and more tourist information, use the Key West itinerary builder.
Boston to Key West is an approximately 7-hour flight. You can also drive; or do a combination of train and bus. Traveling from Boston in January, expect Key West to be much hotter, temps between 76°F and 66°F. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Marathon.
more
For traveler tips, more things to do, ratings, and more tourist information, use the Key West itinerary builder.
Boston to Key West is an approximately 7-hour flight. You can also drive; or do a combination of train and bus. Traveling from Boston in January, expect Key West to be much hotter, temps between 76°F and 66°F. Finish up your sightseeing early on the 9th (Mon) so you can go by car to Marathon.
Highlights from your trip
Marathon — 3 nights

Heart of the Florida Keys
Eschew the tourist crowds and head to Dolphin Research Center and Curry Hammock State Park. You'll get in some beach time at Bahia Honda State Park and Long Beach. Change things up with a short trip to SpaTerre at Little Palm Island Resort in Little Torch Key (about 34 minutes away). There's still lots to do: examine the collection at Crane Point Museum & Nature Center, take in the views from Seven Mile Bridge, identify plant and animal life at Sombrero Reef, and stroll through Sombrero Beach.
To see maps, more things to do, photos, and more tourist information, use the Marathon tour builder site.
You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Marathon are 77°F, while nighttime lows are 66°F. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Islamorada.
more
To see maps, more things to do, photos, and more tourist information, use the Marathon tour builder site.
You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In January, daytime highs in Marathon are 77°F, while nighttime lows are 66°F. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Islamorada.
Side Trips
Highlights from your trip
Islamorada — 2 nights
The Village of Islands
On the 13th (Fri), explore the striking landscape at Windley Key Fossil Reef Geological State Park, see the interesting displays at Florida Keys History & Discovery Center, then kick back and relax at Library Beach Park, and finally take an in-depth tour of History of Diving Museum. Here are some ideas for day two: immerse yourself in nature at Lignumvitae Key Botanical State Park, enjoy the sand and surf at Anne's Beach, then view the masterpieces at Lobster Trap Art Gift Shop and Gallery, then sample the tasty concoctions at Islamorada Brewery & Distillery - MM82, and finally glide through the air with a parasailing or paragliding tour.
For traveler tips, maps, where to stay, and other tourist information, read our Islamorada driving holiday site.
Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Finish your sightseeing early on the 14th (Sat) to allow enough time to drive to Key Largo.
more
For traveler tips, maps, where to stay, and other tourist information, read our Islamorada driving holiday site.
Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Finish your sightseeing early on the 14th (Sat) to allow enough time to drive to Key Largo.
Key Largo — 2 nights

Diving Capital of the World
Kick off your visit on the 15th (Sun): immerse yourself in nature at John Pennekamp Coral Reef State Park, explore the gorgeous colors at Spiegel Grove, then get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, and finally get a new perspective on things with Boat Tours & Water Sports. On the 16th (Mon), you'll have a packed day of sightseeing: step aboard African Queen Canal Cruise, look for all kinds of wild species at Molasses Reef, learn about winemaking at Keys' Meads, then relax and rejuvenate at Key Largo Yoga, and finally look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.
To find maps, more things to do, other places to visit, and more tourist information, read Key Largo day trip planning app.
Key Largo is very close to Islamorada. Plan for little chillier nights when traveling from Islamorada in January since evenings lows in Key Largo dip to 61°F. Finish your sightseeing early on the 16th (Mon) so you can fly back home.
more
To find maps, more things to do, other places to visit, and more tourist information, read Key Largo day trip planning app.
Key Largo is very close to Islamorada. Plan for little chillier nights when traveling from Islamorada in January since evenings lows in Key Largo dip to 61°F. Finish your sightseeing early on the 16th (Mon) so you can fly back home.
Highlights from your trip
Florida Keys travel guide
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.