19 days in Florida Keys Itinerary

Created using Inspirock Florida Keys route planner
Make it your trip
Fly
1
Key Largo
— 3 nights
Drive
2
Islamorada
— 3 nights
Drive
3
Marathon
— 4 nights
Drive
4
Dry Tortugas National Park
— 1 night
Ferry
5
Key West
— 7 nights
Fly

S M T W T F S
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18
19
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25
26
27
28
29
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31
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4

Key Largo — 3 nights

Diving Capital of the World

Eschew the tourist crowds and head to Florida Keys Wild Bird Rehabilitation Center and Capt. Sterling's Everglades Eco-Tours. There's still lots to do: explore the gorgeous colors at Spiegel Grove, take a tour of African Queen Canal Cruise, observe the fascinating underwater world at Island Dolphin Care, and pause for some photo ops at Christ of the Deep.

To see other places to visit, where to stay, traveler tips, and more tourist information, refer to the Key Largo trip maker site.

Toronto, Canada to Key Largo is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and train. Prepare for much warmer weather when traveling from Toronto in January: high temperatures in Key Largo hover around 28°C and lows are around 19°C. Finish your sightseeing early on the 19th (Thu) so you can drive to Islamorada.
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Wildlife · Parks · Outdoors · Spas

Islamorada — 3 nights

The Village of Islands

You'll explore the less-touristy side of things at Library Beach Park and Windley Key Fossil Reef Geological State Park. There's much more to do: take an in-depth tour of History of Diving Museum, shop like a local with Lobster Trap Art Gift Shop and Gallery, indulge your thirst for a good beer at Florida Keys Brewing Company, and stroll through Anne's Beach.

To see more things to do, ratings, reviews, and tourist information, read Islamorada trip planner.

Islamorada is just a short distance from Key Largo. January in Islamorada sees daily highs of 29°C and lows of 22°C at night. Cap off your sightseeing on the 22nd (Sun) early enough to go by car to Marathon.
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Parks · Museums · Outdoors · Breweries & Distilleries

Marathon — 4 nights

Heart of the Florida Keys

Eschew the tourist crowds and head to Dolphin Research Center and Scuba & Snorkeling. Visit Calusa Beach and Sunset Park Beach for some beach relaxation. Step out of Marathon with an excursion to Blue Hole in Big Pine Key--about 34 minutes away. And it doesn't end there: examine the collection at Crane Point Museum & Nature Center, snap pictures at Old Seven Mile Bridge, kick back and relax at Sombrero Beach, and immerse yourself in nature at Curry Hammock State Park.

To find photos, more things to do, reviews, and tourist information, read Marathon trip planner.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In January, daytime highs in Marathon are 29°C, while nighttime lows are 22°C. Finish your sightseeing early on the 26th (Thu) to allow enough time to travel to Dry Tortugas National Park.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Dry Tortugas National Park — 1 night

On the 27th (Fri), step off the mainland to explore Garden Key, then take in the dramatic natural features at Little Africa, then contemplate the long history of Fort Jefferson, and finally explore the striking landscape at Tortugas Banks.

To find ratings, other places to visit, photos, and other tourist information, go to the Dry Tortugas National Park online route maker.

Use the Route module to find suitable travel options from Marathon to Dry Tortugas National Park. In January, daily temperatures in Dry Tortugas National Park can reach 28°C, while at night they dip to 22°C. Finish up your sightseeing early on the 27th (Fri) so you can catch the ferry to Key West.
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Parks · Nature · Wildlife · Historic Sites

Key West — 7 nights

Conch Republic

Your itinerary includes some good beach time at Smathers Beach and South Beach. Explore hidden gems such as U.S. Coast Guard Cutter Ingham Maritime Museum and Vandenberg Wreck. Next up on the itinerary: take in the pleasant sights at West Martello Tower, get up close to creatures of the deep with a dolphin and whale watching tour, see the interesting displays at Mel Fisher Maritime Heritage Museum, and take in the architecture and atmosphere at Saint Mary Star of the Sea.

To see reviews, maps, ratings, and tourist information, refer to the Key West road trip planning app.

You can ride a ferry from Dry Tortugas National Park to Key West in 3 hours. In January, plan for daily highs up to 28°C, and evening lows to 22°C. Finish your sightseeing early on the 3rd (Fri) to allow enough time to fly back home.
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Parks · Historic Sites · Museums · Wildlife

Florida Keys travel guide

4.3
Scuba & Snorkeling · Parasailing & Paragliding · Landmarks
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.
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