18 days in Florida Keys Itinerary

Created using Klarna Trips Florida Keys route planner
Make it your trip
1
Key Largo
— 1 night
Drive
2
Islamorada
— 2 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key West
— 9 nights
Drive
5
Summerland Key
— 1 night
Drive
6
Little Torch Key
— 2 nights

S M T W T F S
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Key Largo — 1 night

Diving Capital of the World

On the 6th (Thu), see the vivid underwater world at Spiegel Grove, then fly like a bird with a parasailing or paragliding tour, then step aboard African Queen Canal Cruise, and finally look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.

To find photos, reviews, ratings, and other tourist information, refer to the Key Largo trip itinerary maker.

The Route module can give you travel options from your home to Key Largo. In May in Key Largo, expect temperatures between 85°F during the day and 72°F at night. Wrap up your sightseeing by early afternoon on the 7th (Fri) to allow enough time to drive to Islamorada.
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Parks · Wildlife · Adventure · Zoos & Aquariums
Find places to stay May 6 — 7:

Islamorada — 2 nights

The Village of Islands

Kick off your visit on the 7th (Fri): take an in-depth tour of History of Diving Museum, get outside with Outdoor Activities, and then indulge your thirst for a good beer at Islamorada Brewery & Distillery - MM82. Get ready for a full day of sightseeing on the 8th (Sat): get a new perspective on things with Contagious Charters, then enjoy the sand and surf at Anne's Beach, then view the masterpieces at Michelle Nicole Lowe Art Gallery, and finally sample the tasty concoctions at Florida Keys Brewing Company.

For ratings, more things to do, and more tourist information, you can read our Islamorada road trip tool.

Islamorada is just a stone's throw from Key Largo. In May, daytime highs in Islamorada are 88°F, while nighttime lows are 77°F. Finish your sightseeing early on the 9th (Sun) so you can drive to Marathon.
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Outdoors · Wildlife · Tours · Breweries & Distilleries
Find places to stay May 7 — 9:

Marathon — 2 nights

Heart of the Florida Keys

On the 9th (Sun), tour the pleasant surroundings at Sombrero Beach, explore the galleries of Crane Point Museum & Nature Center, then identify plant and animal life at The Turtle Hospital, and finally see some colorful creatures with a scuba or snorkeling tour. On the 10th (Mon), you'll have a packed day of sightseeing: look for all kinds of wild species at Dolphin Research Center, then snap pictures at Seven Mile Bridge, and then snap pictures at Old Seven Mile Bridge.

Klarna Trips's itinerary builder makes planning a Marathon trip simple and quick.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 88°F in May, and nighttime lows around 77°F. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Key West.
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Wildlife · Parks · Outdoors · Tours
Find places to stay May 9 — 11:

Key West — 9 nights

Conch Republic

Key West is known for sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, discover the deep blue sea with a scuba or snorkeling tour, and see the vivid underwater world at Vandenberg Wreck.

For maps, reviews, other places to visit, and tourist information, read Key West trip maker website.

Drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Key West are 85°F, while nighttime lows are 77°F. Wrap up your sightseeing on the 20th (Thu) early enough to drive to Summerland Key.
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Find places to stay May 11 — 20:

Summerland Key — 1 night

On the 20th (Thu), indulge in some personalized pampering at Angelic Moon Holistic Day Spa & APOTHECARY, cast your line with a fishing tour, then enjoy breathtaking views from Sugarloaf Key Bat Tower, and finally enjoy the sea views from American Shoal Lighthouse.

To find photos, more things to do, maps, and other tourist information, refer to the Summerland Key route site.

Drive from Key West to Summerland Key in an hour. Alternatively, you can drive. In May, daytime highs in Summerland Key are 86°F, while nighttime lows are 76°F. Wrap up your sightseeing on the 21st (Fri) to allow time to drive to Little Torch Key.
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Historic Sites · Spas · Wildlife · Tours
Side Trips
Find places to stay May 20 — 21:

Little Torch Key — 2 nights

On the 21st (Fri), indulge in some personalized pampering at SpaTerre at Little Palm Island Resort and then see some colorful creatures with Looe Key Dive Center. Get ready for a full day of sightseeing on the 22nd (Sat): stroll around Veterans Memorial Park.

For reviews, other places to visit, maps, and more tourist information, go to the Little Torch Key itinerary planning app.

Little Torch Key is very close to Summerland Key. Expect a daytime high around 88°F in May, and nighttime lows around 77°F.
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Wildlife · Tours · Outdoors · Parks
Side Trip
Find places to stay May 21 — 23:
Highlights from your trip

Florida Keys travel guide

4.3
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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