12 days in Florida Keys Itinerary
Created using Inspirock Florida Keys Trip Planner
Start: New York City
Fly
1
Key Largo
— 2 nights
Drive
2
Islamorada
— 1 night
Drive
3
Marathon
— 1 night
Drive
4
Big Pine Key
— 1 night
Drive
5
Key West
— 6 nights
Fly
End: New York City
Mon, May 22 - Fri, Jun 2
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View full calendar
Key Largo — 2 nights
©
Diving Capital of the World
Your day by day itinerary now includes Coral Castle. Kick off your visit on the 22nd (Mon): look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.
To see maps, other places to visit, photos, and more tourist information, use the Key Largo online itinerary planner.
New York City to Key Largo is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from New York City in May, things will get a bit warmer in Key Largo: highs are around 85°F and lows about 72°F. Wrap up your sightseeing on the 24th (Wed) early enough to drive to Islamorada.
more
To see maps, other places to visit, photos, and more tourist information, use the Key Largo online itinerary planner.
New York City to Key Largo is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from New York City in May, things will get a bit warmer in Key Largo: highs are around 85°F and lows about 72°F. Wrap up your sightseeing on the 24th (Wed) early enough to drive to Islamorada.
Side Trips
Highlights from your trip
Islamorada — 1 night
©
The Village of Islands
Start off your visit on the 24th (Wed): appreciate the extensive heritage of Indian Key State Historic Site and then see some colorful creatures with Key Largo Adventures - an Islamorada Boat Charter.
For where to stay, other places to visit, reviews, and more tourist information, read our Islamorada trip itinerary builder app.
Islamorada is just a stone's throw from Key Largo. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Marathon.
more
For where to stay, other places to visit, reviews, and more tourist information, read our Islamorada trip itinerary builder app.
Islamorada is just a stone's throw from Key Largo. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Marathon.
Highlights from your trip
Marathon — 1 night
©
Heart of the Florida Keys
Start off your visit on the 25th (Thu): get all the information you need at Pigeon Key, identify plant and animal life at The Turtle Hospital, and then enjoy the sand and surf at Sombrero Beach. Get ready for a full day of sightseeing on the next day: examine the collection at Crane Point Museum & Nature Center, then identify plant and animal life at Dolphin Research Center, and then tour the water at your own pace with All Aboard Boat Rentals.
For other places to visit, ratings, and other tourist information, you can read our Marathon trip planner.
You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In May, daily temperatures in Marathon can reach 88°F, while at night they dip to 77°F. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Big Pine Key.
more
For other places to visit, ratings, and other tourist information, you can read our Marathon trip planner.
You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. In May, daily temperatures in Marathon can reach 88°F, while at night they dip to 77°F. Cap off your sightseeing on the 26th (Fri) early enough to go by car to Big Pine Key.
Highlights from your trip
Big Pine Key — 1 night
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Start off your visit on the 27th (Sat): look for all kinds of wild species at National Key Deer Refuge and then kick back and relax at Bahia Honda State Park.
To find more things to do, ratings, and tourist information, use the Big Pine Key sightseeing planner.
Big Pine Key is very close to Marathon. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish up your sightseeing early on the 27th (Sat) so you can go by car to Key West.
more
To find more things to do, ratings, and tourist information, use the Big Pine Key sightseeing planner.
Big Pine Key is very close to Marathon. In May, plan for daily highs up to 88°F, and evening lows to 77°F. Finish up your sightseeing early on the 27th (Sat) so you can go by car to Key West.
Highlights from your trip
Key West — 6 nights
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Conch Republic
Your day by day itinerary now includes Islescapes. Get a sense of the local culture at The Ernest Hemingway Home and Museum and Truman Little White House. Visiting Key West Butterfly & Nature Conservatory and Fun In The Sun Key West will get you outdoors. Spend the 30th (Tue) exploring nature at Dry Tortugas National Park. There's still lots to do: enjoy the sand and surf at Fort Zachary Taylor, cast your line with a fishing tour, steep yourself in history at Curry Mansion Inn, and make a trip to Duval Street.
For ratings, other places to visit, reviews, and more tourist information, read Key West trip planner.
Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In May, plan for daily highs up to 85°F, and evening lows to 77°F. Wrap up your sightseeing on the 2nd (Fri) early enough to fly back home.
more
For ratings, other places to visit, reviews, and more tourist information, read Key West trip planner.
Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In May, plan for daily highs up to 85°F, and evening lows to 77°F. Wrap up your sightseeing on the 2nd (Fri) early enough to 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.
