36 days in Florida Keys & New York City Itinerary

36 days in Florida Keys & New York City Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
Fly
1
Key Largo
— 6 nights
Drive
2
Islamorada
— 5 nights
Drive
3
Marathon
— 5 nights
Drive
4
Dry Tortugas National Park
— 1 night
Ferry
5
Key West
— 6 nights
Fly
6
New York City
— 12 nights
Fly

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6
nights
Key Largo

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
You'll discover tucked-away gems like John Pennekamp Coral Reef State Park and Anhinga Trail. There's lots more to do: fly like a bird with a parasailing or paragliding tour, identify plant and animal life at Molasses Reef, pause for some photo ops at Christ of the Deep, and get up close and personal with brilliant marine life at Island Dolphin Care.

For more things to do, traveler tips, ratings, and other tourist information, you can read our Key Largo trip planner.

London, UK to Key Largo is an approximately 14.5-hour flight. The time zone difference when traveling from London to Key Largo is minus 5 hours. Expect somewhat warmer temperatures when traveling from London in July; daily highs in Key Largo reach 37°C and lows reach 28°C. Finish your sightseeing early on the 29th (Fri) to allow enough time to drive to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Nature

Side Trip

5
nights
Islamorada

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Explore hidden gems such as Alligator Reef Light House and Windley Key. There's lots more to do: take an in-depth tour of History of Diving Museum, get some thrills out on the water with a waterskiing or jet-skiing adventure, examine the collection at Florida Keys History & Discovery Center, and stroll around Founders Park.

For reviews, where to stay, traveler tips, and other tourist information, you can read our Islamorada online itinerary planner.

Islamorada is just a short distance from Key Largo. In July, daily temperatures in Islamorada can reach 39°C, while at night they dip to 32°C. Finish your sightseeing early on the 3rd (Wed) so you can drive to Marathon.

Things to do in Islamorada

Outdoors · Parks · Museums · Nature

5
nights
Marathon

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Step off the beaten path and head to The Turtle Hospital and Dolphin Research Center. There's lots more to do: tour the pleasant surroundings at Bahia Honda State Park, enjoy the sand and surf at Sombrero Beach, identify plant and animal life at Looe Key (Florida Keys National Marine Sanctuary), and take in the architecture and atmosphere at San Pablo Catholic Church.

To see photos, more things to do, where to stay, and tourist information, read our Marathon trip planner.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In August, daily temperatures in Marathon can reach 39°C, while at night they dip to 31°C. Finish your sightseeing early on the 8th (Mon) to allow enough time to travel to Dry Tortugas National Park.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

1
night
Dry Tortugas National Park

What Dry Tortugas National Park lacks in size, it makes up for in abundance of marine life.
On the 9th (Tue), steep yourself in history at Fort Jefferson, then take in the dramatic natural features at Little Africa, then step off the mainland to explore Garden Key, and finally explore the striking landscape at Tortugas Banks.

Plan my day in Dry Tortugas National Park using traveler tips and tourist information provided by Inspirock.

Use the Route module to find suitable travel options from Marathon to Dry Tortugas National Park. In August, daily temperatures in Dry Tortugas National Park can reach 38°C, while at night they dip to 32°C. Finish your sightseeing early on the 9th (Tue) so you can ride a ferry to Key West.

Things to do in Dry Tortugas National Park

Parks · Nature · Historic Sites · Wildlife

6
nights
Key West

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
You'll discover tucked-away gems like Dolphin & Whale Watching and U.S. Coast Guard Cutter Ingham Maritime Museum. There's lots more to do: enjoy the sand and surf at Fort Zachary Taylor, see the vivid underwater world at Vandenberg Wreck, get up close and personal with brilliant marine life at Florida Keys Eco-Discovery Center, and see the interesting displays at The Ernest Hemingway Home and Museum.

For other places to visit, traveler tips, maps, and tourist information, go to the Key West route planner.

Ride a ferry from Dry Tortugas National Park to Key West in 3 hours. Expect a daytime high around 38°C in August, and nighttime lows around 32°C. Wrap up your sightseeing on the 15th (Mon) early enough to travel to New York City.

Things to do in Key West

Parks · Historic Sites · Museums · Wildlife

12
nights
New York City

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Explore hidden gems such as Speed Boats Tours and Food Tours. Venture out of the city with trips to Dingmans Falls (in Dingmans Ferry), Land of Make Believe & Pirate's Cove (in Hope) and Bushkill Falls (in Bushkill). And it doesn't end there: make a trip to Central Park, walk around Brooklyn Bridge Park, appreciate the extensive heritage of Brooklyn Heights Promenade, and admire the masterpieces at The Metropolitan Museum of Art.

For reviews, photos, more things to do, and more tourist information, you can read our New York City trip itinerary planning app.

You can fly from Key West to New York City in 7 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in August, things will get little chillier in New York City: highs are around 34°C and lows about 25°C. Wrap up your sightseeing on the 27th (Sat) to allow time to travel back home.

Things to do in New York City

Parks · Museums · Tours · Historic Sites

Side Trips

Florida Keys travel guide

4.3
Scuba & Snorkeling · Landmarks · Wildlife Areas
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.