8 days in Florida Keys Itinerary

8 days in Florida Keys Itinerary

Created using Inspirock Florida Keys trip itinerary builder

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Route & dates

8 days in Florida Keys Itinerary

Start: New York City
Fly + shuttle:  7​h 30​min
1
Key Largo
— 1 night
Drive:  45​min
2
Islamorada
— 1 night
Drive:  45​min
3
Marathon
— 2 nights
bus:  1​h 15​min
4
Key West
— 3 nights
Fly + bus:  6​h
End: New York City

1
night
Key Largo

Key Largo ©
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.
Start off your visit on the 13th (Sun): explore and take pictures at Spiegel Grove, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and then see some colorful creatures with a scuba or snorkeling tour.

For where to stay, more things to do, reviews, and tourist information, read our Key Largo trip planner .

New York City to Key Largo is an approximately 7.5-hour combination of flight and shuttle. You can also drive; or take a bus. Prepare for a bit warmer weather when traveling from New York City in October: high temperatures in Key Largo hover around 85°F and lows are around 73°F. Finish your sightseeing early on the 13th (Sun) to allow enough time to drive to Islamorada.

Things to do in Key Largo

Wildlife Parks Tours
Highlights from your plan
Spiegel Grove ©
Spiegel Grove
Scuba & Snorkeling

1
night
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 14th (Mon), take in the exciting artwork at Lobster Trap Art Gallery, then browse the exhibits of Pasta Pantaleo Signature Gallery, then take a tour by water with Boat Tours & Water Sports, and finally indulge your thirst for a good beer at Islamorada Beer Company.

To see more things to do, ratings, maps, and other tourist information, go to the Islamorada online trip itinerary planner .

You can drive from Key Largo to Islamorada in an hour. Alternatively, you can do a combination of taxi and bus. In October in Islamorada, expect temperatures between 87°F during the day and 77°F at night. Cap off your sightseeing on the 14th (Mon) early enough to go by car to Marathon.

Things to do in Islamorada

Wildlife Tours Outdoors
Highlights from your plan
Fishing Charters & Tours
Pasta Pantaleo Signature Gallery ©
Pasta Pantaleo Signature Gallery

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 15th (Tue): identify plant and animal life at Crane Point Museum & Nature Center, then look for all kinds of wild species at National Key Deer Refuge, and then immerse yourself in nature at Bahia Honda State Park. On the 16th (Wed), you'll have a packed day of sightseeing: identify plant and animal life at Pigeon Key Foundation, then enjoy the sand and surf at Sombrero Beach, and then enjoy the sand and surf at Sunset Park Beach.

Plan a trip to Marathon easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In October, daytime highs in Marathon are 87°F, while nighttime lows are 77°F. Finish your sightseeing early on the 16th (Wed) to allow enough time to take a bus to Key West.

Things to do in Marathon

Parks Beaches Outdoors

Side Trips

Big Pine Key, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Sombrero Beach ©
Sombrero Beach

3
nights
Key West

Key West ©
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.
Get a sense of the local culture at Alan S. Maltz Gallery and The Ernest Hemingway Home and Museum. Step out of the city life by going to Key West Butterfly & Nature Conservatory and Dolphin & Whale Watching. There's lots more to do: steep yourself in history at Truman Little White House, look for gifts at Isle Cook Key West, take in the exciting artwork at 7 Artists & Friends, and see the interesting displays at Mel Fisher Maritime Heritage Museum.

For photos, where to stay, maps, and other tourist information, refer to the Key West online trip itinerary builder .

Getting from Marathon to Key West by bus takes about 1.5 hours. Other options: drive. In October, daytime highs in Key West are 86°F, while nighttime lows are 77°F. Finish up your sightseeing early on the 19th (Sat) so you can travel back home.

Things to do in Key West

Outdoors Museums Tours
Highlights from your plan
Truman Little White House ©
Truman Little White House
The Ernest Hemingway Home and Museum ©

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