6 days in Naples, Key West & Marathon Itinerary

6 days in Naples, Key West & Marathon Itinerary

Created using Inspirock Florida travel route planner

Make it your trip
Drive
1
Naples
— 1 night
Taxi to Marco Island, FL, Ferry to Key West
2
Key West
— 2 nights
Drive
3
Marathon
— 2 nights
Fly

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Naples

— 1 night
Start off your visit on the 1st (Thu): examine the collection at Collier Museum at Government Center, stroll through Vanderbilt Beach, contemplate the long history of Naples Historical Society, then take in the waterfront at Naples Pier, and finally kick back and relax at Keewaydin Island.

To find reviews, photos, where to stay, and other tourist information, refer to the Naples route planner.

Ocala to Naples is an approximately 4.5-hour car ride. You can also drive; or take a bus; or do a combination of shuttle and flight. Expect somewhat warmer evenings in Naples when traveling from Ocala in October, with lows around 71°F. Wrap up your sightseeing on the 2nd (Fri) to allow time to travel to Key West.

Things to do in Naples

Beaches · Outdoors · Parks · Museums

Side Trips

Key West

— 2 nights

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.
Start off your visit on the 2nd (Fri): get engrossed in the history at Key West Firehouse Museum, kick back and relax at Fort Zachary Taylor, observe the fascinating underwater world at Florida Keys Eco-Discovery Center, then learn about all things military at U.S. Coast Guard Cutter Ingham Maritime Museum, and finally enjoy the sand and surf at South Beach. On the 3rd (Sat), you'll have a packed day of sightseeing: get interesting insight from Tours, stroll through Key West Garden Club, go for a walk through West Martello Tower, kick back and relax at Higgs Beach, then stroll through Simonton Street Beach, and finally look for gifts at Peppers of Key West.

For reviews and tourist information, use the Key West trip itinerary maker website.

You can do a combination of taxi and ferry from Naples to Key West in 3.5 hours. Alternatively, you can do a combination of taxi and ferry; or drive; or take a bus. Plan for a bit warmer nights when traveling from Naples in October since evenings lows in Key West dip to 77°F. Cap off your sightseeing on the 4th (Sun) early enough to go by car to Marathon.

Things to do in Key West

Outdoors · Parks · Beaches · Museums

Marathon

— 2 nights

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.
Kick off your visit on the 4th (Sun): explore the gorgeous colors at Sombrero Reef, glide through the air with Z Flight Watersports, then identify plant and animal life at The Turtle Hospital, and finally enjoy the sand and surf at Bahia Honda State Park. On your second day here, observe the fascinating underwater world at Florida Keys Aquarium Encounters, see the interesting displays at Crane Point Museum & Nature Center, kick back and relax at Sombrero Beach, then pause for some serene contemplation at San Pablo Catholic Church, and finally stroll through Sunset Park Beach.

To see where to stay, maps, photos, and tourist information, you can read our Marathon online driving holiday planner.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. You'll have a few hours on the 6th (Tue) to wrap things up before traveling home.

Things to do in Marathon

Parks · Outdoors · Beaches · Wildlife

Side Trips