32 days in Fort Myers & Key West Itinerary

32 days in Fort Myers & Key West Itinerary

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Route & dates

32 days in Fort Myers & Key West Itinerary

Start: Ocala
Drive:  3​h 45​min
1
Fort Myers
— 16 nights
ferry:  4​h
2
Key West
— 14 nights
+2
Fly + foot + bus:  6​h 15​min
End: Ocala

16
nights
Fort Myers

Fort Myers ©
Fort Myers is the county seat and commercial center of Lee County, Florida, United States. Family-friendly places like Siesta Beach and Parasailing & Paragliding will thrill your kids. Explore Fort Myers' surroundings by going to Bonita Springs (Congo River Golf, Cullum’s Bonita Trail, & more), Sanibel Island (Bowman's Beach & J.N. "Ding" Darling National Wildlife Refuge) and Fort Myers Beach (Lovers Key State Park, Dolphin & Whale Watching, & more). The adventure continues: cast your line with a fishing tour, meet the residents at Naples Zoo at Caribbean Gardens, look for all kinds of wild species at Bird Gardens of Naples, and see the interesting displays at Revs Institute.

To find reviews, traveler tips, where to stay, and other tourist information, read our Fort Myers tour planning website .

Ocala to Fort Myers is an approximately 4-hour car ride. You can also take a bus; or take a bus. Traveling from Ocala in May, you can expect nighttime temperatures to be somewhat warmer in Fort Myers, with lows of 69°F. Finish up your sightseeing early on the 17th (Fri) so you can travel to Key West.

Things to do in Fort Myers

Parks Outdoors Wildlife

Side Trips

Naples, Fort Myers Beach, Venice, Bonita Springs, Cape Coral
Highlights from your plan
Siesta Beach ©
Siesta Beach
Fort Myers Beach ©
Fort Myers Beach
Parasailing & Paragliding

14
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.
Attractions like Key West Butterfly & Nature Conservatory and Dolphin & Whale Watching make great kid-friendly stops. Explore Key West's surroundings by going to Big Pine Key (National Key Deer Refuge & Blue Hole). There's still lots to do: examine the collection at The Ernest Hemingway Home and Museum, fly like a bird with a parasailing or paragliding tour, take a tour by water with Boat Tours & Water Sports, and take in the waterfront at Mallory Square.

To find where to stay, other places to visit, maps, and other tourist information, use the Key West trip itinerary website .

Getting from Fort Myers to Key West by ferry takes about 4 hours. Other options: do a combination of bus and flight; or drive. Expect a bit cooler weather when traveling from Fort Myers in May: highs in Key West hover around 85°F, while lows dip to 77°F. Finish up your sightseeing early on the 31st (Fri) so you can travel back home.

Things to do in Key West

Outdoors Wildlife Parks

Side Trip

Big Pine Key
Highlights from your plan
National Key Deer Refuge ©
National Key Deer Refuge
Fort Zachary Taylor ©
Fort Zachary Taylor

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