24 days in Kissimmee & Key West Itinerary

24 days in Kissimmee & Key West Itinerary

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Route & dates

24 days in Kissimmee & Key West Itinerary

Start: Kissimmee
1
Kissimmee
— 20 nights
Fly:  4​h 30​min
2
Key West
— 3 nights
Fly:  4​h 30​min
End: Kissimmee

20
nights
Kissimmee

Kissimmee ©
A popular vacation destination in the central part of Florida, Kissimmee's major claim to fame remains its sunny weather and proximity to a large Disney entertainment complex.
Explore the numerous day-trip ideas around Kissimmee: Tampa (Busch Gardens Tampa Bay, Ybor City, & more), Winter Haven (Legoland Florida Resort & Marshall Hampton Reserve) and Lakeland (Munn Park, Hollis Garden, & more). And it doesn't end there: get a dose of the wild on a nature and wildlife tour, enjoy some diversion at Machine Gun America, identify plant and animal life at Tampa Electric's Manatee Viewing Center, and get in on the family fun at Fun Spot America Kissimmee.

For more things to do, traveler tips, where to stay, and other tourist information, you can read our Kissimmee online sightseeing planner .

If you are flying in from Canada, the closest major airports are Orlando International Airport, Orlando Sanford International Airport and Lakeland Linder International Airport. In March, daily temperatures in Kissimmee can reach 29°C, while at night they dip to 16°C. Finish your sightseeing early on the 21st (Sat) to allow enough time to travel back home.

Things to do in Kissimmee

Parks Fun & Games Outdoors

Side Trips

Tampa, Lakeland, Winter Haven, Tampa Electric's Manatee Viewing Center, Bok Tower Gardens
Highlights from your plan
Busch Gardens Tampa Bay ©
Busch Gardens Tampa Bay
Fishing Charters & Tours
Legoland Florida Resort ©
Legoland Florida Resort

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.
Start off your visit on the 22nd (Sun): tour the pleasant surroundings at Mallory Square, then see the interesting displays at The Ernest Hemingway Home and Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, and finally stroll the grounds of Key West Cemetery. Get ready for a full day of sightseeing on the next day: glide through the air with a parasailing or paragliding tour, then don't miss a visit to Duval Street, and then look for all kinds of wild species at Wildlife Areas.

To see reviews, more things to do, where to stay, and tourist information, refer to the Key West road trip planning site .

Fly from Kissimmee to Key West in 4.5 hours. Alternatively, you can drive; or do a combination of bus and train. Expect somewhat warmer evenings in Key West when traveling from Kissimmee in March, with lows around 24°C. Wrap up your sightseeing by early afternoon on the 24th (Tue) to allow time for travel back home.

Things to do in Key West

Wildlife Tours Outdoors
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Scuba & Snorkeling

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