5 days in Florida Itinerary

5 days in Florida Itinerary

Created using Inspirock Florida trip builder

Make it your trip
Fly
1
Key West
— 1 day
Fly
2
Kissimmee
— 1 night
Drive
3
Orlando
— 3 nights
Fly

S M T W T F S
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29

Key West

— 1 day

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.
Kick off your visit on the 22nd (Sat): visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, contemplate the long history of Truman Little White House, then see the interesting displays at The Ernest Hemingway Home and Museum, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally take a memorable tour with Tours.

For reviews, maps, other places to visit, and tourist information, go to the Key West trip itinerary maker.

Atlanta to Key West is an approximately 3.5-hour flight. You can also drive; or take a bus. Plan for a bit warmer nights when traveling from Atlanta in May since evenings lows in Key West dip to 77°F. Wrap up your sightseeing on the 22nd (Sat) early enough to fly to Kissimmee.

Things to do in Key West

Museums · Historic Sites · Wildlife · Tours

Kissimmee

— 1 night

Gateway to Fun

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.
On the 23rd (Sun), enjoy unforgettable views with a balloon tour, then cool off at Bob Makinson Aquatic Center, and then get a new perspective on things with Boat Tours & Water Sports.

For reviews, traveler tips, where to stay, and tourist information, read Kissimmee visit app.

You can fly from Key West to Kissimmee in 3 hours. Alternatively, you can drive; or take a bus. Expect slightly colder evenings in Kissimmee when traveling from Key West in May, with lows around 68°F. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Orlando.

Things to do in Kissimmee

Tours · Outdoors · Theme Parks

Side Trip

Orlando

— 3 nights

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Have a day of magic on the 24th (Mon) at Walt Disney World Resort. Pack the 25th (Tue) with family-friendly diversions at Universal Orlando Resort. Next up on the itinerary: get in on the family fun at SeaWorld and explore the world behind art at Charles Hosmer Morse Museum of American Art.

For traveler tips, ratings, reviews, and tourist information, use the Orlando day trip planning tool.

You can drive from Kissimmee to Orlando in an hour. Alternatively, you can take a train; or take a bus. In May, daily temperatures in Orlando can reach 88°F, while at night they dip to 69°F. Wrap up your sightseeing on the 26th (Wed) early enough to fly back home.

Things to do in Orlando

Theme Parks · Museums

Side Trip

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.