5 days in Florida Itinerary

5 days in Florida Itinerary

Created using Inspirock Florida travel route planner

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Route & dates

5 days in Florida Itinerary

Start: New York City
Fly:  6​h
1
Orlando
— 2 nights
Fly:  4​h 15​min
2
Key West
— 2 nights
Fly + bus:  6​h
End: New York City

2
nights
Orlando

Orlando ©
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.
Start off your visit on the 22nd (Fri): get your game on at Nomadic. Get ready for a full day of sightseeing on the 23rd (Sat): test your team's savvy at The Escape Game Orlando, add some entertainment to your itinerary with Happily Ever After Fireworks, and then make an unforgettable trip to Walt Disney World Resort.

To find photos, other places to visit, ratings, and more tourist information, you can read our Orlando route planning tool .

New York City to Orlando is an approximately 6-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in May, expect Orlando to be a bit warmer, temps between 88°F and 69°F. Cap off your sightseeing on the 24th (Sun) early enough to travel to Key West.

Things to do in Orlando

Theme Parks Fun & Games Nightlife
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Happily Ever After Fireworks ©
Happily Ever After Fireworks

2
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 25th (Mon): examine the collection at The Ernest Hemingway Home and Museum, then take in the exciting artwork at 7 Artists & Friends, and then see some colorful creatures with a scuba or snorkeling tour. Keep things going the next day: tour the pleasant surroundings at Mallory Square, then fly like a bird with a parasailing or paragliding tour, then steep yourself in history at Truman Little White House, and finally look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

To see ratings, where to stay, and more tourist information, you can read our Key West journey planner.

Traveling by flight from Orlando to Key West takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Orlando in May, plan for somewhat warmer nights in Key West, with lows around 77°F. Finish up your sightseeing early on the 26th (Tue) so you can travel back home.

Things to do in Key West

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

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