10 days in Kissimmee & Orange Beach Itinerary

10 days in Kissimmee & Orange Beach Itinerary

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Route & dates

10 days in Kissimmee & Orange Beach Itinerary

Start: New York City
Fly:  6​h 15​min
1
Kissimmee
— 4 nights
Fly + Taxi:  5​h
2
Orange Beach
— 5 nights
+2
Drive + Fly + Bus:  6​h 30​min
End: New York City

4
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.
Kids will appreciate attractions like Old Town and Fun Spot America Kissimmee. You'll find plenty of places to visit near Kissimmee: Legoland Florida Resort (in Winter Haven), Fishing Charters & Tours (in Port Canaveral) and Busch Gardens (in Tampa). Next up on the itinerary: enjoy some diversion at Machine Gun America, examine the collection at Osceola County Welcome Center and History Museum, and stop by Black Market Minerals.

To see traveler tips, ratings, other places to visit, and other tourist information, you can read our Kissimmee trip planner .

New York City to Kissimmee is an approximately 6.5-hour flight. You can also do a combination of bus and flight; or drive. Traveling from New York City in June, expect Kissimmee to be a bit warmer, temps between 89°F and 74°F. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Orange Beach.

Things to do in Kissimmee

Theme Parks Tours Outdoors

Side Trips

Legoland Florida Resort, Fishing Charters & Tours, Busch Gardens Tampa Bay
Highlights from your plan
Busch Gardens Tampa Bay ©
Busch Gardens Tampa Bay
Legoland Florida Resort ©
Legoland Florida Resort
Old Town ©
Old Town

5
nights
Orange Beach

Orange Beach exists solely as a tourist beach town, with a permanent population of less than 6,000.
Kids will appreciate attractions like Dolphin & Whale Watching and Waterskiing & Jetskiing. Change things up with these side-trips from Orange Beach: Navarre Beach (in Navarre), Pensacola Beach (Pensacola Beach & Gulf Islands National Seashore) and National Naval Aviation Museum (in Pensacola). There's lots more to do: see what you can catch with a fishing tour, take a memorable tour with Tours, find something for the whole family at The Wharf, and look for gifts at Pepper Palace.

For ratings, reviews, other places to visit, and other tourist information, read Orange Beach road trip site .

You can do a combination of flight and taxi from Kissimmee to Orange Beach in 5 hours. Other options are to do a combination of train, flight, and car; or drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. In June, plan for daily highs up to 86°F, and evening lows to 71°F. Wrap up your sightseeing on the 28th (Sun) to allow time to travel back home.

Things to do in Orange Beach

Outdoors Tours Beaches

Side Trips

Pensacola Beach, National Naval Aviation Museum, Navarre Beach, Gulf Shores Museum
Highlights from your plan
Dolphin & Whale Watching
Navarre Beach ©
Navarre Beach
Parasailing & Paragliding

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