9 days in Sarasota & Kissimmee Itinerary

9 days in Sarasota & Kissimmee Itinerary

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Route & dates

9 days in Sarasota & Kissimmee Itinerary

Start: Boston
Drive:  23​h 45​min
1
Sarasota
— 1 night
Drive:  2​h 15​min
2
Kissimmee
— 5 nights
Drive:  22​h 15​min
End: Boston

1
night
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Start off your visit on the 6th (Mon): kick back and relax at Siesta Beach.

Start your trip to Sarasota by creating a personalized itinerary on Inspirock.

Boston to Sarasota is an approximately 5.5-hour flight. You can also drive; or take a bus. Prepare for somewhat warmer weather when traveling from Boston in July: high temperatures in Sarasota hover around 91°F and lows are around 76°F. On the 6th (Mon), wrap the sightseeing up by early afternoon so you can drive to Kissimmee.

Things to do in Sarasota

Outdoors Beaches Parks

Side Trip

Siesta Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach

5
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 Legoland Florida Resort and Fun Spot America Kissimmee. Venture out of the city with trips to Brevard Zoo (in Melbourne), Cocoa Beach (Cocoa Beach Pier & The Florida Key Lime Pie Company) and Bok Tower Gardens (in Lake Wales). There's lots more to do: wander the streets of Old Town, see the interesting displays at Osceola County Welcome Center and History Museum, have some family-friendly fun at Disney's Fantasia Gardens Miniature Golf Course, and experience the excitement of The Twilight Zone Tower of Terror.

For reviews, more things to do, where to stay, and more tourist information, you can read our Kissimmee visit planner.

You can drive from Sarasota to Kissimmee in 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In July in Kissimmee, expect temperatures between 90°F during the day and 75°F at night. Finish your sightseeing early on the 11th (Sat) so you can travel back home.

Things to do in Kissimmee

Theme Parks Fun & Games Parks

Side Trips

Cocoa Beach, The Twilight Zone Tower of Terror, Brevard Zoo, Bok Tower Gardens, Legoland Florida Resort
Highlights from your plan
Legoland Florida Resort ©
Legoland Florida Resort
Old Town ©
Old Town
Fun Spot America Kissimmee ©
Fun Spot America Kissimmee

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