8 days in Massapequa & Kissimmee Itinerary

8 days in Massapequa & Kissimmee Itinerary

Created using Inspirock United States route planner

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Route & dates

8 days in Massapequa & Kissimmee Itinerary

Start: New York City
Drive:  1​h
— 2 nights
Fly:  5​h 15​min
— 4 nights
Fly:  6​h 15​min
End: New York City


Massapequa ©
Massapequa is a hamlet and census-designated place (CDP) in the southern part of the Town of Oyster Bay in southeastern Nassau County, New York, on Long Island, east of New York City. Venture out of the city with trips to Woodbury Common Premium Outlets (in Central Valley), New Haven (Beinecke Rare Book & Manuscript Library, Yale University, & more) and Kykuit (in Sleepy Hollow). The adventure continues: immerse yourself in nature at Jones Beach State Park and enjoy the sand and surf at Tobay Beach.

To find traveler tips, where to stay, more things to do, and other tourist information, go to the Massapequa vacation builder tool .

New York City to Massapequa is an approximately 1-hour car ride. Traveling from New York City in November, plan for a bit cooler nights in Massapequa, with lows around 39°F. Finish your sightseeing early on the 11th (Sun) so you can travel to Kissimmee.

Things to do in Massapequa

Parks Beaches Outdoors

Side Trips

New Haven, Kykuit, Woodbury Common Premium Outlets, Jones Beach State Park
Highlights from your plan
Tobay Beach ©
Tobay Beach
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets
Yale University Art Gallery ©
Yale University Art Gallery


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.
Get out of town with these interesting Kissimmee side-trips: Stetson Mansion (in DeLand), Legoland Florida Resort (in Winter Haven) and NASA Kennedy Space Center Visitor Complex (in Titusville). There's still lots to do: explore and take pictures at Daytona International Speedway, wander the streets of Old Town, enjoy some diversion at Machine Gun America, and stop by Ron Jon Surf Shop.

To see maps, where to stay, reviews, and more tourist information, refer to the Kissimmee trip planner .

Explore your travel options from Massapequa to Kissimmee with the Route module. Traveling from Massapequa in November, things will get warmer in Kissimmee: highs are around 78°F and lows about 62°F. Finish your sightseeing early on the 16th (Fri) to allow enough time to travel back home.

Things to do in Kissimmee

Theme Parks Childrens Museums Museums

Side Trips

Cocoa Beach, Stetson Mansion, Daytona International Speedway, Legoland Florida Resort, NASA Kennedy Space Center Visitor Complex
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Legoland Florida Resort ©
Legoland Florida Resort