11 days in New York City & Orlando Itinerary

11 days in New York City & Orlando Itinerary

Created using Inspirock United States route planner

Make it your trip
Fly
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New York City
— 4 nights
Fly
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Orlando
— 6 nights
Fly

S M T W T F S
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New York City

— 4 nights

Big Apple

Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Museum-lovers will get to explore The Museum of Modern Art (MoMA) and Frick Collection. You'll explore the less-touristy side of things at New York Public Library and St. Patrick's Cathedral. There's still lots to do: get to know the fascinating history of Brooklyn Heights Promenade, admire the striking features of Empire State Building, examine the collection at Intrepid Sea, Air & Space Museum, and take a stroll through Greenwich Village.

To find traveler tips, other places to visit, reviews, and other tourist information, read our New York City driving holiday planning app.

San Juan, Puerto Rico to New York City is an approximately 7-hour flight. The time zone changes from Atlantic Standard Time (AST) to Eastern Standard Time (EST), which is usually a -1 hour difference. Expect little chillier weather when traveling from San Juan in May: highs in New York City hover around 24°C, while lows dip to 15°C. Finish your sightseeing early on the 9th (Sun) to allow enough time to fly to Orlando.

Things to do in New York City

Side Trip

Find places to stay May 5 — 9:

Orlando

— 6 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.
Get outdoors at Boat Tours & Water Sports and Ormond Beach. Ponce de Leon Inlet Lighthouse & Museum and Charles Hosmer Morse Museum of American Art are good opportunities to explore the local culture. Go for a jaunt from Orlando to Scottsmoor to see Cape Canavarel National Cemetery about 56 minutes away. The adventure continues: make an unforgettable trip to Avatar Flight of Passage, buy something for everyone on your list at The Florida Mall, make a trip to Cinderella Castle, and look for gifts at World of Disney.

For photos, maps, and other tourist information, read our Orlando itinerary planning app.

You can fly from New York City to Orlando in 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from New York City in May, things will get a bit warmer in Orlando: highs are around 36°C and lows about 24°C. Finish up your sightseeing early on the 15th (Sat) so you can catch the flight back home.

Things to do in Orlando

Theme Parks · Shopping · Historic Sites · Outdoors

Side Trips

Find places to stay May 9 — 15: