Flight tickets
FL
Miami
Winter warmth from the Northeast — or a sunny bookend after Orlando parks.
More cities nearby
New York City
3–4 days works if you pick one museum, one neighborhood, and leave white space.
Los Angeles
Spread-out neighborhoods and freeways — plan by pocket (Santa Monica, DTLA), not by “seeing it all.”
Las Vegas
Strip nights and desert heat — summer works if you keep outdoors for evenings.
Chicago
Architecture and lakefront walks — autumn is especially good for a long weekend.