Stop 1 · Days 88–102
New York City
New York City, NYThe trip's marquee stay — two-plus weeks for the harbor icons, the museums, Broadway, the food, and all five boroughs. Take it at a city-dweller's pace, with real days off.
Timing: NYC is an all-season city — take whatever slot the loop gives you. Warm months mean rooftops and ballgames; a winter arrival means the Rockefeller tree, skating at Bryant Park, and the holiday windows.
Where to stay
A classic Midtown or Greenwich Village hotel
Base near a subway hub; Midtown and the Village both put most anchors a short ride away.
Open in Maps
You gotta eat this
Pastrami on rye at Katz's Delicatessen
The definitive New York deli since 1888.
A folded street slice
Joe's in the Village is a reliable benchmark — fold it.
An everything bagel with lox
The proper New York breakfast.
The days here
Each day opens its own hour-by-hour page
- 88Day 88 — Liberty, Ellis Island & Lower ManhattanFull day · 6h planned
- 89Day 89 — Ground Zero & the new downtownFull day · 4h 30m planned
- 90Day 90 — Midtown IconsFull day · 7h planned
- 91Day 91 — The Met & Central ParkFull day · 6h planned
- 92Day 92 — Free DayFree day
- 93Day 93 — Broadway & late laughsFull day · 5h 30m planned
- 94Day 94 — The Village & the High LineFull day · 6h 15m planned
- 95Day 95 — Brooklyn, Bridge to BoardwalkFull day · 8h 45m planned
- 96Day 96 — Upper West SideFull day · 5h planned
- 97Day 97 — Free DayFree day
- 98Day 98 — Empire State & Herald SquareFull day · 4h 30m planned
- 99Day 99 — Lower East Side & ChinatownFull day · 4h 45m planned
- 100Day 100 — Harlem & the CloistersFull day · 4h 30m planned
- 101Day 101 — Free DayFree day
- 102Day 102 — Out to the East EndDrive day · 3h drive
What this stop is made of
- Cities & Metros
- Landmarks & Monuments
- Museums & History
- Somber & Civil-Rights Sites
- Theme Parks & Attractions
- Film & TV Locations
- Outdoor & Water Activities
- Concerts & Venues
- Sports & Gamedays
- Food & Drink Trails
- Guided Tours
- Shopping