giro

United States · 5-day itinerary

5 days in New York

The city that never sleeps, and you won't want to either. Here's a 5-day plan that clusters each day by neighbourhood, with real times, so you walk less and see more.

Best: April to June, September, October and December About $420 per person a day (comfort)
Make this trip minePick your dates and who's going, then edit anything. Free.

Day 1

Arrive & settle into New York

  1. 9:00 a.m. – 12:00 p.m.

    Arrive in New York

    Check in at your stay in Lower East Side / East Village.

  2. 12:15 p.m. Lunch
  3. 1:30 p.m. – 4:30 p.m. · Upper East Side · ~$43

    The Met

    Two million years of art. Pick three wings and the rooftop.

    Tickets Reviews

  4. 6:00 p.m. Dinner · A bagel with schmear
  5. 7:30 p.m. – 10:00 p.m. · DUMBO · ~$21

    Brooklyn Bridge to DUMBO

    Walk the bridge for the skyline, then pizza under it.

    Reviews

Day 2

Into the green

  1. 9:00 a.m. – 11:30 a.m. · Chelsea · ~$21

    High Line to Chelsea Market

    An elevated park walk ending in a food hall.

    Reviews

  2. 12:00 p.m. Lunch
  3. 1:15 p.m. – 4:15 p.m. · Williamsburg · ~$28

    Williamsburg

    Vintage shops, breweries and waterfront views.

    Reviews

  4. 6:00 p.m. Dinner · A New York slice
  5. 7:30 p.m. – 10:30 p.m. · Times Square · ~$213

    Broadway show

    Theatre in the Theater District.

    Tickets Reviews

Day 3

A taste of the city

  1. 9:00 a.m. – 12:00 p.m. · Lower East Side · ~$121

    Lower East Side food tour

    Knishes, pickles and dumplings.

    Tickets Reviews

  2. 12:40 p.m. – 3:40 p.m. · Central Park

    Central Park

    Bethesda Terrace, Bow Bridge and Strawberry Fields, on foot or by bike.

    Reviews

  3. 6:00 p.m. Dinner · Pastrami on rye at Katz's
  4. 7:30 p.m. – 9:00 p.m. · Midtown · ~$64

    Top of the Rock

    Observation deck with Empire State views.

    Tickets Reviews

Day 4

Layers of history

  1. 9:00 a.m. – 2:00 p.m. · Battery Park · ~$36

    Statue of Liberty and Ellis Island

    The ferry, the pedestal and the immigration museum.

    Tickets Reviews

  2. 2:15 p.m. Lunch
  3. 3:30 p.m. – 6:00 p.m. · Midtown · ~$43

    MoMA

    Starry Night, Warhol and design.

    Tickets Reviews

  4. 6:15 p.m. Dinner · Dumplings in Chinatown
  5. 7:45 p.m. – 10:15 p.m. · Greenwich Village · ~$64

    Jazz in the Village

    Late sets at a historic basement club.

    Tickets Reviews

Day 5

Farewell, New York

  1. 9:00 a.m. – 11:30 a.m. · Financial District · ~$50

    9/11 Memorial and Museum

    A moving tribute at the World Trade Center site.

    Tickets Reviews

  2. 12:00 p.m. Lunch
  3. 1:15 p.m. – 4:15 p.m.

    Depart New York

    Check out and head to the airport or station, allowing plenty of time.

  4. 7:00 p.m. Dinner · Smorgasburg on a weekend

Where to stay in New York

What to eat in New York

  • New York–style pizza

    A thin, foldable slice from a counter.

  • Pastrami on rye

    Hand-carved pastrami piled high with mustard.

  • Bagel and lox

    Hand-rolled bagel with cream cheese and smoked salmon.

  • New York–style cheesecake

    Dense, rich and creamy.

  • Black and white cookie

    A soft cookie with half vanilla, half chocolate icing.

Where locals send visitors

  • Katz's Delicatessen $$

    Jewish deli · Lower East Side · Best for lunch

    Pastrami since 1888; tip your carver and keep your ticket.

    Reviews
  • Russ & Daughters $$

    Appetizing shop · Lower East Side · Best for breakfast

    Smoked fish and bagels from a family business founded in 1914.

    Reviews
  • Joe's Pizza $

    Pizza by the slice · Greenwich Village · Best for lunch

    The textbook New York slice on Carmine Street.

    Reviews
  • Xi'an Famous Foods $

    Western Chinese · Several locations · Best for lunch

    Hand-ripped noodles with cumin lamb.

    Reviews
  • Los Tacos No. 1 $

    Tacos · Chelsea Market · Best for lunch

    Adobada tacos on fresh tortillas. Worth the queue.

    Reviews
  • Balthazar $$$

    French brasserie · SoHo · Best for dinner · Reserve ahead

    A SoHo brasserie that's always buzzing. Great for brunch too.

    Reviews

Heads-up: what to steer clear of

  • Scam: In Times Square, costumed characters expect tips for photos, and people pressing "free" CDs into your hand will then ask for money.
  • Getting around: Use yellow cabs, green cabs or apps. Ignore anyone offering rides inside the airport terminals.
  • Safety: The subway runs all night. Late at night, ride in a busy car, often the conductor's car near the middle of the train.

Giro's notes, reviewed October 2026. Things change, so check current advice before you go: Government of Canada travel advisories .

Good to know

  • Tap to pay on the subway (OMNY); fares cap weekly.
  • Plan to tip 18–22% at restaurants.
  • Walk the High Line north to south to end near the Village.

Daily budget per person

Shoestring~$216
Comfort~$420
Luxury~$1,100

A shared double room, meals and local transport. Flights and tickets not included.

Make this New York trip yours

Giro rebuilds this plan for your dates, your group and your budget. Swap stops, drag them between days, add your flights and hotel, and share it with everyone coming.

Plan this trip

Times and prices are estimates (prices in CAD at the latest ECB rate). Check opening hours before you go. Place descriptions and photos from Wikipedia and Wikimedia Commons, credited on each photo. Giro may earn a commission on bookings, at no extra cost to you.