New York, three days

Sunday 16 to Tuesday 18 August. Built around the fixed points, with one neighbourhood anchor per stretch of the day so there is always somewhere to head for.

Fixed points — everything else moves around these

Sun 8:55am
Land LGA Terminal B, Porter PD603
Sun 3:00pm
Check in, Sheraton Tribeca, 370 Canal St
Sun 6:30pm
& Juliet, Stephen Sondheim, 124 W 43rd · Orchestra Row C, seats 9 & 11
Tue 12:00pm
Checkout (bags stay at the desk)
Tue 8:30pm
Depart LGA, Porter PD608 · be there by 6:30

Sunday

Arrival · show night
9 – 11amLower East Side

Straight from the airport. Russ & Daughters, 179 E Houston opens at 8am, so the early landing is an advantage, not a problem. Counter service, bagels and lox.

  • Want to sit down instead? The Cafe at 127 Orchard opens 8:30. Dine-in only, no takeout.
  • Freeman Alley is a few minutes away — the graffiti alley worth the photo.
  • Drop the bags at the hotel on the way downtown.
11am – 2pmSoho, Broadway

Everything opens at 11 on a Sunday, so there is no point arriving earlier. One block does the whole list.

  • Brandy Melville, 519 Broadway · Princess Polly 514 · Garage 508 · Zara 503
  • Uniqlo 546 · Urban Outfitters 628 · Bloomingdale's 504 · Edikted · Aritzia
Sunday is an 11am city. Garage opens 10 on weekdays but 11 on Sunday — save the early start for Tuesday.
2 – 4:30pmNolita

Lunch two streets east, then check in at 3 and change for the show.

Before the showTheatre District
3:00Check in, drop bags, change
4:15Leave the hotel. 1 train, Canal St → Times Sq–42nd, about 18 minutes
4:45Dinner. Joe's Pizza, 1435 Broadway for a fast slice, or Gayle's Broadway Rose, 228 W 47th, which opens at 5 and has the singing servers
5:50Walk to the theatre, 124 W 43rd
6:05Inside. Find the seats, loo, merch
6:30Curtain. Orchestra Row C, seats 9 & 11
Los Tacos No. 1 is on the same block at 229 W 43rd, but the whole menu is beef, chicken, pork and cactus. No fish, no shrimp, nothing plant-based.

For her, anywhere on the trip: Jajaja Mexicana is entirely plant-based and rates 4.6 from 2,214. Several Manhattan locations. The whole menu works for her, which is not true anywhere else on this page.

After the showGreenwich Village

Out around 9:00 to 9:10. Don't stay in Midtown — it empties out and turns into office blocks. Go downtown to the Village, which is at its best exactly then, and is on your way home anyway. One subway line, one stop-off.

9:10The stage door. Do this first. Round the side of the theatre — the cast comes out roughly 15 to 30 minutes after curtain, and they sign. Joey Fatone and Chrissy Metz are both in this cast. It costs nothing and it's the photo she'll actually want
9:40Times Square, two minutes away. Look up, take the photo, then keep walking west to 42nd St–Port Authority
9:55A, C or E downtown to W 4th St–Washington Square. About ten minutes
10:10Washington Square Park. The arch lit up, buskers, chess tables, NYU students everywhere. Open till midnight, free, and 4.6 from 33,001 reviews
10:30MacDougal Street, one block west. Caffe Reggio at 119 has been there since 1927 and is open till 3am — cappuccino, cannoli, tiramisu. Or Joe's Pizza, 7 Carmine St, the original, also till 3am
11:15Walk home. It's 1.07 miles, about 22 minutes, straight down through Soho. Or A/C/E from W 4th to Canal St if you'd rather ride
Walking beats the train here. South on Sullivan or Thompson, across Houston, through Soho and down to Canal. Soho at 11pm is empty, lit, and all cast-iron — you'll pass the shops you're hitting the next morning with nobody in them.

Want the whole thing on foot? Theatre to hotel is 3.26 miles, roughly an hour. Very doable, but the better version is the hybrid above: ride down, see the park, then walk the last mile home.

If she's flagging: Times Square, then the 1 train from Times Sq–42nd direct to Canal St. Twenty minutes door to door.

If you'd rather eat in Midtown after all: Le Parisien, 235 W 46th, open to midnight and the best-rated place on the whole list.

The Brandy Melville plan

Three shops · all 11–7

Separate stores carry separate stock, so hitting all three is not a repeat. Spread across the three days, in the order you'll pass them.

Sun 11am519 Broadway, SohoThe big one. First stop after bag drop
Mon 2pm61 5th Ave, FlatironAfter Chelsea Market. Breads Bakery is three minutes away
Mon 6pm1172 3rd Ave, Upper EastTen minutes from the tram. Do it before the dusk ride, not after
Tue 11am519 Broadway againSecond pass. Restocked, and she knows what she wants by now
The UES shop closes at 7, so go there before the tram, then ride at dusk.

Monday

The free day
MorningMeatpacking & Chelsea
8:30Breakfast near the hotel. Frenchette Bakery, 220 Church St, Tribeca — croissants, closes 4pm
9:45A/C/E from Canal to 14th St, walk west to the Gansevoort entrance
10:15The High Line, Gansevoort heading north. A mile and a half, elevated the whole way. It's open till 10pm, so there is no clock on this
11:30Chelsea Market, 75 9th Ave. Los Mariscos for the fish tacos, Los Tacos No. 1 alongside for you
12:45Seed + Mill — the tahini ice cream. Do it now. It closes at 6:30, hours before the market does, and it is the one thing on this trip you called a must
AfternoonFlatiron
1:30East to Union Square. Twenty minutes on foot if the weather's good, or the L from 8th Ave
2:00Brandy Melville, 61 5th Ave
3:00Breads Bakery, 18 E 16th for the chocolate babka, and Levain at 2 W 18th three minutes on
4:004/5/6 uptown to 59th St
4:30Brandy Melville, 1172 3rd Ave. Closes at 7, which is why it comes before the tram, not after
EveningRoosevelt Island

The best free thing in this entire plan, and the timing matters more than anything else on Monday.

6:00Early dinner on the Upper East Side
7:15Roosevelt Island Tram, 60th & 2nd Ave. Ordinary OMNY tap, no special ticket. Runs every 15 minutes
7:30Land, walk to the west side of the island, facing Manhattan
7:51Sunset. That is the actual time on 17 August. Be standing there for it
8:30Skyline fully lit. Tram back with the city in front of you
9:00Serendipity 3, 225 E 60th, one block from the station. Open till 11
If it rainsMonday is the wet day

The forecast for Monday 17 August is light rain, around 8.7mm, and Monday is the most exposed day in the plan. Six days out that's soft, but here's the swap if you need it.

DropThe High Line. It's elevated, open and has no shelter
AddThe Guggenheim, 1071 5th Ave. Open Mondays, 10:30–5:30, which most New York museums are not. On now: Guggenheim Pop, with Warhol, and the Thannhauser rooms with Van Gogh and Degas. The Frank Lloyd Wright spiral is half the reason to go
KeepChelsea Market and the Flatiron shops. Both indoors, both unaffected
MoveThe tram to Tuesday's open block at 2pm. A grey skyline is not worth the trip

Tuesday

Checkout · 8:30pm flight
MorningSoho — the 10am window

This is the early start the other two days don't have. On a weekday the Broadway shops open an hour earlier than they do on Sunday.

8:30Pack. Bags ready to hand to the desk, so checkout is a two-minute job later
10:00Princess Polly 514, Zara 503, Garage 508, adidas 610. All open at 10 on a weekday
11:00Brandy Melville, 519 Broadway opens. Second pass, restocked, and she knows what she wants by now
12:00Checkout. Bags stay at the desk — you're coming back
AfternoonNolita, then the water
12:30Lunch in Nolita. Tacombi, 267 Elizabeth St — and they do a crispy fish taco
2:00Open block. Soho and Nolita for anything missed — or this is where the tram goes if Monday was wet
3:30Walk down to the water. Two ferries, and they are not the same trip — see below
4:00On the water either way. Back on Manhattan by 5:15
NYC Ferry
$4.00
Pier 11/Wall St → DUMBO. East River route, first stop, 8 to 12 minutes. DUMBO is an actual destination: the Washington Street shot with the Manhattan Bridge framed between the buildings, Brooklyn Bridge Park, Jane's Carousel. You can walk the Brooklyn Bridge back if there's time The better trip. Four dollars buys somewhere to arrive
Staten Island
free
Whitehall Terminal → St George. NYC DOT confirms it is free, every day, no ticket. Passes the Statue of Liberty, and the return leg gives you the skyline head-on Free and iconic, but Staten Island isn't a stop — you turn around and come straight back
If it's a photo she wants, take the NYC Ferry to DUMBO. If it's the Statue of Liberty and a free ride, take the Staten Island. Don't try both on a flight day.
Getting outLGA
5:15Back at Whitehall. Collect the bags from the hotel
6:00Leave for LaGuardia
6:45Terminal B. Just under two hours before the flight
8:30Porter PD608 departs
The ferry is the only soft spot in this day. If it runs late or the queue is long, skip it — everything after 5:15 is fixed and the flight isn't waiting.

If you do Central Park

Pick one · don't wander

The park is two and a half miles long. Trying to "see Central Park" is how you lose three hours and a good mood. Pick a focus and enter at the right corner.

Option 1 · about an hour · the one I'd pick

The greatest-hits spine, south to west

Enter at 59th & 5th AveGapstow Bridge (4.8, 2,149 — the pond with the midtown skyline behind it) → The Mall and Literary Walk → Bethesda Terrace & Fountain (4.7, 12,093) → Bow Bridge (4.8, 3,850) → Strawberry Fields (4.6, 9,973) → exit at 72nd & Central Park West.

Every famous shot in one line, no backtracking, and you come out two blocks from Levain at 167 W 74th.

Option 2 · 20 minutes

Just the south corner

If you are already at the tram on Monday evening. Enter at 59th & 5th, walk to Gapstow Bridge, come back out. It is the postcard view and it costs you almost nothing. Pairs with Serendipity on the same corner.

Option 3 · half a day

The east side, for the Guggenheim

Enter at 5th & 89th. The Guggenheim is open every day 10:30–5:30, including Monday, which is unusual. On during your dates: Guggenheim Pop (Warhol through Cattelan) and the Thannhauser Collection (Van Gogh, Degas, Manet). The Frank Lloyd Wright spiral is half the point.

What isn't happening

SummerStage misses you on all three days

Sunday's free show runs 6–10pm, straight into your curtain. Monday it's dark. Tuesday is Chance the Rapper, ticketed, 7–10pm, against your flight. Free Shakespeare in the Park is running Romeo & Juliet through 23 August, but tickets go at noon at the Delacorte and the Public says groups are not guaranteed seats together — a bad trade for a midday queue on a short trip.

Two things worth knowing before you go. Shoes: a trip like this runs to twelve miles a day, and the advice from people who've done it with teens is to rotate two pairs — even the comfortable ones give out after enough miles. Crossing streets: in New York cars turn right on green at the same moment your walk signal shows, so the light being in your favour doesn't mean the road is clear.

Everything with an underline opens in Maps. Store hours are the everyday hours; Sunday runs shorter across most of Soho, which is why Sunday starts at 11 and Tuesday starts at 10. Ratings shown are Google review counts, read 10 August. For anywhere to eat that isn't on this page, see the Snack Map.