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New York City: 4 Days for First-Timers

Dec 4 – Dec 7, 2026

Planning board
Est. budget ~$305 / person
1
Day 1 · Fri, Dec 4
8 stops
9.5 km9h 15m planned~124 min walk
Charging Bull8:40 AM

Charging Bull

Activities4.4

Two minutes from the ferry line at Bowling Green — grab the photo before the tour buses land, then walk straight onto the dock.

Bowling Green
Statue of Liberty9:00 AM

Statue of Liberty

Activities4.7

Take the first ferry from Battery Park — security lines double by 10. Pedestal access sells out weeks ahead, the crown months.

New York
9/11 Memorial & Museum12:30 PM

9/11 Memorial & Museum

Activities4.8

The pools are free and hit hard. The museum underneath needs two hours and a timed ticket — book online.

180 Greenwich St
The Oculus2:30 PM

The Oculus

Activities4.7

Calatrava's white ribcage over the PATH station. Ten minutes, mostly spent looking up.

185 Greenwich St LL3110
Eataly Downtown3:00 PM

Eataly Downtown

Food & Drink4.2

Counter pasta inside the WTC complex — the quick, late lunch this marathon day allows. The ferry ate the morning; this is the honest cost.

101 Liberty St
Brooklyn Bridge4:00 PM

Brooklyn Bridge

Activities4.8

Walk Manhattan to Brooklyn so the skyline is behind you the whole way. Stay out of the bike lane.

New York
Washington Street5:15 PM

Washington Street

Activities

The Manhattan Bridge framed dead-center between brick warehouses — the DUMBO shot. It's a live street; watch for cars.

Washington St
Juliana’s6:15 PM

Juliana’s

Food & Drink4.6

Patsy Grimaldi came out of retirement to open this, next door to the shop that still bears his name. Coal-oven margherita.

19 Old Fulton St
2
Day 2 · Sat, Dec 5
10 stops
4.7 km11h 45m planned~61 min walk~$135
Ess-a-Bagel8:30 AM

Ess-a-Bagel

Food & Drink4.1$

Hand-rolled, still warm. Everything bagel, scallion cream cheese, no toasting.

831 3rd Ave
Grand Central9:30 AM

Grand Central

Activities4.7

Look up at the ceiling, then find the whispering gallery outside the Oyster Bar.

89 E 42nd St
Rockefeller Center10:30 AM

Rockefeller Center

Activities4.7

In December this is ground zero: the tree, the rink, the angels. You're here anyway — Top of the Rock is upstairs.

45 Rockefeller Plaza
Top of The Rock11:00 AM

Top of The Rock

Activities4.7

The deck that looks AT the Empire State — that's why it beat it into the plan. Timed entry; late morning is the thinnest crowd.

30 Rockefeller Plaza
Burger Joint12:30 PM

Burger Joint

Food & Drink4.3

A greasy-perfect burger counter hidden behind a curtain in a fancy hotel lobby, three blocks from MoMA. Cash-friendly, fast.

119 W 56th St
The Museum of Modern Art1:30 PM

The Museum of Modern Art

Activities4.6

Fifth floor first — Starry Night and Les Demoiselles are both up there before the crowd builds.

11 W 53rd St
Bryant Park Winter Village3:45 PM

Bryant Park Winter Village

Activities4.7

Holiday market stalls and a free-entry rink under the skyscrapers. A hot-cider lap between MoMA and dinner.

41st Street and
Keens Steakhouse5:15 PM

Keens Steakhouse

Food & Drink4.6$$$$

Mutton chop under 50,000 clay pipes. Eat early — you have a curtain to make.

72 W 36th St.
A Broadway Show7:00 PM

A Broadway Show

Other

The seats you grabbed at TKTS this afternoon. Doors thirty minutes early; Keens has you fed and two blocks away.

Broadway
Times Square9:45 PM

Times Square

Activities4.7

Step out of the theater into the full neon barrage — this is the right dose of Times Square, and it's on the way to the train anyway.

Manhattan
3
Day 3 · Sun, Dec 6
8 stops
7.4 km9h 15m planned~96 min walk~$35
Chelsea Market9:30 AM

Chelsea Market

Food & Drink4.6

Breakfast at Los Tacos No. 1, then you're standing at the foot of the High Line.

75 9th Ave
The High Line10:45 AM

The High Line

Activities4.7

Freight rail turned garden walkway. Walk it south to north from Gansevoort and it drops you at Hudson Yards.

New York
Vessel12:00 PM

Vessel

Activities4.6

The copper honeycomb of staircases. Climbing needs a timed ticket; Edge is next door. Lunch downstairs at Mercado Little Spain before heading back downtown.

20 Hudson Yards
Mercado Little Spain1:00 PM

Mercado Little Spain

Food & Drink4.4

José Andrés' Spanish food hall under Hudson Yards — the lunch stop the Vessel description promised. Gambas and a caña, then downtown.

10 Hudson Yards
Washington Square Park2:15 PM

Washington Square Park

Activities4.6

Chess hustlers, buskers, the arch. Sit for twenty minutes and watch.

New York
SoHo3:15 PM

SoHo

Activities

Cast-iron facades and every store you've heard of. Broadway for the brands, the cobbled side streets for the good stuff.

SoHo
Katz's Delicatessen5:00 PM

Katz's Delicatessen

Food & Drink4.5$$

Take a ticket, order at the counter, tip the carver. Do not lose the ticket.

205 E Houston St
Blue Note8:00 PM

Blue Note

Activities4.2

Two sets a night. The late one is cheaper and looser — book the late one.

131 W 3rd St
4
Day 4 · Mon, Dec 7
8 stops
6.6 km10h 35m planned~86 min walk~$135
Barney Greengrass9:00 AM

Barney Greengrass

Food & Drink4.4

The Sturgeon King since 1908 — eggs with nova on the Upper West Side. The real breakfast before the cookie.

541 Amsterdam Ave
Levain Bakery10:15 AM

Levain Bakery

Food & Drink4.7$

Dessert masquerading as a second breakfast. Chocolate chip walnut, warm, to go — eat it in the park.

167 W 74th St
Central Park11:00 AM

Central Park

Activities4.8

Enter at 72nd, walk the Mall to Bethesda Terrace, out at the Met. That's the highlight reel.

New York
The Metropolitan Museum of Art12:30 PM

The Metropolitan Museum of Art

Activities4.8

Pick two wings and skip the rest. Egyptian and European Paintings if it's your first time.

1000 5th Ave
Café Sabarsky3:50 PM

Café Sabarsky

Food & Drink4.3

Viennese kaffeehaus in the Neue Galerie, ten blocks from the Met. Linzer torte and a melange — the civilized bridge to Bemelmans.

1048 5th Ave
Bemelmans Bar5:00 PM

Bemelmans Bar

Other4.3$$$$

Murals by the Madeline illustrator, live piano, proper martinis. Go early to avoid the cover.

35 E 76th St
Fifth Avenue Holiday Windows7:00 PM

Fifth Avenue Holiday Windows

Activities4.4

Saks' light show and Bergdorf's windows in full December fever. Walk the avenue after your martini — the crowds thin by nine.

611 5th Ave
Grand Central Oyster Bar8:15 PM

Grand Central Oyster Bar

Food & Drink4.2

Oyster pan roast under the tiled vaults since 1913. The last-night dinner, and you already know the way to Grand Central.

89 E 42nd St