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Itinerary - Women

Tourist & Resident Styled

(Fast & Diverse + The Local Explorer)

Yap, Eat, and Sit

Lower East Side ➔ East Village - R1

Let the hours slip away as you transition from sunlit cafe corners to dimly lit, velvet-draped lounges. This route is entirely dedicated to the art of the catch-up, anchored by endless rounds of craft cocktails, flowing natural wine, and tables overflowing with shareable bites. Trade the chaotic city rush for a low-effort, high-conversation crawl where the only agenda is deep gossip and an immaculate backdrop.

Order: Premium Matcha Latte; Light Pastry — $$; Walk-in friendly

Stop 1:

10:00 AM

Mxdin

71 Orchard St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 2 mins north straight up Orchard St.

Order: Avocado Toast; Breakfast Sandwich — $$; Walk-in friendly

Stop 2:

11:30 AM

Sunday to Sunday

88 Orchard St (Manhattan)

By: @penggustudios (used with permission)

Transit to next stop: Walk 15 mins north up Orchard St, turn left onto E Houston St, and right onto Avenue A.

Order: Aperol Spritz; Italian Small Plates — $$; Walk-in friendly

Stop 3:

6:00 PM

Bar Bianchi

5 Avenue A (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins south down Avenue A, then head west along E Houston St and south down Bowery.

Order: Signature Cocktails; Tapas — $$$; Walk-in friendly

Stop 4:

9:00 PM

cloudM

189 Bowery (Manhattan)

By: @kuthelights (used with permission)

Transit to next stop: Walk 1 min south straight down Bowery.

Order: Craft Martinis; Late-Night Bites — $$$; Reservations recommended

Stop 5:

12:00 AM

The Ripple Room

183 Bowery (Manhattan)

By: @she.8.that (used with permission)

Stops :

1

2

3

4

5

Nolita ➔ West Village ➔ NoHo ➔ Greenwich Village - R2

We are officially abandoning any pretense of physical exertion today in favor of sinking into plush seating and spilling absolute tea. Prepare for an aggressive marathon of craft cocktails, endless grazing, and dimly lit jazz lounges where your only job is to look fabulous. By the time you hit the late-night burritos, your voice will be completely hoarse from gossiping, but your soul will be perfectly hydrated.

Order: Salted Latte; Cappuccino — $$; Walk-in friendly

Stop 1:

9:00 AM

Cafe Paradiso

202 Elizabeth (Manhattan)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 2 mins to the B’way Lafayette Station Station | Take the D train uptown to the W 4 St-Wash Sq Station | Walk 11 mins west to Hudson St.

Order: Charcuterie Board; Glass of Orange Wine — $$; Walk-in friendly

Stop 2:

2:00 PM

The C Cafe & Wine

552 Hudson St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins southeast down Hudson St directly to 7th Ave S.

Order: Classic Margarita; Tableside Guacamole — $$; Walk-in friendly

Stop 3:

6:00 PM

Caliente Cab Co.

61 7th Ave S (Manhattan)

By: @jessicahaylee (used with permission)

Transit to next stop: Walk 15 mins east along Bleecker St, then turn left onto Lafayette St and right onto Great Jones St.

Order: The Nines Burger; Classic Martini — $$$$; Reservations strictly required

Stop 4:

9:00 PM

The Nines

9 Great Jones St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins west back toward the Village straight down Bleecker St.

Order: Carne Asada Super Burrito; Super Quesadilla — $; Walk-in friendly

Stop 5:

12:30 AM

Super Burrito

169 Bleecker St (Manhattan)

By: @diva.dines (used with permission)

Stops :

1

2

3

4

5

SoHo ➔ Flatiron District ➔ Lower East Side - R3

Cancel your spin class and prepare your vocal cords, because today is an Olympic-level marathon of sitting, sipping, and unapologetic gossiping. We are drifting gracefully from morning caffeine fixes to dimly lit speakeasies, strictly prioritizing plush seating and endless small plates. Your step count will be embarrassingly low, but the sheer volume of tea spilled will be absolutely historic.

Order: Iced Coffee; Blueberry Waffles — $$; Walk-in friendly

Stop 1:

8:30 AM

Fellini Coffee

120 Thompson St (Manhattan)

By: @ellalicious1y (used with permission)

Transit to next stop: Walk 5 mins east straight across Prince St, then turn right onto Broadway.

Order: Coffee; Matcha — $$; Walk-in friendly

Stop 2:

12:00 PM

Fast Times

486 Broadway (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 2 mins to the Prince St Station | Take the R or W train uptown to the 23 St Station | Walk 2 mins south down Broadway.

Order: Aperol Spritz; Prosciutto e Melone — $$; Walk-in friendly

Stop 3:

5:30 PM

Barlume

900 Broadway (Manhattan)

By: @jessicahaylee (used with permission)

Transit to next stop: Walk 3 mins to the 23 St Station (F/M line) | Take the F or M train downtown to the Delancey St-Essex St Station | Walk 2 mins west along Delancey St.

Order: Signature Omakase Tasting Menu; Premium Sake — $$$$; Reservations strictly required

Stop 4:

9:30 PM

Taikun Sushi

79 Delancey St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins east down Delancey St, then turn right onto Eldridge St.

Order: Bartender’s Choice Custom Cocktail — $$$; Walk-in friendly (expect a wait at the unmarked door)

Stop 5:

1:00 AM

Attaboy

134 Eldridge St (Manhattan)

By: @chompedup (used with permission)

Stops :

1

2

3

4

5

Nolita ➔ East Village ➔ Williamsburg - R4

Prepare to achieve absolute peak physical inertia while gossiping your way from Manhattan across the East River. Today’s mission involves transitioning seamlessly from trendy aesthetic cafes to rooftop golden hours with the lowest possible step count. Bring your most scandalous stories and let the velvet seating, craft martinis, and endless shared plates do all the heavy lifting.

Order: Purple Cappuccino; Mini Cupcake — $$; Walk-in friendly

Stop 1:

10:00 AM

Urban Backyard

180 Mulberry St (Manhattan)

By: @penggustudios (used with permission)

Transit to next stop: Walk 15 mins east straight across E Houston St, then turn left to head north up Avenue B.

Order: Cinnamon Roll; Iced Latte — $$; Walk-in friendly

Stop 2:

1:00 PM

Sunday Morning

29 Avenue B (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins north to the 1st Ave Station | Take the L train into Brooklyn to the Bedford Ave Station | Walk 10 mins north to N 12th St.

Order: Sheep’s Milk Ricotta; Wood-Fired Pizza — $$$; Reservations recommended

Stop 3:

4:30 PM

Leuca

111 N 12th St (Brooklyn)

By: @fava.studios (used with permission)

Transit to next stop: Walk 3 mins west straight down N 12th St, turning left onto Wythe Ave.

Order: Half Dozen Oysters; Signature Martini — $$$; Reservations recommended

Stop 4:

7:05 PM

Bar Blondeau

80 Wythe Ave (6th Floor) (Brooklyn)

By: @caleighhorrigan (used with permission)

Transit to next stop: Walk 15 mins south straight down Wythe Ave, turning right onto Broadway.

Order: Seafood Tower; Dirty Martini — $$$; Reservations recommended

Stop 5:

10:00 PM

Deux Chats

27 Broadway (Brooklyn)

By: @yummynewyorkk (used with permission)

Stops :

1

2

3

4

5

Main Character

Two Bridges ➔ Chinatown ➔ Lower East Side ➔ Little Italy ➔ Tribeca ➔ SoHo - R1

This is a glamorous itinerary for serving looks and securing compliments. From dropping serious money in curated vintage archives to eating pasta bathed in flawless golden hour light at Da Gennaro, every single stop is a heavily curated photo op.

Order: Matcha with Oat Milk; Ham and Gruyere Croissant — $$; Walk-in friendly

Stop 1:

10:00 AM

The Mandarin

113 Madison St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins south straight down Madison St, then turn right onto Pell St.

Must do: Try out the rings and as they also make custom sizes

Stop 2:

11:00 AM

Yan's Antique Jewelry Inc.

35 Pell St (Manhattan)

By: @raeuvsunshine (used with permission)

Transit to next stop: Walk 10 mins east across Allen St, then turn left onto Orchard St.

Must do: Browse the incredibly curated racks of Latin American fashion and hand-painted silks

Stop 3:

2:00 PM

TUMBAO

20 Orchard St (Manhattan)

By: @jennyjenny_kim (used with permission)

Transit to next stop: Walk 5 mins north up Orchard St, turn right onto Delancey St, and left onto Ludlow St.

Must do: Walk through the striking contemporary photography exhibits

Stop 4:

4:30 PM

International Center of Photography

84 Ludlow St (Manhattan)

Transit to next stop: Walk 15 mins west along Broome St, then turn right onto Mulberry St.

Order: Penne Alla Gennaro; Caprese Salad — $$$; Reservations recommended

Stop 5:

6:30 PM

Da Gennaro

129 Mulberry St (Manhattan)

Transit to next stop: Walk 15 mins west across Canal St, turning right onto W Broadway toward Finn Square.

Must do: Snap a breathtaking photo facing north toward the glowing Edge at Hudson Yards

Stop 6:

9:00 PM

Finn Square

Varick St & W Broadway (Manhattan)

Transit to next stop: Walk 15 mins east along Franklin St, then turn left onto Centre St.

Order: Crab Royale; Guinness Sundae — $$$; Reservations recommended

Stop 7:

10:00 PM

Soso's

191 Centre St (Manhattan)

By: @she.8.that (used with permission)

Stops :

1

2

3

4

5

6

7

Nolita ➔ SoHo ➔ Nolita ➔ East Village ➔ Midtown ➔ Kips Bay - R2

Your bank account might not survive this aggressive shopping marathon, but your social media presence will absolutely thrive. Today is strictly about curating your aesthetic, dropping serious cash, and securing rooftop photos. Romanticize every single step of this route as you go from luxury boutiques to bridge views with a vibrant iced matcha in hand.

Order: Vanilla Confetti Iced Matcha; Almond Croissant — $$; Walk-in friendly

Stop 1:

11:00 AM

Pantry By Madhappy

207 Mulberry St (Manhattan)

By: @kuthelights (used with permission)

Transit to next stop: Walk 5 mins west down Spring St.

Must do: Test out the iconic Cloud Paint blushes; Take selfies in their massive, stylized mirror rooms

Stop 2:

1:30 PM

Glossier

72 Spring St (Manhattan)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 10 mins east across Lafayette St, then turn left onto Elizabeth St.

Must do: Check out the leather bags they have and their wallets plus accessories

Stop 3:

3:00 PM

Status Anxiety

248 Elizabeth St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 1 minute straight south down Elizabeth St.

Must do: Admire the vibrant, French-chic aesthetic of their signature woven totes

Stop 4:

5:00 PM

Clare V.

240 Elizabeth St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins to the Bleecker St Station | Take the 6 train uptown to the Astor Pl Station | Walk 5 mins east to 11th St.

Order: Classic Frozen Margarita; Fresh Chips and Guacamole — $$$; Reservations recommended

Stop 5:

7:50 PM

The Ready Cantina

112 E 11th St (Manhattan)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 5 mins to the Astor Pl Station | Take the 6 train uptown to the 42 St-Grand Central Station | Walk 10 mins east to Tudor City Pl.

Must do: Capture the iconic, sweeping view of 42nd Street and the Chrysler Building illuminated at night

Stop 6:

10:30 PM

Tudor City Bridge

399-321 E 42nd St (Manhattan)

Transit to next stop: Walk 15 mins straight south down 2nd Ave, then turn left onto E 34th St.

Order: Hummus with Fresh Pita; Signature Cucumber Gimlet — $$$; Reservations recommended

Stop 7:

11:45 PM

Mira Mediterranean

206 E 34th St (Manhattan)

By: @yasmeinaaa_ (used with permission)

Stops :

1

2

3

4

5

6

7

Greenpoint ➔ Williamsburg ➔ Midtown ➔ Chelsea - R3

Today’s absolute spectacle of an itinerary demands your best outfit as you conquer Brooklyn vintage racks, historic libraries, and finally, the breathtaking Living Room at Faena New York. That specific lounge is the ultimate destination for women looking to sip craft cocktails while securing the most glamorous photos of the entire trip (NO JOKE).

Order: House Coffee; Sticky Monkey Bread — $$; Walk-in friendly

Stop 1:

11:30 AM

Greenburg Café

5 Franklin St (Brooklyn)

By: @penggustudios (used with permission)

Transit to next stop: Walk 2 mins east to Clifford Pl and left on Meserole Ave

Must do: See the home goods and gifts as this is an hidden gem!

Stop 2:

12:00 PM

Souvenir

63 Meserole Ave (Brooklyn)

By: @jennyjenny_kim (used with permission)

Transit to next stop: Walk 10 mins south on Lorimer St, then turn left onto Nassau Ave and North on Bedford Ave.

Must do: See the Coach or Salvatore Ferragamo bags; Try on an effortlessly cool, oversized 90s leather jacket

Stop 3:

1:00 PM

Tired Thrift

10 Bedford Ave (Brooklyn)

By: @notlilymadeline (used with permission)

Transit to next stop: Walk 10 mins south straight down Bedford Ave.

Must do: Scan the shelves for unique, colorful vintage accessories to instantly elevate your look

Stop 4:

2:30 PM

Super Real Much

129 Bedford Ave (Ground Floor) (Brooklyn)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins south straight down Bedford Ave, then turn right onto N 5th St.

Order: Duck Confit; French Onion Soup — $$$; Reservations recommended

Stop 5:

3:30 PM

Juliette Restaurant

135 N 5th St (Brooklyn)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 10 mins to the Bedford Ave Station | Take the L train into Manhattan to the 14 St-Union Sq Station | Transfer to the 4, 5, or 6 train uptown to the 33 St Station 

Must do: See the breathtaking, multi-tiered bookshelves in the opulent historical library

Stop 6:

5:50 PM (Friday Only!)

The Morgan Library & Museum

225 Madison Ave (Manhattan)

Transit to next stop: Walk 5 mins to the 33 St Station | Take the 6 train downtown to the 14 St-Union Sq Station | Transfer to the L train west to the 8 Ave Station | Walk 10 mins north to W 18th St.

Order: Signature Botanical Cocktails; Elevated Lounge Bites — $$$$; Reservations strictly required

Stop 7:

10:00 PM

Living Room at Faena

500A W 18th St (Manhattan)

By: @diva.dines (used with permission)

Stops :

1

2

3

4

5

6

7

Upper East Side ➔ Chelsea ➔ Flatiron - R4

Embrace your main character energy with an itinerary that blends high-society art, high-end shopping avenues, and flawless skyline views. You will go from Gilded Age mansions to exclusive galleries, securing breathtaking photo backdrops at every single stop to completely romanticize your existence.

Order: Ralph’s Roast Espresso; Classic Chocolate Chip Cookie — $$; Walk-in friendly

Stop 1:

10:00 AM

Ralph's Coffee

888 Madison Ave (Manhattan)

By: @ellalicious1y (used with permission)

Transit to next stop: Walk 5 mins straight down Madison Ave to E 70th St.

Must do: See the breathtaking European masterpieces in the iconic Fragonard Room

Stop 2:

10:45 AM

The Frick Collection

1 E 70th St (Manhattan)

Transit to next stop: Walk 5 mins east along E 70th St, turning right onto Madison Ave, then left onto E 69th St.

Order: Raspberry Tarte Tropézienne; 80% Bitter Chocolate Ice Cream — $$$; Walk-in friendly

Stop 3:

1:30 PM

Birley Bakery

20 E 69th St (Manhattan)

By: @julieta.torrem (used with permission)

Transit to next stop: Walk 10 mins south down Madison Ave, then turn right onto E 64th St.

Must do: View the exclusive, world-class contemporary art exhibitions

Stop 4:

3:00 PM

Lévy Gorvy Dayan

19 E 64th St (Manhattan)

By: @fava.studios (used with permission)

Transit to next stop: Walk 5 mins west to the Lexington Av/63 St Station | Take the F or M train downtown to the 23 St Station | Walk 5 mins north to W 26th St.

Order: “Atlantic Beach” Cocktail; Blistered Tomato Pinsa Pizza — $$$; Reservations recommended

Stop 5:

5:40 PM

Sandbar Rooftop

152 W 26th St (Manhattan)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 15 mins east across 5th Ave and south to 23rd St, heading toward the Flatiron Building.

Must do: Snap a photo obviously

Stop 6:

8:00 PM

Flatiron Building

175 5th Ave (Manhattan)

Transit to next stop: Walk 5 mins south straight down 5th Ave, then turn right onto W 20th St.

Order: Tropicana Cocktail (served inside a frozen orange); Wagyu Sando — $$$$; Reservations strictly required

Stop 7:

8:45 PM

Shinji's

37 W 20th St (Manhattan)

By: @diva.dines (used with permission)

Stops :

1

2

3

4

5

6

7

Glow Up

Flatiron ➔ NoMad ➔ Upper East Side ➔ SoHo - R1

Grab your most aesthetic matching workout set and prepare to transition seamlessly from intense morning pilates to deeply purifying spa treatments without ever losing your glow. By the time you are sipping a perfectly blended superfood smoothie and wrapping up your evening wellness session, you will feel completely reborn.

Order: Premium Hot Matcha; Iced Sencha Green Tea — $$; Walk-in friendly

Stop 1:

9:00 AM

Sorate

30 E 18th St (Manhattan)

By: @jennyjenny_kim (used with permission)

Transit to next stop: Walk 5 mins north up Broadway, then turn left onto W 23rd St.

Must do: Book the 9:30 AM class and Push through the low-impact, high-intensity movements

Stop 2:

9:25 AM

BK Pilates

14 W 23rd St (3rd Floor) (Manhattan)

By: @anhhhvuuu (used with permission)

Transit to next stop: Walk 5 mins north straight up Broadway.

Order: Shroomami Bowl; Green Goddess Salad — $$; Walk-in friendly

Stop 3:

10:50 AM

Sweetgreen

1153 Broadway (Manhattan)

By: @plant_powered_by_liv (used with permission)

Transit to next stop: Walk 2 mins north up Broadway, then turn left onto W 28th St.

Must do: Book the 1:00 PM session to check in for your flawless gel manicure

Stop 4:

12:50 PM

H&K Health Beauty

49 W 28th St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 3 mins to the 28 St Station | Take the 6 train uptown to the 68 St-Hunter College Station | Walk 5 mins east to 3rd Ave.

Order: Beauty Berries Smoothie (Strawberry & Raspberry Blend); Vegan Banana Bread — $$; Walk-in friendly

Stop 5:

3:00 PM

Goodsugar

1186 3rd Ave (Manhattan)

By: @thelocalfoodjunkie (used with permission)

Transit to next stop: Walk 15 mins north straight up 3rd Ave to 81st St.

Order: Fish tacos; Truffle Fries (for a little balance) — $$$; Reservations

Stop 6:

4:30 PM

Flex Mussels

1431 3rd Ave (Manhattan)

By: @jessicahaylee (used with permission)

Transit to next stop: Walk 5 mins to the 86th St Station | Take the 6 train downtown to the Spring St Station | Walk 2 mins west to Broadway.

Must do: Explore their full menu of open options ranging from restorative custom facials to deep tissue massages

Stop 7:

6:25 PM

SPENCER'S

550 Broadway (Manhattan)

By: @diva.dines (used with permission)

Stops :

1

2

3

4

5

6

7

Upper West Side ➔ Central Park ➔ Upper East Side ➔ Williamsburg - R2

Today’s itinerary balances intense cardio bursts with heavily rewarded waterfront lounging. You will transition flawlessly from pounding the Central Park dirt paths to shaking uncontrollably on a Brooklyn pilates mat, ensuring every single muscle group is sufficiently exhausted and toned.

Order: Gluten-Free Everything Bagel with Cream Cheese and Sliced Tomatoes; Iced Matcha Latte — $$; Walk-in friendly

Stop 1:

11:00 AM

Modern Bread and Bagel

472 Columbus Ave (Manhattan)

By: @plant_powered_by_liv (used with permission)

Transit to next stop: Walk 5 mins east directly into Central Park toward the W 82nd St entrance.

Must do: Start exactly at Winterdale Arch and start running north and follow the path to begin your cardio session

Stop 2:

11:50 AM

Bridle Path (Central Park)

Enter at W 82nd St (Manhattan)

Transit to next stop: Run or walk across the park toward the East Side, exiting the park near 90th St.

Order: Avocado Smash with Heirloom Tomatoes; Flat White — $$; Walk-in friendly

Stop 3:

2:45 PM

Bluestone Lane

1085 5th Ave (Manhattan)

Transit to next stop: Walk 5 mins to the 86th St Station | Take the 4, 5, or 6 train down to the 14 St-Union Sq Station | Transfer to the L train into Brooklyn to the Bedford Ave Station | Walk 5 mins north.

Must do: Book the 5:30 PM class to secure your mat and settle your mind

Stop 4:

5:25 PM

Good Day Pilates

210 N 10th St (Brooklyn)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins straight down N 10th St, turning left onto Kent Ave.

Must do: Roll out a blanket or sit on the grass to execute a deep, post-pilates stretching session

Stop 5:

7:00 PM

Marsha P. Johnson State Park

90 Kent Ave (Brooklyn)

Transit to next stop: Walk 5 mins south straight down Kent Ave, then turn left onto N 10th St and right onto Wythe Ave.

Order: The Salatim Spread (with fresh pita); Chicken or Eggplant Skewers — $$$; Reservations strictly required

Stop 6:

9:00 PM

Laser Wolf Brooklyn

97 Wythe Ave (Brooklyn)

By: @thelocalfoodjunkie (used with permission)

Stops :

1

2

3

4

5

6

Mix

Financial District ➔ Two Bridges ➔ East Village - R1

You will be caffeinating under soaring ceilings, dropping cash in breathtaking historic bank buildings, and channeling your inner artist before eating your weight in French carbs. Bring your best stamina, because this marathon ends deep in the East Village with photo booths and unforgiving late-night DJ sets.

Kick off your morning right in the heart of Wall Street with a aggressively sweet caffeine spike. It is the perfect, aesthetic energy boost before tackling the luxury shopping across the street.

Order: Signature Coffee with Marshmallows — $$; Walk-in friendly

Stop 1:

11:00 AM

Ten Thousand Coffee

14 Wall St (Manhattan)

By: @ellalicious1y (used with permission)

Transit to next stop: Walk 1 minute directly across the street to Wall St and Broadway.

Step inside this historic landmark building that has been completely transformed into a jaw-dropping retail palace. The insanely opulent interior alone is worth the visit.

Must do: Marvel at the breathtaking, insane interior architecture while browsing the luxury racks

Stop 2:

11:30 AM

Printemps

1 Wall St (Manhattan)

By: @stephanieinthecity (used with permission)

Transit to next stop: Walk 5 mins to the Wall St Station | Take the 2 or 3 train to the Fulton St Station | Transfer to the 4, 5, or 6 train to the Brooklyn Bridge-City Hall Station | Walk 10 mins northeast to Madison St.

Escape the downtown hustle and grab a perfectly whisked, earthy green tea to recharge your social battery. It is a sleek, minimalist pit stop before your afternoon art session.

Order: Authentic Iced Matcha — $; Walk-in friendly

Stop 3:

3:50 PM

Matcha 108

108 Madison St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 2 mins southeast straight down Madison St, turning right onto Market St.

Book the Art Cafe Session (typically available at 4:30 PM, 5:00 PM, or 6:45 PM). Lean into your creative era by sitting down for a relaxing, low-pressure art cafe experience.

Must-Do: Sip a beverage while painting, sketching, and gossiping with your friends

Stop 4:

4:20 PM

Happy Medium

49 Market St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins to the E Broadway Station | Take the F train to the 2 Ave Station | Walk 2 mins north up 1st Ave.

Go into this legendary, perpetually buzzing French bistro for an heavy dinner.

Order: French Onion Soup; Steak au Poivre — $$$$; Reservations strictly required

Stop 5:

10:30 PM

Lucien

14 1st Ave (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins north straight up 1st Ave, then turn left onto E 4th St.

Keep the Parisian energy flowing by grabbing a late-night cocktail in this moody, intimate space. It is the perfect stylish bridge between your heavy dinner and the impending dance floor.

Order: Signature Cocktails; Late-Night Bites — $$$; Walk-in friendly or reserve ahead

Stop 6:

12:30 AM

Monsieur

86 E 4th St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 5 mins east along E 4th St, turn right onto Avenue A, then right onto E Houston St.

DJ/Music

They have DJs Thursdays through Saturdays after 10:00 PM to close

The music (Fridays and Saturdays): Curated sets of funk, disco, house, and electronic-forward tracks

The music (Thursdays): Pop-up interactive performances and rotating DJ sets spanning house music to hyperpop

Stop 7:

2:00 AM

Jewel Box

244 E Houston St (Manhattan)

By: @diva.dines (used with permission)

Stops :

1

2

3

4

5

6

7

Chelsea ➔ West Village ➔ Greenwich Village ➔ SoHo ➔ Nolita ➔ Lower East Side ➔ East Village - R2

Prepare for a chaotic, perfectly balanced day that transitions effortlessly from sun-drenched waterfront lounging to hunting for the ultimate vintage archives. You will be caffeinating in Chelsea, securing highly coveted ice cream pints without the wait, and capturing flawless film photos before the sun even sets.

Start your morning with a quiet, beautifully crafted cup of coffee in this charming neighborhood staple. It provides the essential, aesthetic caffeine spike needed before your waterfront lounge session.

Order: House Coffee — $; Walk-in friendly

Stop 1:

8:00 AM

Cafe Ambrosia

465 W 23rd St (Manhattan)

By: @thelocalfoodjunkie (used with permission)

Transit to next stop: Walk 15 mins west straight down W 23rd St, turning left onto 11th Ave.

Escape the city pavement and ascend to this sprawling rooftop park for an immediate, peaceful reset.

Must do: Head up to the green area to soak in the morning sun and completely relax

Stop 2:

8:45 AM

Pier 57

25 11th Ave (Manhattan)

Transit to next stop: Walk 20 mins southeast, crossing the highway and heading down W 10th St.

Dive into one of the most meticulously curated vintage archives in the neighborhood to secure a completely unique statement piece.

Must do: Sift through the incredible racks of rare, hand-picked vintage garments

Stop 3:

11:00 AM

Old The Best Vintage

138 W 10th St (Store #2) (Manhattan)

By: @vanessa_deniz (used with permission)

Transit to next stop: Walk 10 mins south down Bleecker St.

Skip the agonizing lines at the actual scoop shop and secure highly coveted treats directly from the freezer aisle.

Order: Caffè Panna Ice Cream Pints — $$; Walk-in friendly

Stop 4:

2:00 PM

Pop Up Grocer

205 Bleecker St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins east across Houston St and north up Mercer St.

Step into this vibrant, aesthetic boutique to browse their iconic, heavily trending swimwear and apparel. It is the perfect spot to romanticize your upcoming vacation and secure a flawless new set.

Must do: Browse the racks of viral swimwear and clothes

Stop 5:

4:20 PM

Frankies Bikinis

112 Mercer St (Manhattan)

By: @diva.dines (used with permission)

Transit to next stop: Walk 10 mins east across Broadway and Lafayette St to Elizabeth St.

Inject some serious color into your wardrobe by exploring this fiercely loved, British-born boutique.

Must do: Try on one of their signature, wildly colorful wrap dresses

Stop 6:

5:40 PM

Never Fully Dressed

243 Elizabeth St (Manhattan)

By: @jennyjenny_kim (used with permission)

Transit to next stop: Walk 15 mins southeast straight down Elizabeth St, turning left onto Delancey St and right onto Allen St.

Permanently document your flawless outfits and surviving social battery in an incredibly aesthetic, vintage-style photo booth.

Must do: Cram your entire group into the tiny booth for a chaotic photoshoot

Stop 7:

7:30 PM

Old Friend Photo Booth

145 Allen St (Manhattan)

By: @yasmeinaaa_ (used with permission)

Transit to next stop: Walk 20 mins north up Allen St, turning right onto E Houston St and heading up Avenue B.

End your in a wildly atmospheric, low-lit bar that feels like a retro fever dream. The insane ambiance, heavily layered with glowing vintage TVs, creates the ultimate chaotic backdrop for late-night gossip and drinks.

Order: Psuedo Banana Cocktail; Nachos — $$; Walk-in friendly

Stop 8:

10:50 PM

Oddball

188 Avenue B (Manhattan)

By: @jessicahaylee (used with permission)

Stops :

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2

3

4

5

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Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android

Please first tap/hover the map to load!

Trip map created using Wanderlog, for making itineraries on iOS and Android