(If you haven’t read Part 1 yet, please read it first before continuing: NYC Dating Magic Part 1)


Here’s the breakdown of our 3 day adventure (a huge thanks to my good friend Plato for helping me concoct the itinerary):


Day 1


5pm: Picked her up from the airport


6pm: Went back to my place and chilaxed with some wine


8pm: Headed over to Haru for an amazing sushi dinner (corner of 3rd ave and 76th st). Super cool little spot with great music and ambiance.


9:30pm: Stopped at random Irish bar to have a few drinks with my friends (tip: always try to introduce your date to your friends, especially females, if possible.)


11:30pm: Club Cielo (18 little west 12th) – house music, great crowd, great vibe, one of the best sound systems in the city


Day 2


10am: Attempted breakfast at Le Pain Quotidien (7th ave and 58th). Way too packed, so ate at Café Europa one block over


11am: Took a stroll down 5th ave. Random stops at the Apple Store, Fao Schwartz, St. Patricks Cathedral (a must see for catholic girls. try to abstain from acting out catholic school girl fantasies while inside), and Rockefeller Center (you MUST see the tree in December).


3pm: The Gingerman (36th and fifth) – awesome german bar – Chilled out on the couches while eating german sausages and drinking imported beer.


5pm: Headed to SoHo for some shopping


7pm: Lombardi’s (32 Spring st) for a slice of the best pizza in NYC


7:30pm: Headed home to shower (shower together if possible), change and relax.


10pm: Tiapol (10th ave btwn 23rd and 24th) for Spanish tapas dinner


Midnight: Club Pacha for the Ibiza experience


6am: Somehow made it home and instantly passed out.


Day 3


Noon: Crawl/flop out of bed


12:30pm: Brunch at home


1:30pm: Grocery shopping for tonight’s dinner


2:30pm: Watched “True Romance” (every couple should watch this movie together)


4:30: Did Gary Vaynerchuk wine tasting “date” (http://jaycataldo.com/blog/dating-advice/the-vaynerchuk-experience) with wine and cheese (I recommend the raw gruyere from Whole Foods)


6pm: Had my sweetie start cooking dinner (ALWAYS have your girl cook you dinner, if possible)


10pm: Grom (Broadway and 76th) for the best Gelato in the city


11pm: Moomia Lounge (Lafayette and Grand) – One of the coolest lounges in the city – Different music/crowd every night, Egyptian décor, sushi menu and hookahs! Eclectic and super awesome. Where else can you chill on a plush couch with your drink, hookah, shrimp tempura, and house music and then be able to order fried ice cream at 2am? One of NYC’s best kept secrets (bring a girl here and it’s on like Donkey Kong).


Monday Morning: Sent her home with the same scented candle we burned all weekend, a bar of the scented soap we washed with (both from the awesome Lux Naturals http://luxnaturals.com/) and a mix cd of all the music I played for her so she has multiple reminders of her incredible weekend.


And that’s how you rock a date in NYC. Now go forth and bring the magic.


Make it happen,


-Jay Cataldo


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