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The best things to do on Valentine’s Day in NYC

Drink, dance and fall in love at these incredible Valentine's Day in NYC events

Written by Time Out. Sponsored by Moulin Rouge. |

You know what’s not sexy? Waiting until the very last minute to snag tickets for these awesome Valentine’s Day events. Whether you love or hate Cupid's holiday, we’ve put together a list of the best things to do on Valentine’s day, including the best parties, romantic restaurants, shows and the most romantic things to do to get you in the mood—or not! 

RECOMMENDED: Full guide to Valentine’s Day in NYC

Best things to do on Valentine’s Day in NYC

Cupid's Undie Run 2013
Photograph: Eric H. Brown
Things to do, Quirky events

Cupid's Undie Run

The DL, Lower East Side

Embrace the bone-chilling cold by stripping down to your skivvies and running with other maniacs at this one-mile dash. Make the most of your endorphins at a lit after party and also feel good knowing your liberation is for a good cause: money raised benefits efforts to cure neurofibromatosis. Plan your laundry days accordingly. 

sunrise silent film
Things to do

"Sunrise" (1927) with Live Score

Threes Brewing, Gowanus

Do something out of the ordinary this Valentine's Day by sitting in for a silent film screening set to a live score at Threes Brewing. Released in 1927, Sunrise: A Song of Two Humans is a rich and gorgeous German Expresionist film that will inspire some romance, especially with live accompaniment by Tenth Intervention–violin and piano.

Photograph: Courtesy Jane Kratochvil
Things to do

The Sweetheart Soiree

Norwood, Chelsea

The Jazz Age Lawn Party’s Michael Arenella hosts his eighth annual black-tie affair in honor of St Valentine. The swank soiree offers cocktails, hors d'oeuvres, live music from Arenella and Queen Esther, a kissing booth and even dance lessons, all in an 1847 townhouse that’s now a private club.

Salsa class

Love In Queens: The Post Dinner Date

Salsa in Queens, Astoria

So you've finished dinner, now what? Don't just go home–go out for a night of salsa dancing, wine and dessert! Salsa in Queens is hosting a salsa and bachata class for both beginners and experienced dancers. If you're single, don't fret because they'll provide ice breaker activities to get you acquainted as well as wine and dessert to enjoy.

The Cauldron NYC
Photograph: Courtesy The Cauldron NYC
Things to do

Dinner and a potions class at The Cauldron

The Cauldron NYC Magical Pub and Experience, Financial District

For a magical Valentine's Day for Wizarding World fans, head to The Cauldron Magical Pub for a crafted V-Day menu that includes a sparkling drink and a "love potion" called "Damiana's Charm." If you want to take it to another level, book your dinner with an immersive potions class to learn (while dressed in a robe and with wand in hand) how to use molecular mixology to brew drinkable elixers. The class is for an additional fee. The experience is sure to charm. One ticket includes dinner for two and tip.

Jo Firestone
Photograph: Courtesy Mindy Tucker

Friends of Single People

Littlefield, Gowanus

Let comedians take the wheel of your love life and this sweet dating game. Alt-comedy institution Jo Firestone invites single audience members to describe their interests, then lets a pack of fearless stand-ups make their matches. This year's matchmaking crew includes comedians who have appeared on SNL, Comedy Central, Late Night, and more. Four real-life couples have emerged from the hilarious live experiment; what have you got to lose? 

David Bonatesta
Things to do

Valentine's Day Cocktail Class

Analogue, Greenwich Village

Literally shake things up for Valentine's day with a mixology lesson with an expert bartender from Analogue. Held in the venue's back room and private bar, you'll learn how to make three different cocktails, find out more about specific spirits and be able to nosh on small bites. Go home a little buzzy and the ability to make your date a drink or two. There are two sessions: 6–7 pm and 8:30-10pm.

Photograph: Courtesy Clay Burch

Voulez-Vous? Encore!

3 Dollar Bill, East Williamsburg

Theatre C's Retro Factory and Queer Queens are taking on the Moulin Rouge with their own version called Vulez-Vous? Encore! Come decked out in your Belle Époque-inspired fashion and dance the night away to performances from Glow Job, Domenic Mykel and Thee Suburbia. Carlos Falu will take over the choreography for a flash mob-style dance number evocative of a night at the Moulin Rouge.

The Metropolitan Museum of Art
Photograph: Shutterstock/Tupungato
Things to do

Cupid's Tour of the Metropolitan Museum

Metropolitan Museum of Art, Midtown West

Learn the sexy side of art. Make your Valentine's Day an educational one with a visit to the Metropolitan Museum of Art with Professor Andrew Lear, who will lead you through the museum and tell you stories about Cupid and Venus and their roles in history, love, sex and art. 


Gay Valentine's Day Singles Mixer

Sir Henri Penthouse Rooftop, Flatiron

At this singles-affirming night, gay men in their 20s, 30s and 40s get a chance to escape the mind games of dating apps and meet up IRL. Sip on V-day-themed drinks and get some conversation tips from provided ice-breakers.

Things to do

Tinder Live

Littlefield, Gowanus

As if it weren't hilarious enough in real life, Tinder (the wildly popular dating app) gets exposed in this comedy show. If you're hoping for some swiping tips (no matter how ridiculous), this is the event for you. Like Tinder in real life, anything can happen at this show by Lane Moore. This year, writers Jamilah Lemieux and Dylan Marron and journalist Ada Clhoun will provide hot takes.

Lola Jean
Things to do, Classes and workshops

Love Thyself: Self-Pleasure Workshop

3F Studios, Flatiron

Supreme sex educator Lola Jean hosts this class for women and trans/non-binary-identified individuals, which provides two hours of vaginal meditation, self-love affirmation and guided lessons on pleasure. Candles, chocolates, essential oils, prosecco and a some toys will be made available.

New York City Gay Men's Chorus
Photograph: Bruce-Michael Gelbert

New York City Gay Men's Chorus: Harmony

Current at Chelsea Piers, Chelsea

The NYCGMC goes all out for this fundraiser. Show up looking sharp for a night of bubbly cocktails, fancy dining and high-drama, romantic numbers. 

Things to do, Classes and workshops

Couples Erotic Massage

3F Studios, Flatiron

Couples of all genders, orientations and lifestyles are invited to learn about sensuous flow massage, erogenous zones and edging at this two-hour class. The class is "nude inspired" while receiving a massage, so don't be shy. Spring for the Elite Package and show up early for 45 minutes of sensation play and free bottle of massage oil.

erotic yoga
Photograph: Courtesy Alexander Krivitskiy
Things to do

Erotic Yoga for Couples

Reflections Center for Conscious Living & Yoga, Kips Bay

Get centered with your bae in this steamy yoga session for couples. You'll breathe, gaze into each other's eyes, dance and move in a sensual way during the class, which is based on tantra, vinyasa, yin/yang (and will be fully clothed). All genders and orientations are welcome.

Rebecca Vigil, Evan Kaufman
Photograph: Courtesy Alex Schaefer
Comedy, Improv

Your Love, Our Musical!

Caveat, Lower East Side

As musical comedians, Rebecca Vigil and Evan Kaufman have played just about every room in NYC, and at their beloved monthly show, they play your heartstrings. Watch as the manically inventive duo interviews a couple in the audience about how they met, then spins their love story into an epic, totally-improvised musical extravaganza. 

Looking to plan a Valentine’s Day date?

Moulin Rouge

Moulin Rouge

This piece is sponsored by Moulin Rouge. Baz Luhrmann’s revolutionary film comes to life onstage, remixed in a new musical mash-up extravaganza. Spectacular seats available!

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