Valentine’s Day 2025: New York City Entertainment Guide

All performances occur on Friday, February 14th.

 Renée Fleming and Jean-Yves Thibaudet | Wu Tsai Theater at David Geffen Hall, 10 Lincoln Center Plaza

7:30 PM

Spend Valentine’s Day with one of the world’s most admired sopranos and one of today’s most acclaimed pianists. Renée Fleming and Jean-Yves Thibaudet have been collaborating for more than two decades in what Gramophone magazine calls “a powerhouse partnership in a nocturnal embrace.” These two artists will reunite on the NY Phil’s Artist Spotlight series for a one-night-only event, featuring songs by Fauré, Messiaen, Hahn, Richard Strauss, and Alan Fletcher.

Dianne Reeves: With Love | Frederick P. Rose Hall, Broadway at 60th Street

7:30 PM

For her 11th annual Valentine’s Day engagement, NEA Jazz Master Dianne Reeves returns to Rose Theater with an all-star band to celebrate that mysterious force called love. A true master, Reeves delivers mystical mystifying sets that showcase her striking stylistic range, clarity of tone, and heartfelt storytelling. Featuring cherished standards and surprise repertoire from a five-time Grammy Award-winning singer, Dianne Reeves: With Love showcases songs of rapture and anguish, of romance and heartbreak. Experience an evening of enchantment for old friends, new lovers, families, and solo revelers.

Martha Wash | Joe’s Pub, 425 Lafayette Street

7:00 PM

Join the legendary Martha Washplatinum-selling, two-time Grammy nominee, at Joe’s Pub for an unforgettable evening as she debuts her powerful album Love & Conflict on Valentine’s Day 2025. Known for her soul-stirring vocals and iconic hits like “It’s Raining Men” and “Gonna Make You Sweat (Everybody Dance Now),” Martha delivers a fresh sound with this new collection, blending emotional ballads, thought-provoking lyrics, and infectious grooves. Celebrate love, heartbreak, and everything in between with one of music’s most celebrated voices on the most romantic night of the year. Don’t miss this special performance that promises to be intimate, electrifying, and full of surprises! 

Jinkx Monsoon | Carnegie Hall’s Perelman Stage, 57th Street and Seventh Avenue

8:00 PM

Experience the Carnegie Hall debut of award-winning actress and vocalist Jinkx Monsoon, who broke box office records in Broadway’s Chicago and made history as the first and only drag artist to win RuPaul’s Drag Race twice. Monsoon is an extraordinary entertainer with an irresistible presence and wicked-but-welcoming sense of humor, as shown throughout her decade-long career across theater, film, and television. She is joined by a first-rate band in original songs and inspired covers that range from cabaret, blues, show tunes, and torch songs to high-energy rock and pop.

Melissa Errico: I Can Dream, Can't I? | Birdland, 315 West 44th Street

9:30 PM

Classic Songs for Valentine’s Day. Melissa Errico’s new Valentine residency 2025 is a collection of standards that are not standard. Though many of the songs are familiar, even classics, they become intimate conversations and private reflections on romance & desire. Accompanied by a jazz trio led by jazz pianist Andy Ezrin, Melissa returns to Birdland for her third annual Valentine’s residency, ready to whisper & swing her romantic secrets and illusions. Songs by Jerome Kern, Cole Porter, Duke Ellington, Irving Berlin, Joni Mitchell, David Shire & Adam Gopnik, Dave Frishberg, Patricia Barber, Scott Frankel & more. In her most introspective, secretive, & sensual show yet, titles move from “Lost in His Arms” and “Why Did I Choose You?” — to “But, Beautiful”, and the sweetly erotic – “Dancing On the Ceiling.”

Catherine Russell | Birdland, 315 West 44th Street

8:30 & 10:30 PM

Vocalist Catherine Russell is a native New Yorker, born into musical royalty. Her father, the late Luis Russell, was a legendary pianist / composer / bandleader, and Louis Armstrong's long-time musical director. Her mother, the late Carline Ray, was a pioneering vocalist / guitarist / bassist who performed with International Sweethearts of Rhythm, Mary Lou Williams, and Sy Oliver. Catherine’s professional life began early. After graduating with honors from the American Academy of Dramatic Arts, she toured and recorded with Carrie Smith, Steely Dan, David Bowie, Cyndi Lauper, Paul Simon, Jackson Browne, Michael Feinstein, Levon Helm, Toshi Reagon and Rosanne Cash, among others, appearing on over 200 albums.

A Broadway Valentine’s Day! | 54 Below, 254 W 54th Street

7:00 & 9:30 PM

Romance is in the air, and you know what that means. Valentine’s Day is here once again, so come celebrate with us at 54 Below! Join some of your favorite Broadway lovebirds for an evening of heartfelt and hilarious stories coupled with some of Broadway’s greatest love songs. Whether you’re dating, married, or simply a hopeless romantic, come be our Valentine for a date night affair you won’t forget! Featuring: Maria Briggs (The Music ManSpamalot), Kevin Shiu (The King and I), Madge Dietrich (Kinky Boots), Christine Dwyer (WickedWaitress), Matt DeAngelis (WaitressHair), Adam Hyndman (Hadestown, Disney’s Aladdin) and more!

Filthy Gorgeous Burlesque Valentine’s Spectacular | Le Poisson Rouge, 158 Bleecker Street 

8:00 PM

Join Host The Great Wilfredo and a bevy of burlesque beauties, Friday, February 14th at Le Poisson Rouge for the Filthy Gorgeous Burlesque Valentine’s Day Spectacular! With performances by The Maine Attraction, Jack Barrow, Poison Ivory, Tiger Bay, Miscellaneous Domtop, Rara Darlin, Artina Darkly and Eddie Lockwood. Featuring The GoGo Bandits plus DJ Momotaro, Lily Lavalocks, Bon Temptress and more!

Broadway's Phantom of the Opera Davis Gaines | Green Room 42, 570 Tenth Avenue

7:00 PM

Davis Gaines makes his The Green Room 42 debut with “Love is in the Air” a romantic evening of love songs... just in time for Valentine's Day! The charismatic and powerful performer will captivate you with an evening of timeless popular standards and classic Broadway favorites. Don’t miss this opportunity to see and hear Davis in a rare New York appearance. Join us for an unforgettable evening as Davis brings his beautiful voice and effortless charm to the stage, accompanied by John Olearchick, at the piano.

Shades Of Love | Chelsea Table & Stage, 152 West 26th Street

7:00 PM

The ebbs and flows and highs and lows of life and love. Join Award-Winning songstress Marieann Meringolo at Chelsea Table + Stage for a special Valentine’s Day edition of her heart-awakening show “Shades of Love” as she takes you on a journey through the ebbs and flows and highs and lows of life and love. Presenting fresh interpretations of songs written by Joni Mitchell, Janis Ian, Billy Joel, Marsha Malamet, Neil Sedaka, Christina Perri and more!

Valentine's Weekend with La Tanya Hall | The Django Jazz Club, 2 6th Avenue

7:30 & 9:00 PM

Vocalist La Tanya Hall’s versatility in a variety of musical genres has allowed her to travel the world and work with some of the world’s most celebrated artists, including Steely Dan, Seal, Diana Ross, Bobby McFerrin, Michael McDonald, Quincy Jones, Rob Thomas, Michael Feinstein, Patti Labelle, Harry Belafonte, Steve Tyrell and Aretha Franklin. She has also appeared as a solo artist in her own right with the American Composers Orchestra, The Denver Symphony, and the St. Louis Symphony and at jazz clubs around the world. Her new record, Say Yes (Blue Canoe Records) debuted in November of 2020 and has garnered rave reviews, including being named one of the top ten vocal jazz albums for 2020.

Valentine's Weekend with Allan Harris | The Django Jazz Club, 2 6th Avenue

10:30 PM & 12:00 AM

Aptly described by the Miami Herald as an artist blessed with "the warmth of Tony Bennett, the bite and rhythmic sense of Sinatra, and the sly elegance of Nat 'King' Cole," Allan Harris is a Brooklyn-born, Harlem-based vocalist, guitarist, songwriter, and band leader. With an impressive discography boasting fourteen recordings as a leader, Harris has established himself as one of the jazz world's most acclaimed vocalists, possessing a potent combination of dynamic vocal abilities, impeccable phrasing, and powerful emotional resonance.

Bobby Harden with Off Da Hook | Arthur’s Tavern, 57 Grove Street

10:00 PM

Bobby Harden, New York City’s acclaimed soul singing sensation, thrills audiences globally as lead singer with the Original Blues Brothers Band, which features the legendary musicians Steve Cropper and ‘Blue Lou’ Marini. Bobby Harden is a classic example of a true “Soul Man.” Bobby has performed at President Obama’s inauguration party and regularly plays with his Soul Purpose Band at City Winery, City Vineyard, The Falcon and Minton’s Playhouse. He headlined at BB King’s Club in NYC with his Soul Purpose Band, the venue where he himself was inducted into the NY Blues Hall of Fame in 2013.

Benjamin Ingrosso: Pink Velvet Theatre Tour | Brooklyn Paramount, 385 Flatbush Avenue

8:00 PM

Following the release of his critically-acclaimed album Pink Velvet Theatre and a 200k sold-out European tour, Swedish pop phenomenon and multi-billion-streamed artist Benjamin Ingrosso has announced his Pink Velvet Theatre North American Tour produced by Live Nation. The exclusive dates kick off February 7, 2025 in Chicago, IL, and will see Benjamin bring his captivating, larger-than-life live show to major North American cities for the first time, including Toronto, Boston, New York City, Philadelphia, Washington D.C., and Los Angeles.

Deray Davis: Apologies In Advance | The Town Hall, 123 West 43rd Street

8:00 PM

Born And Raised In Chicago Illinois, Deray Has Transformed His Rough Upbringing, Street-Mentality And Status As A Working Actor Into A Live Tour That Stays Fresh And Ever Changing. List Of Credits Include Yet Not Limited To: Netflix Comedy Special How To Act Black. Host Of Vh1’S Hip Hop Squares, Notoriously Recurring Role In Fx’s Snowfall. Stared In All Eyez On Me And Grow House Alongside Snoop Dogg And Lil Duval, Barbershop & Barbershop The Next Cut.

Nouvelle Vague | Racket NYC, 431 West 16th Street

8:00 PM

Bossa Nova = Nouvelle Vague = New Wave. This transliteration was the starting point for Marc Collin and Olivier Libaux’s unique project, which, by appropriating the punk and post-punk cannon and running it through the Bossa Nova filter, reinvented the cover band genre, revealing new and brilliant talents along the way: Camille, Phoebe Killdeer, Nadeah, Mélanie Pain, and Liset Alea. The group’s first two albums, Nouvelle Vague (2004) and Bande A Part (2006) defined their unique sound with Bossa versions of New Wave Classics. Their third album NV3 (2009) featured collaborations with Depeche Mode's Martin Gore, Ian McCullouch from Echo and the Bunnymen, Terry Hall from The Specials, Barry Adamson, The Saints & Minimal Compact. Now having sold over a million records since 2004 Nouvelle Vague are back with their fifth album I Could Be Happy, which will be released in September 2016. The full band are back to celebrate the release around the main group members of Marc Collin, Olivier Libaux, Mélanie Pain, Elodie Frégé and Liset Alea.