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As autumn sweeps over the city, New York transforms into a vibrant playground of cultural celebrations, culinary delights, and captivating experiences. From October to December 2023, the Big Apple comes alive with a rich tapestry of events that cater to every taste and interest. 

Whether you’re a culture enthusiast, a foodie, or a seeker of holiday magic, this guide is your key to unlocking the best events and experiences in the city that never sleeps. Join us on a journey through the season, from Oktoberfest celebrations to enchanting winter wonderlands, and discover the magic of New York during this special time of year.

The Prohibition Party at Gatsby Mansion

6 & 7 October

Step into the Roaring Twenties at the Gatsby Mansion! VIP Admission guarantees an opulent evening with private seating, dedicated service, and exclusive artist interactions. Experience a captivating fusion of modern music and vintage glam, complemented by cirque, burlesque, magic, and more. Sip on Prohibition-era cocktails at the lively bar and dance the night away in true Gatsby style. 

Oktoberfest NYC 2023

Every day until 29 October

Immerse yourself in the spirit of Munich right in the heart of New York. Savour authentic German beer, devour brats and gigantic pretzels and soak in the Oktoberfest vibes. The 3,500 square foot venue at Watermark – Pier 15 offers stunning views of the Brooklyn and Williamsburg bridges and the Brooklyn skyline.

Queen and Adam Lambert

12 & 13 October

American Idol sensation Adam Lambert joins forces with legendary rock band Queen for the Rhapsody Tour 2023. Lambert’s powerful vocals have been rocking stages with Queen since 2011, making hits like ‘I Want to Break Free’ and ‘Killer Queen’ come alive. Don’t miss this chance to witness iconic classics live!

Metropolitan Opera: La Boheme New York

10, 13, 17, 21, 25 & 28 October

Experience Puccini’s timeless tragedy at the Metropolitan Opera in New York’s Lincoln Center. Watch the poignant love story of Mimi and Rodolfo unfold with three dynamic duos. Sopranos Federica Lombardi, Anita Hartig, and Elena Stikhina portray Mimi, while tenors Matthew Polenzani, Stephen Costello, and Joseph Calleja embody Rodolfo. 

New York Knicks vs. Boston Celtics

25 October

Don’t miss the epic showdown as the New York Knicks take on the Boston Celtics at Madison Square Garden, located in the heart of Manhattan. Warm up your winter with some thrilling indoor basketball action. This historic rivalry, dating back to 1946, promises intense competition. Watch stars like Julius Randle and Jayson Tatum face off!

Halloween Party at 230 Fifth

31 October

Get ready for a Ghoul’s Night Out! Join the devilish festivities at 230 Fifth Avenue’s Halloween Party! At NYC’s iconic rooftop venue, “Devil’s Heaven” awaits with stunning views and a lively crowd. Don your best costume and revel in a night of spooktacular fun. 

P!NK Trustfall Tour

4 & 5 November

For two nights only, P!NK brings her Trustfall Tour to Madison Square Garden alongside special guests Grouplove and KidCutUp. Experience the magic of her latest album, Trustfall (2023), including emotional tracks like “When I Get There” and a litany of iconic hits from her extensive back catalogue.

UFC 295

11 November

Hosted at the illustrious Madison Square Garden, UFC 295 marks the seventh visit for the mixed martial arts sport in New York City. The headline event features current heavyweight champion Jon Jones, defending his title against former two-time champion Stipe Miocic—a night of epic battles you won’t want to miss!

Radio City Christmas Spectacular 

17 November to 01 January

Experience the season’s magic at Radio City Music Hall with The Christmas Spectacular, starring the Radio City Rockettes. This beloved holiday show, a tradition since 1933, brings together over 140 performers, original music, and the world-famous Rockettes. Enjoy 90 minutes of festive singing, dancing, and humour – a quintessential New York Christmas experience!

Macy’s Thanksgiving Day Parade

23 November

Don’t miss the iconic Macy’s Thanksgiving Day Parade, a cherished NYC tradition since 1924. Join the excitement as giant balloons, dazzling floats, and performances fill the Manhattan streets. The event, staffed by dedicated volunteers, concludes at Macy’s Herald Square and is a true celebration of community and holiday spirit!

The Nutcracker New York City Ballet

24 November to 31 December 

Experience the enchantment of The Nutcracker New York City Ballet production, the gold standard in Nutcracker performances. With George Balanchine’s iconic choreography, top-notch production values, and a world-class ballet cast, it’s a must-see tradition. Join ballet enthusiasts and newcomers alike at the David H. Koch Theater for a dose of Christmas magic.

Rockefeller Centre Christmas Tree Lighting Ceremony and Gala Dinner

29 November

An iconic celebration broadcast live to millions of American homes that almost certainly guarantees a performance from a celebrity singer. The tree sparkles with 50,000+ LED lights in a spectacular ceremony. Elevate your experience with a gala dinner for the best views of this magical event.

The Jonas Brothers: Five Albums, One Night

6 & 7 December

Prepare for the Jonas Brothers’ epic Five Albums, One Night Tour at the Prudential Center in Newark! Nick, Joe, and Kevin Jonas, this iconic trio, has sold over 20 million albums and boasts a string of hits. With chart-toppers like “Sucker” and the recent release of “The Album,” their star power continues to rise. 

Christmas Spirit Cruise

Everyday in December (except 25th)

Experience New York’s holiday magic from the water on a festive cruise. Sail aboard an elegantly decorated yacht, savouring Christmas cookies and spiked hot cocoa. Admire iconic landmarks such as the Statue of Liberty and the Manhattan skyline as you listen to live jazz or sing along to festive carols. This magical experience offers a delightful escape with picturesque views and onboard entertainment.

Cirque Du Soleil: Twas the Night Before

Various dates between 7-28 December

Experience the enchantment of the holiday season with Cirque du Soleil’s ‘Twas the Night Before… at Madison Square Garden. Inspired by a beloved classic, this festive show follows a young girl’s journey to rediscover the magic of the holidays. With thrilling acrobatics, lovable characters, and reimagined holiday classics, it’s a heartwarming experience for families. This show, directed by Cirque du Soleil Senior Artistic Director James Hadley, brings holiday cheer to life.

Andrea Bocelli Holiday Tour

13 & 14 December

Experience the magic of Andrea Bocelli’s Holiday Tour 2023 at Madison Square Garden, featuring special guest Zucchero. Bocelli, a renowned tenor with a voice often likened to that of a divine presence, has captivated audiences worldwide for over three decades. From romantic operas to pop duets, his versatility is unmatched. 

Aerosmith: PEACE OUT The Farewell Tour

28 December

Experience the grand finale of Aerosmith’s legendary career at the Prudential Center in Newark, joined by special guests, The Black Crowes. With over three decades of rock stardom, Aerosmith’s raw guitars and fierce vocals have shaped rock history. From ’70s classics like “Dream On” and “Walk This Way” to ’90s hits like “Cryin'” and “I Don’t Want to Miss a Thing,” this tour is a final bow to an iconic era.

New Year’s Eve Celebrations

31 December

Ring in the New Year in the city that never sleeps at Times Square, which hosts the grandest celebration with live music, the famous ball drop, and a spectacular midnight fireworks show. The Big Apple adds even more dazzle with fireworks near the Statue of Liberty. For an unforgettable experience, hop on a luxurious cruise offering fine dining, champagne, and front-row seats to this iconic display against the backdrop of Lady Liberty. 

As the vibrant foliage of autumn gives way to the sparkling lights of the holiday season, New York City becomes a playground of culture and excitement. From Oktoberfest revelry to heartwarming holiday shows, this guide is your passport to the city’s most enchanting events in the final quarter of 2023. Embrace the magic of the Big Apple during this special time of year and create memories that will last a lifetime.

Contact your Personal Assistant or our award-winning lifestyle team for customised itineraries for any of these attractions. 

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