Kentucky Derby Day Party Boston's Most Stylish Spring Affair, Saturday 5/2

Urban Professionals Collective presents

Boston’s Most Stylish Spring Affair – The Kentucky Derby Day Party

Saturday, May 2nd, 2026 | Mixx 360, Malden, MA | 3 PM – 8 PM

Step out in style & get ready to turn heads at Boston’s premier spring celebration

Professional Photographers

Rock your flyest Derby fit, bold looks, bright colors, next-level hats, Prizes await for Best Dressed and Best Hats, so don’t hold back!

The Kentucky Derby Day Party is the official sister event to the New England Black Tie Winter Gala, so if you missed the magic in December, this is your chance to step back into the spotlight and kick off the season in unforgettable style. We’re bringing the excitement of Churchill Downs to Greater Boston with a fusion of Southern charm and city swag, produced by a collaborative of leading urban professional organizations across Greater Boston.

Come to stand out, come red carpet ready, profesional photographers will be in the building

Featuring:

* Live Band

* National DJ's

* Outdoor Cigar Lounge & on-site Photographers – for those

* Best Dressed & Best Hat prizes – so come to make a statement

* Big-Screen Race Viewing – Catch the action in real-time

* Outdoor Cigar Lounge & on-site Photographers – for those

We’re bringing the perfect blend of class, soul, and vibes to your Derby Day experience with a lineup guaranteed to set the tone:

Mike Rollins & Friends – A master on the sax, Mike brings smooth, soulful melodies that elevate the vibe and capture the essence of grown & sophisticated. His live performance is the soundtrack of spring elegance.

This is Derby Day done the Urban Elevation way, style, sound, and pure soul from start to finish. Come dressed to impress and ready to vibe. This isn’t just a party, it’s a Derby Day celebration of culture, fashion, and community.

Know what’s Happening Next — before everyone else does.

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Host or Publisher Stephen Anglin, Nina Williams, Mayor Thomas