November Events In Delray Beach | Things To Do In Delray

November Events in Delray Beach

When the cool weather rolls in, Delray Beach comes alive! Following a heat, only true locals could endure and another (thankfully) quiet hurricane season, it's time to get in the holiday spirit and live a little! From nights out to art exhibits, dog walks, and family fun, there's something for every Delray Beach homeowner or visitor. Here are some of the best events in Delray Beach this season.


  • When: Saturday's (Oct 23rd, 2022 - May 21, 2022) 9:00 AM - 2:00 PM
  • Where: Old School Square Park - 96 NE 2nd Avenue. Delray Beach, FL 33444

It's back! One of the best events in Delray Beach is here to usher in the winter on the heels of our newfangled cool weather. The winter market is a Saturday morning mainstay, with showcases from all over Broward and Palm Beach counties. Enjoy fresh, hot food, natural products, showcases, homemade goods, rare boutique treats and so much more - all while supporting your neighbors and local businesses. This one runs until the heat turns up too hot in May, but don't sleep on a Saturday at Old School Square. Make your plans today!

black and white photo of rubble and devastation during World War II

Delray Beach WWII Homefront 

  • When: Tuesday's-Saturday's (Oct. 18 - Dec. 31), 11:00 AM - 3:00 PM
  • Where: Cason Cottage, 3 NE 1st St. Delray Beach, FL 33444

This remarkable event showcases the days at home during the world-shattering events of World War II. From 1939-1945, the world was embroiled in its greatest conflict, with millions dead and atrocities abound. This exhibit is hosted by the always active Delray Beach Historical Society, featuring a listening room playing the inspirational the famous "Fireside Chats" by then-president Franklin Delano Roosevelt, and two movies on view. Learn the many unsung heroes, individual stories, and local events that played privy in the global effort to defeat evil and restore order to our world.

tropical plants backlit in night garden

Twilight In The Garden

  • When: Saturday, November 6th, 6:30 PM - 10:30 PM
  • Where: Delray Beach Historical Society - 3 NE 1st St. Delray Beach, FL 33444

Twilight in the Garden is another of the many special events put on by our treasured Delray Beach Historical Society. Held at the society's headquarters one block north of Atlantic Avenue, the food and cocktails served are inspired by our local flora and fauna, represented by some of the finest local restaurants. A night of dancing, live performances, and an auction await you while proceeds go towards the preservation of our unique local history.

First Friday Art Walk

  • When: Friday, November 5th, 6:00 PM - 9:00 PM
  • Where:  Atlantic Avenue. Delray Beach

The First Friday Art Walk is one of the best of its kind anywhere in South Florida and beyond. Taking full advantage of our vibrant art culture, with nearly a dozen galleries already signed on to participate. Art Walk showcases just that - our beautiful art community, with everything from Bohemian jewelry, fine impressionism, Florida-inspired, photography, 3D sculpture, and so much more. Within our "seaside village" sits a bevy of beautiful artistic hovels, ready to put their hard work and dedication to their craft on display for you!

dogs of different breeds frolicking and playing in dog park

1st Annual Pooches & Presents In The Park

  • When: Sunday, November 7th, 12:00 PM - 4:00 PM
  • Where: Old School Square Park - 96 NE 2nd Avenue. Delray Beach, FL 33444

2021 marks the first annual Pooches & Presents In The Park! This event will take place on the same wide grassy patch that hosts the aforementioned Delray Winter Green Market. Come to Old School Square Park on Sunday, November 7th for an absolute paradise for dog lovers. Everything from treat shopping, to fun activities for kids, adoption services, and a K9 display thanks to our very own Delray PD is in store for this family-friendly event!

tin roof bar

Happy History Hour 

  • When: Wednesday, November 10th, 2021 5:00 PM - 7:00 PM
  • Where: Tin Roof - 8 E. Atlantic Ave. Delray Beach, FL 33444

Another historical anniversary is to be celebrated at the tail end of 2021! The 50th Anniversary of the Delray DDA (Downtown Development Authority) will kick off at The Tin Roof, one of Atlantic Avenue's ubiquitous nightlife spots. Stop by the Tin Roof for drinks, food, networking, and an exhibition of Delray Beach's young but rich historical development. 

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