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Downtown Events

Upcoming Events

E.g., Nov 21 2019

Exactus Free Friday Concerts @ Old School Square Pavilion

Fri, 10/04/2019 to Sat, 04/11/2020
On Fridays, enjoy a FREE concert at the Pavilion at Old School Square. With a variety of entertainment options throughout the...

Chris Evert Pro-Celebrity Tennis Classic

Fri, 11/22/2019 to Sun, 11/24/2019
Join Chrissie at the Delray Beach Tennis Center for two fun-filled days of great tennis action. Each year, well-known...

Downtown Delray Thanksgiving Day!

Thu, 11/28/2019
Please note the restaurants in Downtown Delray that will be either open or closed for the Thanksgiving Holiday: OPEN: CLOSED:

Beyond Basel at Cornell Art Museum

Wed, 12/04/2019
Artists, gallerists and art collectors from around the world will visit South Florida for art week, and we’re bringing the...

First Friday Art Walk

Fri, 12/06/2019
Are you a gallery/studio in Downtown Delray? Would you like to participate in our First Friday Art Walks each month from October—...

Delray Beach Winter Green Market

Sat, 10/26/2019 to Sat, 05/16/2020
The GreenMarket is a Saturday morning destination as an open air marketplace located at Old School Square Park on NE 2nd Avenue,...

33rd Annual Turkey Trot 5K

Sat, 11/23/2019
The City of Delray Beach is excited to host the 33rd Annual Turkey Trot 5K Run/Health Walk on November 23, 2019 at Anchor Park....

20th Annual Downtown Delray Beach Thanksgiving Weekend Art Festival

Sat, 11/30/2019 to Sun, 12/01/2019
This annual juried art festival of hand-crafted artwork including glass, photography, painting, mixed media, fiber, jewelry and...

3rd Annual Delray Beach Pickleball Classic

Thu, 12/05/2019 to Sun, 12/08/2019
Join the Delray Beach Pickleball Club for this fun event! Bring the family too. This ievent is FREE for all spectators! There...

Annual Boynton Beach & Delray Beach Holiday Boat Parade

Fri, 12/13/2019
The Boynton Beach Community Redevelopment Agency and the City of Delray Beach invite you to celebrate the holiday season Florida...

An Olde Fashioned Holiday

Thu, 11/21/2019 to Sat, 11/23/2019
The Southern Handcraft Society, Pineapple Grove Chapter, Delray Beach, will hold its 27th annual, juried art and craft show, An...

Delray Beach Surf Festival

Sun, 11/24/2019
The 7th Annual Delray Beach Surf Festival. Nov. 24, 2019, Surf, SUP and beach relay contest all ages adults, boys, and girls...

Small Business Saturday

Sat, 11/30/2019
Take the Pledge and #ShopSmall on Small Business Saturday in Downtown Delray Beach, Saturday, November 30th! Hundreds of unique...

100 Ft Christmas Tree & Holiday Festivities

Thu, 12/05/2019 to Wed, 01/01/2020
December 5th, 2019 – 100 ft Christmas Tree Lighting Ceremony -  5:30 p.m. to 9 p.m. Start the holiday season off in Delray Beach...


Tue, 12/31/2019
The concert celebrates the life and career of the disco Queen, Donna Summer, from the mouth of her very own sister and back-up...

Upcoming Downtown Events

Fashion Bowl 54

6:00pm - 10:00pm

Atlantic Avenue in front of The Colony Hotel, 525 E Atlantic Avenue, Delray Beach. Ticketed runway seating, entertainment, dance party,...

Old School Square Super Pep Rally

6:00pm - 10:30pm

Old School Square Park and Pavilion, 51 N. Swinton Avenue, Delray Beach. A FREE pep rally and concert pre-Super Bowl community event...

Amanda Johnson Studio

6:00pm - 9:00pm

All are welcome to my open studio! I will have my limited edition signed and numbered collectors book available. Each...

Magnus and Gordon Gallery

6:00pm - 9:00pm

Join us for wine, chocolate and to Welcome Amy Reshefsky Studio located at Magnus & Gordon Gallery.
Loads of new work. We look...

Holly Jolly First Friday Art Walk

6:00pm - 9:00pm

The First Friday Art Walk is a perfect way to experience an evening of art, education, and relaxation in our award-winning Arts Town....

Art Couture All-Stars

7:00pm - 10:00pm

Cornell Art Museum at Old School Square, 51 N. Swinton Avenue, Delray Beach. The Delray Beach local fashion designers present their...

Downtown Shop the Runway Blitz

10:00am - 3:00pm

Shop participating retailers within downtown Delray Beach - back by popular demand! Attendees will enjoy a welcome reception, Fashion...

Gallery at Studio 5

6:00pm - 9:00pm

!!! 20 percent off on all Artwork by John Spec !!!

Beautiful color combinations, texture and mixed media details . Truly a new...

Leclectic Collections

6:00pm - 9:00pm


Come on in and enjoy some wine & cheese while admiring some of the best artwork Atlantic Ave has to...

Carols by Candlelight


Young, local performers will open the festivities, followed by special guest performances and headlined by Gloria Gaynor! The event...

Halftime & High Heels Luncheon Fashion

11:30am - 2:30pm

CHE!!! Restaurant, 900 E Atlantic Avenue, Delray Beach
Luncheon, resort wear fashion show with over 70 looks, entertainment,...

Celebrate The Big Game 2020


Throughout Downtown Delray Beach
Celebrate Super Bowl 2020 Sunday throughout downtown Delray Beach with shopping, trunk shows,...

Wine House Social

6:00pm - 9:00pm

Champagne Tasting Expo

Join us Friday for some champagne and Popcorn!!

Annual Thanksgiving Weekend Art Festival

10:00am - 5:00pm

This annual juried art festival of hand-crafted artwork including glass, photography, painting, mixed media, fiber, jewelry and much...



This flotilla of brightly-decorated boats can be viewed from Veterans Park and Knowles Park and along the parade course that starts in...