'Tis the Season illuminate your 2021 Holiday in Downtown Delray Beach!

From our beautiful street and window decor, the absolute best 100 ft. lighted holiday tree, festive and fun events,  and so much more to come!  Check back for updates!

Shop Small & Holiday Window Decor Contest
Shop Small all season long in Downtown Delray Beach - Use our 2021 Holiday Gift Guides to help you find something for everyone on your list!

November 30th | 6pm @ Old School Square Grounds & E. Atlantic Avenue Street Fest Event begun at 6pm with musical entertainment, holiday displays, carolers, and a visit from Santa to light the 100ft Tree! After a welcome introduction from Mayor Petrolia and City Manager Moore, Santa made his appearance and lit the tree.
December 4th & 5th @ NE 4th Avenue from 10am - 4pm (FREE to attned) - Please visit for more details.
December 10th @ Intracoastal Waterways - The parade starts, this year, at Ocean Avenue Bridge in Lantana traveling south to the C15 canal in Delray Beach. Please click HERE for more details.
December 11th @ Atlantic Avenue - beginning at 6pm from Atlantic Ave bridge to NW 5th Avenue.  Plenty of room to watch the parade along Atlantic Avenue - over 20 blocks.  
If you wish to participate please fill in this FORM and send it (no later than December 2) to the Parks & Recreation Department, Danielle Beardsley, at
December 18th @ Anchor Park - Registration NOW OPEN!! - Please visit here for more Jingle Bell Jog details
For a complete listing of events and details please visit
DONATE TO End Homelessness Initiative
The DDA is a part of the Delray Beach Initiative to End Homelessness and want to offer a way to help the homeless this holiday and busy season. You can give back this season, buy donating the following to the homeless:  Men’s jeans (size 30 to 42), Men’s & women’s sweatpants, hoodies, long sleeve shirts (all sizes), Men’s & women’s shorts & shirts (all sizes)
Learn more about the Delray Beach Initiative to End Homelessness
Connect with them through their Facebook 

OTHER WAYS TO HELP: AVDA (Aid to Victims of Domestic Abuse) asked for Walmart or Target gift cards to distribute to their teens whose families are homeless.  

Drop off toys at the following ocations: 
DDA office | 350 SE 1st St. 
Johnny Browns


Holiday Village| Santa visits
Tue, 11/30/2021 to Sat, 01/01/2022

Tickets for Holiday Village activities may be purchased at the Gingerbread Ticket House.

Holiday Carousel :$3 per ride

Ice Skating:
$3 Ice skating (includes skate rental)
$3 Socks (required for skating)

Photos with Santa: $12 take-a-way photo

Visits to the Tree: TBD

Winterfest at Delray Beach Market
Wed, 12/01/2021 to Fri, 12/31/2021

In December come to the Market for great fun activities:
*Market Toy Drive
*Elf On a Shelf
*Princess Party
*Build a Bear Market
*Santa At The Market
*Family Feud
*Pots & Tots
*Gingerbread House Decorating
*Cook & Mix

Miracle Pop Up Bar @ Death Or Glory
Thu, 11/04/2021 to Fri, 12/31/2021

Miracle in Delray Beach is officially open!

We have all your favorite holiday cocktails from the egg nog to the Santa-Rex!!

Our home is completely decked out in tinsel, ornaments, Christmas trees, and Hanukkah areas!

Holiday Movie for the whole family!
Fri, 12/03/2021

Double-feature for the whole family: “Charlie Brown Christmas,” followed by “A Christmas Story.”

Bring a picnic dinner. Bar with beer, wine, popcorn, hot chocolate available.

Free! Reservations required.

First Friday Art Walk
Fri, 12/03/2021
6:00pm - 9:00pm

First Friday Art Walk is a night for strolling and discovering the vibrant art scene in Downtown Delray Beach through a self-guided tour of our Art Galleries & Studios.

If you are out and about, join us in downtown Delray Beach on December 3rd from 6 pm - 9pm to view special exhibits.

Movie Night at the Tree
Fri, 12/03/2021 to Fri, 12/10/2021

Bring your lawn chairs and blankets and join us for a free movie under the tree. Delray Beach Police Dep. will have the party trailer for free popcorn and sno-cones.

Dec. 3 - "Elf" - 6:30pm
Dec. 10 -" The Santa Clause" - 6:30pm

Old School Square Pavilion
51 N Swinton Ave

Holiday Festival
Sat, 12/04/2021

Shop with the vendors on December 4 for all of your Christmas and Holiday gifts!!
FREE entry


21st Annual Downtown Delray Art Festival
Sat, 12/04/2021 to Sun, 12/05/2021
10:00am - 5:00pm

This annual juried art festival of hand-crafted artwork including glass, photography, painting, mixed media, fiber, jewelry and much more, hosts hundreds of artists exhibiting and selling their work in an outdoor gallery.

Come browse original arts and fine crafts from over 100 exhibitors!

Cocoa, Cookies, and Crafts
Fri, 12/17/2021
6:00pm - 8:00pm

Join us for free hot cocoa, cookies and craft making under the 100 Ft. Christmas Tree.

Art & Jazz on the Ave
Wed, 12/22/2021
6:00pm - 9:00pm

Back by popular demand the DDA, in partnership with the DMBA, relaunched Art & Jazz on the Avenue.
Stroll the neighborhoods in a closed street style format, experience live music, art, culture, and special promotions by retailers and merchants.

Friday, November 5, 2021 to Friday, December 31, 2021
Downtown Delray Beach Delray Beach, FL