Shop Small at Downtown Delray Beach this Holiday Season!


Join in the spirit of this magical season with a celebration of holiday cheer!  Downtown Delray Beach is the perfect destination for Very Merry Mondays, live entertainment, and beautiful décor from twinkle lights and wreaths, to store windows and a 100 ft. lighted holiday tree.

Shop Small Saturday | November 28th
Support local and shop small on Saturday, November 28th. Get extra Amex rewards when you use your Amex card! 
For More information, click here
Delray Beach Ornament Giveaway | November 27-28th
Spend $200 at Downtown Delray businesses and receive an exclusive Delray Beach 2020 Holiday Ornament! Receipts must be from a downtown Delray Beach business with purchase made on Nov 27th or 28th.  Redeem ornaments on Nov. 28th - ornament giveaway locations: 
  • 325 E Atlantic Ave.
  • 1047 E Atlantic Ave.
*Receipts on food & beverage, transportation & parking, Green Market or accommodations not applicable. 
For more information, click here. 
Very Merry Mondays | November 30 - December 21
Head to Downtown Delray Beach on Mondays for some Holiday Cheer!  Throughout the holidays, every Monday from 4-7pm, Downtown Merchants and the DDA will celebrate the season in a different neighborhood. We welcome guests to bring a toy for the Delray Beach Toy Drive and in exchange will receive Secret Santa tickets for a chance to win some goodies to Downtown Delray.  We hope you stay awhile to get to know & shop local merchants while enjoying festive entertainment and treats!
Dates and locations:
Mondays from 4pm - 7pm
11/30 | East Atlantic Avenue Stroll (Swinton to 6th Avenue) 
12/7 | West Atlantic Stroll (I95 to Swinton)  
12/14 | Beachside Stroll (6th Avenue to A1A)
12/21 | Pineapple Grove Stroll (NE 2nd Avenue and North)
View all of the Very Merry Monday event information, click here.
Downtown Delray Beach Businesses: sign up here for Very Merry Mondays!
Festive Holiday Street Decor in Downtown Delray and the 100 ft. Christmas Tree | December 1 - January 1
Visit downtown Delray Beach to get in the spirit of the season from festive Holiday Decor & lighting to our 100 ft. Christmas Tree, the CHEER is HERE for the month of December! 
About the 100 ft. Christmas Tree:
One of the best trees in the USA - For 26 years, Delray residents and visitors alike have marveled at our Famous 100 Ft Christmas Tree. In 2016 it was named by Travel & Leisure the best Tree in the state of Florida, right up there with the trees at Rockefeller Center and the White House. Building the Tree is a month-long community event that brings together people of all ages and all walks of life. 
*This year the Tree interior will be closed due to COVID-19, however you can still visit and marvel at the light and joy this massive tree brings to the season! 
Downtown Holiday Window Decorating Contest | December 1 - December 24, 2020
Downtown Delray Beach is hosting a Holiday Décor Window Contest and businesses are creating festive displays in their windows and throughout their stores.  Stroll downtown from December 1 – December 20 and vote for your favorite merchant for the #peopleschoiceaward.  A panel of Judges will also vote on different categories.
Downtown Delray Beach businesses, sign up for the Holiday Window Decor Contest HERE
Take a Sneak Peak at some of the contest participants (more are being added daily):

Check back for more information regarding upcoming Holiday Festivities & Events in Downtown Delray Beach!

Looking for the perfect gift?  Check out our Downtown Delray Beach Gift guides to shop local treasures: 

*The photographs below are compliments of Carl Dawson, VMA Studios. 


CANCELLED - Holiday Boat Parade
Fri, 12/11/2020

As a precautionary measure to prevent the possible spread of COVID-19, the BBCRA has made the difficult decision to cancel the 49th Annual Boynton Beach & Delray Beach Holiday Boat Parade event, which was scheduled to take place on Friday December 11, 2020.

Letters From Santa
Wed, 11/11/2020 to Fri, 12/18/2020

The City of Delray Beach will deliver your letter directly to Santa Claus. From now until December 18, write a letter to Santa, drop it off* in the North Pole Mailbox located at the Community Center, Pompey Park, or Catherine Strong Park, and we will make sure Santa receives it!!

"Delray Memories" - 100 years of History
Mon, 11/16/2020 to Thu, 12/31/2020
9:00am - 7:00pm

The "Delray Memories" Exhibit is OPEN through December 31st, 2020. You can meander through our one-acre campus and gardens and enjoy this unique outdoor exhibit featuring over 1,000 fascinating and heartfelt images capturing 100 years of local history. It is FREE and open 7 days a week, 9 am - 7pm.

Ugly Sweaters in the Snow!
Sun, 11/29/2020
5:00pm - 7:00pm

On November 29th 5-7PM say hello to the official holiday season! Our snowmen will make it snow in Delray and whoever dons the ugliest sweater will win $25 and a bottle of cheer!
Email to book large groups, inquire about or to-go holiday egg nog and cocktail party packages

12 Days Of Christmas Sales
Tue, 12/01/2020 to Sat, 12/12/2020

From December 1st to December 12th don't miss out our "12 Days Of Christmas Sales"!!

Take 20% OFF listed items on designated day!

Christmas with The Nelsons
Sat, 12/05/2020

Join us for the 5th Annual Carols by Candlelight holiday concert featuring Matthew & Gunner Nelson of THE NELSONS!

Big Bad Voodoo Daddy: Wild and Swingin'
Fri, 12/11/2020

Get in the holiday spirit with Big Bad Voodoo Daddy's one-of-a-kind Wild and Swingin' Holiday Party!

2nd Annual Tacky Holiday Barre Class
Thu, 12/24/2020
8:30am - 12:00pm

Our 2nd annual Tacky Holiday Barre Class takes place during ALL morning classes Thursday December 24. Join in on the tacky fun both online and in person(livestream class at 9:45am only) Wear your favorite tacky holiday workout attire for a chance to win a VERY VERY MERRY Prize package!

Season's Celebrations at the Cornell
Fri, 11/27/2020 to Sun, 01/03/2021
12:00pm - 5:00pm

Step into a winter wonderland and experience immersive installations, see artwork by internationally known contemporary artists, and do some holiday shopping in our Museum Store!

Artists: Alex Beard, Michelle Drummond, Pati Maguire, Amanda Perna, Elaine Prather, Jonathan Rosen, Brenda Zapittell

Tuesday, December 1, 2020 to Friday, January 1, 2021
Downtown Delray Beach Delray Beach, FL