Things to Do in Delray Beach During the Holidays
Tori Easterling • November 21, 2025

I was out for the full moon...

Things to do in Delray Beach during the holidays”

Things to Do in Delray Beach During the Holidays... Your 2025 Ultimate Guide

The holiday season in Delray Beach, Florida feels like a warm, coastal hug... twinkling lights wrapped around palm trees... festive nights on Atlantic Avenue... family events at Old School Square... and celebrations that bring our entire community together. Whether you’re a long-time local, a snowbird, or visiting South Florida for the season, December in Delray Beach offers something magical for everyone.


Below is your complete guide to the best things to do in Delray Beach during the holidays... featuring signature traditions, cultural celebrations, markets, art, music, and more.


100 Ft Christmas Tree Lighting & Yuletide Street Fair
December 2... 6–9 PM... Old School Square

Kick off the season with Delray Beach’s most iconic holiday tradition... the 100 Ft Christmas Tree, now in its 32nd year. Expect festive performances, food trucks on Swinton Ave, more than 60 vendors along Atlantic Ave and Pineapple Grove, crafts, and a silent disco... all leading up to Santa and Mrs. Claus lighting the tree.

H2: Holiday Village at Old School Square

All month long, Old School Square transforms into a festive playground featuring...
• Holiday carousel
• Ice skating
• Mini golf
• Crafts and family activities


Delray Beach Holiday Parade... Festival of Lights
December 13... 6 PM... Atlantic Ave from the Intracoastal to NW 5th Ave

More than 70 floats, bands, dance teams, nonprofits, and community groups light up Atlantic Avenue in this beloved annual parade. Santa even rides in on a Delray Beach Fire Rescue truck... a favorite moment every year.


Grand Menorah Lighting & Chanukah Festival
December 14... 5 PM... Old School Square

Celebrate with Chabad of East Delray at this annual community gathering filled with live music, traditional treats, and the ceremonial menorah lighting.


More Holiday and Cultural Events Around Delray Beach

First Friday Art Walk
December 5... 6–9 PM... Downtown Delray


The Art of Laughter with Rich Aronovitch
December 5... 8–10 PM... Arts Garage


25th Annual Downtown Delray Beach Art Festival
December 6–7... 10 AM–5 PM... 401 E Atlantic Ave


GreenMarket
December 6, 8, 20, 27... 9 AM–2 PM... Old School Square Lawn


Holiday School Spectacular
December 6... 6–9 PM... Old School Square Lawn


Coco Market
December 7... 9 AM–3 PM... Old School Square Lawn


Heritage Lecture... Peace River
December 9... 6 PM... Creative Arts School


Twilight Tree Market
December 11... 5–9 PM... Old School Square Lawn


Sounds of The Set
December 11... 5:30–8:30 PM... Libby Wesley Plaza


Holiday Boat Parade
December 12... 6:30–9 PM... Intracoastal Waterway


Cocoa, Cookies & Crafts
December 18... 6–8 PM... Old School Square Lawn

A cozy... family-friendly evening filled with treats, crafts, and holiday fun.


Kwanzaa at the Spady Cultural Heritage Museum
December 26... 2–5 PM... Spady Museum

Celebrate culture, tradition, and community at one of Delray Beach’s most meaningful annual gatherings.


Marmoris Exhibit at the Arts Warehouse

Runs through January 24
A beautifully curated exhibit exploring memory, legacy, and artistic storytelling.


Education & Career Events in Delray Beach

Delray Beach School Choice & Workforce Showcase
December 1... 4–7 PM... Atlantic High School


Hospitality Career Fair
December 3... 10 AM–1 PM... Vintage Gym at Old School Square


Golf Course Renovation Public Meeting
December 10... 6–8 PM... Municipal Golf Course Clubhouse


Creative Arts School... New Classes + $5 Studio Days

From ceramics to culinary workshops to beginner-friendly Studio Days, the Creative Arts School at Old School Square offers hands-on holiday experiences for all ages.


Why December in Delray Beach Is So Special

Delray Beach blends small-town charm with coastal luxury. December brings out the best of our community... from holiday parades and art festivals to multicultural celebrations and family traditions. Whether you're strolling Atlantic Avenue, wandering through Pineapple Grove, or soaking in the lights at Old School Square... this city shines brighter during the holidays.


Thinking of Moving to Delray Beach?

As a Realtor, Broker, and local instructor who serves both South Florida and Metro Atlanta, I help buyers, sellers, relocators, and investors navigate the Delray Beach real estate market with clarity and confidence.


If you’re ready to...
• explore neighborhoods like Pineapple Grove, Tropic Isle, Lake Ida, or the Delray Beach Historic District
• understand local market trends
• buy or sell in South Florida
• or relocate from Atlanta to Palm Beach County


…I’m here to guide you every step of the way.


Let’s talk about your next move.

100 Ft Christmas Tree at Old School Square in Delray Beach Florida