Quick answer: The biggest events in Boca Raton and Delray Beach this season are the Boca Raton Holiday Tree Lighting at Mizner Park on Saturday, Nov. 21, and Delray Beach's 100-foot Christmas Tree Lighting at Old School Square on Tuesday, Dec. 1. Nov. 21 is the busiest day of the month, with the Delray Turkey Trot, the Boca Raton Wine & Food Festival, the Mizner Park tree lighting and the Billie Jean King Cup all on the same day.
Here's everything I'm putting on my calendar, day by day.
Sunday, November 1 (Today)
Coco Market Wellness Festival
9 a.m. to 3 p.m. | Delray Beach Amphitheatre at Old School Square | Free
A free monthly morning of wellness, local vendors and fitness classes in downtown Delray.
Friday, November 6
First Friday Art Walk
6 to 9 p.m. | Downtown Delray Beach galleries and studios
A self-guided evening stroll through Delray's art galleries and studios.
Saturday, November 7
Free Fun Saturday at the Boca Raton History Museum
10 a.m. to 4 p.m. | The Schmidt Boca Raton History Museum, 71 N. Federal Hwy. | Free
Free admission all day, with fall crafts and family activities. It happens the first Saturday of every month.
Art on the Square Fine Art Show (Day 1)
10 a.m. to 5 p.m. | Cornell Art Museum at Old School Square, Delray Beach
Browse original work from artists around Old School Square, then make an afternoon of Atlantic Avenue.
Delray Winter GreenMarket
9 a.m. to 2 p.m. | Old School Square, Delray Beach | Free
Delray's Saturday farmers market is back for the season. It runs every Saturday in November (Nov. 7, 14, 21 and 28), so grab coffee and fresh produce before your weekend plans.
Historic Walking Tour: A1A & Beach
10 a.m. to noon | Delray Beach Historical Society
A guided coastal walk along historic A1A with stories about Delray's past.
The Ladies of Simone
8 to 10 p.m. | Arts Garage, Delray Beach
An evening of Nina Simone classics performed live.
Sunday, November 8
Art on the Square Fine Art Show (Day 2)
10 a.m. to 4 p.m. | Cornell Art Museum at Old School Square, Delray Beach
Wednesday, November 11 (Veterans Day)
Red, White & Boca: A Veterans Day Celebration
4 to 7 p.m. | Mizner Park Amphitheater, 590 Plaza Real | Free
Boca Raton's free celebration honoring veterans and their families.
Veterans Day Ceremony
9 a.m. | Old School Square, Delray Beach
A morning ceremony in downtown Delray honoring local veterans.
Friday, November 13
Free Movies at the Square
6 p.m., gates open at 5 p.m. | Delray Beach Amphitheatre at Old School Square | Free
Bring a blanket for an outdoor movie in downtown Delray.
6 x 6 Art Extravaganza (Nov. 13 to 14)
5 to 9 p.m. | Delray Arts Gallery | Free
A free art show and sale in downtown Delray, a fun way to find a one-of-a-kind holiday gift.
Saturday, November 14
Warehouse Market
10 a.m. to 3 p.m. | Arts Warehouse, Delray Beach | Free
A free holiday market at the Arts Warehouse with local artists and makers.
Sunday, November 15
Delray Is Going To The Dogs
Noon to 4 p.m. | Old School Square, Delray Beach
A dog-friendly afternoon at Old School Square. Bring your pup.
Wednesday, November 18
Boca Paddle by CityPickle Opens
CityPickle Boca Raton, 50 W. Jeffery St., Boca Raton
A 100,000-square-foot racquet club with 19 pickleball courts, six padel courts, recovery spaces and a restaurant and bar. Pickleball and padel fans, this one's for you.
Rendering courtesy of Boca Paddle
Thursday, November 19 to Saturday, November 21
Southern Handcraft Society 33rd Annual Art & Craft Show
Thu. 10 a.m. to 7 p.m., Fri. 9 a.m. to 7 p.m., Sat. 9 a.m. to 2 p.m. | Old School Square, Delray Beach
Three days of handmade art and crafts, perfect for early holiday shopping.
Saturday, November 21
40th Annual Delray Beach Turkey Trot 5K
5K starts at 7:30 a.m., packet pickup at 6:30 a.m. | Anchor Park, 340 S. Ocean Blvd., Delray Beach
Registration required. Get your miles in by the ocean before the holiday week.
Billie Jean King Cup Playoff: USA vs. Hungary (Day 1)
Matches start at 1:30 p.m. | Delray Beach Tennis Center
Team USA hosts Hungary in international women's tennis.
Boca Raton Holiday Tree Lighting
6 to 10 p.m., tree lit at 7:30 p.m. | Mizner Park Amphitheater | Free
The City of Boca Raton officially kicks off the holiday season.
13th Annual Boca Raton Wine & Food Festival
General admission 7 to 10 p.m. (VIP from 6 p.m.) | Sanborn Square Park, 72 N. Federal Hwy. | Ticketed, 21+
Chefs, wine and live music in downtown Boca, just south of the tree lighting. Plan your parking: this is the busiest night of the month downtown.
Sunday, November 22
Billie Jean King Cup Playoff: USA vs. Hungary (Day 2)
Matches start at 1:30 p.m. | Delray Beach Tennis Center
Tuesday, November 24
Free Full Moon Yoga & Wellness Market
5 to 9 p.m. | Old School Square, Delray Beach | Free
Unwind before Thanksgiving with yoga under the full moon and a wellness market.
Saturday, November 28
Shop Small: Holiday Rewards Pass Kicks Off
Downtown Delray Beach | Nov. 28 to Dec. 31
Downtown Delray's holiday shop-small program starts on Small Business Saturday and runs through Dec. 31. The GreenMarket is also open that morning, 9 a.m. to 2 p.m.
Sunday, November 29
Museum Store Sunday: Sip & Shop
Noon to 4 p.m. | The Schmidt Boca Raton History Museum | Free, RSVP required
Holiday shopping with 15% off in the museum store, local pop-up brands and kids' crafts.
Tuesday, December 1
Delray Beach 100-Foot Christmas Tree Lighting & Yuletide Festival
6 to 9 p.m., tree lit at 7 p.m. | Old School Square, 51 N. Swinton Ave., Delray Beach | Free
Santa lights Delray's famous 100-foot tree. Atlantic Avenue closes to cars from Swinton Avenue to NE 5th Avenue for food, games, carolers and a silent disco, and Santa's Holiday Village opens with ice skating, a carousel and mini golf. The tree and village stay up through New Year's Day.
Where to Take Family When They Come to Town
Hosting for Thanksgiving? Here are my go-to plans for a slow morning, an easy afternoon, showing off the area, and the festive crew.
Quick Reference
Date | Event | Where |
|---|---|---|
Sun., Nov. 1 | Coco Market Wellness Festival | Delray Beach Amphitheatre |
Fri., Nov. 6 | First Friday Art Walk | Downtown Delray |
Sat., Nov. 7 | Free Fun Saturday | Boca Raton History Museum |
Sat.–Sun., Nov. 7–8 | Art on the Square | Old School Square, Delray |
Saturdays, Nov. 7–28 | Delray Winter GreenMarket | Old School Square, Delray |
Sat., Nov. 7 | Historic Walking Tour: A1A & Beach | Delray Beach Historical Society |
Sat., Nov. 7 | The Ladies of Simone | Arts Garage, Delray |
Wed., Nov. 11 | Red, White & Boca | Mizner Park Amphitheater |
Wed., Nov. 11 | Veterans Day Ceremony | Old School Square, Delray |
Fri., Nov. 13 | Free Movies at the Square | Delray Beach Amphitheatre |
Fri.–Sat., Nov. 13–14 | 6 x 6 Art Extravaganza | Delray Arts Gallery |
Sat., Nov. 14 | Warehouse Market | Arts Warehouse, Delray |
Sun., Nov. 15 | Delray Is Going To The Dogs | Old School Square, Delray |
Wed., Nov. 18 | Boca Paddle by CityPickle opens | 50 W. Jeffery St., Boca |
Thu.–Sat., Nov. 19–21 | Southern Handcraft Society Art & Craft Show | Old School Square, Delray |
Sat., Nov. 21 | Turkey Trot 5K | Anchor Park, Delray |
Sat., Nov. 21 | Boca Holiday Tree Lighting | Mizner Park Amphitheater |
Sat., Nov. 21 | Wine & Food Festival | Sanborn Square, Boca |
Sat.–Sun., Nov. 21–22 | Billie Jean King Cup | Delray Beach Tennis Center |
Tue., Nov. 24 | Full Moon Yoga & Wellness Market | Old School Square, Delray |
Sat., Nov. 28 | Shop Small: Holiday Rewards Pass begins | Downtown Delray |
Sun., Nov. 29 | Museum Store Sunday | Boca Raton History Museum |
Tue., Dec. 1 | Delray 100-Foot Tree Lighting | Old School Square, Delray |
My November Bucket List for Boca & Delray
Save this list and check off as many as you can this month.
Frequently Asked Questions
When is the Boca Raton tree lighting in 2026?
Saturday, Nov. 21, 2026, from 6 to 10 p.m. at the Mizner Park Amphitheater. The tree is lit at 7:30 p.m. It's free.
When is the Delray Beach Christmas tree lighting in 2026?
Tuesday, Dec. 1, 2026, from 6 to 9 p.m. at Old School Square. Santa lights the 100-foot tree at 7 p.m.
When is the Delray Beach Turkey Trot in 2026?
Saturday, Nov. 21, 2026, at Anchor Park. The 5K starts at 7:30 a.m.
For more December traditions, including the Boca holiday parade, see my guide to holiday events in Boca Raton and Delray Beach.
Thinking About Calling Boca or Delray Home?
If a weekend here has you wondering what it's like year-round, I'd love to show you around. Explore Boca Raton homes and Delray Beach real estate, or Call or text me at 561-888-3115.
Event details confirmed Oct. 31, 2026, from the City of Boca Raton, Downtown Delray Beach, the Boca Raton Historical Society, USTA and event organizers. Dates and times can change, so please confirm with each organizer before you go.
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