Illustration of two small figures in winter hats and scarves with snowmen near red market stalls and a decorated tree in snow (Annual Holiday Concert & Bazaar)

Annual Holiday Concert & Bazaar

Held across the historic porch and street, this celebration features an artisan market offering handcrafted jewelry, clothing, textiles, home décor, confections, and stationery alongside food and festive drinks. Guests can enjoy performances by local choirs, bands, and ukulele players, as well as vote on student-decorated holiday trees lining the porch. After dark, animated holiday projections set to music light up the face of the historic Custom House building.

Details Official site

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Plan Your Visit

When

Tickets

Free admission.

Hours

5:00pm - 8:00pm.

Ages

All Ages

Food & Drink

Food and festive libations are available, with plenty offered at the event.

Accessibility

The museum facility is ADA compliant.

Going?

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 ⚪ (4/5)

Best For

Families and shoppers who enjoy local music

Vibe

Festive and community-focused

Energy Level

Moderate

Photo Friendly

High

Weather Sensitivity

High

Tips & Advice

  • Admission is free and open to the public, so no ticket purchase is needed to enjoy this community celebration.
  • Dress for an outdoor evening and wear comfortable shoes, since the celebration takes place across the historic porch and street.
  • Stay into the evening to see the holiday projection show illuminate the Custom House facade, designed by Conch 5 Studios.
  • Look for the returning Festival of Trees and vote for a favorite student-decorated tree on the porch.
  • Make room in your visit for food and festive libations; the event description says plenty will be available.

Special Events & Promotions

  • Festival of Trees returns: vote for your favorite student-decorated tree to support the winning classroom.

Links & Contact

Run by Key West Art & Historical Society

Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their website.

Frequently Asked Questions

What can I shop for at the bazaar?

Artisan vendors sell handcrafted jewelry, clothing, textiles, home décor, confections and stationery. Food and drink vendors are set up around the property.

Who performs?

Live holiday music comes from the Music Room, HOB Chorale Group, House of Pan, Coppa and the End of (Holiday) Road Ukulele Gang. Southernmost Shimmies and Christine & Larry Smith & Friends Band also play.

What is the light show?

After dark, students from Key West High School's Conch 5 Studios project an animated show set to music on the front of the Custom House. It runs throughout the evening.

What is the Festival of Trees?

Holiday trees decorated by local students and sponsored by Key West businesses line the museum's porch. You can vote for your favorite, and proceeds support the winning classroom and KWAHS educational programs. Afterward the trees go to families in need.

How can I sell at the bazaar?

The vendor application opens in October 2026. Porch vendors bring their own 6-foot banquet table and displays. Street-level vendors get a 10x10 space and bring their own setup.

Browse Christmas in Key West

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.

Contributors & Updates

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