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Santa Skivvies 2025: Holiday Underwear Run Through the Castro (SF)

Sunday, December 7, 2025 - 10:00 am to 1:00 pm | Cost: FREE*
*Free to watch, but register for the run and supports the San Francisco AIDS Foundation.

The Lookout | 3600 16th St., San Francisco, CA

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Sleigh, boots! Get ready for Christmas chaos in the Castro at Santa Skivvies Run.

Santa Skivvies Run is where hundreds of scantily clad Santas take over the Castro for a mad dash to raise funds for San Francisco AIDS Foundation. Whether this is your annual tradition or your very first time, this is a very silly, very San Francisco way to bring in the holidays.

On the day of the event, make sure to come early to check out Santa’s Village. Then stay after the course for the award ceremony, skivvies runway, and drag show. We’ll provide changing booths, clothing checks, glam stations, and plenty of selfie ops. There is no better way to kick off the holiday season than by dropping trout, raising funds, and fighting for health justice!

Santa Skivvies 2025: Holiday Underwear Run
Sunday, December 7, 2025 | 10a – 1p
Lookout, 3600 16th Street, SF
FREE to watch; Register to run (Santa Skivvies Run is a fundraiser for San Francisco AIDS Foundation, so we do encourage you to fundraise to the best of your abilities, but it is not required)

Schedule:

  • 11 AM – 11:45 AM Registration/Check-in
  • 12 PM – 12:30 PM Run through the Castro
  • 12:30 PM – 1:00 PM Santa’s drag show and award ceremony
  • 1:00 PM – 5:00 PM After party at Lookout and Castro Art Mart

The first 25 people who register using the promo code FUNCHEAPSF will receive free registration!

Participants usually raise $125 or more (includes registration fee) to support life-saving HIV services.

Santa Skivvies Run

Disclaimer: Please double check event information with the event organizer as events can be canceled, details can change after they are added to our calendar, and errors do occur.


Cost: FREE*
*Free to watch, but register for the run and supports the San Francisco AIDS Foundation.
Categories: **Annual Event**, *Top Pick*, Charity & Volunteering, Fun & Games, Holiday Festivities, In Person, San Francisco, Sponsored, Sports & Wellness
Address: 3600 16th St., San Francisco, CA

Sunday, December 7, 2025

9:00 am   Outer Sunset Farmers Market & Mercantile  FREE
All Day   Bank of America’s “Museums On Us” Free Museum Weekend (2025)  FREE*
*Free for Bank of America or Merrill Lynch Card Holders. Some venues may be closed on certain days; please confirm directly with participating museums.
10:00 am   Richmond Art Center’s Holiday Arts Festival 2025  FREE
10:00 am   53rd San Francisco Fungus Fair: Celebration of Wild Mushrooms (2025)  $23.18*
*Senior and student discount, kids under 5 free. Volunteer opportunities
10:00 am   SF’s 41st Annual Great Dickens Christmas Fair (Nov. 22-Dec. 21)  $45*
*General Admission is $45; special discounts available
10:00 am   “Manny’s Neighborhood Trash Cleanup” w/ $1 Beer & Free Yoga Classes, Free Fries (SF)  FREE*
*Sign up on this TogetherSF Mobilize page: https://www.mobilize.us/togethersf/event/444979/
10:00 am   Asian Art Museum: Free Admission Day (Every First Sunday)  FREE*
*Special exhibitions may require separate admission surcharge
10:00 am   SF’s Hawaiian Holiday Art Craft Fair (2025)  FREE*
*Free AdmissioN - will be a day to shop for unique Hawaiian arts & crafts, to experience delightful Hawaiian music and hula, classes and sharings, and to enjoy delicious food (for purchase)
11:00 am   San Leandro Historical Railway Society: Free Model Train Show + Porch Sale (Dec. 6-7)  FREE*
*Donations Appreciated! Go to: https://www.zeffy.com/en-US/donation-form/san-leandro-historical-railway-society
11:00 am   The Box SF Artists & Makers Fair (Dec. 6-7)  FREE*
*TICKETS NOT REQUIRED
11:00 am   SF’s Sunset Holiday Mercantile 2025  FREE
11:00 am   “Castro Art Mart” Mini Block Party on Noe St. (Every First Sunday)  FREE
11:00 am   Oakland Museum of California’s Free First Sundays (OMCA)  FREE*
*Free admission; additional $6 fee for access to special exhibitions
11:00 am   “Lindy in the Park” Swing Dance Party (Golden Gate Park)  FREE*
*Weather permitting (rain cancels)
12:00 pm   4th Annual Levant Street Block Party (SF)  FREE*
*sliding scale donation requested
12:30 pm   Free Monthly Yoga Class for Beginners | SF  FREE*
*Free but an RSVP is required.
1:00 pm   Golden Gate Park Sunday Roller Disco Party (SF)  FREE
2:00 pm   SF’s Free “Sundays at the Beach” Chair Yoga Day (Great Highway)  FREE
2:00 pm   Sing Along to Handel’s Messiah (SF)  $23*
*Regular Price: $40 - $62 Senior: $23 Youth Under 18: $23 Ticket prices include all fees.
2:30 pm   Bay Area Independent Chinese Dancers “Outstation” Showcase (SF)  $20*
*20-90 USD, sliding scale
2:30 pm   Vivaldi’s “Gloria” Live with Valérie Sainte-Agathe & PBO (Stanford)  $59.40*
*Ticket starts at $59.40 - General Admission (while supplies last)
3:00 pm   Cuban Rumba Jam: Play, Sing, Dance & Enjoy | Berkeley  FREE*
*Free, but donations are encouraged.
3:00 pm   2025 Mt. Diablo Beacon Lighting Ceremony for Pearl Harbor Remembrance  FREE
5:00 pm   Mount Diablo Beacon Lights at Sunset for Pearl Harbor  FREE
5:30 pm   “Let’s Glow SF” 2025: SF’s Huge Holiday Projection Arts Festival (Dec. 5-14)  FREE
6:00 pm   FREE: Oakland “HellaSecret” Comedy Show (Sunday)  FREE*
*Limited free tickets with code FUNCHEAP (donations appreciated). Otherwise use code FUNCHEAP5 for $5 off early bird and general admission tickets
7:00 pm   Sunday “Hayes Valley Comedy Night” at SF’s Black-Owned Comedy Club (The Function)  FREE*
*Exclusive free tickets with Eventbrite RSVP. Otherwise $20-25 at door. Please note like most comedy clubs, there is a two drink minimum per person
7:00 pm   Clutch The Pearls: Drag Cabaret Night | Make Out Room  $5*
*Sliding scale donation of $5 to $10.
8:00 pm   Electric Guest 10K Tour (The Regency Ballroom)  $42.30
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