20th Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
2025-12-04 18:00 - 20:00 (America/New_York)
Thursday, December 4 – FREE to attend
6:00pm – 8:00pm
2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Professional photos by Rob O’Neal – $25 (cash only) to benefit our local Boys & Girls Club.
LOCATION: At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.
The “Pet Pictures with Santa” event always raises money for the Boys & Girls Club of Key West, Please continue to support them all year by donating at bgckeywest.org.
Thank you for supporting the Boys and Girls Club and our lower Keys Children.
DONATE

HOSTED BY: All Animal Clinic of Key West
Dr. Lisa Bramson DVM
Santa is back at the Historic Seaport this year to take a break in Key West and to get a photo with you and your entire brood, whether they include the dog, the cat, the rooster or even the kids. Santa will be waiting to get a great holiday photo with you and the entire family – and early enough for your custom Holiday card!

All photo sales to benefit The Boys & Girls Club of the Keys.
All participating pets and kids will receive goodies and treats including Holiday pet bandanas, doggie treats and toys, coupons for the Clinic.
FREE to attend! Photos by famous photographer Mary Martin.
Professional high resolution photos are $25 (cash only please – ATM on site) will be available online.
Additional cash donations happily accepted for the Boys & Girls Club of the Keys.

Graciously Hosted by:
All Animal Clinic – Dr. Lisa Bramson DVM
5450 MacDonald Ave Ste 13
Key West, Fl (Stock Island)
305-294-5255

Services for your family pet include:

Medicine, Cancer, Cardiology, Ultrasound, Surgery, Therapy, In House Lab, Endoscopy, Dentistry, Hospice, Digital X-Ray & Pain management
Board Certified Radiologist, Cardiologist & Ophthalmologist Available
Emergency On Call Care Available 24 hours a day
Open 7 days a week
Boarding & Grooming Available

All Animal Clinic is an AAHA (American Animal Hospital Association) accredited full service veterinary hospital that has been serving Key West pets for over 20 years.
All Animal Clinic is the only AAHA certified hospital in the lower keys.
BBB (Better Business Bureau) accredited.

Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
2025-12-07 18:00 - 21:00
Sunday, December 7 – FREE to Attend
Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
Starting at 6:00PM
LOCATION: Schooner Wharf Bar and Galley On the Harbor Walk of Lights at William St.
Maritime merry makers will deck the halls and make dreams come true at the popular waterfront winter wonderland. Great PRIZES for the Best Handmade Ornaments that are:

Most Original
Most Nautical
Most Popular with the holiday crowd

All tree trimmers will be treated to a free holiday cocktail — egg nog, hot apple jack or Swedish Glogg.
Then step into Santa’s southernmost workshop at Schooner Wharf. Share the holiday spirit, as local artists and authors sign and sell ORIGINAL WORKS for HOLIDAY GIFT GIVING.
Bring a donation for the “Cheryl Cates Memorial Toy Drive” by Angles Just 4 Kids!
Each of Santa’s helpers who donates an unwrapped gift will also receive a free holiday drink from Schooner Wharf Bar.
Some of our favorite local musicians will be playing Holiday Tunes, Reggae, and Calypso with the island sound of Steel Drums to round out the festivities.

Schooner Appledore Lighted Boat Parade Party
2025-12-13 19:30 - 21:30
Saturday, Dec. 13
Schooner Appledore Lighted Boat Parade Party
7:30pm – 9:30pm
Be a participant in the 2025 The Lighted Parade aboard the Schooner Appledore II Parade Boat!
Trip Includes: Premium beer, boutique wines, wines and soft drinks. Very Limited Seating!

The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade
2025-12-13 20:00 - 23:00
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th.
Key West’s Historic Seaport has been transformed into a warm winter wonderland, as the annual Lighted Boat Parade sails through the Key West Bight and Harbor on Dec. 13th, bringing maritime merriment to the harbor.
This year marks the 34th anniversary of the Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade, a must-see holiday event in the tropics. Vessels of all shapes and sizes deck their hulls, and string lights in their rigging to twinkle through the night sky over Key West Bight and Key West Harbor. Schooner Wharf Bar is the holiday headquarters with festivities starting at 6 p.m. when Christmas takes on the sounds of the islands with the Bahama Village Music Program House of Pan Steel Band tapping out holiday favorites on steel drums.
Followed by the best music this island has to offer, adding to the festivities. Come early for the best viewing spots and take a stroll along the Harbor Walk of Lights while watching the brightly lit boats, captains and crews add their final decorations for the parade.
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade begins at 8 p.m., when the vessels in the harbor begin their festive procession past the judging stand at Schooner Wharf to compete for bragging rights and $40,000 in prizes with a free raffle for boat entries.
Captains should register for the parade by Thursday, Dec. 11th but entries will be accepted as late as the day of the parade. A Captains Meeting will take place Thursday, Dec. 11th at 8 p.m. in the Sail Loft of Schooner Wharf and an Awards Ceremony Sunday at 8:00 p.m. For more information, or to register for the parade, call 305-292-9520.

2025 “Holiday Classic Car Show” & Toy Drive
2025-12-21 11:00 - 15:00 | Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St.
Sunday, December 21
The Florida Keys Southernmost Car Club presents
2025 “Holiday Classic Car Show” & Toy Drive
FREE • 11:00am – 3:00pm
LOCATION: Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St.
TOY DRIVE: Please bring an unwrapped toy for Monroe County Domestic Abuse Shelter.
VOTE for the “Peoples Choice” award for: BEST sports car, pick up, engine, interior, original & custom, pre & post 1950, Best in Show.
See classic cars from every era decked out for the holidays!
Run by the Florida Keys Southernmost Car Club, honoring founder Dick Moody.
Non-member cars may enter same day FREE with an unwrapped toy!
