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Registration is open for 2026. $25 per vehicle plus an unwrapped toy.

Christmas ClassicCar & Cart Toy Drive 2026Register

Christmas Classic Car & Cart Toy Drive 2026: Sunday, December 13, 2026, 9am to 3:30pm

Caddy's presents the 2026 Christmas Classic Car & Cart Parade: a red 1957 Chevy and a decorated golf cart rolling past palms and a lit Christmas tree at night, ringed in gold, with Madeira Beach and Treasure Island lettered underneath.
$1,000grand prizesponsored byMullen's Plants & Palms

46days to go

Classic cars, golf carts and Santa, rolling down Gulf Blvd for local kids.

Register your car or cartBring a toy

Parade towns: Treasure Island, Madeira Beach, John's Pass, Indian Shores.

Presented by

  • Caddy's Waterfront Dining
  • The Saltwater Hippie Beach Bar
  • John's Pass Village & Boardwalk
  • City of Madeira Beach, Florida
  • Mullen's Plants & Palms
  • William Karns Enterprises, Inc.
  • Century 21 Beggins Enterprises
  • Pinellas Beaches Chamber
  • Sculley's Waterfront Restaurant

With support from

  • The Friendly Tavern
  • Madeira Beach Golf Cart Rentals
  • Everett Financial Group
  • Bark Life
  • Treasure Island, Florida
  • Beach Builders
  • Saltwater Hippie
  • Trash Pirates
  • Blacktop Surf Shop
  • Madeira Beach Marina
  • MEDIA Garage
  • Coyote Eyewear
  • Old Salt Fishing Foundation
  • R.O.C. Park
  • Coastal Contracting & Restoration
  • Snapper's
  • Crowder Bros Hardware
  • Signman Sez
  • FL Suncoast Homes Team, KW Gulf Beaches
Volunteers on the Madeira Beach Commission Chambers steps behind hundreds of donated toys and new kids' bikes
Last year's toy pile!
Volunteers in Santa hats holding the Toy Drive Deposit box at Caddy's
Volunteers with the toy drive box at Caddy's.

Where the toys go

Every car and cart brings one new, unwrapped toy. Last year's entries filled a staircase with toys. This year it all goes to three local charities.

  • Healthy Starts

    Care and support for new moms, babies and young families.

  • Shepherd's Village

    A safe home and a fresh start for single moms and their kids.

  • Santa's Helpers

    Gets gifts under the tree for local kids who would go without.

Mullen's Plants & Palms pickup truck with red and white poinsettias in the bed and more on the ground beside it

Bring a toy, take home a poinsettia

Bring a new, unwrapped toy to the after-party at Saltwater Hippie Beach Bar and grab a free poinsettia from Mullen's Plants & Palms.

100 available, while they last.

Parade day

Sunday, December 13, 2026. Line up in the morning, roll up Gulf Blvd before lunch, and finish with a toy drop and a party.

Choose a step to highlight it on the map.

Parade route mapThe parade starts at Caddy's Treasure Island, heads north on Gulf Blvd across John's Pass to Caddy's Indian Shores, then turns around and finishes at the Saltwater Hippie Beach Bar in Madeira Beach.The GulfThe RedingtonsMadeira BeachJohn's PassTreasure Island3Caddy's Indian Shores4Saltwater HippieBeach Bar2Sculley's John's Pass1Caddy's Treasure IslandN

Tap a numbered pin to see what happens there. Map not to scale.

Family-friendly parade: best spots to watch!

Where to watch

The parade is free to watch from anywhere along Gulf Blvd. These are the best spots, in parade order.

  • Caddy's Treasure Island

    From 9am

    The classic cars line up in the lot before they roll. It's a car show before the parade.

  • Families in Santa hats sitting on the curb by the John's Pass Village sign, waving as decorated golf carts roll by
    Best for families

    John's Pass

    10 to 11am

    The family spot. Village Blvd is closed to traffic, so bring a chair and line the sidewalks along the shops. Have your picture taken with Santa.

  • Dockside Dave's

    Around 11am

    Grab food and watch the parade right on Gulf Blvd in Madeira Beach.

  • Friendly Tavern

    About 11:30am to 12pm

    Watch party right on Gulf Blvd in Redington Shores.

  • Caddy's Indian Shores

    Around 12pm

    Grab a drink and watch the parade make its turnaround.

  • Saltwater Hippie Beach Bar

    12:30 to 3:30pm

    Share the Christmas spirit with your friends and neighbors at the post-parade party. Food, fun, live music and prizes!

  • Your business here

    Want to host a watch party along the route? Call Rodger at 407-620-9368.

Prizes

Two prizes go to the best dressed rides in the parade. Prizes are awarded at the after-party at Saltwater Hippie Beach Bar.

Best dressed classic car or truck

For the best dressed, most spirited classic car or truck in the parade.

$1,000 gas card from Mullen's Plants & Palms

  • Mullen's Plants & Palms

Best cart or novelty vehicle

For the best dressed golf cart or novelty vehicle in the parade.

$500 gift card from Saltwater Hippie and Blacktop Surf Shop

  • Saltwater Hippie
  • Blacktop Surf Shop

Dress your ride

This is the part people get competitive about. Last year brought a gingerbread house, a car wrapped like a present and a Christmas tree on a hood. Here's how to top it.

  • LightsString them on the grille, the canopy, the tailgate. Anything that blinks.
  • TinselGarland on the bumpers, bows on the doors. More is more.
  • CostumesDress the whole crew. Elves, Grinches, matching pajamas.
  • InflatablesSanta riding shotgun, a snowman in the truck bed.
  • A themeGingerbread house, tiki Christmas, Santa's sleigh. Pick one and commit.
See the prizes
  • Golf cart decorated as a gingerbread house with candy canes, parked in the lineup lotGingerbread house cart
  • Two women in candy-cane dresses with a gift-wrapped Karmann Ghia under Caddy's Holiday Car Parade signWrapped like a present
  • Black golf cart wrapped in red and green garland, wreaths and bows, in the cart lineupGarland on everything
  • Maroon Studebaker with a Christmas tree on the hood and a FIRE DEPT plate, parked among classic cars at the lineupA tree on the hood

Last year on Gulf Blvd

Photos from the 2025 parade. Tap one to see it bigger.

See all 340 photos on Facebook

Classic cars crossing the drawbridge in the parade: a convertible piled with giant candy, a red convertible and a VW bus leading a line of classics

Classic cars crossing the drawbridge in the parade: a convertible piled with giant candy, a red convertible and a VW bus leading a line of classics

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Common questions

Something we missed? Call Rodger at 407-620-9368.

What counts as a classic car?

Pre-1975 classic cars and trucks, truly exotic cars, art cars, rat rods, novelty vehicles, golf carts and mini trucks. Large groups of late-model production cars aren't a fit. Not sure about yours? Call Rodger at 407-620-9368.

Can golf carts join?

Yes. Any golf cart is welcome, and the more tinsel the better. Carts line up at Sculley's John's Pass at 10am. Cart questions go to Rodger at 407-620-9368.

Can friends and family ride along?

Register today and bring your crew in your registered parade vehicle. Put the number of riders on your registration, including the driver, so we can plan breakfast.

What kind of toy should I bring?

One new, unwrapped toy per vehicle, for any age from babies to teens. Unwrapped lets the charities sort toys by age. Bring it to your lineup (Caddy's Treasure Island for cars, Sculley's John's Pass for carts) or drop it on the pile at the finish at Saltwater Hippie Beach Bar.

What happens if it rains?

If weather makes the parade unsafe, we'll post it on Facebook.

Where do I park?

Paid parking is available at John's Pass. Parking lots along Gulf Blvd fill early, so give yourself extra time.

Where's the best spot to watch?

John's Pass is the family favorite, with Village Blvd closed from 10 to 11am. Every spot is here: Where to watch