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2025 Cannonball Reunion

October 11 @ 4:00 pm - October 12 @ 2:00 pm

October 11 & 12, 2025 | Cars & Coffee Darien

When Speed Limits Were Suggestions and America Still Had Balls

Join us for the annual gathering of automotive outlaws at the sacred launching grounds of the final Cannonball Baker Sea-to-Shining-Sea Memorial Trophy Dash. This year’s reunion promises to be our most spectacular celebration yet of the magnificent, completely illegal legacy that proved good drivers in good automobiles could traverse America faster than any government bureaucrat ever imagined.

SCOFFLAWS IN ATTENDANCE (At least  the ones we know about.)

Aaron Schaeffer Jim Bardia
Alan Adcock Jim Donick
Alan Sosnowitz Joe Petralia
Allan Efrus John Ficarra
Andrea Arredondo John Harrison
Austin Simmons John Kyle II
Ben Wilson Jonathan Asch
Bennett Wilson Judy Stropus
Bob Pfister Judy Szablak
Brock Yates, Jr. Justin Asch
Carol Donick Kathryne DeBlock
Catriona Bullock Linda Russell
Charles Wild Lisa Wilson
Chris Michaels Matt Davis
Christine Pfister Matt Ruotsi
Chuck Schmitt Mike Lindgren
Crystal Kulda Olivia Dwinell
Cynsie Kraines Pam Yates
Dave Collins Pat Dougherty
David Porter Pasquale Fusco
Dean (Skeet) Russell Patricia Porter
Dennis Menesini Patti Schmitt
Dennis Tretter Paul Roth
Eric Propst Paul Zelter
Eric Richmond Phil Roitman
George Schneider Robert Zappa
Grace Roitman Roger Auerbach
Gregory Zackaroff Sarah Lilly
Gypsy Roberts Sarah Parsons
Hanna Andresen Spencer Kilcoin
Jake Dwinell Stacy Bradley
James Wilson Stephen Kudla
Jan Hyde Stephen Waite
Janina Schneider Travis Caroll
Jay Roberts Veronica Petriella
Jeff Weiss Wendy Epstein
Jenny Kilcoin

EVENT SCHEDULE

Saturday Dinner – 6:00 PM – 10:30 PM Crab Shell Restaurant | Hosted by Jim Clifford and Dick Gildersleeve celebrating the birthdays of Lady Pamela Yates and Judy Stropus. Limited seating | RSVP required (see tickets below).

Sunday Cars & Coffee

  • 6:00 am – Gates open for invited guests
  • 7:00 am – Gates open for public / spectators
  • 8:00 am – Judging starts
  • NEW 9:00 am to 10:00 am – Public Q&A Session (Please let me know if you’d like to be a part of this.)
  • 10:00 am – Judging ends / Live Auction starts
  • 10:30 am – Award Winners Announced
  • 11:00 am – Event Ends

Sunday Farewell Brunch – 11:30 AM – 2:30 PM Rive Bistro, Westport | Seating limited to 50 guests RSVP early—last year sold out faster than a Ferrari Daytona crossing Nevada

DINNER / BRUNCH NOTES:

  1. You can make your meal selections at the time you purchase your tickets.
  2. If you are attending with a guest, please use the “+” and “-” buttons below to increase or decrease the number of guests.
  3. If you are coming for Saturday dinner but not Sunday brunch, please use the “+” and “-” buttons below to set the number of brunch attendees to 0 before you click the get tickets button (and vice versa).

Tickets

The numbers below include tickets for this event already in your cart. Clicking "Get Tickets" will allow you to edit any existing attendee information as well as change ticket quantities.
2025 Cannonball Dinner Package
The Saturday Package ($89.95) includes:
  • Private cocktail party at the Crab Shell from 6:30 to 8:00 pm on Saturday
  • Dinner at The Crab Shell starts at 8:00 pm with a large house salad (family style), bread, and choice of entree (Chicken Penne, Stuffed Crab Shells, Grilled Salmon Florentine, Grilled Swordfish, New York Sirloin, Sautéed Maryland Crab Cakes, Stuffed Filet of Sole, Veggie meal)
  • Parking at the event on Sunday
$ 89.95
8 available
2025 Cannonball Brunch Package
The Sunday Package ($64.95) includes:
  • Private Sunday Brunch after the event at noon at Rive Bistro restaurant with a choice of appetizer (Mixed greens salad w/ goat cheese, Pate de Canard, or Baked Brie Crostini) and entree (Salmon, Croque Monsieur, Chicken or Vegetable Frittata)
  • Parking at the event on Sunday
$ 64.95
9 available
2025 Cannonball VIP Parking
$ 30.00

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Details

Start:
October 11 @ 4:00 pm
End:
October 12 @ 2:00 pm
Cost:
$30.00 – $89.95
25 Old Kings Highway North
Darien, CT 06820 United States
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46 Southfield Avenue
Stamford, 06902 United States
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299 Riverside Ave
Westport, 06880 United States
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Organizer

Cars and Coffee Darien
Phone
203-803-1287
Email
shows@carsandcoffeedarien.com
View Organizer Website