The Cavaliers 2026 Bourbon Raffle
Over 200 Bottles. Over $40K in Prizes. 41 Chances to Win Big.
the Grand Prize:
a full Pappy Van Winkle Flight
The 6-bottle Holy Grail of Bourbon: Pappy Van Winkle’s full vertical to impress any connoisseur. The perfect addition to any man cave or she shed.
EH Taylor Single Barrel
EH Taylor Small Batch
EH Taylor Barrel Proof
Veterans Only Drawing
Welcome back!
Repeat participants who have entered a past Cavaliers bourbon raffle will be automatically entered to win the rare and impressive Colonel EH Taylor Collection.
We’re Bringing an Unprecedented 28 Runner Up Collections To Our 2026 Raffle.
Click the images below to see the full collections!
Plus… Triple The Big Bottle Bonus!
Every three raffle tickets purchased equates to one entry to win one of our THREE Big Bottle Bonus collections.
Each of these three sets contains six 1.75L bottles, meaning 10L in each of these prizes.
Three bourbon raffle tickets equal THREE shots at a Big Bottle Bonus collection!
Collection 1:
Weller Special Reserve | Dewars White Label | 1792 Small Batch | Old Forester 100 | Jack Daniels Old #7
Collection 2:
Eagle Rare 10 Year | Yellowstone | Elijah Craig | Willett Pot Still | Glenmorangie Highland 12 Year - Bourbon Cask Aged
Collection 3:
Buffalo Trace | Maker’s Mark | Glenlivet 12 Years Double Oak | Woodford Reserve | 4 Roses
Congratulations to our early bird drawing winners!
The Early Bird Collections
Collection 1:
Giant 100 Rye | Boston Crusaders
Bluecoat Gin | Bluecoats
49 Mile - San Francisco | Santa Clara Vanguard
Blue Run - Chosen Rye - Cask Strength | Blue Devils
Crown Royal Hand Selected Barrel | Carolina Crown
Phantom Regiment Bourbon | Phantom Regiment
Blue Note Uncut | Blue Stars
Collection 2:
Green River - Full Proof / Old Cavalier | The Cavaliers
Wyoming Whiskey | The Troopers
Field of Dreams | Colts
Stranahan’s Blue Peak - Single Malt | Blue Knights
Baby Blue Corn Whiskey | Spirit of Atlanta
Smooth Ambler - Old Scout | Madison Scouts
Surf City - Pierside | Pacific Crest
Collection 3:
Nashville Barrel Company - Single Barrel Cask Strength | Music City
Del Bac - Old Pueblo Single Malt Whiskey | Academy
Barbayanni Ouzo | Spartans
Bumbu XO Rum | Crossmen
Still Austin Trio Pack | Genesis
Cascade Blonde American Whiskey | Seattle Cascades
Everyone who purchased tickets before August 8th, 2026 at 6pm ET were entered to win three rare collections, representing world-class Drum and Bugle Corps. Join us in congratulating those winners (who are still eligible for our additional prizes)!
3. Joan Parris | Hoffman Estates, IL
2. Richard Miller | Racine, WI
1. Jonathan Bayer, Woodbury, MN
View the live drawing for these collections here!
Congratulations to our 2025 Winners!
Note that the 2025 bourbon raffle included different prizes than the 2026 bourbon raffle.
Runner Up Prize Collection Winners
25: Wayne Stellmach, IL
24: Troy Zimmerman, IL
23: Vince Kuhlman, KY
22: Kim Matheson, MN
21: Judy Steinhort, IL
20: Katherine Boone, MS
19: Bart Jonker, MI
18: Rell Lafargue, NY
17: Mary Ann MacLaren, MI
16: Greg Masching, NC
15:Adam Gumbrecht, MI
14: Craig Olson, NH
13: Brian Sherman, OH
12: Bart Jonker, MI
11: Blair Callaway, AL
10: Kevin Valencia, NJ
9: Bill Mugnai, IL
8: Edward Kosinki, MA
7: Robert Buell, MO
6: Patrick Foley, CT
5: David Wimberly, GA
4: Shani Cohen-Herbert, MD
3: Zachary Farina, TX
2: John Meyers, OH
1. Steve Dombrauskas, MI
Veterans Drawing
Donald Rawlins, IL
Rookie Drawing
Paul Ruby, IL
Big Bottle Bonus Prize Winners
3. Leigh Burleigh | AZ
2. Jeffrey Wallace | SC
1. Jeff Wade | IL
Grand Prize Winners
2. Payal Patel, OH
1. Craig Peters | Plainfield, IL
Raffle for a cause.
Tickets to the raffle support education in the arts, powering all performance ensembles within the Cavaliers Arts, Performance & Education Organization, Inc.
OUR MISSION
Inspiring and developing young people of all backgrounds to achieve excellence in the marching arts and to become leaders and champions through education, camaraderie, and a life-changing culture of belonging.
OUR VISION
The Cavaliers Arts, Performance & Education, Inc. is a 501(c)(3) non-profit organization dedicated to developing individuals and transforming communities by enriching lives through the arts.
HOW WE ACTIVATE OUR MISSION AND VISION:
Our organization seeks to empower individuals who value inclusivity, camaraderie, and personal excellence. We provide a unique culture and set of experiences that help young people develop the leadership skills required to have a positive impact on their community and equip them for personal and professional success.
Read More about our educational ensembles here.
Naturally, you may have questions! The contest entry rules can be found on the bottom of this page, but here are some key Q&A’s:
May I purchase more than one ticket? YES! The more you purchase, the better your chances. No purchase limit applies while sufficient tickets are available; a maximum of 5000 tickets will be sold, although the actual number sold may be significantly less.
Do I need to be present to win? NO. There will be a LIVE drawing held on Sunday, September 20th, 2024 at 7:00 PM CDT in Rosemont, IL. The drawing will be live-streamed on our Facebook page, facebook.com/thecavaliers. For more information, visit the bottom of this page or email us at bourbonraffle@cavaliers.org.
How are the ticket purchases handled? Purchases are made through our partner website, GiveSmart. GiveSmart specializes in event fundraising online.
“Words can’t describe how enjoyable and formative this portion of my life has been [with The Cavaliers]. Huge thanks to all my teachers, friends and programs who have helped me grow into the person I am today”
2026 raffle RULES AND REGULATIONS
The Cavaliers Arts, Performance & Education (CAPE) is a registered 501(c)(3) public charity EIN 23-7449578. This raffle is licensed by the Village of Rosemont, IL. License available upon written request. Must be 21 years of age or older to win prizes.
Tickets go on sale Thursday, July 23, 2026. Ticket sales end Saturday, September 19, 2026 at 11:59PM CDT. 5000 tickets will be available.
There will be a drawing held on Sunday, September 20, 2026 at 7:00 PM CDT in Rosemont, IL 60018 which will be live-streamed at facebook.com/thecavaliers. You do not need to be present to win.
There will also be an Early Bird Drawing of 3 collections held on Saturday, August 8th, 2026 at approximately 10:00 PM CDT and will be live-streamed at facebook.com/thecavaliers. There will be several special drawings held throughout the raffle period that will be announced and communicated to all ticket holders.
There will be one Grand Prize winner. There will be 40 additional prize winners. An email receipt for your purchase of raffle ticket(s) will be sent immediately, with a confirmation email to follow. Your entry number and full name will serve as your raffle ticket entry identifier and for your initial and any subsequent entries you make; physical raffle tickets will not be mailed. Each raffle ticket has a separate and equal chance to win a bourbon prize package. Winners of drawings prior to August 8th will remain eligible to win the Grand Prize and Runner Up drawings. Receipt and/or transaction numbers should not be confused with raffle entry (ticket) numbers.
WE DO NOT OFFER SHIPPING OF ALCOHOL.
Signature and valid proof of age will be required upon pickup or delivery of Raffle prizes. Items must either be picked up at our offices at 9501 Technology Blvd., Suite 3300, Rosemont, IL 60018 ph: 847.447.3204 or, in certain cases, the items may be delivered in person by CAPE staff or volunteer, with the permission of the winner and where permitted by law.
No purchase limit applies while sufficient tickets are available. A maximum of 5000 tickets will be sold, although the actual number sold may be less. Void where participation is prohibited by law. Refunds are not permitted under state law. Employees or Board of Directors members of The Cavaliers Arts, Performance & Education, Inc. (CAPE) are prohibited from participation or receiving prizes. All proceeds benefit CAPE, a 501(c)(3) non-profit organization.
This date and all other dates stated in these rules may be extended at the absolute discretion of CAPE. Tickets may sell out before the end date. The winning tickets will be drawn via a third party random number generation program containing all eligible raffle tickets.
These official contest rules may not be waived, modified, or supplemented unless such waiver, modification or supplementation is made in writing by The Cavaliers Arts, Performance & Education, Inc. (CAPE) of Rosemont, IL. CAPE does not/cannot provide tax, legal or accounting advice. This section has been prepared for rules and regulations informational purposes only, and not intended to provide, and should not be relied on for tax, legal or accounting advice. Amounts paid for tickets do not qualify as deductible charitable contributions. By purchasing a ticket, you agree to be bound by these rules. In addition, CAPE assumes no responsibility for a prize winner's state's raffle participation or tax obligations. In no event shall CAPE or its respective directors, officers, employees, members, committee members, advisers, or board representatives be liable to any party for any loss or injuries to earnings, profits, or goodwill, or for any incidental, special, punitive or consequential damages of any person or entity.
Refer all questions to bourbonraffle@cavaliers.org.