Auction & Raffle Information
2026 Choose Your Own Adventure Raffle
Tickets $100 each – Only 300 Tickets will be sold. Winner need not be present to win. Choose your ultimate dream vacation with a trip for two to any of these exquisite destinations.
All-Inclusive World of Hyatt Resorts
Come to Mexico or the Caribbean to immerse yourself in rich culture, to explore ancient ruins, soak up the sun on dazzling beaches, and savor incredible cuisine, and stay because the luxurious all-inclusive resorts are incredible! The Inclusive Collection, part of World of Hyatt, delivers immersive, elevated experiences where everything is seamlessly included, and provides unlimited experiences, endless hospitality and thoughtful touches that will exceed guest expectations on what it truly means to stay at an all-inclusive resort.
Dazzle in either Cancun, Cabo San Lucas, Tulum, Puerto Vallarta, or Riviera Maya, Mexico; or Dominican Republic; Costa Rica; Aruba or St. Lucia for Five Days & Four Nights for Two in a Studio Room (Land Only)
5 days and 4 nights in a studio room at one of the following sample resorts: Breathless Cancun Soul, Secrets The Vine Cancun, Secrets Mirabel Cancun, Secrets Playa Mujeres, Dreams Playa Mujeres, Breathless Riviera Cancun, Secrets Akumal Riviera Maya, Secrets Maroma Beach Riviera Cancun, Secrets Tulum Resort; Dreams Bahia Mita Surf, Secrets Bahia Mita Surf, Breathless Los Cabos or Secrets Puerto Los Cabos; Dreams Cap Cana, Secrets Royal Beach Punta Cana, Secrets Tides Punta Cana; Secrets Papagayo Costa Rica; Secrets Baby Beach Aruba or Secrets St. Lucia Resort and Spa (Complete hotel list available upon request)
All meals, snacks and beverages, including alcohol
Non-motorized activities
Gratuities and hotel taxes
Vancouver’s Gateway to the Pacific
Whether you're outdoorsy, ecologically conscious, seeking adventure, a foodie or a lover of arts and culture, Vancouver is a wonderful place to find yourself! Explore the city and sample the trendy pubs and eateries of historic Gastown, browse the latest fashions on Robson Street, or bike amongst the giant trees of world-renowned Stanley Park. Stay in one of three luxurious hotels, and then experience Vancouver by water on an inflatable boat tour!
Explore the Beauty of Vancouver in British Columbia, Canada for Four Days & Three Nights at Your Choice of Either the Fairmont Waterfront, Hyatt Regency Vancouver or Shangri-La Vancouver for Two, Including a Granite Falls Zodiac Tour (Land Only)
4 days/3 nights accommodations at Your Choice of Either the Fairmont Waterfront, Hyatt Regency Vancouver or Shangri-La Vancouver
All room-related taxes
Granite falls zodiac tour
Free concierge reservation service
An Oasis Between the Ocean and the Foothills - Santa Barbara California
Seek respite in California's electric Mediterranean-inspired oasis set between the ocean and the foothills of the Santa Ynez Mountains in Santa Barbara, popularly known as the "American Riviera." A few days in Santa Barbara is the ideal escape for relaxation, a place where you can slow down and appreciate the good things in life. Then raise your glass to toast the beauty of the landscape on a tour of four wineries as well as a food tour downtown!
Sip and Savor in Santa Barbara, California for Four Days & Three Nights at the Hilton Santa Barbara Beachfront Resort for Two, Including a Downtown Santa Barbara Food Tour and a Wine Country Tour (Land Only)
4 days/3 nights accommodations at the Hilton Santa Barbara Beachfront Resort
All room-related taxes
Santa Barbara wine country tour, including tasting fees, a picnic lunch, and hotel pick-up and drop-off
A downtown Santa Barbara food tour
Free concierge reservation service
Chicago’s Distinct Style & Downtown Sophistication
Experience Chicago the best way possible: with the finest accommodations and fun touring experiences! Luxury and elegance surround you high in the Chicago skyline at the Swissôtel Chicago. Spend your days soaking up the city, either on a fascinating architecture cruise, or with a Go Chicago Pass, which provides you access to over two dozen of the city's top attractions and tours, so you have the freedom to see what you want, when you want!
Walk, Stroll and Cruise Around Chicago, Illinois for Three Days & Two Nights at the Swissôtel Chicago for Two, Including Your Choice of an Architectural Cruise or a One-Day Go Chicago Pass (Land Only)
3 days/2 nights accommodations at the Swissôtel Chicago
All room-related taxes
Your choice of the Architectural Cruise or a Go Chicago Card
Complimentary Morning Vitality Runs
Free concierge reservation service
Terms and Conditions - Airfare is not included in travel packages - For Cabo: TERMS AND CONDITIONS: Travel package is non-refundable and subject to availability. Certificates/gift cards cannot be replaced. Passport required for travel outside the U.S. Blackout dates: Spring break, Easter week, 4th of July weekend, Labor Day weekend, Thanksgiving week, Christmas week and New Years week. Resort fee not included. Water sports activities are subject to change. A minimum 45 day advance reservation is required. Travel is valid for 18 months from date of issue. CANCELLATION POLICY: Cancellations made within 48 hours of arrival date are subject to forfeiture of one night. For Montana: TERMS AND CONDITIONS: Travel package is non-refundable and subject to availability. Certificates/gift cards cannot be replaced. Hotels are open seasonally from January through March, mid June through September and December. A minimum 45 day advance reservation is required. Travel is valid for 18 months from date of issue. For Sonoma: Travel package is non-refundable and subject to availability. Certificates/gift cards cannot be replaced. A minimum 45 day advance reservation is required. Travel is valid for 18 months from date of issue. Complimentary amenities are subject to availability. Some restrictions may apply during special events.
Dreams of a Lifetime Live Auction Items
A Bourbon Lover’s Dream - Pappy Van Winkle
That’s right… we have a bottle of one of the most sought-after bourbon’s, Pappy Van Winkle, waiting for one lucky bidder! Cited as the “worlds most elusive bourbon” according to Forbes magazine Senior Contributor Brad Japhe, you will be the envy of bourbon aficionados everywhere once you have secured your very own bottle of Pappy Van Winkle 15-year Family Reserve Kentucky Straight Bourbon Whiskey for your collection!
If winning this rare bottle of Pappy Van Winkle weren’t enough to give you bourbon bragging rights, this extraordinary bourbon package includes a VIP experience for you and five of your guests to visit the renowned Buffalo Trace Distillery in Kentucky.
Your visit to this storied distillery, the oldest continuously operating distillery in America which has been making legendary bourbon whiskey for over 200 years, includes a private distillery tour, tasting and lunch. Your tour will conclude with a tasting of some of the industry’s most acclaimed spirits in a private tasting room with one of Buffalo Trace’s Bourbon Ambassadors.
This package is truly a Bourbon Lover’s Dream!
Donors: Chris Cassidy and Sazerac
Restrictions: Bottle pick-up from Have Dreams, by the donor, to be scheduled at a mutually convenient time. Tour package does not include transportation or travel accommodations. Reservations are required and are subject to availability. Expires June 30, 2024.
Luxury Costa Rica Villa for 10
Vacation for 10 in stunning Costa Rica! You and 9 guests will enjoy a 7-day, 6-night stay with unparalleled accommodations in this beautifully appointed luxury home, Casa Puesta del Sol, featuring elegant design and stunning panoramic views of the three beautiful bays and the rainforest. Casa Puesta del Sol is a magnificent tropical sanctuary nestled in the mountain top neighborhood of Vista Tres Bahias within the Los Suenos Resort. Puesta del Sol offers five bedrooms, each with a private bathroom, flat screen TV and spectacular panoramic ocean and rainforest views. Indoors, the two-story marble entryway is just the beginning of the elegance you and your guests will experience while staying in this majestic home.
Beaches, restaurants and golf are just minutes away. Offering privacy and spectacular views, Casa Puesta del Sol is ideal for families and groups that want to enjoy a private home in a mountain top neighborhood located within the exclusive Los Suenos resort.
Donor: Friend of Have Dreams
Restrictions: Air travel and ground transportation not included. Blackout dates include Christmas, Easter and Thanksgiving. Subject to availability. Vacation dates to be mutually agreed upon with donor. All purchases non-refundable.
Notre Dame Fighting Irish vs. Ohio State Buckeyes
You and three guests will enjoy a rare, regular season match-up between two of college football’s legendary teams at one of the top sporting arenas in the nation, Notre Dame Stadium in South Bend, Indiana. This coveted sports package offers four tickets to the September 23rd, 2023 regular season match-up between the Notre Dame Fighting Irish and The Ohio State Buckeyes. According to Sports Illustrated’s Fan Nation Newsletter, “Notre Dame and Ohio State......Despite being the two most dominant and prestigious Midwest programs for decades, on-field meetings between the two programs are rare. Prior to last year, Notre Dame and Ohio State have not met in the regular season since 1996.”
You’ll want to be in-person at Notre Dame Stadium to enjoy what promises to be one of the biggest home games in a long time, when the Fighting Irish, wearing green uniforms, welcomes the Ohio State Buckeyes to South Bend on September 23rd.
The lucky winner of this package will also receive a YETI Tundra Haul Wheeled Cooler, with its characteristic “legendary toughness and unmatched insulation” perfect for tailgating, family picnics, and outdoor concerts.
Don’t miss your chance to win tickets to this NCAA match-up between two of college football’s most exciting teams.
Donor: Tom Conlin
Restrictions: Tickets will be delivered electronically to the successful bidder. Tickets cannot be resold.
Summer, Skyline & Steak
Imagine dining out under the stars on the best patio in the city at Chicago Cut Steakhouse. You and 9 of your guests will be treated to a memorable evening of fine dining, extraordinary wine and spirits, and VIP service at Chicago Cut Steakhouse.
This unparalleled evening of fine dining begins with your private party bus from Windy City Limousine whisking you and your party downtown in the summertime. Take in the magnificent view of the Chicago skyline from your outdoor table, where you will lavish in Dom Perignon and Tito’s to start, with Shellfish Towers the size of Manhattan. Then, move onto French Sancerre from a father and son team that only make a couple of barrels of this most heavenly wine. Pair it with a duo of classic wedge salad and locally grown heirloom tomatoes and burrata salad drizzled with 30-year old balsamic vinegar. The main event will highlight 40-day dry aged USDA Prime Porterhouse Steaks sliced with the world-famous Tristan Lobster tails, which are a slice of heaven. Nothing says steakhouse better than bottles of Silver Oak Napa Cabernet Sauvignon to pair with this course. Dessert will be romantic with Parisian Crème Brûlée with fresh out-of-the-garden wild berries. Dolce dessert wine from Far Niente is a dreamy wine that sends you into the clouds to finish your night.
Your evening concludes with VIP transportation as your limo brings you and your lucky party of nine home following an unforgettable dining experience in one of the best foodie cities in the world!
Donor: David Flom
Restrictions: Dining reservations must be made three weeks in advance. Limousine pick-up and drop-off restricted to Chicago and metro/suburban Chicago area only. One pick-up and drop-off location for group. Expiration date, 12 months from April 29, 2023.
On-the-Field Cubs VIP Experience with Ryan Dempster
Imagine you and three of your guests having the experience of meeting former Cubs pitcher, two-time All-Star and World Series champion Ryan Dempster in person at the iconic Wrigley Field ballpark. Here’s your chance for this once-in-a-lifetime opportunity at our city’s historic ballpark with an on-field experience to watch the Cubs pre-game batting practice. Your VIP experience at Wrigley with Ryan Dempster, MLB Network and Marquee Sports Network analyst and host of Marquee Sports’ Off the Mound with Ryan Dempster, also includes a keepsake Cubs jersey signed by Ryan Dempster, plus four tickets to a 2023 Cubs game.
To complete your memorable day at the home of the Chicago Cubs, we have a $250 gift card for you and your guests to enjoy the food, drink and ambiance at Murphy’s Bleachers, one of America’s premier sports bars, and a “fixture in Wrigleyville for over 80 years.”
Don’t miss out on your chance to be the envy of Cubs fans everywhere with your VIP experience with Ryan Dempster at Wrigley Field!
Donors: Chris Cassidy, Chicago Cubs, Ryan Dempster
Restrictions: Game date/on-field opportunity to be arranged per availability of Ryan Dempster.
In-Home Wine Tasting for 10
This outstanding auction experience has been created especially for our Night of Dreams gala guests! An exclusive, tutored wine tasting hosted in your home for 10 people conducted by The Chicago Wine Company’s Simon Lambert. Founded in 1974 as a bespoke retail operation with a select list of clients in the Midwest, The Chicago Wine Company (TCWC) has grown to become one of the most established and trusted fine wine merchants in the country.
This private tasting for 10 people, guided by Simon, will feature the following wines:
2021 Flowers Chardonnay - Sonoma Coast
2021 Flowers Pinot Noir - Sonoma Coast
2021 Quintessa Illumination - Sauvignon Blanc, Napa/Sonoma
2020 Leviathan - California
2020 Faust, The Pact - Napa
2019 Quintessa - Rutherford, Napa
Agustin Huneeus and his wife Valeria founded the Quintessa estate in the renowned Rutherford District of Napa Valley in 1990. In 2005, after years of running global wine companies, Agustin established a family portfolio of wines that represent the finest vineyard estates in California and Oregon.
In addition to the Quintessa estate, the family’s vineyard and winery projects include Faust Napa Valley Cabernet Sauvignon and Illumination by Quintessa, an aromatic white wine. In 2009, the Huneeus family forged a partnership with Joan and Walt Flowers of Flowers Vineyards & Winery, pioneering vintners who in 1989, established two extraordinary vineyards dedicated to world-class Chardonnay and Pinot Noir in the extreme Sonoma Coast.
In 2017, Andy Erickson, former winemaker for Screaming Eagle, joined as partners on his red blend project Leviathan, which began in 2004.
The tasting will be paired with a diverse, hand-cut assortment of cured meats and imported cheeses from Daniel’s Charcuterie to complete this memorable tasting and evening event hosted in your home for you and your guests.
Donors: Wines donated by Huneeus Family Wines, Daniel’s Charcuterie donated by Simon and Lydia Lambert
Restrictions: Private wine tasting to be arranged at a mutually agreed upon date with the auction winner and Simon Lambert from The Chicago Wine Company. Tasting event location is limited to the greater Chicago area.
Curated Private Bourbon Tasting with ESPN’s Carmen DeFalco
Don’t miss out on this bourbon collector’s dream package with five extraordinary bottles including Blanton’s, Eagle Rare 10-year, Elmer T. Lee, Stagg Jr. and W.L. Weller Antique 107! We’ve made it easy for you to add to or start your Buffalo Trace bourbon collection with these hard to get bottles, and even included an opportunity for you to show off your enviable collection with an in-home bourbon tasting for 12.
This must-have package for bourbon enthusiasts offers an in-home tasting experience for 12, guided by Chicago radio sports personality, ESPN’s Carmen DeFalco. Carmen – aka “Professor Carmen DeFalco” for Whiskey University tastings hosted at Chicago-area restaurants and bars, and host of #WhiskeyWednesdays on Twitter – will lead you and your lucky guests through a whiskey flight with this package or your personal home selection. If you want to save these rare bottles for yourself, we’ve included an $800 gift card for you to purchase bourbon for your tasting and customize your in-home event with food or appetizers of your choice. Whether you choose to host a couples’ bourbon tasting or a guys’ night, where you can talk sports and sip some of these fine whiskeys, we’ve included all you need for a memorable bourbon tasting!
To top off this one-of-a-kind package, our friends at Sazerac are providing you with a Blanton’s Stopper Stave and a Buffalo Trace Barrelhead, signed by Sazerac President and CEO Mark Brown, and Buffalo Trace’s sixth Master Distiller since the Civil War, Harlen Wheatley, to display as a memento of this memorable package and experience.
You’ll be the envy of bourbon aficionados everywhere when you raise your paddle to win this extraordinary bourbon package and experience!
Donors: Carmen DeFalco, Sazerac
Restrictions: Valid through November 19, 2023. In-Home Tasting to be scheduled on an available and mutually agreed upon date with Carmen DeFalco and the auction winner. In-Home Tasting location restricted to the Chicago, metro/suburban Chicago area, and subject to availability. Bottle pick-up at Have Dreams by the donor, to be scheduled at a mutually convenient time with Have Dreams staff.
