Embark on an unforgettable evening aboard Guppy, Chicago's largest private sailing yacht, offered by Sailing Chi. From the heart of downtown Chicago at DuSable/Monroe Harbor, you and your loved ones are invited to experience Lake Michigan's magic.

To learn more, visit them on Google Maps or visit SailingChi.com.

This voucher grants you a three (3)-hour evening sail (Monday, Tuesday, Thursday, Friday, Sunday) scheduled at your convenience, hosted by a yacht captain and an attentive steward.

Bring up to 10 guests-family, friends, or a mix of both-and let them craft a bespoke adventure just for you. Picture this: gliding across the waves as the Chicago skyline glows against a watercolor sunset, the breeze carrying laughter and serenity alike.

Whether you'd like to marvel at the city skyline's architectural wonders, anchor in the Playpen for a refreshing swim, or simply bask in twilight's embrace, they're here to make it extraordinary.

At Sailing Chi, their passion is creating cherished moments on the water-tailored to your vision, wrapped in the beauty of Lake Michigan's horizon.

Guests can bring provisions. They can also provide provisions for a charge. Service fee is the responsibility of the winner.

The fee amount for the captain and crew is 30% of the value of the winning bid or minimum $700.

Must redeem between April 15 and November 1, 2026

Capture a timeless work of art with this exceptional portrait experience from Ebert Fine Art Portrait Studio of Oak Park, a renowned studio known for creating heirloom-quality fine art portraits.

This package includes:

• A Deluxe Portrait Session (valued at $350)
• A $650 Portrait Credit toward your custom fine art portrait

Ebert Fine Art Portrait Studio is deeply committed to giving back to the community, and this generous donation directly supports the mission of the Illinois Conservatory for the Arts, helping expand access to high-level arts education and student scholarships.

Bid on an unforgettable experience that results in a beautiful, lasting piece of art-while making a meaningful impact on young artists in our community.

Enjoy a relaxing escape to the heart of Lake Geneva with a one-night stay in a Parkview Room at Harbor Shores on Lake Geneva. Perfectly situated in downtown Lake Geneva, Harbor Shores offers a prime location within walking distance of the lakefront, boutique shopping, acclaimed dining, and year-round activities.

This comfortable and inviting stay is ideal for a quiet retreat, romantic getaway, or midweek escape, allowing you to experience the charm and beauty of Lake Geneva at your own pace.

Restrictions:
- Valid for Sunday-Thursday stays only
- Excludes June, July, August, and holidays
- Subject to availability

A perfect opportunity to unwind while supporting the mission of the Illinois Conservatory for the Arts.

Enjoy an exceptional day on the links with a round of golf for four at Stonebridge Country Club, one of the Chicago area's premier private golf destinations. Located in Aurora, Stonebridge offers a beautifully maintained championship course known for its rolling fairways, strategic design, and picturesque setting.

This exclusive foursome provides the opportunity to experience private club golf at its finest, whether you are planning a friendly outing, client entertainment, or a memorable day with friends. Stonebridge Country Club delivers a refined golf experience that blends challenge, beauty, and impeccable course conditions.

A fantastic opportunity for golf enthusiasts while supporting the mission of the Illinois Conservatory for the Arts.

Four (4) Lower-Level Tickets | 2026 Regular Season

Enjoy America's pastime with four lower-level tickets to a Chicago White Sox home game at iconic Rate Field. This package is perfect for a fun night out with family, friends, or clients-bringing you close to the action and the energy of live Major League Baseball.

Package Details:

Four (4) Lower-Level tickets
Valid for a select Monday-Friday home game
Games available during April or May of the 2026 regular season

Tickets are redeemed online via a voucher code provided to the winner

Ticket redemption opens March 25, 2026

Must be redeemed by May 31, 2026

Excludes Opening Day and select premier game dates

Subject to availability; tickets cannot be upgraded

Whether you're a lifelong Sox fan or just love the electric atmosphere of a live game, this is a home run experience you won't want to miss.

Two Main Floor, Lower Balcony or Best Available tickets to a
Chicago Symphony Orchestra performance at Symphony Center. Rentals and certain
performances may be exempt from this offer.

Experience the power and beauty of one of the world's most celebrated orchestras. This exclusive package includes two complimentary tickets to an eligible Chicago Symphony Orchestra performance at Symphony Center, valid through June 30, 2027.

Seats will be located on the Main Floor, Lower Balcony, or Best Available, offering an exceptional concert experience in one of Chicago's most iconic cultural venues. From timeless classical masterpieces to dynamic contemporary programming, the Chicago Symphony Orchestra delivers unforgettable performances led by world-renowned conductors and musicians.

Perfect for music lovers, date nights, or a memorable night out in the city.

Details:

• Two (2) complimentary tickets
  Valid for select performances through June 30, 2027
• Symphony Center welcomes guests ages 8 and older
• Subject to availability and programming

Enjoy an exclusive, behind-the-scenes experience at KOVAL Distillery, Chicago's renowned organic craft distillery, with a private guided tour for up to 20 guests. Perfect for a celebration, team outing, or unforgettable night out with friends, this immersive experience offers something for every spirits enthusiast.

Guests may choose from one of KOVAL's signature tour experiences-Classic, Gin, Whiskey, or Liqueur-tailored to your group's interests. Your visit begins in KOVAL's welcoming visitor center before your expert guide leads you onto a platform overlooking the state-of-the-art distillery. Learn about KOVAL's innovative grain-to-bottle process, sustainable practices, and commitment to small-batch excellence.

The experience concludes with a curated tasting of three KOVAL spirits, highlighting the craftsmanship and distinct flavor profiles that have earned KOVAL national acclaim.

Private tour for 20 guests
45-minute guided experience
Includes tasting of 3 spirits per guest
Standing tour (seating available upon request)
Tour type selected by winning bidder

Transform the way you experience your time, goals, and next steps with two private virtual coaching sessions led by Lloyd Moss, Certified Professional Coach and MBA (George Washington University).

These sessions are designed either for you or for your college-bound teen, offering personalized guidance rooted in clarity, confidence, and intentional growth.

For You
These coaching sessions offer a chance to zoom out, tune in, and make subtle but powerful shifts that change how you experience your life and work. This is not about doing more-it's about doing things your way, with greater presence, clarity, and ease.

For Your College-Bound Teen
Support your teen as they prepare for the emotional, social, and academic transition into college. These sessions help teens build confidence, independence, and the habits needed to thrive-not just survive-this important next chapter. It's a calm, structured space for them to explore who they're becoming with expert guidance.

Your Teen Will Gain:

Strengthened study and organization skills
Improved social confidence
Better decision-making habits
Emotional self-management tools
A smoother, more confident college transition

Enjoy a premier golf experience at the Village Links of Glen Ellyn, a beautifully maintained public course committed to excellence since 1967. This voucher entitles the bearer to a twosome for 18 holes of golf with cart, perfect for a weekday escape on one of Chicagoland's most respected courses.

After claiming the prize online, golfers can conveniently book a tee time through the Village Links website or mobile app and redeem their round upon arrival. Whether you're a seasoned golfer or looking for a relaxed day on the greens, this experience offers outstanding course conditions and top-tier service.

Details & Restrictions:

Valid for Monday-Thursday play only (excluding holidays)
Includes 18 holes with cart for two players
Expires December 31, 2026
Advance tee time required
Redemption via Village Links app following online claim process

Treat yourself-or someone lucky-to an unforgettable culinary journey with The Ultimate Chicago Dining Experience, featuring five $100 gift cards to some of the region's most beloved and iconic restaurants.

From classic steakhouse elegance to neighborhood Italian favorites and Mediterranean flair, this package offers something for every palate and every occasion.

Package includes a total value of $500 in dining experiences:

🍽️ Shaw's Crab House - $100
A Chicago institution known for impeccably fresh seafood and classic American cuisine. From pristine oysters and Alaskan king crab to expertly prepared steaks, Shaw's delivers timeless elegance and exceptional service in a refined yet welcoming setting.
shawscrabhouse.com

🔥 Wildfire - $100
A classic American steakhouse experience inspired by the supper clubs of the 1940s. Wildfire is celebrated for its prime steaks, chops, fresh seafood, and legendary sides-perfect for a special night out or celebratory dinner.
wildfirerestaurant.com

🍝 Davanti Enoteca - $100
A cozy, rustic Italian favorite known for handmade pastas, wood-fired dishes, and an outstanding wine list. Davanti Enoteca offers bold flavors, seasonal ingredients, and a warm neighborhood vibe that keeps guests coming back.
davantienoteca.com

🇬🇷 Vasili's Mediterranean - $100
A vibrant spot serving authentic Mediterranean and Greek-inspired cuisine. From fresh seafood and grilled meats to classic spreads and warm hospitality, Vasili's is ideal for sharing plates and enjoying bold, sun-soaked flavors.
vasilismediterranean.com

🇮🇹 Mia Francesca - $100
A cornerstone of Chicago's Italian dining scene, Mia Francesca is known for approachable, flavorful Italian classics in a lively, welcoming atmosphere. A go-to destination for everything from date nights to family dinners.
miafrancesca.com

Treat yourself and three guests to a Lux Wine Tasting for Four at Cooper's Hawk Winery & Restaurants, featuring a complimentary sampling of the winery's most prestigious wine selections, paired with gourmet chocolate truffles.

Your tasting includes seven to eight hand-selected wines, offering a guided yet relaxed experience-no reservation required. After your tasting, enjoy the opportunity to browse the gift shop for unique wine-related items, purchase bottles to take home, or sign up for the Cooper's Hawk Wine Club. Be sure to finish your visit with one of Cooper's Hawk's irresistible gourmet desserts, freshly prepared in-house.

This experience is valid at any Cooper's Hawk location nationwide, including Arizona, Florida, Illinois, Indiana, Maryland, Michigan, Missouri, Ohio, Virginia, and Wisconsin-making it a perfect local outing or travel companion.

A delightful experience for wine lovers and food enthusiasts alike!

Host an unforgettable wine experience for your friends, family, or colleagues with this private wine tasting for 14-18 guests, generously provided by Wines for Humanity.

The winning bidder will enjoy a 5-bottle live or virtual wine tasting, led by a dedicated, knowledgeable Wine Advisor who will guide your group through a curated selection of exclusive wines from around the world. Along the way, you'll learn tasting techniques, wine basics, and insider insights-no prior wine knowledge required.

This experience is designed to be both fun and meaningful. If wines are purchased following the tasting, a portion of proceeds benefits a charitable cause, making this an ideal experience for entertaining with purpose.

Package Includes:

• Private live or virtual wine tasting
• 5 bottles of wine curated for the event
• For 14-18 guests
• Dedicated Wine Advisor to coordinate and host
• Educational, interactive, and social experience
• Portion of proceeds supports charity

Additional Details:
Available in select states, including IL and many others
Event date and format coordinated directly with Wines for Humanity
Expires on date listed on certificate
Perfect for a dinner party, celebration, corporate gathering, or unique night in-this wine tasting experience pairs great wine with an even greater cause.