A Week by the Beach in Naples

Spend seven sun-filled days in Naples, Florida, with your own private penthouse retreat just a five-minute walk from the beach and The Ritz-Carlton.

This spacious sixth-floor condo sleeps six with three bedrooms - one king, one queen and two twin beds - plus two full baths, a full kitchen and an outdoor patio overlooking the pool. Spend your days on the sand, relax by the community pool and hot tub, or take advantage of the fitness room and outdoor grills.

The location puts plenty of Naples within easy reach. Shops, restaurants, bars, a movie theater and groceries are just a mile away, with favorite beachfront destinations like The Turtle Club nearby for sunset cocktails and fresh coastal dining.

Perfect for a family vacation, couples' getaway or a week away with friends - with plenty of room to settle in and enjoy the best of Southwest Florida.

Package includes: Seven days/six nights in a three-bedroom, two-bath penthouse condo accommodating up to six guests. Available May 15 through October 30 on mutually agreeable dates and subject to availability. Advance scheduling is strongly encouraged. Cleaning is included at no additional charge. Expires October 30 2027.

THREE extraordinary experiences. One unforgettable Chicago adventure.

Enter a world of magic at The Hand & The Eye.

Step inside Chicago's historic McCormick Mansion, spectacularly reimagined by acclaimed architect David Rockwell as an immersive world of magic, mystery and extraordinary hospitality.

Your VIP package for two invites you into a dazzling experience filled with hidden rooms, secret passageways, intimate encounters with world-class magicians and astonishing illusions. Move through the mansion's richly appointed lounges and performance spaces, where magic happens just inches away, and enjoy an elegant seated dinner as part of an evening designed to surprise and delight at every turn.

Enjoy a lovely evening cruise on Lake Michigan with dinner and drinks from Bar Sol.

Up to 10 guests can enjoy the fresh air, scenic views, and soothing rhythm of the waves on Lake Michigan courtesy of the owner of Bar Sol/Subterranean. Choose a Wednesday or Saturday evening and enjoy the fireworks from Navy Pier as you sail south from Diversey Harbor and back. Dinner provided at the harbor for 10 from Bar SOL.

Get behind the wheel with Xtreme Xperience.

Trade the everyday drive for an adrenaline-fueled adventure with a $500 exotic-car driving experience from Xtreme Xperience. Feel the power of a high-performance supercar and experience the thrill of driving on a racetrack.

From the wonder of world-class magic to an exceptional culinary journey and the exhilaration of exotic-car racing, this package brings together three remarkable ways to experience Chicago.

Package includes:

* VIP package for two at The Hand & The Eye
* Lake Michigan Fireworks & Boat Cruise
* Exotic-car driving experience from Xtreme Xperience

Enjoy a lovely evening cruise on Lake Michigan with dinner and drinks from Bar Sol.

Up to 10 guests can enjoy the fresh air, scenic views, and soothing rhythm of the waves on Lake Michigan courtesy of the owner of Bar Sol/Subterranean. Choose a Wednesday or Saturday evening and enjoy the fireworks from Navy Pier as you sail south from Diversey Harbor and back. Dinner provided at the harbor for 10 from Bar SOL.

Discover two extraordinary expressions of private-club luxury, from contemporary wellness to timeless Chicago elegance.

Begin with a two-month membership for two at BIAN | A LUXURY PRIVATE CLUB . This 35,000-square-foot destination brings world-class wellness and hospitality together under one roof, with expansive fitness and recovery offerings, spa and therapeutic services, exceptional culinary programming and social experiences. For two months, you and a guest can explore the BIAN lifestyle, with opportunities to work out, recharge, connect and indulge.

Then, experience an overnight escape for two at the University Club of Chicago, one of the nation's most iconic private clubs. This magnificent Michigan Avenue landmark is celebrated for its Gothic architecture, extraordinary art and more than a century of exceptional hospitality. Your stay includes dinner at The Parliament, where sweeping views of Millennium Park, Lake Michigan and the Chicago skyline provide a spectacular backdrop. The following morning, return for brunch featuring the seasonal cooking of Executive Chef Rafat Alzein.

Two distinctive private clubs. One extraordinary opportunity to experience Chicago luxury from the inside.

Package includes:

Two-month BIAN membership for two
One-night stay for two at the University Club of Chicago
Dinner for two at The Parliament, including up to $100 in beverages
Brunch for two at The Parliament, including up to $50 in beverages

University Club reservations subject to availability. BIAN membership benefits and additional services subject to donor terms.

10 Days in Paradise

Paradise is calling! Experience the extraordinary beauty of West Maui with a luxurious 10-day stay at Hua Momona Farm and round trip first-class airfare for two.

Your adventure begins with two first-class tickets to Maui aboard United Airlines. Once you've arrived, settle into the Big House at Hua Momona Farm, a spectacular four-bedroom, four-bathroom private retreat surrounded by the natural beauty of the island.

With a private pool, hot tub and panoramic views, this extraordinary property is made for days spent soaking up the Hawaiian sunshine, relaxing in complete comfort and enjoying unforgettable sunsets. Four spacious bedrooms offer plenty of room to bring family or friends along for the experience.

Your stay also includes a private tour of Hua Momona Farm and a sunset toast, offering an opportunity to discover the beauty of this remarkable property and raise a glass to your time in paradise.

Spend your days exploring Maui's legendary beaches, discovering the island's natural wonders or simply lounging by your private pool. With 10 glorious days to unwind, there's time to do it all.

**Package includes:**

* First-class airfare for two to Maui on United Airlines
* 10-day stay in the four-bedroom, four-bathroom Big House at Hua Momona Farm
* Private pool, hot tub and panoramic views
* Private farm tour and sunset toast

Travel dates, airfare arrangements, occupancy and other restrictions subject to donor terms and availability.

This experience is a 5-night stay for 2 at a select 4- or 5-star hotel in one of Portugal's most iconic destinations-Lisbon, Porto, the Algarve, or another top city of your choice.

Ready for a trip filled with rich history, culture, and stunning landscapes? Portugal delivers. It's a dream for nature lovers, and thanks to its compact size, travel is easy and affordable. A high-speed train ride from Lisbon to Porto takes under 3 hours. Use your chosen city as home base, then explore Portugal at your own pace.

Into surfing? Portugal's coast is world-renowned, with breaks near Lisbon (Carcavelos and Costa da Caparica) and Porto (Matosinhos).

Prefer hiking? Portugal's a hiking mecca. Mountains here are wild, dramatic, and full of surprises. On the island of Madeira, you can hike up Pico do Arieiro (1,818m)-one of the few places in the world where you can literally walk in the clouds. As you reach the summit, you're surrounded by mist, ridgelines, and otherworldly views.

In Porto-the birthplace of Port wine-wander through the colorful Ribeira district, visit historic wine cellars, and cross the iconic Dom Luís I Bridge. In Lisbon, lose yourself in old neighborhoods, hop a tram, and find beaches or nightlife just minutes away. Craving castles or coastal views? Head south to the Algarve for sweeping cliffs and sun-soaked beaches, or escape to Sintra's fairytale palaces.

Portugal is known for its rich heritage and unbeatable value. Enjoy fresh seafood, world-class wine, and the famous pastéis de nata. The best part? You have full flexibility. Pick your destination, travel anytime over the next 2 years, and design your perfect getaway-from ocean waves to mountaintop views.

A Week by the Beach in Naples

Spend seven sun-filled days in Naples, Florida, with your own private penthouse retreat just a five-minute walk from the beach and The Ritz-Carlton.

This spacious sixth-floor condo sleeps six with three bedrooms - one king, one queen and two twin beds - plus two full baths, a full kitchen and an outdoor patio overlooking the pool. Spend your days on the sand, relax by the community pool and hot tub, or take advantage of the fitness room and outdoor grills.

The location puts plenty of Naples within easy reach. Shops, restaurants, bars, a movie theater and groceries are just a mile away, with favorite beachfront destinations like The Turtle Club nearby for sunset cocktails and fresh coastal dining.

Perfect for a family vacation, couples' getaway or a week away with friends - with plenty of room to settle in and enjoy the best of Southwest Florida.

Package includes: Seven days/six nights in a three-bedroom, two-bath penthouse condo accommodating up to six guests. Available May 15 through October 30 on mutually agreeable dates and subject to availability. Advance scheduling is strongly encouraged. Cleaning is included at no additional charge. Expires October 30 2027.

Shaken, Stirred, and Spellbound
Chicago knows how to put on a show. Gather your favorite people and get ready for a night, or several nights, of cocktails, conversation, dinner, and a little bit of magic.

Start with an evening at the Chicago Magic Lounge, where secret doors, Art Deco glamour, and astonishing sleight of hand set the stage for an unforgettable experience. Then gather six friends for cocktails at Bar Avec before dinner at Avec River North. And when you're ready to keep the good times going, explore five Chicago neighborhood favorites with $250 in gift cards, plus a cocktail-making kit for mixing up something special at home.

Magic, cocktails, dinner, and Chicago nights worth remembering.

Package includes:

$100 Chicago Magic Lounge gift certificate, redeemable for show or class tickets and merchandise. No expiration date. Not valid for food or beverages.
Cocktails at Bar Avec for six
Dinner at Avec River North for six
Five $50 gift cards to Aberdeen Tap, Avondale Tap, Green Room Tap, Wolcott Tap, and Alice's Lounge
Cocktail-making kit
The Bar Avec/Avec River North experience does not include gratuities.

One-Hour Photo Shoot with Ryan Brandoff Photography (winner of 2024 Artist of the Year)

Make it your own: portraits, headshots, couples photos, product photography, or another commercial shoot. The winning bidder receives a one-hour photo session with approximately 100 photos delivered.

The session must be redeemed within one year of the auction date (October 2, 2027). Scheduling is subject to availability.

Be among the first to experience the world premiere of *Mud Life* with an exclusive opening-night package for four at Collaboraction's House of Belonging!

Set in Chicago's North Lawndale neighborhood, *Mud Life* follows Roc and his cousin Tae, two aspiring hip-hop artists struggling to build a future while under the control of a manipulative strip-club owner. When a mysterious outsider offers them a chance to break free, their loyalties are tested and they must make choices that could change their lives forever.

Inspired by co-writer Willie Round's experiences growing up on Chicago's West Side, this powerful new drama explores friendship, ambition and the price of success. Written by Round and G. Riley Mills, the team behind Collaboraction's Emmy Award-winning *The Lost Story of Emmett Till: Trial in the Delta*, the production is directed by Collaboraction Artistic Director Anthony Moseley.

Your VIP experience includes four tickets to the October 25 opening, an exclusive meet-and-greet with the actors and a signed poster to commemorate the occasion. You'll also receive a $100 gift certificate to Collaboraction's bar, perfect for raising a glass to the cast and creative team.

Experience the excitement of a world premiere and celebrate the original Chicago stories being brought to life at Collaboraction.

Package includes:

* Four tickets to the world premiere of *Mud Life* on Sunday, Oct. 25, 2026, at 3 p.m.
* Meet-and-greet with the actors
* Signed *Mud Life* poster
* $100 gift certificate to Collaboraction's bar

Location: Collaboraction's House of Belonging, Kimball Arts Center, 1757 N. Kimball Ave., Chicago

TimeLine, Chicago Shakespeare, Cooper's Hawk

Celebrate Chicago's world-class theater community with two outstanding stage experiences and a wine tasting for four. From intimate, thought-provoking productions to grand performances on Navy Pier, this package is a toast to the artists and institutions that make Chicago's cultural scene extraordinary.

See history differently at TimeLine Theatre Company. Enjoy two tickets to a production from a company celebrated for exploring today's most compelling issues through the lens of the past. Experience thought-provoking theater in TimeLine's Uptown home.

Then take your seats at Chicago Shakespeare Theater. Enjoy two tickets to a production at this acclaimed Navy Pier institution, where Shakespeare, contemporary works and ambitious musicals come together in a dynamic season of live performance.

Raise a glass at Cooper's Hawk Winery & Restaurants. Gather three friends for a Lux Wine Tasting for four and explore a selection of distinctive wines in a welcoming setting.

Three memorable theater experiences, a wine tasting for four, and plenty of reasons to make a night of it.

Package includes:

Two regular tickets to any TimeLine Theatre Company production
Two tickets to Chicago Shakespeare Theater
Lux Wine Tasting for four at Cooper's Hawk Winery & Restaurants
Theater tickets are subject to availability and individual certificate restrictions. Court Theatre tickets are valid for evening performances during the regular season through June 2027; special engagements may be excluded. The Cooper's Hawk winner certificate has no expiration date.

Chicago Symphony Orchestra & Boka Restaurant Group

Indulge your senses with an exquisite pairing of world-class music and exceptional Chicago dining.

Begin with two tickets to an eligible Chicago Symphony Orchestra performance at Symphony Center. From beloved orchestral masterworks to contemporary compositions, experience the extraordinary artistry of one of the world's most celebrated orchestras in a magnificent concert hall.

Then, turn your attention to Chicago's remarkable culinary scene with gift certificates to three distinctive Boka Restaurant Group destinations.

Savor Italian-inspired favorites at Zarella, explore James Beard Award winner Stephanie Izard's playful take on Chinese cuisine at Duck Duck Goat, and discover Japanese-inspired bites and cocktails in the intimate, energetic atmosphere of Izakaya at Momotaro.

From the concert hall to the dining room, this package celebrates the music, artistry and exceptional culinary talent that make Chicago a world-class cultural destination.

Package includes:

Two tickets to an eligible Chicago Symphony Orchestra performance, Main Floor, Lower Balcony or best available seating
$100 gift certificate to Zarella
$100 gift certificate to Duck Duck Goat
$100 gift certificate to Izakaya at Momotaro

CSO tickets valid through June 30, 2027, subject to eligibility and availability. Restaurant gift certificates subject to donor terms.

Bid on a true masterpiece of Persian textile art. This authentic antique Kerman rug, meticulously hand-knotted by master weavers in Iran, brings a touch of Persia's elite cultural heritage directly into your home. Woven from premium, luminous local wool, Kerman rugs are world-renowned for their soft, resilient texture and artistic complexity. At an intimate 3' x 4'10", this versatile accent rug is perfectly scaled to anchor a sophisticated home office, elevate an entryway, or hang as a stunning wall tapestry.

Steppenwolf, Cafe Ba-Ba-Reeba!, Court Theatre, and Mon Ami Gabi

Enjoy two evenings of exceptional theater and two distinctive dining experiences with this celebration of Chicago's vibrant cultural and culinary scene.

Take your seats at Steppenwolf Theatre for Adirondack Chair Circle, a world-premiere comedy by Chicago playwright Stephanie Alison Walker. When a group of suburban moms takes on the school board over controversial books, their seemingly united front begins to unravel. Directed by Tony Award winner Pam MacKinnon, this sharp, timely production delivers humor and plenty to talk about afterward.

Explore The Court Theatre! Valid towards the EVENING performance of your choice during the regular Court Theatre season.

Then, explore two beloved restaurants from Lettuce Entertain You. Gather friends for Spanish tapas, paella and sangria at Cafe Ba-Ba-Reeba!, or savor classic French bistro fare at Mon Ami Gabi.

Great theater, memorable meals and plenty of reasons to make a night of it.

Package includes:

Two tickets to Adirondack Chair Circle at Steppenwolf Theatre
Two tickets to Court Theatre
$200 Cafe Ba-Ba-Reeba! gift certificate
$200 Mon Ami Gabi gift certificate

Steppenwolf performances run Oct. 22-Dec. 6, 2026. Tickets subject to availability and certificate restrictions.

Two Tickets to Court Theatre

Enjoy an evening of live theatre at Chicago's acclaimed Court Theatre with two complimentary general admission tickets to an evening performance of your choice during the regular Court Theatre season.

Special engagements may be excluded. Tickets are subject to availability and must be redeemed through the Court Theatre Box Office using the provided order number. Once redeemed, tickets may be exchanged for a fee.

Includes: 2 general admission tickets
Valid through: June 2027

Discover absolute awe at Flyover. Our exhilarating immersive journeys connect you with our planet like never before. Soar over iconic locations, dive into authentic stories and lose yourself to an adventure unlike any other.
Find us inside Navy Pier and experience Flyover for yourself.

A Private Chef's Dinner for Six

Gather six of your favorite people for an intimate, completely customized culinary experience from J&L Catering.

Your evening begins with an amuse-bouche or passed hors d'oeuvres during cocktails, followed by a three-course dinner designed specifically for your group. Work directly with J&L's Executive Chef, Kevin Kelly, to create your menu, with each course thoughtfully paired with wine by J&L's Chef de Cuisine & Sommelier.

Choose to host your three-hour dinner in J&L Catering's private West Town tasting room or in your Chicago home. A personal chef and server are included, and when you dine at the tasting room, premium tabletop rentals and linens are included as well.

Your experience includes:

Dinner for six guests
A customized three-course menu
Menu consultation with Executive Chef Kevin Kelly
Wine pairings selected specifically for your meal
Amuse-bouche or passed hors d'oeuvres during cocktails
Personal chef and server
Premium tabletop rentals and linens when hosted at J&L's tasting room
Additional beverage packages are available for purchase. Staff gratuity is not included and may be added at the bidder's discretion. Table florals are also available upon request.

Good to Know:
Reservations must be made at least 45 days in advance and are subject to availability. The experience is not valid on holidays, Saturdays, or Sundays, and December dates are unavailable. Some Fridays may be available. Reservations begin at 6:00 PM or later and are for a three-hour event. The certificate is valid for one year from the date of the auction.

J&L Catering
1639 W. Walnut St.
Chicago, IL 60612

Treat yourself to a delicious evening at Gibsons Steakhouse with a $200 gift card. Whether you're planning a romantic date night, celebrating a milestone, or gathering with friends, this is your invitation to savor a special night out.

Two Tickets to See the Chicago Cubs

Catch the Chicago Cubs at Wrigley Field in 2027 with two bleacher-level tickets. Spend a summer day or evening cheering on the Cubs from one of the most iconic sections of one of baseball's most legendary ballparks.

Includes: 2 bleacher-level tickets to a 2027 Chicago Cubs home game.

Game date and ticket details are subject to availability and the terms of the certificate or ticket offer.

Luxury Custom Portrait Experience - $1,000 Gift Certificate
Donated by Kathleen Weinstein Photography | Chicago

Create a timeless family or individual portrait with Kathleen Weinstein Photography, a luxury portrait studio with 25 years of experience creating custom, handcrafted heirloom artwork.

This generous $1,000 gift certificate includes:

One-hour professional photography session.
One-hour in-studio projection and ordering session to view your portraits and collaborate with the artist on finishes and customizations.
One 11Ã-14 Gallery Canvas portrait, featuring the studio's signature blend of photography, watercolor, and acrylic artistry.
Full artistry and customizations for your selected portrait.
Waived session fees for both appointments.
The experience accommodates individuals, couples, and families, with no limit on the number of people included in the session.

Each portrait is custom-created by hand, archivally mounted, and finished with a protective lacquer to preserve your artwork for years to come.

The $1,000 certificate may also be applied toward other portrait finishes, sizes, or collections, depending on the client's selections.

https://www.kathleenweinsteinphotography.com/

Step into the wonderfully strange world of actor David Dastmalchian (Dune, Oppenheimer, Suicide Squad, Dark Knight) with this one-of-a-kind Hero & Horror Bundle, featuring a collection of signed, collectible, and fan-favorite treasures from his work across film, television, comics, and horror.

The bundle includes autographed memorabilia, Blu-ray/DVD titles, collectibles, a convention-style hat, and the illustrated children's book Kid Del Toro, offering a little bit of everything for fans of Dastmalchian's memorable characters and delightfully dark universe.

A unique collector's package for anyone who appreciates superheroes, horror, cult cinema, and the wonderfully weird.

Two Months of All-Access Fitness at Chicago Athletic Clubs

Shake up your workout routine with a two-month All-Access Membership to Chicago Athletic Clubs, giving you the freedom to work out across CAC's seven Chicago-area locations.

Choose the workout that fits your day - from strength and cardio to yoga, Pilates, cycling, boxing, swimming and more. CAC offers hundreds of group fitness classes each week, along with professional-style weight rooms, functional training spaces and pools at select locations.

With clubs in Lincoln Park, Lakeview, Lincoln Square, Bucktown, Wicker Park, West Loop and Evanston, you can mix up your workouts - and your neighborhood - for two full months.

Package includes: Two-month All-Access Membership to Chicago Athletic Clubs. Additional restrictions may apply.

Four Unforgettable Chicago Adventures

From dinosaurs and live theater to hockey and haunted houses, this package brings together four very different adventures for families who love exploring Chicago.

Let imaginations soar at Chicago Children's Theatre. Enjoy four tickets to any mainstage production during its 2026/27 season. Choose from inventive, professionally produced shows including The Very Hungry Caterpillar Show, Leonardo! A Wonderful Show About a Terrible Monster and other family favorites.

Travel through millions of years at the Field Museum. Four general admission tickets invite your family to meet SUE the T. rex, discover ancient civilizations and explore one of the world's great natural history collections.

Cheer on the Chicago Wolves. Feel the excitement of professional hockey with two tickets to a Wolves home game, complete with fast-paced action and plenty of hometown spirit.

Enter if you dare at 13th Floor Haunted House Chicago. Two Fast Pass tickets take you into a terrifying world of sinister creatures, dark corridors and heart-pounding surprises, with approximately one-third the wait of general admission.

Four experiences, countless memories and something for every member of the family - from curious kids to fearless thrill seekers.

Package includes:

Four tickets to a Chicago Children's Theatre mainstage production during the 2026/27 season
Four Field Museum general admission tickets
Two Chicago Wolves tickets
Two Fast Pass tickets to 13th Floor Haunted House Chicago

Join Amy Geister, manager and color director, at Salon DJ for $250 in styling and $500 in products.

You will receive a $250 gift certificate to work with Amy at Salon DJ, and $500 in products.

A $1,500 Glow-Up at Chicago Cosmetic Surgery & Dermatology

Ready for a little refresh? This is your chance to put $1,500 toward services at Chicago Cosmetic Surgery & Dermatology and choose the treatments that make you feel your best.

Whether you've been eyeing a skincare treatment, considering a cosmetic procedure, or simply want to invest in a little self-care, this generous package puts $1,500 of possibilities at your fingertips.

Your next unforgettable night starts here! Win two tickets to a live event of your choice, anywhere in the world.* Whether it's a favorite artist, a dream concert or an event worth traveling for, the winning bidder has one year from the auction to request their tickets.

*Subject to ticket and event availability. Travel and accommodations are not included. Tickets provided by Eventric/Master Tour, the industry-standard platform for live event logistics. Used by the world's top artists, production managers, and touring professionals.

Pack your bags and get ready for three unforgettable days of electronic music in the heart of Miami with two three-day passes to Ultra Music Festival.

Set against the skyline at Bayfront Park, Ultra brings together world-class DJs, massive stages, spectacular production, and an electric festival atmosphere for a weekend you won't soon forget. Grab your favorite festival companion and make Miami your dance floor.

Two three-day passes included.

Josh Giddey Chicago Bulls Point Guard Autographed Home Jersey. Fully Certified by the Bulls Organization.

A new addition to the Pochette Cles family, which dates back to 1984, this compact version is designed to carry life's smaller essentials. It is crafted from signature Monogram coated canvas and offers a sleek gold-tone chain with a hook to attach keys. The zipped pocket ensures bills and coins are safely stored and there's also one slot for a credit card.

Blackhawks Tickets & Autographed Nick Foligno Jersey

Get ready for an unforgettable hockey experience with four tickets to see the Chicago Blackhawks in action, plus a jersey autographed by Nick Foligno!

Feel the excitement of the United Center as the Hawks take the ice, from the roar of the crowd during the national anthem to the thrill of every breakaway, big hit and goal. Bring three friends or family members along for an action-packed night cheering on Chicago's hometown team.

And the excitement doesn't end at the final horn. Take home a Blackhawks jersey signed by Nick Foligno - a special piece of memorabilia for any hockey fan.

Package includes: Four tickets to a Chicago Blackhawks home game during the 2026-27 season and one Nick Foligno autographed jersey. Game selection and seating subject to availability and donor restrictions.