Enchanting Week for 8 in a Luxury Portuguese Villa

Embark on an enchanting journey to Porto, Portugal, with this extraordinary package for 8. Enjoy a week-long stay in a luxurious private villa, with exclusive tours, wine tastings and a gourmet dinner prepared by a private chef. Discover the rich history, breathtaking landscapes and world-renowned wines that make Porto a dream destination.

You’ll stay 7 nights in a 4-bedroom, 4-bath private villa, nestled just outside the beautiful city of Porto and offering modern comforts with a touch of historical charm. Enjoy a fully equipped kitchen, common leisure areas, and an outdoor swimming pool, making it the perfect retreat for family or friends.

Each of the four bedrooms has its own bathroom, and the villa’s location is ideal for exploring the region, with the airport just 20 minutes away and a metro stop less than one mile away for easy access to Porto. Nearby cities include Vila do Conde, Guimaraes and Braga.

This package also includes a private walking tour of Vila Nova de Gaia completely dedicated to the history of Port wine, the fortified wines that made Porto famous. You’ll visit three different cellars of renowned houses, becoming an expert in the art of Port and wine tasting.

Discover the magic of the Douro Valley, the oldest demarcated wine region in the world. You’ll visit two wineries, enjoy a fabulous lunch, and taste some of the amazing wines that this unique region has to offer. Wine tasting, lunch and transportation are included.

You’ll also delight in a fine dining experience in the comfort of your own villa. A private chef will prepare a 3-course traditional Portuguese dinner, showcasing the best regional ingredients.

The second largest city in Portugal, Porto is a UNESCO World Heritage site renowned for its stunning vistas, delicious food and hauntingly beautiful fado music, as well as its Port wine. Walk through its charming streets, explore its historic sites and take in panoramic views from its hills for a week you’ll never forget!

• 7-night stay in a 4-bedroom, 4-bath villa for 8 guests outside Porto, Portugal
• Private walking tour for 8 of Vila Nova de Gaia, with visits and tastings at 3 wine cellars
• Lunch for 8 in the Douro Valley, along with visits and tastings at 2 wineries, plus transportation
• 3-course Portuguese dinner for 8 with a private chef in your villa
• Travel concierge service to assist with all travel-related details and reservations

• All purchases are non-refundable
• Reservations subject to availability, blackout dates and major holidays
• Reservations must be booked 60 days in advance
• Travel must be booked by July 27, 2025, and must occur by July 27, 2026
• Ground transportation is the responsibility of the winner except where noted

Romantic Italy: Amalfi Coast Getaway for Two

Escape to the breathtaking Amalfi Coast with this exclusive package for two. Enjoy the splendor of Italy’s most picturesque coastline, renowned for its dramatic cliffs, lush forests, and charming villages. Indulge in the tantalizing flavors of local cuisine, explore historic towns, and relax in luxurious accommodations for an unforgettable romantic getaway.

Stay five nights in a newly renovated apartment with a fantastic balcony overlooking one of Amalfi’s cutest squares, equipped with Wi-Fi and air conditioning, just steps away from Piazza Duomo and the pier for ferries to Capri, Ischia and Positano.

Experience the famous Amalfi lemons with a tour of a real lemon farmhouse, including walks through lemon groves, workshops, and tastings of lemonade, lemon cake, limoncello, and other local products.

A Travel Advisor will assist with your plans to ensure a seamless journey to Italy. And a Destination Concierge will help you make the most of your stay, from booking tours to making dinner reservations.

Discover the beauty and enchantment of the Amalfi Coast, from terraced vineyards and orchards to a string of pastel-colored towns. Relish in the fresh seafood, handmade pasta, and sweet limoncello that define the local cuisine. Take in the views from the sea with boat taxis to nearby towns or a day trip to the glamorous island of Capri.

Package Includes:

• 5 Nights for 2 in a charming Amalfi town apartment
• Lemon tour in a real lemon farmhouse, with visit and tastings
• All related taxes except tourist tax
• Travel Advisor service to assist with travel planning
• Destination Concierge service to assist with booking local activities

Restrictions:

• All purchases are non-refundable
• Reservations and accommodations are based on availability
• Flights, excursions and experiences beyond those included in the package are available for additional fees
• Blackout dates: December 20, 2024-January 7, 2025
• Traveler booking form provided to the winner must be submitted and travel completed by July 27, 2025
  

Generously donated by The H Foundation

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One Week for 8 in a Luxurious Mexican Pacific Paradise

Spend 8 days and 7 nights in the luxurious Casa de Sofia, a stunning 5,000-square-foot villa located in a private, gated neighborhood popular with celebrities in Manzanillo, Mexico.

The villa sleeps up to 8 guests, with four king suites that each have their own balcony, offering incredible ocean views and optimum comfort. Four full and one half bathroom provide ample space and privacy.

Enjoy exquisite dining experiences with a private 5-star gourmet chef and bartender for all meals—select from an extensive menu of local cuisine or familiar dishes. A private cleaning staff will handle all of the daily housekeeping and laundry, and a dedicated concierge will assist with arranging excursions, transportation and special requests to ensure every detail of your stay is perfect.

You’ll find plenty of ways to relax since the villa is walking distance from a private beach and clubhouse. It also features an infinity pool with suntanning corner, and large dining rooms, patios and living rooms for socializing indoors and outdoors. Of course, indoor spaces are air conditioned and there’s free WiFi so you can post all of the fabulous ocean views.

Package Includes:

• 8-day, 7-night stay (Saturday to Saturday) for 8 guests at Casa de Sofia in Manzanillo
• Private 5-star gourmet chef and bartender for all meals
• Daily cleaning and laundry service
• Private local property concierge
• Dedicated travel liaison for a personalized itinerary to make the most of your stay

Restrictions:

• All purchases are non-refundable
•  Package is subject to availability and must be booked in advance
• Ground transportation is the responsibility of the winner

Generously donated by The H Foundation

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A Day of Speed for 12 at the Autobahn Country Club

Start your engines and get ready for an adrenaline-packed experience at the Autobahn Country Club. This exclusive half-day program is designed for up to 12 people and offers 4 thrilling ride and drive activities, culminating in a relaxing session with cocktails and appetizers in the Member Clubhouse.

Kick off your day with an exhilarating karting experience using Autobahn’s new fleet of CRG Centurion race karts at Kart Circuit Autobahn.

You’ll also get the thrill of high-performance driving on Autobahn’s road course. Under the guidance of professional instructors, you’ll learn the basics of high-performance driving and then get behind the wheel of Autobahn’s Performance Fleet vehicles for high-speed, helmeted lapping sessions.

Test your skills in an Autocross competition as you also battle the clock and each other in a series of tight turns and fast straightaways with Autobahn’s Performance Fleet vehicles.

Race consultants Team Stradale will also provide the true rush of a racing experience, racing by right seating in one of their bred-to-race Radical race cars for 3 laps alongside an active professional race driver.

After a day filled with high-speed excitement and racing thrills, unwind with cocktails and appetizers in the Autobahn’s Member Clubhouse, where you can share stories of the unforgettable action!

This is the perfect package for any thrill seeker who appreciates the world of high-performance driving and racing, You’ll learn from the best while enjoying the amenities and atmosphere of a unique motorsports community.

Package Includes:

• Karting session at Kart Circuit Autobahn for 12
• High-performance driving on Autobahn’s road course for 12
• Autocross competition for 12
• 3 lap rides in a Radical race car with Team Stradale for 12
• Cocktails and appetizers for 12 in the Autobahn’s Member Clubhouse

Restrictions:

• All purchases are non-refundable
• All participants must be 18 years or older
• Valid for a weekday event (call to schedule in advance)
• Expires October 31, 2025

Generously donated by the Autobahn Country Club

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Comedy and Camaraderie Your Own Private Performance for 30

Anyone who has experienced the annual Comedy for Cancer event knows how funny comedians Steve Cochran, Jim Flannigan and Mike Toomey are. Imagine them performing just for you and your friends in a private theater setting with an exclusive meet-and-greet. The 30 of you will be talking and laughing about this night for years to come!

Begin your evening with a delightful cocktail reception at Prasino, a chic and contemporary restaurant known for its fresh and flavorful cuisine. For 90 minutes, you and your guests will enjoy a variety of appetizers paired with a selection of beer and wine, setting the stage for the fun ahead.

After the cocktail hour, you’ll cross La Grange Road to the historic La Grange Theatre, where you’ll be treated to an intimate comedy show featuring three of Chicago’s favorite comedians:

• Beloved Chicagoland radio broadcaster Steve Cochran is known for his quick wit and engaging storytelling. He has been a staple in Chicago radio, hosting popular morning shows on WGN and WLS.
• Renowned for his sharp delivery and unique style, Mike Toomey is a regular contributor on WGN Morning News and has shared the stage with legends like George Carlin and Reba McEntire.
• With his fast-paced and clever punchlines, Jim Flannigan is a regular headliner at top comedy clubs and co-hosts popular podcasts. He’s been making waves in the Chicago comedy scene and beyond.

Package Includes:

• Private comedy show—exclusive seating for 30 guests at the La Grange Theatre for sets with Steve Cochran, Mike Toomey and Jim Flannigan
• Pre-event cocktail reception for 30 at Prasino—includes appetizers, beer and wine
• Meet and greet—personal interaction with all three comedians after the show

Restrictions:

• All purchases are non-refundable
• Package is valid for a specific date to be mutually agreed upon by all parties
• Reservations are subject to availability

Generously donated by Steve Cochran, Mike Toomey, Jim Flannigan, Classic Cinemas, and Prasino

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Exquisite In-Home Dining 8 Courses for 6 Prepared by Posto 31 Executive Chef

Prepare to be amazed with a culinary experience that will delight the senses. Chef Jason Korenik, the executive chef and owner of La Grange Park’s beloved Posto 31, will bring his artistry to your house.

You will begin the planning of your dream dinner by sitting down with Chef Jason to curate a menu showcasing his expertise and passion for Italian cuisine. Each dish will be a masterpiece, crafted with the freshest ingredients and meticulous attention to detail. From appetizers to dessert, every course will tantalize your taste buds and provide a feast for the eyes as well as the palate.

Each of the 8 courses will be paired with a selection of fine wines, enhancing the flavors and elevating the overall dining experience. Chef Jason’s pairing knowledge will ensure that each sip complements the accompanying flavors.

Chef Jason began his culinary career at the age of 14, and he remained with his first employer for nearly 20 years. During that time, Chef Jason realized his true passion was cooking and hospitality, and he went on to earn his degree in Culinary Arts from Kendall College in Chicago, IL. In 2010, Chef Jason opened his first restaurant, Mattone Restaurant & Bar in La Grange Park, IL, which he later sold in 2017. Also in 2017, he acquired two buildings and built his second restaurant from the studs. His second restaurant, Posto 31, opened in May 2018 and has since earned numerous accolades. Chef Jason is a culinary mastermind with a growth mindset, constantly pushing himself to achieve the unachievable.

Known for his Italian-inspired menu and fresh, handmade pasta, Chef Jason’s “Passion on a Plate” tagline perfectly captures the essence of this exquisite evening. This private dinner provides a personalized and intimate indulgence for a special occasion or just fellowship among foodies.

Package Includes:

• 8-course gourmet meal for 6 people, prepared in your home by Chef Jason Korenik, executive chef and owner of Posto 31
• Wine pairings for each course
• Planning meeting for you and Chef Jason to curate your dream dinner

Restrictions:

• All purchases non-refundable
• Package is valid for a specific date to be mutually agreed upon

Generously donated by Posto 31

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Dinner for 6 With Legendary Bears Quarterback Jim McMahon

Don’t miss out on this once-in-a-lifetime chance to dine with football legend Jim McMahon, Quarterback for the Super Bowl Champion 1985 Chicago Bears. Prepare for an extraordinary evening of fine dining and fascinating conversation as you and five guests enjoy a dinner with wine pairings at Prosecco Ristorante in Chicago’s River North Gallery District.

Prosecco is renowned for its contemporary regional Italian cuisine. Under the culinary direction of Chef Partner Mark Sparacino, the restaurant offers an unmatched menu, handcrafted cocktails and an artistic atmosphere that already ensures a memorable dining experience. The motto “Prosecco is a friend to everyone” perfectly encapsulates the welcoming and convivial spirit of this beloved establishment.

Your dinner will be elevated with expertly selected wine pairings, choses to complement each course and enhance the flavors of the creations crafted by Cher Sparacino and his team.

This is a rare opportunity to dine with a sports legend while enjoying some of the finest Italian cuisine that Chicago has to offer. McMahon will share stories and insights from his illustrious 15-season football career, including leading the Bears to glory with a certain Shuffle and becoming the first quarterback in the history of the Super Bowl t rush for two touchdowns.

Package Includes:

• Dinner for 6 with wine pairings at Prosecco Ristorante in Chicago’s River North Gallery District
• Special dinner guest Chicago Bears Quarterback and Super Bowl Champion Jim McMahon will join your group

Restrictions:

• All purchases non-refundable
• Date will be mutually agreed upon by all parties

Generously donated by Prosecco Ristorante & Jim McMahon

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