Longboat Key Getaway

Soak up the gulf coast sun and get your toes in the sand by bidding on this two-bedroom condo package at The Resort at Longboat Key.

Enjoy 3 nights in a 2-bedroom condo that sleeps 4. This experience is truly a luxury escape featuring a legendary golf course, full-service spa, award winning tennis, gardens, and serene stretch of beach.

The resort is located on 410 acres of a secluded barrier island, and the perfect getaway from the North Shore.

The resort offers five exceptional restaurants and lounges that feature the highest-quality ingredients and Gulf Coast hospitality.

Includes:

• 3 nights at The Resort at Longboat Key Club Condo
• 2 beds sleeps 4
• Located near Sarasota, Florida
• Ocean View

Dates available to be mutually agreed upon.

During off season time

5/1/26. To 12/15/26 or 5/1 through 12/15/27

No Holidays

Airfare not included.

A daily resort fee may be charged
Value: $4800

Enjoy the ultimate Green Lake Wisconsin Experience!

Green Lake is located just 2.5 hours north of Glencoe. This charming town sits on the deepest inland lake in Wisconsin featuring 27 miles of shoreline. There is so much charm, natural beauty, and fun for the family, a girls weekend or a couples getaway! This package will ensure you have an amazing summer weekend!

Enjoy 2 nights at The Manor on Green Lake. Gaze upon stunning sunrises and sunsets over the water during your stay. The Manor on Green Lake provides a memorable lakefront sanctuary that will stay with you forever.

Guests are treated to a variety of amenities that cater to all interests and preferences. Water-lovers can enjoy our float islands, paddle boards, kayaks, and swim docks, while land enthusiasts can indulge in complimentary lawn games. If you're looking for a fun outdoor activity, we've got you covered with access to Green Lake Inn's pickleball courts and fire pits (just a 5-minute walk away).

The winner of this package will take over The Manor on Green Lake's entire property which includes:

7 bedrooms

7 bathrooms

Kitchen

Living room

Dining room

Balcony

Terrace

2 washers/2 dryers

During your stay, take a break and unwind at Elan Brio Spa, just a 5 minute drive from The Manor. The spa offers a variety of amenities to help you relax and recharge, including saltwater rainfall-soaking pools, invigorating herbal steam rooms, cozy spa cafe, and serene relaxation rooms with beautiful views. Choose from a full menu of spa services to help you revitalize during your stay.

After a day by the lake, hit downtown Green Lake for a night of laughs, bites, and brews! This package hooks you up with a $250 gift card to the Goose Blind Grill & Bar.

Includes:

2 nights - 7 Bedrooms - Sleeps 14 at The Manor on Green Lake
$250 Gift Certificate to Elan Brio Spa
$250 Gift Certificate to the Goose Blind Bar & Grill

Based on availability
Expires 12/31/27

Winner will coordinate with owner

You and your guests will create unforgettable memories on this Green Lake getaway - stories you'll be sharing for years to come!

Chicago Summer Night with Noah Kahan & The Ritz-Carlton

Get ready for an unforgettable night in the heart of Chicago, where chart-topping music meets five-star luxury.

Your experience begins with (4)premium tickets to see Noah Kahan live at Wrigley Field during his highly anticipated Great Divide Tour. Known for his soulful lyrics and breakout hits like Stick Season, Noah Kahan's performances are both intimate and electric, this is one summer concert you won't want to miss.

After the show, skip the commute and retreat to elegance with a one-night stay at the iconic The Ritz-Carlton Chicago. Enjoy refined accommodations, exceptional service, and sweeping views of the city, perfect for extending the magic of your evening.

Package Includes:

Concert - Tuesday 7/14
6:30 PM
Wrigley Field
Mobile Transfer
4 tickets
Section Terrace 228, Row 16

One-night luxury stay at The Ritz-Carlton ChicagoA perfect pairing of live music and upscale relaxation in downtown Chicago

Whether you're bidding for yourself or gifting an unforgettable night out, this package delivers the ultimate Chicago summer experience, music, luxury, and memories all in one.

Experience the breathtaking beauty of Italy's Amalfi Coast, where dramatic cliffs meet the shimmering Mediterranean. Stroll through charming villages, savor fresh seafood and limoncello, and bask in the sun on pristine beaches. Spend your days exploring picturesque towns, savoring world-class Italian cuisine, and strolling along the enchanting shoreline. This coastal paradise offers the perfect blend of relaxation, culture, and unforgettable scenery.

Package Includes:

• 5 nights for 4 adults in a charming hotel on the Amalfi Coast
• Tour of a lemon farmhouse with tastings included
• Private Guided Tour at Amalfi Paper Museum

Terms & Conditions:

Accommodations and excursions are subject to change and availability without notice, at which time they will be substituted with an equivalent option. Reservations must be booked at least 90 days in advance. Package expires 24 months after date of purchase. Airfare and airport transfers are not included. Resort fees, local tourism taxes, and other local fees & environmental taxes are not included. Additional nights and travel with less than 90 days advance booking may be available as an upgrade at an additional cost. A valid passport is required at the time of booking your trip for all international travel. Travel during holidays and peak periods is subject to availability and may require an additional cost. This certificate may not be resold or donated to an organization and is not refundable.

Glencoe Beach Ultimate Summer Day Package #1

Soak up the best of summer with this all-inclusive beach day package from the Glencoe Park District.

Enjoy four Glencoe Beach daily passes for a perfect day on the shore of Lake Michigan, complete with a sun shelter rental to keep you cool and comfortable. Add a little adventure with your choice of a kayak or paddleboard rental and make the most of your time on the water.

The fun continues beyond the beach with a collection of Glencoe Park District swag, including sunglasses, a beach towel, a Stanley-style cup, and a large cooler bag-everything you need for a stylish and well-equipped day in the sun.

Whether you're planning a family outing or a relaxing day with friends, this package is your ticket to the ultimate North Shore beach experience.

Includes:

• 4 Glencoe Beach daily passes
• 1 Sun Shelter rental
• 1 kayak or paddleboard rental
• Large Cooler Bag
• Beach Towel
• Stanley-style cup
• Sunglasses

Glencoe Beach Ultimate Summer Day Package #2

Soak up the best of summer with this all-inclusive beach day package from the Glencoe Park District.

Enjoy four Glencoe Beach daily passes for a perfect day on the shore of Lake Michigan, complete with a sun shelter rental to keep you cool and comfortable. Add a little adventure with your choice of a kayak or paddleboard rental and make the most of your time on the water.

The fun continues beyond the beach with a collection of Glencoe Park District swag, including sunglasses, a beach towel, a Stanley-style cup, and a large cooler bag-everything you need for a stylish and well-equipped day in the sun.

Whether you're planning a family outing or a relaxing day with friends, this package is your ticket to the ultimate North Shore beach experience.

Includes:

• 4 Glencoe Beach daily passes
• 1 Sun Shelter rental
• 1 kayak or paddleboard rental
• Large Cooler Bag
• Beach Towel
• Stanley-style cup
• Sunglasses

Principal Package - West School

Priceless experience!

Ever wondered what it's like to be in charge at West School? Here's your chance!

The winning student will join Principal Baird for a special behind-the-scenes experience at West. Start the day by helping lead the morning announcements for the entire school, then enjoy a private lunch with Principal Baird and up to three friends. The adventure also includes an exclusive tour of West School-including some secret spots that students don't normally get to see. It's a one-of-a-kind Westie experience

Ultimate Westie VIP Pass: Live like a VIP at West School!

A priceless experience!

Your West School Student will receive all of these VIP perks:

• Enjoy morning breakfast with two staff members of your choice and three friends,
• serve as Lunch DJ for the day with your own approved playlist, and
• choose the PE game that all Westies will play that day.
• The package also includes front-row reserved seating for four at the end-of-year music show (May 28th for 4th grade or May 29th for 3rd grade).

A truly special Westie experience!

Principal for the Day at South School

A Priceless Experience!

Here's a once-in-a-lifetime opportunity for a lucky student to step into a leadership role and experience a day like no other!

The winner will spend the day alongside Principal Dr. Zonghetti, getting a behind-the-scenes look at what it takes to run South School.

This special experience includes:

• Assisting with fun and important principal duties
• Visiting classrooms and interacting with teachers and students
• Getting a unique, insider perspective on school leadership

Perfect for a curious, responsible student who's ready to lead, learn, and have a lot of fun along the way-this is a school day they'll never forget!

8th Grade Graduation VIP Package + New Trier Swag Basket

A priceless experience!

Make graduation day extra special with this all-in-one VIP experience and celebratory gift package!

The winner will receive choice seating at the 8th grade graduation ceremony, along with one reserved parking spot for easy access and convenience.

Please coordinate seating and parking arrangements in advance with Ryan Mollet prior to the graduation date (6/9/26).

To celebrate the next chapter, the package also includes a One Stop Trev Shop gift basket of New Trier High School swag, perfect for getting the new graduate started with school spirit essentials.

From a great seat at graduation to gearing up for high school, this package is a memorable sendoff into the

• 4 VIP seats to Central School 8th grade 2026 graduation 6/9/26
• 1 VIP parking space
• Contact Dr. Mollet before Graduation Day (6/9/26)
• One Stop Trev Shop Trevian Spirit Gear

Ride to School in a Fire Truck or Police Car (#1)

A Priceless Experience!

Make your school day unforgettable with a thrilling ride to school in a fire truck or police car! Lights, sirens, and smiles are guaranteed as you roll up like a VIP with our local heroes from the Glencoe Public Safety Department.

Perfect for kids who love adventure-and a little bragging rights-this one-of-a-kind experience delivers excitement from start to finish. Safety first, fun always!

Details:

• Open to students in D35 or within the Village of Glencoe
• Fire Truck Ride: Up to 3 children + 1 parent/adult
• Police Car Ride: Up to 2 children + 1 parent/adult
• Date and details to be coordinated in advance with Glencoe Public Safety
• Expires 5/8/27

An unforgettable ride they'll be talking about all year-don't miss your chance to bid!

Ride to School in a Fire Truck or Police Car (#2)

A Priceless Experience!

Make your school day unforgettable with a thrilling ride to school in a fire truck or police car! Lights, sirens, and smiles are guaranteed as you roll up like a VIP with our local heroes from the Glencoe Public Safety Department.

Perfect for kids who love adventure-and a little bragging rights-this one-of-a-kind experience delivers excitement from start to finish. Safety first, fun always!

Details:

• Open to students in D35 or within the Village of Glencoe
• Fire Truck Ride: Up to 3 children + 1 parent/adult
• Police Car Ride: Up to 2 children + 1 parent/adult
• Date and details to be coordinated in advance with Glencoe Public Safety
• Expires 5/8/27

An unforgettable ride they'll be talking about all year-don't miss your chance to bid!

Experience the priceless opportunity to work as a Librarian for A Day!

A priceless experience!

The Glencoe Public Library offers this one of a kind experience for children ages 8-14.

Spend a morning or afternoon at the library and become part of the behind the scenes magic.

Contact the library by June 30, 2026 to schedule.

Experience must be redeemed by September 30, 2026.

Move & Thrive at Hi-Five!

Enjoy a $200 gift certificate to Hi-Five Northshore Movement Studio, your go-to destination for active, creative fun located in Northbrook Court!

This dynamic youth space offers gymnastics, dance, and cheerleading, all designed to help kids build strength, flexibility, and confidence in a supportive, high-energy environment.

From tumbling and cheer classes to school break camps and creative programming, there's something for every child to explore and enjoy.

Use your $200 toward any program, camp, party, or merchandise!

Give the gift of movement, creativity, and confidence, perfect for kids ready to jump in and have fun!

Glencoe Academy of Music Lesson Package

Unlock your musical potential with this inspiring package from Glencoe Academy of Music.

This offering includes four 30-minute private lessons, perfect for beginners or experienced musicians looking to refine their skills. With instruction available across a wide range of instruments, including piano, guitar, voice, drums, and more each session is personalized to the student's level, goals, and musical interests.

Led by a faculty of highly trained, professional musicians from top institutions like Juilliard and the Manhattan School of Music, the academy is known for its warm, supportive environment and exceptional level of instruction.

Whether you're just starting out or looking to take your playing to the next level, this is a chance to learn, grow, and make music with some of the best instructors on the North Shore.

Expires 12/31/26

Get in the Game with Hi-Five!

Score a $200 gift card to Hi-Five Sports Zone North Shore, the ultimate destination for active, fun-filled experiences for kids!

Located in Northbrook, this one-of-a-kind, 14,000 sq. ft. indoor sports facility is designed just for kids, featuring basketball courts, a turf field, and dedicated party spaces.

From high-energy camps and sports leagues to clinics, open gym, and birthday parties, Hi-Five offers year-round programming that keeps kids moving, learning, and having FUN.

With experienced coaches and a focus on teamwork, confidence, and sportsmanship, Hi-Five creates a positive environment where kids can thrive, on and off the field.

Give the gift of movement, confidence, and FUN, this is a win for any active kid!

$200 gift certificate towards any program, camp, party, or merchandise

Summer Baseball Camp Experience

Step up your game with a 1-week baseball camp experience at Catcher's Alley-available between June 15 and August 15.

This high-energy, skills-focused camp is designed for players ages 8-14 and runs Monday-Friday from 9:00 AM-1:00 PM, offering a fun and structured environment to grow as an athlete.

Led by experienced coaches, players will build and refine key skills including hitting, pitching, fielding, speed, agility, and overall baseball IQ-all with personalized attention in a small group setting.

Indoor & outdoor training
Focus on fundamentals and player development
Fun extras like games, team-building, and more

With limited spots to ensure quality coaching, this is an incredible opportunity for any young player looking to improve, compete, and have fun this summer.

The perfect experience for any baseball-loving kid!

Private In-Home Jewelry Making Party (Up to 5 Guests)

Gather your friends for a stylish, hands-on experience with a private in-home jewelry making party for up to 5 people.

Hosted in your home, this unique experience invites you and your guests to design and create your own custom bracelet or necklace using a curated selection of beautiful materials, including 14k gold-filled, sterling silver, and stainless steel chains and charms.

Guided throughout the experience, each guest will leave with a one-of-a-kind piece they designed themselves, making it as meaningful as it is beautiful.

Perfect for birthdays, celebrations, or a memorable night in, this creative experience blends connection, design, and a little sparkle.

Sunset Sail on Lake Michigan

Set sail for an unforgettable evening on the water aboard a 25-foot Yankee Dolphin cabin cruising sailboat.

This private sunset cruise for two guestsoffers approximately 2-2.5 hours of relaxation, scenic views, and fresh lake air, with the owner of the vessel, Spencer Hellmuth who will be at the helm.

Enjoy champagne and light bites provided onboard.

Departing from Wilmette Harbor, you'll board at the fuel dock for easy access and glide along Lake Michigan as the sun sets on the horizon.

Details:

• Ideal timing: approximately 5:00-7:30 PM (final timing coordinated with winner)
• Available Monday-Friday, June through SeptemberSome date exclusions apply (late July and select August dates)
• For 2 guests

Sit back, unwind, and take in the beauty of a North Shore sunset from the best seat on the water.

Aspen Signature Ski Passes: 4-Day Access for Two

Unlock one of North America's most coveted ski experiences with this exclusive offering from Aspen One.

This package includes two 4-day lift tickets, granting access to all four legendary Aspen Snowmass mountains: Aspen Mountain, Aspen Highlands, Buttermilk Mountain, and Snowmass Mountain.

From the refined, see-and-be-seen atmosphere of Aspen Mountain to the expansive terrain of Snowmass and the expert runs of Aspen Highlands, this is alpine skiing at its most iconic. Impeccably groomed trails, breathtaking views, and world-class service define every moment on the mountain.

Valid for the 2026-2027 ski season,Aspen Signature Ski Passeshis is a rare opportunity to experience Aspen at its finest, where luxury, adventure, and mountain culture converge.