3-Hour Yacht Cruise with Chicago Lakefront Cruising

Escape onto the water with this unforgettable private 3-hour yacht cruise aboard Que Rumba, hosted by Chicago Lakefront Cruising. This experience offers a luxurious way to explore Lake Michigan and the Chicago skyline from one of the city's most iconic vantage points.

Experience Details:

3-hour private yacht cruise
Captain included
Accommodates up to 8 guests
Departs from 31st Street Harbor
Available only in June 2026
Monday through Friday only
Yacht Information - Que Rumba
Step aboard Que Rumba, a 38-foot yacht designed for comfort and effortless cruising. The yacht features:

Full-beam cockpit seating
A walkthrough windshield
A spacious, user-friendly layout perfect for sightseeing, relaxing, and taking in Chicago's lakefront views
Whether you're celebrating a special occasion or simply enjoying time on the water with friends, this experience delivers both elegance and relaxation in equal measure.

Place your bid and enjoy Chicago from the water where the skyline, the lake, and luxury come together.

Invest in strength, consistency, and expert guidance with this exclusive concierge-style personal training package from Kowalski Performance, designed for individuals who value results and efficiency.

Kowalski Performance - In-Home Personal Training Experience

This certificate entitles the bearer to a 4-Week Personal Training Kickstart Program, delivered one-on-one in the client's home by a professional Kowalski Performance trainer.

Valid within Chicago limits only.

Package Includes:

Two 60-minute sessions per week (8 total sessions)
In-home training - no equipment needed
Initial fitness assessment
Customized training program tailored to lifestyle and goals
Ongoing accountability and coaching support
Why this item stands out:

A private, high-touch fitness experience
Personalized training in the comfort of home
Ideal for busy professionals or anyone recommitting to wellness
Place your bid and take the first step toward a stronger, more consistent routine, guided by experts who build systems that work.

Host an energetic and social event at one of Chicago's premier athletic clubs with this all-inclusive group experience from Lakeshore Sport & Fitness.

Lakeshore Sport & Fitness - Pickleball or Paddle Party
Enjoy a private pickleball or paddle party for up to 16 guests at Lakeshore Sport & Fitness. Whether your group prefers fast-paced pickleball or classic paddle play, this experience offers a fun, active way to connect and compete.

To complete the celebration, the party includes food and drinks, making it a seamless, stress-free event from start to finish.

Why this package is a winner:

Hosted at a top-tier Lakeshore Sport & Fitness location
Accommodates up to 16 guests, perfect for groups
Choice of pickleball or paddle
Food and drinks included for a true party atmosphere
Place your bid and bring your crew together for a high-energy experience where fitness, fun, and celebration come together.

Inspire curiosity, creativity, and lifelong learning with this exceptional package celebrating Chicago's world-class arts and culture scene.

The Field Museum - Family Adventure

Enjoy four (4) General Admission passes to the Field Museum, where science, history, and discovery come to life. Explore iconic exhibits and hands-on experiences that captivate all ages.

Art Institute of Chicago - A Year of Art Silent Auction Feature: A Chicago Cultural Journey

Inspire curiosity, creativity, and lifelong learning with this exceptional package celebrating Chicago's world-class arts and culture scene.

StoryStudio Chicago - Creative Learning Experience

Spark creativity with a Gift Certificate redeemable for any single-session or PJ Seminar/Master Class at StoryStudio Chicago. Perfect for aspiring writers and storytellers, this opportunity supports imagination and skill-building.

Certificate valid through May 1, 2027.

Why this package shines:

A rich blend of education, creativity, and cultural exploration

Ideal for families, lifelong learners, and creative minds

A rare opportunity to experience Chicago's top institutions in one unforgettable package

Place your bid and invest in discovery, where art, history, and storytelling come together.

This thoughtfully curated package blends expert grooming with a full week of cutting-edge wellness, offering the ultimate upgrade for body and mind.

Men's Haircut & Facial Treatment
Begin with a professional grooming experience designed to refresh, restore, and elevate. This men's haircut and facial treatment delivers precision styling paired with skin-care attention, perfect for looking polished and feeling confident.

Spa Space - One-Week Wellness Lounge Pass
Continue the transformation with a one-week pass to Spa Space, a modern wellness lounge created to support recovery, relaxation, and balance. During the week, enjoy access to Spa Space's innovative offerings, including:

PEMF BioBalance
RedLight Bar
Somadome Meditation Pods
Infrared Sauna
Spa Space provides a calm, immersive environment where science-backed wellness meets restorative comfort.

Why this package is a standout:

A unique pairing of grooming and whole-body wellness
Ideal for stress relief, recovery, or a personal reset
A luxurious experience that fits seamlessly into everyday life
Place your bid and invest in elevated self-care, where looking sharp and feeling centered go hand in hand.

Host an unforgettable evening where expert-guided wine tasting meets intimate private dining, all in the comfort of your own home.

Wines for Humanity - In-Home Wine Tasting Experience
Enjoy two certificates, each entitling the bearer to a 5-bottle in-home wine tasting for up to 20 guests, led by a private wine advisor for two hours. Learn about the wines, sip thoughtfully selected varietals, and enjoy a relaxed, social experience designed for entertaining and connection.
A nominal $22 shipping and handling fee applies per tasting and is paid by the winner for the wine samples.

Private Dinner Catering for 8 by J&L Catering
Elevate the evening with a private, catered dinner for eight, expertly prepared and served by J&L Catering. From presentation to flavor, this chef-driven experience brings restaurant-quality dining directly to your table, perfectly paired with the wine tasting or enjoyed as a special celebration on its own.

Why this package is exceptional:

Two complete in-home wine tasting experiences for maximum flexibility
A seamless blend of education, entertainment, and hospitality
Ideal for dinner parties, celebrations, or hosting with effortless elegance
Place your bid and transform your home into the ultimate destination, where great wine, great food, and great company come together.