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About

‘Where a Passion for Pups Meets a Love for Pouring Drinks’

Inspired by a love story, Tipsy Tails combines pets, handcrafted drinks, and compassionate service. Our creator has always loved dogs and planned events. She has a large heart and a creative energy. She had three pets of her own, including Barkley, a sage and devoted rescue who served as the inspiration for her endeavor. She had a goal of starting a company that would help people while also protecting puppies.

That dream took shape in the form of a charming little Piaggio Ape, converted into a fully functional and fabulously styled mobile bar. Whether parked under market lights or beside a wedding tent, Tipsy Tails brings an unforgettable vibe and a mission with meaning.

Our drinks bring joy, but our mission brings meaning. A portion of every booking and beverage goes straight to local dog rescues, helping give pups the second chances they deserve. This isn’t just business—it’s our commitment.

who
we are

We’re more than a bar—we’re a movement on wheels.

At Tipsy Tails, we believe that every great cocktail starts with a fantastic story. Ours begins with two passions: amazing parties and rescue pets.

We are a passionate team of mixologists, event coordinators, and dog lovers who have decided to combine their two loves of volunteering and making beverages. Our vintage bar cart is more than just a beautiful sight; it also generates conversation, makes memories, and contributes to animal shelter fundraising.

‘Because when tails wag and glasses clink, something magical happens’

our story

Tipsy Tails began as a love letter to all the things that stir the soul—rescue dogs, rich coffee, crafted cocktails, unforgettable gatherings, and the joy of giving back. At the heart of it all is Barkley, a wise and gentle rescue pup who stole our founder’s heart and reshaped her purpose. As the proud dog mom of three, she found in Barkley not just a companion, but a quiet, powerful inspiration. His resilience lit the spark for a deeper mission: to celebrate life’s beautiful moments while helping other pups find their second chance.

Jennifer dreamed up something more than a mobile bar. Tipsy Tails is a moving celebration of style and soul—a place where drinks are crafted with care, events come alive with intention, and every pour supports pups who need a little extra love. It’s not just a business. It’s a mission on wheels. One drink. One dog. One story at a time.

our mission

Jennifer has spent 20+ years in Digital Marketing, loves Vintage Markets, volunteers with Second City Canine Rescue, and plans events and celebrations for family and friends.

our mission

We envision a world where celebration and compassion go hand in hand. A place where joy is shared with the dogs that need it most, as well as with people, and where raising a glass also inspires hope. Our goal is to create a thriving, giving community where people get together, give, and develop as a group.

Rescue
of the Month

We’re thrilled to feature Second City Canine Rescue (SCCR), based in Palatine, IL, as our Rescue of the Month! This volunteer-driven nonprofit is committed to “Rescuing Responsibly” by saving homeless dogs and placing them in loving, permanent homes. Meet three of their amazing adoptable dogs below. And if you’re looking for more furry friends, you can find many others waiting for their forever families at sccrescue.org/adopt/adoptable-dogs. Ready to make a difference? Click on the link below to support SCCR’s life-saving mission and help give these deserving dogs a second chance.

Upcoming Events

Want to have a drink in person to support a cause? There are constantly fresh appearances around Illinois and beyond on our event calendar. You may see Tipsy Tails spreading positive energy and pouring with purpose at events like vintage fairs, brewery patios, and fundraiser gatherings

Explore the well-liked Vintage Market and see our famous mobile bar set up among the vines. With its wood and growing ivy accents, this tap trailer is offering local brews and inventive drinks to artists, antique enthusiasts, and dog-friendly tourists. Visit us, have a unique drink, and contribute to the rescue effort this month.
A time for libations, laughter, and love. Bringing effervescent charm and well-chosen cocktails to the happiest day of this couple’s lives, Tipsy Tails proudly served at this lovely spring wedding. It’s a mission driven by love on wheels, not simply a bar. As evidence that every love story has the power to transform more than two lives, a part of the event’s revenues was donated to Second City Canine Rescue.
Enter a warm, rustic setting with a nod to the countryside, where well-mixed drinks coexist with rustic charm. Local ingredients, vintage glassware, and a homey bartending experience will all be included at this small gathering. It’s a night to relax and give back, whether you’re celebrating a new relationship or drinking cider among the trees. Every pour helps canines in need.