A Beautiful Christmas Marriage Proposal in Milwaukee

Jake planned the perfect second anniversary date night in Milwaukee for his unsuspecting bride-to-be, Gabby, complete with tickets to one of our Christmas Lights & Desserts Tour. The tour provided a unique proposal backdrop for the couple who enjoyed seeing the downtown Milwaukee Christmas lights on their first date.

The Secret Plan

The Christmas Lights & Desserts tour features a singing tour guide, desserts and drinks, and stops to see the holiday light displays. Jake called Milwaukee Food & City Tours before purchasing his tickets online to share his intentions and make sure he knew the format of the tour. After learning which parks we would be visiting, he went on a visit on his own to decide the perfect place in Milwaukee for the marriage proposal. We also arranged for Miranda Zynda-Kneeland of Reminisce Studio by Miranda and Adam to attend the tour and document the occasion. Not only has Miranda served as our official tour photographer and captured all of the fabulous images for our new website, but happens to be a talented photographer with experience in capturing marriage proposals for clients. 

The Proposal

The Santa-approved tour is the perfect mix of history, Milwaukee Christmas traditions, tasty treats and light-hearted holiday spirit. We visit the Ambassador Hotel for cookies just like your grandma made along with hot chocolate and coffee, stop at Greige Patisserie for a delicious dessert and wine pairing, surprise our guests with a push up pop from Classy Girl Cupcakes, and give nod to Milwaukee’s German heritage with apple strudel and Gluhwein at Mader’s Restaurant. Beside all of these amazing treats, our singing tour guide carols along the way and guides our guests thru viewing opportunities through light displays at Cathedral Square, Zeidler Union Square, Red Arrow Park, Pere Marquette Park and the Historic Third Ward.  Jake decided in advance that Zeidler Union Square would served as our final stop of the evening and location for the proposal.

After exiting the bus, tour attendees began to explore the park on their own to see the sparkle of the Christmas lights. In that moment, Jake had a very special question for Gabby and indeed, she said, “YES!”

A quick mini photo session to document the occasion in the park was followed by returning to the tour bus. Guests learned that we began the tour with two singles in attendance, but now complete it with an engaged couple! Our stunned tour attendees applauded and high-fived the couple upon their return, congratulating Jake and Gabby on their Milwaukee Christmas engagement. Departing Zeidler Union Square and in the warmth of a cozy tour bus, our tour guide dedicated one final song to the newly engaged couple by serenading the tour attendees with Elvis Presley’s, Can’t Help Falling in Love.

Congratulations to Jake & Gabby on their engagement! 

Are you getting married soon?

Milwaukee Food & City Tours provides a wide range of services for local couples planning their wedding day. We work with each couple individually because we truly believe every wedding memory is one-of-a-kind.

We’ve hosted many Bachelor and Bachelorette parties and even “walking bridal showers.” We work with bridal parties to coordinate Bachelorette / Bachelor parties designed with small amounts of walking but generous amounts of time to toast the bride-to-be.

Our buses are available to rent for wedding photos, or to shuttle guests between venues – with no hourly minimums required!

Photo by Happy Gnome Photography

We’ve had the pleasure of being a part of many anniversary celebrations. Planning your 50th wedding anniversary? Check out this nod to the past, complete with Marc’s Big Boy Burgers!

Allow Milwaukee Food & City Tours to show off Milwaukee to your out-of-town guests in for the big day. We host a sightseeing city tour that is perfectly timed to fill the gap time between wedding to reception!

Let Milwaukee Food & City Tours make your celebration incredible! Not only will you have an amazing time, we will love planning it for you! Give us a call at 414-255-0534 to tell us a little bit more and let’s begin to plan an incredible experience for you!