Milwaukee, a city gracefully positioned on the western banks of Lake Michigan, presents an enchanting panorama that naturally fosters romance. Its scenic setting and vibrant culture make it an ideal destination for couples seeking a memorable getaway. Imagine strolling hand-in-hand along the city’s celebrated lakeshore or meandering through the revitalized Riverwalk. Picture yourselves indulging in the diverse culinary scene before immersing yourselves in a captivating performance by one of Milwaukee’s dynamic performing arts groups. For the actively inclined, winter offers the charm of ice skating in Red Arrow Park, while warmer months invite you to captain your own riverboat for a private cruise along the Milwaukee River. If you’re yearning for a romantic escape in Cream City, explore this curated list of experiences designed to ignite passion and create lasting memories with your loved one.
1. Go Skating in Red Arrow Park
Red Arrow Park, nestled in the heart of downtown Milwaukee, transforms into a winter wonderland from mid-December through February with its "Slice of Ice" skating rink. This beloved attraction offers 60-minute skating sessions perfect for couples seeking an active and playful date. Whether you’re seasoned skaters or just finding your footing, the rink provides a delightful experience. The best part? Skating is free if you bring your own skates, making it an accessible and budget-friendly option.
For those who prefer to rent, skates are readily available on-site. A cozy warming hut offers a welcome respite from the cold, allowing you to snuggle up and enjoy a hot beverage during breaks. To add a touch of whimsy, rent a "polar pal" – a penguin or bear-shaped skating aid – perfect for playful photo opportunities and added support on the ice.
Red Arrow Park’s central location makes it an ideal addition to any date night itinerary. Consider a visit after a romantic dinner or between stops at some of Milwaukee’s vibrant bars. During the holiday season, the park is adorned with twinkling lights and a magnificent Christmas tree, creating an even more magical atmosphere. The address for Red Arrow Park is 920 N Water St, Milwaukee, WI 53202-3265. The phone number is +1 414-289-8791.
2. Eat Lunch at the Milwaukee Public Market
Delve into your partner’s culinary preferences with a visit to the vibrant Milwaukee Public Market. This bustling marketplace is a feast for the senses, offering a diverse array of fresh foods and local specialties. An afternoon spent exploring the market provides an engaging and interactive date experience.
The Milwaukee Public Market is a great option for lunch. From savory Thai dishes to fresh, vibrant salads, and hearty barbecue ribs to zesty Mexican fare, the market’s numerous vendors cater to every palate. After satisfying your appetites, venture into the specialty shops, where you’ll discover artisanal cheeses, local coffee blends, and a wide selection of infused olive oils.
For a more immersive experience, consider participating in a cooking class together. This provides a fun and engaging opportunity to learn new recipes and test your teamwork in the kitchen. Whether you’re seasoned cooks or kitchen novices, a cooking class at the Milwaukee Public Market is sure to be a memorable and delicious experience. Find the Milwaukee Public Market at 400 N Water St, Milwaukee, WI 53202. You can call them at +1 414-336-1111.
3. Take a Riverboat Tour on the Milwaukee River
As the day gracefully transitions into evening, embark on a romantic sunset cruise along the Milwaukee River. This unique vantage point offers breathtaking views of the city’s skyline, creating a serene and intimate atmosphere.
Riverwalk Boat Tours provides a variety of cruises aboard comfortable pontoon boats. These tours often include food and beverages, enhancing the experience. Special holiday cruises, such as those offered during the Fourth of July, provide a spectacular view of the city’s dazzling fireworks display.
For couples seeking ultimate privacy and adventure, consider renting your own private boat. This allows you to captain your own course down the river, exploring the waterway at your own pace and enjoying uninterrupted quality time. The freedom and flexibility of a private boat rental make for an unforgettable romantic experience. Consider Riverwalk Boat Tours for your tour needs. The Milwaukee River’s address is Milwaukee River, Wisconsin, USA.
4. Stroll Along the Lakefront
A leisurely walk along Milwaukee’s picturesque lakefront is a quintessential romantic activity. Holding hands as you stroll along Lincoln Memorial Drive, you’ll be captivated by the beauty of Lake Michigan.
On warm summer evenings, sink your toes into the soft sand of the lake’s beaches. Stop by Colectivo Coffee’s shoreside cafe for a refreshing beverage and stunning lake views, or indulge in a creamy custard cone at NorthPoint Custard. Bradford Beach offers a vibrant atmosphere with Tiki bars where you can sip tropical drinks under thatched-roof huts while watching exhilarating pro volleyball matches.
For a more secluded experience, explore the less-crowded beaches of South Shore Park in Bay View, where a wooded waterfront path invites quiet reflection. The North Shore boasts serene nature escapes such as Doctor’s Park, Schlitz Audubon Nature Center, and Klode Park in Whitefish Bay. The address for Lincoln Memorial Drive is N Lincoln Memorial Dr, Milwaukee, WI, USA.
5. Dine at an Intimate Eatery
Milwaukee’s culinary landscape is rich with cozy and intimate dining spots perfect for a romantic evening. The Pasta Tree Restaurant & Wine Bar, located on the East Side, has been a beloved destination for couples for decades. This charming restaurant serves traditional Italian cuisine with a focus on fresh, locally sourced ingredients. Chef-owner Suzette Metcalfe creates rotating nightly specials that are sure to tantalize your taste buds.
Another romantic gem on the East Side is Bartolotta’s Lake Park Bistro, which offers classic French cuisine in an elegant setting. Request a table near the wall of windows overlooking the park and the shimmering waters of Lake Michigan.
For a truly regal experience, reserve a private dining room at Mason Street Grill, a popular steakhouse located in The Pfister Hotel. Arrive early to enjoy live jazz music in the adjacent bar, setting the stage for a memorable evening.
6. Attend a Performing Arts Show
Milwaukee is a cultural hub, home to esteemed performing arts organizations such as the Florentine Opera Company, the Milwaukee Ballet Company, and the Milwaukee Symphony Orchestra. These groups offer a diverse range of elegant events throughout the year, providing ample opportunities for a sophisticated and romantic date night.
The Florentine Opera Company’s Al Fresco opera series combines dinner and socializing with captivating outdoor performances. The Milwaukee Ballet’s annual performance of The Nutcracker is a cherished holiday tradition, creating an unforgettable experience. The Milwaukee Symphony Orchestra performs regularly at the Bradley Symphony Center and will soon call the historic Warner Grand Theater its permanent home.
Attending a performance is a wonderful way to immerse yourselves in the arts and share a cultural experience with your loved one.
7. Gaze at the Night Sky
Escape the city lights and explore the wonders of the night sky. The Milwaukee Public Museum’s Daniel M. Soref Dome Theater & Planetarium offers awe-inspiring planetarium programs and 3D shows that connect you with planets and constellations.
The University of Wisconsin-Milwaukee hosts free stargazing events on the Skydeck of the Physics Building. These events provide an opportunity to observe the night sky through provided telescopes and learn from astronomy enthusiasts.
The UWM Manfred Olson Planetarium also hosts night sky shows, offering an educational and engaging way to round out a romantic date night.
8. Sip Cocktails at a Vintage Bar
Milwaukee boasts a collection of vintage bars that exude charm and history. These establishments, some dating back to the 1930s, offer a unique and nostalgic atmosphere for a romantic after-dinner drink.
Bryant’s Cocktail Lounge on the Near South Side is a Milwaukee institution, known for its plush velvet walls and expertly crafted cocktails. Bryant’s skilled mixologists do not offer a menu, instead, they create classic cocktails such as the Pink Squirrel, the Volcano, and the Old Fashioned based on your preferences.
At Random in Bay View is a self-proclaimed "time capsule," serving mid-century ice cream drinks and classic cocktails in a setting of Naugahyde booths and swag lights. The Tiki Love Bowl is a perfect choice for sharing on a first date or celebrating a milestone anniversary.
Enjoy the Top 8 Romantic Things to Do in Milwaukee while sampling a cocktail.
