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Best of Milwaukee

Ice cream date spots

Made for those who believe that sharing a scoop of ice cream is the most honest way to get to know someone.

Based on 616 Opinions
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Updated May 2026
01
Gordo’s Bubble Waffles | Bay View image 1
Gordo’s Bubble Waffles | Bay View image 2
Gordo’s Bubble Waffles | Bay View image 3
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Small dessert shop with modern design and graffiti art creates a cozy, welcoming vibe. Urban atmosphere features hip hop music and friendly energy. Leather couch seating offers a view of the cooking process, adding to the relaxed experience.

Bubble waffles come with a variety of ice cream flavors like butter pecan, mint chocolate chip, and cookies and cream. Options include sundaes and combos like the triple brownie overload topped with ice cream.

Bubble waffles create a fun and tasty treat for couples. Nutty Nana flavor and Reeses peanut butter cup shake stand out as popular choices for sharing on a date.

People are saying

"I thought the desserts here were the best I ever had."

"The ice cream here is a meal, it's unreal."

"The bubble waffles here are amazing, perfect for Date Spots."

Good to know

1

The inside seating is limited, especially on busy weekends and hot days.

2

Expect long wait times during peak hours, especially late at night.

3

Street parking can be challenging due to nearby businesses.

02
Gordo’s Bubble Waffles | Marquette image 1

Dessert shop with clean, vibrant decor and a laid-back, youthful vibe. Atmosphere feels inviting and warm, though busy times can make seating scarce. Known for large, indulgent bubble waffles and rich ice cream flavors.

Fresh, creamy ice cream comes with warm bubble waffles that stay easy to eat. Flavors like Oreo and rich chocolate pack a lot of taste and pair well with the waffle's texture.

Offers a casual spot for bubble waffles that works well for a mother and daughter date or couples looking for a sweet treat together.

People are saying

"I thought their ice cream was a perfect 10 out of 10."

"I considered these bubble waffles some of the best desserts I've ever had."

"The staff here is so friendly, making it a great spot for dates."

Good to know

1

Gordo’s Bubble Waffles is open late, making it ideal for late-night cravings.

2

The portions are large, with one order serving about three people.

3

The place is very clean and well-maintained.

03
At Random image 1
Cocktail bar

Vintage cocktail lounge channels a 50s ice cream parlor with speakeasy lighting and retro vibes. Red lighting creates a romantic, cozy atmosphere indoors, while an open patio with heated greenhouses offers lively outdoor seating. Boozy milkshakes and ice cream cocktails stand out as signature drinks.

Offers a huge selection of ice cream drinks including adult shakes and cocktails like the Snickers ice cream drink and Missionaries Downfall. Vegan options come with dairy-free ice cream, whipped cream, and cookies.

Atmosphere feels very romantic and suits date nights well. Locals often choose it as a great date spot.

People are saying

"These ice cream drinks are so delicious and tasty."

"The dim, romantic lighting makes it a great spot for date nights."

"Their ice cream drinks are so delicious and flavorful."

Good to know

1

Happy hour runs from 5 PM to 7 PM with $8 ice cream drinks.

2

Happy hour deals do not apply to the Enchanted forest patio.

3

Reservations are not accepted for indoor seating; arrive early to secure a spot.

04
La Gelati image 1
Ice cream shop

Modern ice cream shop with bright, clean design and a cozy, welcoming atmosphere. Offers unique flavors and Instagrammable decor that create a lively, fun vibe. Popular spot for relaxed afternoons with friends or family.

Extremely stretchy and gooey ice cream with pistachios stands out here. The Ashta and Biscoff gelatos are also phenomenal, with creamy, homemade gelato executed perfectly.

Gelato scoops and a biscoff shake stand out as popular treats. Desserts like biscotti cheesecake and crepes also get enjoyed during dates.

People are saying

"I found the desserts here to be delicious and unique."

"I thought the gelato here was the best I ever had."

"I tried the pistachio ice cream; it was smooth, flavorful, and nutty."

Good to know

1

Everything is made on the spot for the freshest experience.

2

Expect a 15-20 minute wait for brownie preparation.

3

You can build your own crepe and customize toppings.

05
Bryant's Cocktail Lounge image 1

Elongated bar and comfortable booths create an intimate setting with old school and speakeasy vibes. Jazz music plays softly, enhancing the cozy, stylish 40s atmosphere. A door man seats guests behind a velvet rope, adding to the exclusive, vintage feel.

Boozy ice cream shakes and old school ice cream drinks stand out here. The menu features peanut butter and chocolate combos and a flaming volcano ice cream drink.

Cocktails stand out as some of the best ever tasted, making it a solid choice for date nights. The lounge offers a relaxed vibe that suits both intimate evenings and casual hangouts.

People are saying

"This bar's dim lights and old-school vibes create a timeless atmosphere."

"You'll get expertly crafted, well-balanced cocktails at these Date Spots."

"You have to try their ice cream drinks, especially the peanut butter and chocolate ones."

Good to know

1

Bryant's Cocktail Lounge has a unique no-menu concept for cocktails.

2

The lounge offers over 600 house perfected cocktails.

3

Parking can be tough at night; expect to walk about two blocks.

06
IVR Restaurant & Bar image 1

Space combines contemporary and retro design with an upscale bar area and modern industrial dining room. Atmosphere feels cool and lively, with many TVs showing sports and a spacious patio for warmer days. Cocktails stand out alongside diverse Indian-inspired dishes.

Mango ice cream stands out with a rich, fruity flavor. It pairs well with savory dishes like Chicken Malia Tikka.

Butter chicken stands out as a popular dish with a rich flavor that appeals to fans of Indian cuisine. The setting suits couples looking for a relaxed spot to enjoy flavorful meals together.

People are saying

"The food here is flavorful, unique, and delicious."

"The food here is bold, well-seasoned, and delicious."

"You have to try the mango ice cream, it's so yummy!"

Good to know

1

Happy hour offers different deals daily, including cocktails and food pairings.

2

On certain nights, four different $5 martinis are available with entree orders.

3

The happy hour includes two tacos for free with a cocktail purchase.

07
Leon's Frozen Custard image 1

Classic roadside custard stand with vintage 1950s neon signage and a nostalgic diner vibe. Atmosphere feels casual and homey, often enjoyed outside in a parking lot setting with friends and family. Known for best-in-area frozen custard, especially butter pecan and blue moon flavors.

Creaminess stands out in the ice cream here, especially in the butter pecan and maple nut flavors. The ice cream is not too sweet, making it smooth and enjoyable for a quiet afternoon.

Couples enjoy classic ice cream flavors like vanilla and Butter Pecan. Shared treats include a turtle sundae and a strawberry malt.

People are saying

"I thought the ice cream here was the best I've ever had."

"This place is a nostalgic classic, just like I remember it."

"The frozen custard here is so creamy and delicious."

Good to know

1

Parking might be tricky because it can get pretty busy.

2

Expect long lines, but wait times are usually short.

3

There is no inside seating; enjoy your treat outside.

08
Milwaukee County Zoo image 1

Spacious zoo with thoughtfully designed habitats and natural scenery that feels like a forest in the city. Atmosphere ranges from family-oriented and festive to quiet and uncrowded, offering a relaxed pace. Features include a sky lift and train rides providing unique views of animals and park layout.

Delicious ice cream is available in the Kids Farm and Dairyland areas. It pairs well with activities like feeding animals and exploring the ropes course.

Walking among varied animals creates a relaxed and engaging atmosphere for couples. The setting suits a casual date with plenty to see and talk about.

People are saying

"It's a blast for my kids to head to the zoo."

"The animals were so active, it made for a spectacular visit."

"I loved the ice cream at the Kids Farm area."

Good to know

1

Admission costs $20 for adults and $18 for children.

2

Parking costs $15 per vehicle.

3

Wild Lights event runs from late November to early January.

09
La Caribeña The best Caribbean family restaurant image 1

Spacious interior showcases a modern beach vibe with attractive decor and plenty of seating. Atmosphere feels family-friendly and relaxed, with lively Caribbean music that sometimes challenges conversation. The place blends festive energy with a cozy, cultural embrace.

Amazing ice cream stands out here. Staff often give free scoops as a friendly gesture.

Attentive service from Maziel and Daniel creates a welcoming atmosphere for couples. The setting supports a comfortable dining experience that encourages returning with a date.

People are saying

"The food here is amazing and truly phenomenal."

"The food here is outstanding and authentic for Date Spots."

"They gave us a free scoop of ice cream."

Good to know

1

The lunch special is $8.99, offering great value.

2

Service dogs are allowed in the restaurant.

3

Expect a casual atmosphere suitable for families.

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