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Ultimate Bachelor Party in Chicago

Viewed by 54 travelers

Day 1: City Adventure

Chicago, USA

10:00AM

Brunch at The Publican

Kick off the bachelor party with a delicious brunch at The Publican, known for its hearty American fare and vibrant atmosphere.
$25 per person, 1.5 hours

12:00PM

Architectural Boat Tour

Embark on a captivating architectural boat tour along the Chicago River to admire the city's iconic skyline and learn about its rich history.
$40 per person, 2 hours

3:00PM

Deep-Dish Pizza at Lou Malnati's Pizzeria

Indulge in Chicago's famous deep-dish pizza at Lou Malnati's Pizzeria, a must-try for any visitor to the city.
$20 per person, 1 hour

7:00PM

Bar Hopping in River North

Experience the vibrant nightlife of River North with a bar-hopping adventure, visiting popular spots like Three Dots and a Dash, Celeste, and Bub City.
$50-100 per person, 4 hours
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Day 2: Sports & Relaxation

Chicago, USA

10:00AM

Wrigley Field Tour

Start the day with a guided tour of Wrigley Field, home of the Chicago Cubs, to immerse in the city's sports culture and history.
$30 per person, 1.5 hours

1:00PM

Lunch at Big Star

Enjoy a laid-back lunch at Big Star, a trendy taco spot known for its delicious food and extensive tequila selection.
$20 per person, 1 hour

3:00PM

Spa & Wellness at AIRE Ancient Baths

Relax and rejuvenate at AIRE Ancient Baths, indulging in thermal baths and massage treatments for a blissful afternoon.
$150-250 per person, 2 hours

7:00PM

Dinner at RPM Steak

Savor a luxurious steak dinner at RPM Steak, known for its prime cuts and elegant ambiance, setting the stage for an unforgettable evening.
$100-150 per person, 2 hours

10:00PM

Nightlife at The Underground

Experience Chicago's electric nightlife at The Underground, a high-energy nightclub featuring top DJs and a stylish crowd.
$50-100 per person, 3 hours
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Day 3: Milwaukee Day Trip

Milwaukee, USA

9:00AM

Drive to Milwaukee

Embark on a road trip to Milwaukee, just 1.5 hours away from Chicago, for a day of exploration and fun in a new city.
Gas cost, 1.5 hours

11:00AM

Milwaukee Art Museum

Visit the iconic Milwaukee Art Museum, known for its stunning architecture and impressive collection of art spanning from antiquity to the present.
$20 per person, 2 hours

2:00PM

Lunch at Lakefront Brewery Beer Hall

Enjoy a casual lunch at Lakefront Brewery Beer Hall, savoring hearty Midwestern fare and sampling a variety of locally brewed beers.
$30 per person, 1.5 hours

4:00PM

Harley-Davidson Museum

Immerse in the history of Harley-Davidson at the captivating museum, showcasing legendary motorcycles and engaging exhibits.
$25 per person, 2 hours

7:00PM

Dinner at Sanford Restaurant

Indulge in a gourmet dinner at Sanford Restaurant, known for its exquisite cuisine and elegant dining experience.
$100-150 per person, 2 hours
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Day 4: Back to Chicago

Chicago, USA

10:00AM

Return to Chicago

Head back to Chicago from Milwaukee, ready to continue the bachelor party in the lively city.
Gas cost, 1.5 hours

12:00PM

Lunch at Portillo's Hot Dogs

Satisfy your appetite with iconic Chicago-style hot dogs at Portillo's, a beloved local eatery known for its delicious hot dogs and Italian beef sandwiches.
$15 per person, 1 hour

3:00PM

Beer Tasting at Goose Island Brewery

Embark on a beer tasting experience at Goose Island Brewery, sampling a variety of craft brews and learning about the art of brewing.
$25 per person, 1.5 hours

7:00PM

Dinner at Girl & the Goat

Dine at the acclaimed Girl & the Goat, indulging in creative and flavorful dishes crafted by award-winning chef Stephanie Izard.
$80-120 per person, 2 hours

10:00PM

Nightlife at The Aviary

Conclude the day with a visit to The Aviary, a stylish cocktail bar known for its innovative drinks and sophisticated ambiance.
$50-100 per person, 3 hours
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Day 5: Lake Geneva Retreat

Lake Geneva, USA

9:00AM

Drive to Lake Geneva

Embark on a scenic drive to Lake Geneva, a charming resort town nestled by a pristine lake, offering a serene escape from the city.
Gas cost, 1.5 hours

11:00AM

Lake Activities

Spend the morning indulging in lake activities such as paddleboarding, kayaking, or simply relaxing on the shores of Lake Geneva.
$50-100 per person, 2 hours

1:00PM

Lakeside Lunch at Pier 290

Enjoy a leisurely lakeside lunch at Pier 290, savoring fresh and flavorful dishes while taking in panoramic views of the lake.
$30-50 per person, 1.5 hours

3:00PM

Spa & Golf at Grand Geneva Resort & Spa

Unwind with a rejuvenating spa treatment or tee off for a round of golf at the luxurious Grand Geneva Resort & Spa, offering top-notch amenities.
$100-300 per person, 3 hours

7:00PM

Dinner at Oakfire

Indulge in a delectable dinner at Oakfire, known for its wood-fired pizzas and rustic Italian cuisine, creating a cozy and inviting atmosphere.
$50-100 per person, 2 hours
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Day 6: Final Night in Chicago

Chicago, USA

10:00AM

Return to Chicago

Head back to Chicago from Lake Geneva, ready to make the most of the final day and night of the bachelor party.
Gas cost, 1.5 hours

12:00PM

Lunch at Au Cheval

Savor a memorable lunch at Au Cheval, renowned for its mouthwatering burgers and upscale diner vibe, setting the tone for an unforgettable day.
$30-50 per person, 1.5 hours

3:00PM

WhirlyBall & Laser Tag

Engage in adrenaline-pumping fun with a session of WhirlyBall and laser tag, offering a unique and exciting group experience.
$30-50 per person, 2 hours

7:00PM

Dinner at Bavette's Bar & Boeuf

Dine at the sophisticated Bavette's Bar & Boeuf, enjoying a sumptuous dinner featuring classic steakhouse fare and a charming, old-school ambiance.
$100-150 per person, 2 hours

10:00PM

Nightlife at The Violet Hour

Conclude the bachelor party with a visit to The Violet Hour, a chic speakeasy known for its expertly crafted cocktails and intimate setting.
$50-100 per person, 3 hours
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Day 7: Farewell Chicago

Chicago, USA

9:00AM

Farewell Brunch at Little Goat Diner

Gather for a farewell brunch at Little Goat Diner, enjoying inventive comfort food and a lively atmosphere to reminisce about the unforgettable bachelor party.
$25 per person, 1.5 hours

11:00AM

Chicago Cultural Center

Explore the Chicago Cultural Center, admiring its stunning architecture and engaging in a cultural experience to wrap up the trip.
Free, 1.5 hours

2:00PM

Shopping on Magnificent Mile

Spend the afternoon indulging in shopping along the iconic Magnificent Mile, known for its upscale boutiques and designer stores.
$100-500 per person, 2 hours

5:00PM

Dinner at Joe's Seafood, Prime Steak & Stone Crab

Conclude the bachelor party with a lavish dinner at Joe's Seafood, Prime Steak & Stone Crab, indulging in premium seafood and succulent steaks.
$100-150 per person, 2 hours

8:00PM

Evening Stroll at Navy Pier

Take a leisurely evening stroll at Navy Pier, enjoying the stunning lake views and lively atmosphere before bidding farewell to Chicago.
Free, 1.5 hours
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