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Ultimate 3-Day Adventure and Relaxation Itinerary for Family and Bachelor Party

Viewed by 52 travelers

Day 1: Explore Chicago

Chicago, USA

8:00AM

Breakfast at Wildberry Pancakes and Cafe

Start your day with a delightful breakfast at Wildberry, renowned for its fresh, fluffy pancakes and unique berry compote.
Located near Millennium Park, a short walk or quick drive away.
USD30, 1.5 hours

9:30AM

Visit Millennium Park

Stroll through Millennium Park to marvel at the iconic Cloud Gate sculpture and the serene Lurie Garden.
Walking distance from breakfast location.
Free, 2 hours

11:30AM

Shedd Aquarium

Experience the wonders of marine life at Shedd Aquarium, featuring stunning exhibits including the Amazon Rainforest.
A brief Uber ride or 20-minute walk from the park.
USD39, 2 hours

1:30PM

Lunch at Lou Malnati's Pizzeria

Indulge in Chicago's famous deep-dish pizza at Lou Malnati's, a local favorite for savory flavors.
Short ride away by Uber.
USD60, 1.5 hours

3:00PM

Riverboat Architecture Cruise

Unwind with a relaxing cruise on the Chicago River, providing stunning views of the city's iconic architecture.
Board the cruise from the dock at Michigan Avenue.
USD50, 1.5 hours

5:00PM

Relax at Navy Pier

Explore Navy Pier, riding the Ferris wheel and enjoying the vibrant atmosphere, perfect for all ages.
Short walk or ride from the riverboat dock.
Free (costs for activities apply), 2 hours

7:00PM

Dinner at Giordano’s

Savor another slice of Chicago by trying their famous stuffed pizza at Giordano’s for dinner.
Located near the pier, easily walkable.
USD70, 1.5 hours

9:00PM

Evening Rooftop Lounge

End your day with drinks and a beautiful skyline view at a rooftop lounge like Cindy's Rooftop.
A short ride from Giordano's.
USD50, 2 hours
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Day 2: Adventure in St. Louis

St. Louis, USA

7:00AM

Breakfast at Rooster

Fuel up with a delicious breakfast at Rooster, known for its scrumptious crepes and breakfast classics.
Located in downtown St. Louis close to your hotel.
USD25, 1 hour

8:30AM

Gateway Arch National Park

Take an elevator to the top of the Gateway Arch for breathtaking views of the city and the Mississippi River.
A short drive from the breakfast location.
USD15, 2 hours

10:30AM

St. Louis Zoo

Enjoy a family-friendly day at the St. Louis Zoo, home to a diverse range of animals and interactive exhibits.
30-minute drive from the Arch.
Free, but some activities may have fees., 3 hours

1:30PM

Lunch at Pappy's Smokehouse

Savor some authentic Memphis-style BBQ at Pappy's, famous for its ribs and pulled pork.
10-minute drive from the zoo.
USD50, 1.5 hours

3:00PM

City Museum

Dive into adventure at the City Museum, with its interactive art and playground features designed for all ages.
15-minute drive from the restaurant.
USD14, 3 hours

6:00PM

Relax at Forest Park

Spend some serene time at Forest Park, exploring the beautiful landscapes or enjoying a family picnic.
20-minute drive from the City Museum.
Free, 2 hours

8:00PM

Dinner at The Crossing

Enjoy a fine dining experience at The Crossing, offering locally sourced dishes in a cozy atmosphere.
Close to Forest Park.
USD80, 1.5 hours

9:30PM

Evening Stroll Downtown

End your day with a walk through downtown St. Louis enjoying the city's lights and finish with a drink at a local pub.
Head back downtown, a short drive away.
USD30, 1.5 hours
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Day 3: Charming Nashville

Nashville, USA

8:00AM

Breakfast at Pancake Pantry

Relish a hearty southern breakfast with delicious pancakes at the iconic Pancake Pantry.
Located in Hillsboro Village, easily reachable from your hotel.
USD35, 1.5 hours

9:30AM

Visit the Country Music Hall of Fame

Immerse yourself in the rich history of country music at this prestigious museum featuring memorabilia and exhibits.
Short drive or Uber ride from the restaurant.
USD25, 2 hours

11:30AM

Explore the Parthenon

Take a moment to explore Nashville’s life-sized replica of the Parthenon, nestled in Centennial Park.
20-minute drive from the Hall of Fame.
USD10, 1.5 hours

1:00PM

Lunch at Hattie B's Hot Chicken

Savor Nashville’s famous hot chicken at Hattie B's, a must-try for those seeking a spicy culinary adventure.
10-minute drive from the Parthenon.
USD40, 1.5 hours

2:30PM

Relax at the Nashville Botanical Garden

Wander through the beautiful landscapes and tranquil paths of the Nashville Botanical Garden.
15-minute drive from Hattie B's.
USD10, 2 hours

4:30PM

Visit the Nashville Zoo

Engage with fascinating wildlife and enjoy family-friendly exhibits at the acclaimed Nashville Zoo.
20-minute drive from the garden.
USD15, 2.5 hours

7:00PM

Dinner at The Southern Steak & Oyster

Indulge in an upscale dinner featuring steak and fresh seafood with southern flair at The Southern.
Short drive back towards downtown.
USD85, 2 hours

9:00PM

Nightlife on Broadway

Experience Nashville's vibrant nightlife on Broadway, featuring live music and local bars, perfect to end your trip.
Short ride to Broadway.
USD40, 2.5 hours
Find Hotels in Nashville
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