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Exploring Dubuque, Iowa: A 5-Day Culinary and Cultural Adventure Itinerary

Last updated: 2024 Jun 14

Historic Dubuque and Riverside Dining

Morning

Start your day with a delightful breakfast at Caroline's Restaurant, known for its cozy ambiance and delicious morning fare. Afterward, embark on a self-guided walking tour of the city's historic district, including the grand Mathias Ham House and the picturesque Mines of Spain State Recreation Area. Take in the stunning views of the Mississippi River from the Fenelon Place Elevator, the world's shortest and steepest scenic railway.

Afternoon

For lunch, head to L.May Eatery, a local favorite known for its innovative Midwestern cuisine. Afterward, visit the National Mississippi River Museum & Aquarium, where you can explore the river's ecosystems and learn about the area's rich history. Don't miss the Dubuque Arboretum and Botanical Gardens, a serene oasis in the heart of the city.

Evening

Enjoy a memorable dinner at The Smokestack, housed in a historic building and offering a diverse menu of smoked meats and other culinary delights. Afterward, take a leisurely stroll along the Riverwalk, soaking in the evening ambiance and the twinkling lights of the city.

Bedtime

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Culinary Delights and Scenic Views

Morning

Indulge in a scrumptious breakfast at Brazen Open Kitchen + Bar, known for its creative dishes and welcoming atmosphere. Afterward, take a scenic drive to the nearby town of Galena, Illinois, where you'll embark on a thrilling Galena Scavenger Hunt. Explore the town's charming streets and uncover its hidden gems as you solve clues and complete challenges.

Afternoon

For lunch, savor the flavors of the Midwest at Pepper Sprout Midwest Cuisine, a farm-to-table restaurant that celebrates the region's seasonal ingredients. Afterward, visit the Galena Cellars Vineyard & Winery for a tour and tasting, enjoying the scenic views of the rolling hills and vineyards.

Evening

Return to Dubuque and enjoy a relaxed dinner at Vinny Vanucchi's, a charming Italian restaurant known for its hearty pastas and warm hospitality. Afterward, take a twilight cruise on the Mississippi River, admiring the city's skyline and the natural beauty of the waterway.

Bedtime

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Outdoor Adventures and Local Flavors

Morning

Start your day with a hearty breakfast at Mario's Italian Restaurant, known for its classic Italian dishes and welcoming atmosphere. Afterward, head to the Eagle Point Park, where you can enjoy panoramic views of the Mississippi River and the city below. Take a leisurely walk through the park's lush gardens and wooded areas.

Afternoon

For lunch, visit The View Restaurant at the Eagle Point Park, where you can dine with a view of the river and the city. Afterward, explore the Crystal Lake Cave, a fascinating underground wonderland with stunning rock formations and crystal-clear pools.

Evening

Enjoy a relaxed dinner at Timmerman's Supper Club, a local favorite known for its classic supper club ambiance and mouthwatering steaks. After dinner, take a scenic drive along the Great River Road, soaking in the beauty of the river and the surrounding countryside.

Bedtime

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Cultural Immersion and Local Brews

Morning

Fuel up for the day with a delicious breakfast at Copper Kettle, a cozy cafe known for its homemade pastries and artisanal coffee. Afterward, visit the Dubuque Museum of Art, where you can admire a diverse collection of American art, including works by regional and national artists.

Afternoon

For lunch, head to 1st & Main, a gastropub offering a creative menu and a relaxed atmosphere. Afterward, explore the Fenelon Place Elevator, taking a ride to the top for breathtaking views of the city and the river below. Then, visit the Diamond Jo Casino for some gaming excitement and entertainment.

Evening

Enjoy a casual dinner at Copper Kettle, where you can savor comforting dishes and friendly service. Afterward, visit Joliet's Cigar Bar, a cozy lounge offering a wide selection of cigars and spirits. Relax in the inviting ambiance and enjoy a nightcap before returning to your hotel.

Bedtime

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Final Tastes of Dubuque

Morning

Enjoy a leisurely breakfast at Caroline's Restaurant, savoring the last moments of your trip. Afterward, visit the Fenelon Place Elevator for one final ride and a last look at the city from above. Then, take a walk along the Riverwalk, reflecting on your experiences and the memories you've made.

Afternoon

For lunch, head to L.May Eatery, where you can enjoy a delicious meal in a relaxed setting. Afterward, visit the National Mississippi River Museum & Aquarium for any exhibits you may have missed earlier in your trip. Take your time to explore and learn more about the river and its inhabitants.

Evening

Conclude your trip with a memorable dinner at The Smokestack, where you can savor the flavors of the region one last time. Afterward, take a scenic drive along the river, enjoying the peaceful evening atmosphere and the twinkling lights of the city.

Bedtime

Find amazing hotels in Dubuque, Iowa.