This is Dubuque at its most restorative—an easy mix of simple meals, time on the water, and slow evenings that don’t need much planning. Designed for grown-ups who want to unwind without rushing, this itinerary keeps things grounded, comfortable, and just active enough to feel like a reset.
Start the day at a local diner where coffee is hot, portions are generous, and the pace is exactly as slow as it should be.
Dottie's Cafe, Sunshine Family Restaurant, West Dubuque Tap, Birdie's Bistro, & Kelly’s Cafe.
Head out on the water for a calm kayaking session. It’s an easy way to move, take in the scenery, and settle into the rhythm of the river.
the Dubuque water trail is an 11-mile paddle route on the Mississippi with five access points—plus a bonus 5-mile loop on Catfish Creek.
Enjoy dinner at a traditional Midwest supper club where cocktails, hearty plates, and unhurried conversation set the tone for the evening.
start with a brandy old fashioned sweet and a relish tray.
Head back to your stay for a relaxed night of board games, snacks, and easy conversation—no schedule, just good company.
End the day around a fire, where the pace slows even more and the night stretches out in the best possible way.
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