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Ultimate 14-Day Road Trip: National Parks & Natural Wonders Itinerary
Last updated: 2024 Jun 14Midwest Departure & Great River Road
Morning
Start your epic road trip with a hearty breakfast at the iconic Blue's Egg in Milwaukee. After fueling up, hit the road towards the Great River Road, a scenic byway along the Mississippi River.
Afternoon
Enjoy a picturesque drive with a stop for lunch at The Waterfront Restaurant & Tavern in La Crosse, Wisconsin. Take in the river views and relax before continuing your journey.
Evening
Reach the charming town of Galena, Illinois, known for its historic Main Street. Check into a local inn and savor a delicious dinner at Fritz and Frites. Take a leisurely evening stroll through the town's unique shops and galleries.
Bedtime
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Historic Galena & Dubuque
Morning
Explore the historic sites of Galena, including the Ulysses S. Grant Home and the Dowling House. Grab a coffee and a pastry at the Kaladi's Coffee Bar to start your day.
Afternoon
Cross the Mississippi River to Dubuque, Iowa, and have a delightful lunch at the Pepper Sprout. Visit the National Mississippi River Museum & Aquarium and take a ride on the Fenelon Place Elevator for panoramic views.
Evening
Head back to Galena for a relaxing evening. Enjoy a farm-to-table dinner at One Eleven Main, followed by a drink at Miss Kitty's Grape Escape.
Bedtime
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Countryside Charm & Starved Rock State Park
Morning
Immerse yourself in the countryside charm of Galena with a hot breakfast at Otto's Place. Then, visit local wineries for tastings and enjoy the scenic views.
Afternoon
Travel to Starved Rock State Park for a hike and a picnic. Take in the breathtaking waterfalls and canyons. Grab a sandwich from Nonie's Bakery & Cafe for your outdoor lunch.
Evening
Return to Galena for a cozy dinner at Fried Green Tomatoes, known for its Southern cuisine. Spend the evening at the Galena Brewing Company, trying out their craft beers.
Bedtime
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Culinary Delights & Departure Prep
Morning
Indulge in a leisurely brunch at Victory Cafe before embarking on a culinary tour of Galena. Visit local food shops and sample artisanal products.
Afternoon
Enjoy a farewell lunch at Fritz and Frites, savoring their Alsatian specialties. Take some time to pack and prepare for the next leg of your journey.
Evening
Have a relaxed dinner at Vinny Vanucchi's, a classic Italian restaurant in Galena. Take a final evening stroll through the town and soak in the historic ambiance.
Bedtime
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Mississippi River Adventure
Morning
Start your day in Dubuque with a delicious breakfast at the Sunshine Family Restaurant. Then, embark on a riverboat cruise on the Mississippi River, learning about the area's history and wildlife.
Afternoon
After the cruise, have a casual lunch at Catfish Charlie's, known for its seafood. Explore the Mines of Spain Recreation Area and take a hike to enjoy the natural beauty of the region.
Evening
For dinner, experience the fine dining at the Hotel Julien Dubuque's Caroline's Restaurant. End the day with a visit to the Diamond Jo Casino for some entertainment.
Bedtime
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Cultural Immersion & Vineyard Exploration
Morning
Immerse yourself in the local culture with a visit to the Dubuque Museum of Art. Afterward, enjoy a light lunch at the Brazen Open Kitchen & Bar.
Afternoon
Spend the afternoon exploring the local vineyards and wineries. Sample a variety of wines and take in the beautiful vineyard landscapes. Have a snack at Stone Cliff Winery.
Evening
Dine at L. May Eatery, a farm-to-table restaurant in Dubuque, known for its seasonal dishes. After dinner, take a leisurely walk along the Riverwalk and enjoy the evening views.
Bedtime
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Outdoor Adventures & Sunset Cruise
Morning
Start your day with a hearty breakfast at the Sunshine Family Restaurant. Then, head to the Mines of Spain Recreation Area for a morning of hiking and birdwatching.
Afternoon
Enjoy a picnic lunch in the park before returning to Dubuque for an afternoon cruise on the River. Learn about the area's history and geology while taking in the scenic views.
Evening
For dinner, try the Copper Kettle, a local favorite for its comfort food. Afterward, take a leisurely evening stroll through the Port of Dubuque and enjoy the sunset over the river.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Relaxation & Departure Prep
Morning
Enjoy a leisurely morning in Dubuque with breakfast at the Sunshine Family Restaurant. Take a walk through the Eagle Point Park and savor the views of the Mississippi River.
Afternoon
Have a relaxed lunch at the Pepper Sprout before spending the afternoon at the Dubuque Arboretum & Botanical Gardens. Take in the beauty of the gardens and relax in nature.
Evening
For your final dinner in Dubuque, treat yourself to a meal at the Woodfire Grille, known for its steaks and seafood. Take a drive to the Julien Dubuque Bridge and enjoy the city lights reflecting on the river.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Culinary Delights & Departure Prep
Morning
Indulge in a leisurely brunch at Brazen Open Kitchen & Bar before embarking on a culinary tour of Dubuque. Visit local food shops and sample artisanal products.
Afternoon
Enjoy a farewell lunch at L. May Eatery, savoring their seasonal dishes. Take some time to pack and prepare for the next leg of your journey.
Evening
Have a relaxed dinner at the Copper Kettle, a Dubuque classic known for its comfort food. Take a final evening stroll through the Port of Dubuque and soak in the historic ambiance.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Mississippi River Adventure
Morning
Start your day in Dubuque with a delicious breakfast at the Sunshine Family Restaurant. Then, embark on a riverboat cruise on the Mississippi River, learning about the area's history and wildlife.
Afternoon
After the cruise, have a casual lunch at Catfish Charlie's, known for its seafood. Explore the Mines of Spain Recreation Area and take a hike to enjoy the natural beauty of the region.
Evening
For dinner, experience the fine dining at the Hotel Julien Dubuque's Caroline's Restaurant. End the day with a visit to the Diamond Jo Casino for some entertainment.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Cultural Immersion & Vineyard Exploration
Morning
Immerse yourself in the local culture with a visit to the Dubuque Museum of Art. Afterward, enjoy a light lunch at the Brazen Open Kitchen & Bar.
Afternoon
Spend the afternoon exploring the local vineyards and wineries. Sample a variety of wines and take in the beautiful vineyard landscapes. Have a snack at Stone Cliff Winery.
Evening
Dine at L. May Eatery, a farm-to-table restaurant in Dubuque, known for its seasonal dishes. After dinner, take a leisurely walk along the Riverwalk and enjoy the evening views.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Outdoor Adventures & Sunset Cruise
Morning
Start your day with a hearty breakfast at the Sunshine Family Restaurant. Then, head to the Mines of Spain Recreation Area for a morning of hiking and birdwatching.
Afternoon
Enjoy a picnic lunch in the park before returning to Dubuque for an afternoon cruise on the River. Learn about the area's history and geology while taking in the scenic views.
Evening
For dinner, try the Copper Kettle, a local favorite for its comfort food. Afterward, take a leisurely evening stroll through the Port of Dubuque and enjoy the sunset over the river.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Relaxation & Departure Prep
Morning
Enjoy a leisurely morning in Dubuque with breakfast at the Sunshine Family Restaurant. Take a walk through the Eagle Point Park and savor the views of the Mississippi River.
Afternoon
Have a relaxed lunch at the Pepper Sprout before spending the afternoon at the Dubuque Arboretum & Botanical Gardens. Take in the beauty of the gardens and relax in nature.
Evening
For your final dinner in Dubuque, treat yourself to a meal at the Woodfire Grille, known for its steaks and seafood. Take a drive to the Julien Dubuque Bridge and enjoy the city lights reflecting on the river.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Culinary Delights & Departure Prep
Morning
Indulge in a leisurely brunch at Brazen Open Kitchen & Bar before embarking on a culinary tour of Dubuque. Visit local food shops and sample artisanal products.
Afternoon
Enjoy a farewell lunch at L. May Eatery, savoring their seasonal dishes. Take some time to pack and prepare for the next leg of your journey.
Evening
Have a relaxed dinner at the Copper Kettle, a Dubuque classic known for its comfort food. Take a final evening stroll through the Port of Dubuque and soak in the historic ambiance.
Bedtime
Find amazing hotels in Dubuque, Iowa.
Adjacent Cities
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