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5-Day Guided Cycling Tour Around Lake Michigan Itinerary
Last updated: 2024 Jun 14Cycling the Chicago Lakeshore
Morning
Kick off your adventure with a guided cycling tour along the famous Lakefront Trail in Chicago. This 18-mile path offers stunning views of Lake Michigan and the city skyline. Your guide will provide fascinating insights into the history and architecture of Chicago as you pedal along. Stop for a mid-morning coffee at The Wormhole Coffee, a quirky spot known for its retro decor and delicious brews.
Afternoon
Continue your ride north to Lincoln Park, where you can explore the beautiful gardens, zoo, and conservatory. Take a break for lunch at The Purple Pig, renowned for its Mediterranean-inspired small plates. After lunch, visit Navy Pier, one of Chicago's most iconic attractions, where you can enjoy various activities and take in the vibrant atmosphere.
Evening
As the sun sets, cycle back towards downtown Chicago and enjoy dinner at Girl & The Goat, a highly-rated restaurant known for its innovative dishes. After dinner, unwind with a drink at The Aviary, an upscale cocktail bar offering creative concoctions in a chic setting.
Bedtime
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4.68Navy Pier
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4.68Navy Pier
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Exploring Milwaukee by Bike
Morning
Start your day with a scenic ride along Milwaukee's Oak Leaf Trail, which offers picturesque views of Lake Michigan and the city's charming neighborhoods. Stop for breakfast at Blue's Egg, famous for its hearty brunch options. Continue your journey to the Milwaukee Art Museum, where you can admire its stunning architecture and impressive collection of artworks.
Afternoon
Head to the Historic Third Ward for lunch at The Wicked Hop, known for its delicious sandwiches and vibrant atmosphere. Afterward, explore Milwaukee Public Market, where you can sample local delicacies and shop for unique souvenirs. Don't miss out on visiting some of the local breweries that Milwaukee is famous for.
Evening
Conclude your day with dinner at Sanford Restaurant, an award-winning establishment offering exquisite fine dining experiences. End your evening with a visit to Lakefront Brewery, where you can enjoy a guided tour and sample some of their best brews.
Bedtime
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4.85Milwaukee Public Market
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4.85Milwaukee Public Market
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Cycling Through Grand Rapids' Scenic Routes
Morning
Begin your day with a ride along Grand Rapids' extensive network of bike trails, starting with the Kent Trails system that winds through lush parks and along riversides. Stop for breakfast at Anna's House, known for its farm-to-table breakfast dishes.
Afternoon
Make your way to Frederik Meijer Gardens & Sculpture Park after lunch at HopCat Grand Rapids. Spend time exploring this expansive garden featuring stunning sculptures, themed gardens, and indoor conservatories filled with exotic plants. This attraction is perfect to relax after cycling through scenic routes.
Evening
For dinner, head to The Green Well, which offers sustainable dining options in a cozy setting. Conclude your evening by visiting Founders Brewing Co., one of Grand Rapids' most famous breweries, where you can enjoy live music and sample their wide range of craft beers.
Bedtime
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Cycling and Relaxation in Holland
Morning
Start your day with a scenic ride along the Lakeshore Connector Path, which offers beautiful views of Lake Michigan and the surrounding dunes. Stop for breakfast at DeBoer Bakkerij, a local favorite known for its Dutch pastries and hearty breakfast options. Continue your ride to Windmill Island Gardens, where you can explore the authentic Dutch windmill and beautiful gardens.
Afternoon
After a morning of cycling, take a break for lunch at Boatwerks Waterfront Restaurant, which offers stunning views of Lake Macatawa. After lunch, visit Holland State Park, where you can relax on the beach, swim in Lake Michigan, or hike the trails that offer panoramic views of the lake and Big Red Lighthouse.
Evening
Conclude your day with dinner at Butch's Dry Dock, an upscale restaurant known for its extensive wine list and gourmet dishes. After dinner, unwind with a drink at New Holland Brewing Company, where you can sample their craft beers and enjoy live music in a lively atmosphere.
Bedtime
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4.52Holland State Park
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4.52Holland State Park
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Final Ride Through Saugatuck's Artistic Charm
Morning
Cycling Tour through Saugatuck's charming streets and along the Kalamazoo River. Start your day with breakfast at Uncommon Coffee Roasters, known for its artisanal coffee and fresh pastries. Continue your ride to Oval Beach, one of Michigan's most beautiful beaches, where you can relax by the water or take a refreshing swim.
Afternoon
Visit Art Galleries in downtown Saugatuck after lunch at The Southerner, which offers delicious Southern comfort food with a view of the river. Spend your afternoon exploring the town's many art galleries and boutiques, soaking in the creative atmosphere that Saugatuck is famous for.
Evening
Dune Rides to experience the stunning natural beauty of Saugatuck Dunes State Park as you conclude your trip. Enjoy dinner at Borrowed Time, a cozy restaurant offering farm-to-table dishes and an extensive wine list. End your evening with a nightcap at Wicks Park Bar & Grille, where you can enjoy live music and drinks in a relaxed setting.
Bedtime
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4.63Cycling Tour
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4.63Cycling Tour
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4.68Visit Art Galleries
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4.68Visit Art Galleries
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