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Lake Michigan Wine Tasting Trips

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Sip your way through Lake Michigan on a wine tasting trip savoring local wine varieties from outstanding local vineyards. We will take winery tours with a local English speaking guide and discuss the local terroir and taste wine pairings with local cuisine. Some of Lake Michigan's most popular wine regions are visited around Mackinac Island, Sault Ste. Marie, Chicago, and Milwaukee. Our wine tasting focused trips can also be combined with activities like Urban Exploration, Wildlife Viewing, Citizen Science, Fishing, and Hiking. Our 4 wine tasting trips to Lake Michigan range from $6,995 to $50,995 for a 8 to 15 days experience. Not sure which region or wine tour is best for you? One of Adventure Life's Lake Michigan travel experts can help you decide on the perfect itinerary for you and help you design your ideal custom wine tasting trip to Lake Michigan.
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    • Lake Michigan
Historic, car-free island with lake views in Mackinac Island, Michigan
from $7,995
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Great Lakes Treasures

Milwaukee to Milwaukee - 10 Day Itinerary aboard Viking Great Lakes
  • Stroll Milwaukee RiverWalk
  • Ride Mackinac Island Carriage
  • Explore shipwrecks & cliffs
  • Discover Soo Locks History
Starts / Ends
Milwaukee / Milwaukee
Activities
Wine Tasting, Urban Exploration, Wildlife Viewing, Village Visits, Kayaking, Hiking, Fishing, Citizen Science, Scuba Diving
Activity Level
Variable
Discover the treasures of the Great Lakes on a 10-day Viking cruise, from Milwaukee’s RiverWalk and Mackinac Island’s timeless charm to kayaking Killarney’s lakes and exploring the shipwrecks of Fathom Five. End in Chicago after hiking, wine tasting, and uncovering rich history, natural beauty, and culture along the way.
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See the mighty Niagara Falls
from $6,995
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Niagara and the Great Lakes

Toronto - Milwaukee - 8 Day Itinerary aboard Viking Great Lakes
  • Toronto Exploration
  • Explore Mackinac Island
  • Niagara Falls & Welland Canal
  • Point Pelee Birdwatching
  • Detroit’s Innovation Legacy
  • Alpena’s Maritime Adventures
  • Mackinac Island & Milwaukee’s Charm
Starts / Ends
Lake Ontario / Milwaukee
Activities
Archaeological Site Visits
Activity Level
Variable
On this 8-day Niagara and the Great Lakes cruise from Toronto to Milwaukee aboard the Viking Great Lakes, explore nature and culture. Navigate the Welland Canal, witness Niagara Falls, and spot migratory birds at Point Pelee. Visit Detroit’s Henry Ford Museum, kayak in Alpena, tour Mackinac Island, and explore Milwaukee’s waterfront history.
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Stunning Niagara Falls
from $7,999
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Great Lakes and St. Lawrence Seaway

Montreal - Chicago - 13 Day Itinerary aboard Victory I
  • Explore Cleveland cultural landmark
  • Enjoy Lake Superior sailing
  • See Mackinac Island's charm
  • Witness Upper Peninsula scenery
Starts / Ends
Montreal / Chicago
Activities
Local Market Visits
Activity Level
Variable
Explore the Great Lakes on a 13-day cruise aboard Victory I from Montreal to Chicago. Sail the St. Lawrence River and five Great Lakes, explore Toronto, Niagara Falls, Detroit, and Mackinac Island, transit the Soo Locks, and enjoy scenic lake sailing with onboard enrichment and regional tastings.
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Door Peninsula, cliffs, forests, and clear Lake Michigan waters
from $13,995
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Great Lakes Collection

Canada to Minnesota - 15 Day Itinerary aboard Viking Great Lakes
  • Cruise Niagara Falls
  • Explore Mackinac Island
  • Kayak Killarney’s turquoise waters
  • Enjoy Sleeping Giant hike views
Starts / Ends
Toronto / Duluth
Activities
Biking
Activity Level
Variable
Set sail on a 15-day voyage aboard a Viking Great Lakes cruise ship, starting in Toronto and exploring North America’s inland seas. Visit Niagara Falls, Detroit, Mackinac Island, and enjoy scenic hikes, vineyards, and optional excursions like helicopter rides on this enriching cultural voyage.
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