Talk about a dreamboat trip: a seven-night cruise from Chicago to Toronto calls at some of the region’s most impressive destinations, including Michigan’s Mackinac Island. The Yorktown exudes class and comfort, and on-board experts lecture about the history and culture of the stops. Fares start at $4,395, but the all-inclusive trip is worth that once-in-a-lifetime splurge. Read Midwest Living's review. (800) 257-5767; traveldynamicsinternational.com
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