Happy Hour Cruises on Lake Michigan 21+

Step aboard the iconic Cap Streeter for an unforgettable evening cruise departing from Navy Pier. Shoreline’s Special Event Series combines curated local beverage tastings, delicious light bites, music, and breathtaking skyline views into one elevated Chicago experience. Whether you’re planning a date night, gathering with friends, or simply looking to unwind after work, this 90-minute cruise offers the perfect blend of relaxation, entertainment, and local flavor on the water. 2026 Special Event Lineup Brew Cruise with Revolution Brewing Date: July 9 Cider Cruise with Right Bee Cider Date: July 23 Brew Cruise with Haymarket Brewery Date: August 13 Tiki Luau with Three Dots and a Dash Date: August 27 Wine Tasting with Lynfred Winery Date: September 10 Boarding 7-7:30PM Cruise 7:30-9:00PM