Chicago Wine Tasting Cruise

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, live 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.

Arrival Information for Event:Boarding begins at 7pm for all our guests, and we will get underway at 7:30pm!

The boat is called Cap Streeter, and it will disembark at Navy Pier West Dock 2. We are right across from Jimmy Buffett’s Margaritaville! We also have two booths on Navy Pier before you even reach our dock, so plenty of employees can guide you in the right direction!