Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. ... More

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, ... More

Sunday Funday Mimosa Cruise – Chicago’s Floating Tiki Bar Adventure! Sundays are Fun-Days aboard our vibrant floating tiki bar, Island TIme, where the drinks are cold, the vibes are high, and the views are iconic! Cruise down... More

Set sail for an exquisite evening of gourmet dining set to the backdrop of Navy Pier’s awe-inspiring fireworks show on our Fireworks Premier Plus Dinner Cruise on the Chicago River! A decadent plated dinner and craft cocktails w... More

Join Chicago Water Taxi on Wednesday nights as we depart from the Magnificent Mile to view the City’s fireworks display. No city embraces summer quite like Chicago. Join the celebration with friends and family on this social fi... More

Enjoy the Navy Pier Fireworks from the Chicago River. A brief version of Wendella's Lake Michigan Fireworks Cruise, this experience is 45 minutes and does not go out to Lake Michigan.... More

Don’t miss Chicago’s famous sights and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like early sk... More

See Chicago the Island Party Way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax and enjoy a beverage. Have questions about the buildings you'll see along the river? Our helpful ... More

Kick off your Sunday the right way—with mimosas, Bloody Marys , and unbeatable views of Chicago’s stunning skyline aboard Enchantment, our flagship vessel. This ticketed cruise is the perfect blend of relaxation and celebratio... More

Enjoy a serene evening on Lake Michigan with a private sunset sailing charter, where the stunning Chicago skyline transforms as the sun sets. Departing from Montrose Harbor, this exclusive experience offers a cozy atmosphere for d... More