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

From mysterious sightings creepy haunts, mobsters and more, you'll hear stories of Chicago's darker side on our newest nighttime tour. Cruise the Chicago River amidst twilight tales of the city you never knew existed... and might ... More

Experience the best of Chicago with a Premier Lunch Cruise and spend your afternoon on Lake Michigan with dining, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared plated menus, creative cock... More

Our Chicago Signature Lunch Cruise is an unforgettable way to experience the city from the water. Spend your afternoon on Lake Michigan with dining, picturesque views, DJ entertainment, and an assortment of games. While onboard, y... More

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enj... More

Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide... More

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's biggest celebration. The spectacular Chicago fireworks will captivate you as you enjoy the show from your front row seats on the wa... More

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this e... 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

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake Michigan. Experience a speedboat tour with a pause to enjoy the Navy Pier fireworks show. Our open-aired vessels provide uninterrup... More

Experience the best of Chicago with a Premier Brunch Cruise and spend your afternoon on Lake Michigan with dining, bottomless mimosas, picturesque views, and DJ entertainment. While onboard, you’ll enjoy our chef-prepared buffet... More

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

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing the sights. Perfect for Fire enthusiasts, families and everyone in between! Our f... More

Sunday Funday Mimosas and Bloody Marys with beautiful views of the Chicago skyline aboard our flagship vessel. Enchantment boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdo... More

Experience the best of Chicago by land and water on our top-rated combo tour! Start with a 90-minute guided bus tour through downtown, and seamlessly transition to the Chicago Architecture River Cruise. Here you will glide along t... More

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about th... More

Discover Chicago by road and river with our new 48-hour Hop-on Hop-off Ticket and Shoreline Architecture Cruise combo! This ticket includes a 48-hour pass for our hop-on, hop-off Chicago sightseeing bus tour, and a pass for admiss... More

All Day! Sundays are Fun-Days aboard the floating tiki bar. See the Chicago River the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax an enjoy a beverage. Have q... More

Discover Chicago by private boat with a local Chicagoan to highlight its fascinating history and architectural marvels along the way! Before we board, we’ll take a short walk in the Chicago Loop, a bustling area filled with gem... More

Our Independence Day Premier Dinner Cruise on Lake Michigan is an unforgettable way to celebrate and experience the city from the water. While onboard, you’ll enjoy chef-prepared menus, creative cocktails, beer, wine, and Chicag... More