Set sail for a memorable experience on Lake Michigan with a Signature Chicago Brunch Cruise that is as scenic as it is delicious! You'll savor a chef-prepared buffet and bottomless mimosas while in our comfortable indoor areas. Ma... 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

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

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

Set sail on our flagship vessel, where style meets comfort in a Tiki Chic atmosphere. Your adventure begins on the iconic Chicago Riverwalk, where you’ll board a beautifully appointed boat featuring two climate-controlled decks,... More

This summer, marvel at jaw-dropping views of the Chicago skyline illuminated by Navy Pier’s dazzling fireworks display from Lake Michigan on our Seadog Lakefront Fireworks Cruise. Every Saturday and Wednesday during the summer m... More

Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet classics, bottomless mimosas, top-notch service, and breathtaking v... More

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

This Mother’s Day, create family memories that will be treasured forever with an amazing Mother's Day Signature Dinner Cruise on Lake Michigan. While onboard, treat the mom in your life to a special night with our holiday buffet... 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

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

This is a sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air!... More

Our Signature Chicago Father’s Day Brunch Cruise is the perfect way to gather for an unforgettable celebration. Create memories with your family as you dine and dance on Lake Michigan with magnificent skyline views for a casual ... More

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyli... More

Elevate your evening with a delicious dinner and jaw-dropping panoramic views of the Navy Pier fireworks display illuminating the Chicago city skyline! On our Fireworks Signature Dinner Cruise on Lake Michigan, a dazzling show of ... More

A breathtaking evening of elevated dining and spectacular fireworks views awaits on our Fireworks Premier Dinner Cruise on Lake Michigan! There’s no better way to marvel at Navy Pier’s dazzling fireworks display than from an u... More

Embark on the ultimate New Year’s Eve celebration with our Signature Dinner Fireworks Dinner Cruise. Come together for unparalleled festivities with dining, dancing, and magnificent skyline views lit up by the dazzling fireworks... More

Fireworks Cruise Aboard Island Time – See the Sparks Fly the Island Party Way! Experience Chicago’s dazzling fireworks like never before—from the deck of our floating Tiki Bar, Island Time! Cruise along the scenic Chicago R... More

Set sail on a breathtaking celebration with a Premier Chicago New Year’s Eve Fireworks Dinner Cruise on Lake Michigan. Indulge in an unforgettable evening of delicious craft cocktails, plated, chef-prepared menus, top-notch serv... More