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Home to Chicago's Best Boat Charters and Land Tours and Activities

Seas the Day Has Proudly Helped More than 40,000 Guests Select Their Boat Charter or Land Based Activity

We have reviewed hundreds of boat charter, tours and rentals as well as land based tours and activities. Our staff has chosen the best of the best to recommend to our guests.

CHICAGO PREFERRED YACHT CHARTERS, BOAT RENTALS AND WATER TOURS

Chicago’s Award Winning Architecture River Cruise From $39.00

Take in some of the Windy City’s most iconic sights on a relaxing, time-saving Chicago River architecture boat tour—pets welcome. As you cruise along multiple branches of the river, your onboard guide shares commentary on the city’s world-famous skyline, pointing out dozens of landmark buildings, including the Wrigley Building and John Hancock Building. In a single tour, you’ll enjoy sweeping riverfront views while hearing insider stories and architectural details you might otherwise miss.

Chicago Lake Michigan Sunset Cruise – #1 Rated From $45

Take in a truly unique view of the Windy City on an evening cruise timed perfectly with sunset. Board your open-air vessel, complete with an enclosed, climate-controlled lounge, in the heart of the Magnificent Mile and glide along the Chicago River. Then continue out onto Lake Michigan, where you’ll enjoy sweeping skyline views from the water as the city’s skyscrapers begin to glow against the evening sky.

Chicago Favorites Ultimate Foodie Tour – Food Included! From $85

Explore downtown Chicago one bite at a time on this guided walking food tour. Along the way, you’ll pass iconic landmarks like Millennium Park and the Palmer House Hotel while sampling classic Chicago favorites, including deep-dish pizza, Chicago-style hot dogs, and rich chocolate brownies.

All tastings are included, and the route covers an easy 1.5 miles, making it suitable for most fitness levels. The tour also includes a bike or kayak rental, giving you an extra way to enjoy the city after your food-filled adventure.

22 FT Private Pontoon Cruise – 2 Hours From $489.00
Enjoy cruising the beautiful Chicago River for 2 hours

The 22 ft pontoon has more space and a table for snacks and drinks. BYOB and food or allow us to cater so you have less to carry.

You are the driver. Our crew will give you or someone in your group a lesson when you arrive

Gas Powered, automatic. simple to drive.

BYOB and snacks are welcome or we will be happy to cater to you.

Chicago Vibes 440 Carver From $1,050.00

At Believe Tours Charter Chicago, we offer the ultimate yachting experience on our luxurious Sea Ray 50 ft!

The yacht comes equipped with a spacious living area, full kitchen, two bathrooms, and a comfy bedroom. Our experienced team of professionals goes above and beyond to ensure you and your guests are comfortably accommodated and entertained while on board. Allow us to help you create the perfect yachting experience of a lifetime.

Discover More of What Makes Chicago Unique with Seas the Day

Seas the Day Chicago is your one stop shop for entertainment and dining in the Chicago area. We have researched and experienced tours and dining to offer you a selection of our favorite things to do and best places to enjoy the culture, energy, activities and world-renowned pizza that Chicago is known for.

DISCOVER CHICAGO ENTERTAINMENT

Wendella vs. Shoreline: Chicago’s Friendly River Tour Rivalry

Wendella vs. Shoreline: Chicago’s Friendly River Tour Rivalry Chicago loves a good rivalry. Cubs vs. Sox. Deep dish vs. tavern-style. North Side vs. South Side. And on the water, one of the city’s most recognizable matchups is Wendella Tours vs. Shoreline Sightseeing. For generations of visitors and locals, both names have been part of the…

Chicago Pizza: A Delicious Slice of the City’s History

Chicago pizza is more than a meal; it is a civic identity baked into a pan, sliced into squares, and argued over with the seriousness usually reserved for sports or politics. Ask ten Chicagoans where to get the best pizza and you may get ten different answers, each delivered with absolute confidence. That is part…

Discover the Best Chicago River Boat Cruises with Seas The Day Chicago

Chicago is a city best experienced from the water. While the skyline is stunning from the sidewalk, nothing compares to seeing the city’s legendary architecture, bridges, riverwalk, and waterfront energy from the deck of a boat. Whether you are visiting for the first time, planning a special celebration, entertaining out-of-town guests, or looking for a…

Chicago Lake Michigan Boat Tours: See the City from the Water

There is no better way to experience Chicago than from the water. With its world-famous skyline, beautiful lakefront, and lively summer atmosphere, the city was made for unforgettable Chicago Boat Tours. Whether you are visiting Chicago for the first time, planning a local day out, celebrating a special occasion, or looking for a new way…