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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

51′ Sea Ray Sundancer Powerboat From $1,335.00

The Yacht has a huge front of the boat that can fit the entire group plus a sun pad. The back seating area of the boat has a plenty of room and turns into a lounger. She is a two bathroom, two bedroom sailboat with a great dining and lounging area below and a large refrigerator and freezer. We also have a four person blow up raft for people to enjoy while swimming in the playpen.

Private Boat Tour From $1,000.00
Join Dave for a cruise on the Chicago River in your own private vessel for up to 10 people. Learn about the Chicago skyline and how innovative architecture shaped the city and changed the world.

Ditch the herd with the microphone and the same old speech for an interesting local perspective and find out why Chicago came to be such a world class city on the water.

FRIDAYS ONLY: Book a boat tour with Hillary!

Hillary, the founder/owner of INSIDE CHICAGO WALKING TOURS, works for a fellow small business in Chicago on Fridays offering her award-winning and always entertaining boat tours on the Chicago River. Departing from the River City dock on the South Branch, these boat tours on the well-known “Summer of George” boat run 90 minutes, explore all three branches of the river, and are a fantastic way to introduce yourself to this beautiful city.

Chicago River Cruise From $350.00

Experience Chicago from a whole new perspective with a private cruise aboard a beautifully restored 1962 vintage motorboat. Glide past iconic landmarks like Centennial Fountain, Navy Pier, and the Chicago Harbor Locks, all while enjoying the peace and privacy of your own exclusive vessel. This intimate, crowd-free experience offers stunning views of the city’s skyline and architectural gems, perfect for a special outing or simply discovering the city in style.

The Chicago River Cruise From $600.00

Embark on a captivating journey through the heart of the Windy City with a unique Chicago River cruise! Discover hidden gems and gain an entirely new perspective as you navigate the bustling waterways, where architectural marvels rise majestically along the banks. Imagine gliding past the lively Chicago Riverwalk, catching glimpses of its inviting patios and restaurants buzzing with energy and offering tempting access right from the water.

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.