Discover Chicago Yacht Charters, Boat Rentals and Boat Tours
Start browsing Great Lakes yacht charters, boat rentals, Chicago river tours and more! Search by activity to begin your adventure and book online.
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After meticulously reviewing hundreds of Chicago's boat charters and tours, Seas the Day Chicago stands unrivaled. Over 40,000 satisfied guests echo our excellence in providing the ultimate boating experience in the heart of the Windy City. We're not just the best, we're tried, tested, and trusted. Dive into Chicago's rich maritime culture with live availability and easy online booking. Learn more and join the thousands who've seized their day with us. Seas the Day Chicago - where every voyage is an adventure.
Start browsing Great Lakes yacht charters, boat rentals, Chicago river tours and more! Search by activity to begin your adventure and book online.
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Discover Chicago by Water: History, Architecture & Firefighting Legacy
Step aboard and let our expert docents guide you through the fascinating story of Chicago—told from the best seat in the city: the deck of our historic fireboat.
We offer a great Party Cruise- daytime, evening and night cruises for groups from 1 up to 13 in Paradise -spacious luxury Motor Yacht. Playpen Party Cruises! Pets and kids are welcome.
Please note, we provide a captains list for you, once you select captain you must pay captain in person for his/her services (captains do require a deposit)
To understand the city of Chicago, you need to know its river. Hop aboard a private boat with a Windy City local to hear how the Chicago River has shaped the city’s skyline and its very identity, taking in its beautiful architecture from a truly unique perspective!
Come along with a local guide to check out some of the must-see spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) – and you’ll learn about the history of some of Chicago’s most well-known buildings.
Enjoy cruising the beautiful Chicago River for 2 hours. This cruise includes the famous firework show located next to Navy Pier. This offer is available only Wednesday and Saturday nights, Memorial Day through Labor Day.
We offer a great Party Cruise- daytime, evening and night cruises for groups from 1 up to 13 in Paradise -spacious luxury Motor Yacht. Playpen Party Cruises! Pets and kids are welcome.
Set sail with Poseidon Chicago Charters for an unforgettable daytime experience on the magnificent Lake Michigan! The Chicago skyline provides a stunning backdrop to your special occasion. Whether you’re celebrating a momentous bachelor or bachelorette party, marking a milestone birthday, orchestrating a romantic engagement, hosting an intimate wedding celebration, toasting years of love on an anniversary, joyfully declaring a new chapter at a divorce party, commemorating a hard-earned graduation, capturing picture-perfect moments on a photoshoot cruise, or hosting any other unique private event, our daytime charters offer the perfect setting to create lasting memories with your cherished companions.
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.
We offer a great Party Cruise- daytime, evening and night cruises for groups from 1 up to 13 in Paradise -spacious luxury Motor Yacht. Playpen Party Cruises! Pets and kids are welcome.
We offer a great Party Cruise- daytime, evening and night cruises for groups from 1 up to 13 in Paradise -spacious luxury Motor Yacht. Playpen Party Cruises! Pets and kids are welcome.
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.
Wakesurf Chicago is the best option for boat rental in downtown Chicago. Our boat rental service in Chicago includes gas and a captain to guide you through your experience whether you want to do a river cruise or party in the playpen.
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.
Step aboard the Sophisticated Lady – Chicago’s Largest 49 Passenger Yacht. This tastefully restored classic Chris-Craft showcases rich cherry wood and teak finishes, a spacious open floor plan across three levels, and multiple outdoor areas including a flybridge with panoramic views and bow seating.
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.
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.
The boat is over 35’ feet long and very wide and heavy which makes the ride even smoother in all conditions. The boat has A/C, 1 Bedroom, 1 large Bathroom, 2 refrigerators as well as two sinks, plus a large cooler out in the seating area.
One of Sea Ray’s most popular models, this yacht features a fully upgraded JL Audio bluetooth system, and wetbar in the cockpit. Below deck, the cabin includes a dinette, two beds, kitchen, and a bathroom.
Equipped with an upgraded JL Audio Bluetooth Audio, starboard facing U-shaped seating area, and full sized cabin with bathroom. This express style cruiser is great for both family outings and entertaining.
The 48′ Sea Ray Flybridge features a spacious cockpit with seating and wet bar. Inside, find a kitchen, two staterooms, and bathrooms—ideal for all events in Chicago.
Experience the thrill of riding across Lake Michigan with our brand new premium fleet of Yamaha VX Waverunner rentals in Chicago—adventure, speed, and stunning skyline views await! Book now for an unforgettable ride on the water.
Equipped with one of Sea Ray’s widest beams, this yacht is most popular for its large open cockpit and cabin floor plan, making it phenomenal for social events, birthdays, bachelorette parties, and corporate groups.
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.
Step aboard Montauk, a Hamptons-inspired 57’ power catamaran designed for private charters of up to 49 guests. Perfect for any celebration, the Montauk features a full-service bar, private bathroom, bluetooth JL Audio surround sound, and an optional DJ booth. Your experience is fully private, with a USCG-licensed captain and a professional crew—including bartenders and event planners—dedicated to creating a seamless, unforgettable outing.
Enjoy cruising the beautiful Chicago River for 2 hours
You are the driver! Our dock crew will train you or someone in your group when you arrive.
Gas Powered, automatic. simple to drive.
BYOB and snacks are welcome or we will be happy to cater to you.
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.
We have a Mastercraft X24 inboard boat that is specifically outfitted for wake surfing. We also have top of the line equipment from Phase 5 and Doomswell available to make your experience that much better.