Our Favorite Yachts & Boats

Looking for a truly unforgettable corporate event? Tilly's Dream offers a unique and inspiring setting for up to 34 of your colleagues to relax, network, and create lasting memories.

Experience the thrill of:

• Breathtaking views: Cruise along the  Chicago River, even in November! 
• Flexible event options: Tilly's Dream can accommodate any event style, from intimate team-building exercises to lavish cocktail parties.
• Enhanced teams & productivity

Ready to elevate your next corporate event? Contact us today to book Tilly's Dream and discover the difference a day on the water can make!

 Relax and unwind with our Sea Ray SunDancer yacht. This yacht includes a full kitchen  and ample seating. Perfect for your party, celebration, or just a great day out on the water.

Boat prices start at $300/hr on the weekdays and $350/hr on the weekends. Captain extra. Special events higher.

Instagram video coming soon!

Wow! Our brand new Chaparral 307 SSX. A perfect boat for a day out on the water with the family! This boat will also accommodate a party of up to 10 people.

And it's so affordable with boat price starting at $300/hr. Captain extra.

Want to take a look? Check out this awesome boat on our Instagram page:

https://www.instagram.com/reel/C8t56xPA8VO/?

Escape to the Past in Style

Rent a Classic Chris Craft!

Experience the thrill of cruising Lake Michigan or the Chicago River aboard a vintage 40-foot Chris Craft. This iconic vessel offers a unique and unforgettable experience for you and up to 12 guests.

Enjoy the following features:

• Luxurious Interior: Relax in comfort with plush seating and modern amenities.
• Panoramic Views: Soak in the stunning scenery from the spacious deck.
• Personalized Service: Our experienced captain ensures a safe and enjoyable journey.

Perfect for:

• Special occasions (weddings, birthdays, anniversaries)
• Corporate events
• Family outings
• Romantic getaways

Book your charter now and create memories that will last a lifetime.

Sea Ray SLX400 

You will turn heads onboard this luxury yacht. The ultimate in style and comfort. Perfect for overnight excursions to Michigan or Wisconsin.

Prices start at $850/hr and outings customized to your exact specifications. Captain extra.

Want a sneak peak of your fun?

https://www.instagram.com/reel/CvnA77WNYIJ/?utm_source=ig_web_copy_link

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One of Chicago's hottest and most unique boats. Immerse yourself in luxury in this spectacular yacht.

 Boat prices start at $350/hr on the weekdays and $400/hr on the weekends. Captain extra, Special events higher. 

Experience luxury redefined. A Galeon yacht charter is more than just a boat trip; it's an escape into a world of unparalleled elegance.

Our Galeon yacht boast innovative designs, spacious interiors, and cutting-edge technology, ensuring an unforgettable experience for every guest. Whether you're seeking a romantic getaway, a family adventure, or an unforgettable corporate event, our fleet offers the perfect vessel to make your dreams a reality.

The charming and beautiful town of South Haven, Michigan, is known for its pristine beaches, quaint shops, and delicious local cuisine. Let us plan a special adventure for you. While you are there, checkout our friends at Gull Lake Marine and the Michigan Martitime Museum.

A yacht trip from the bustling metropolis of Chicago to the charming coastal town of South Haven offers an unparalleled experience. Imagine trading the city's concrete jungle for the open expanse of Lake Michigan.

• Discover South Haven: Explore the charming town of South Haven, 

Whether you're seeking adventure, relaxation, or a combination of both, a yacht trip from Chicago to South Haven is the perfect escape.

Want to get away? Picture yourself cruising under the vast Michigan sky, sails billowing in the cool lake breeze, surrounded by the stunning backdrop of Saugatuck, Michigan. It's only 2 short hours from Chicago, but you feel like you are a million miles away.

Check out all the things to do in Saugatuck, Michigan's Art Coast! 

Packages available for @$60 per person, for up to six guests,

See the beautiful fall leaves from a sailboat!

Want a sneak peak? 

Check out the beautiful Kalmazoo River on our Instagram page!