Delight in discovering Chicago from a completely new perspective, all from a charming vintage motorboat. With an emphasis on historical elegance and modern comfort, every cruise is curated to showcase Chicago's stunning skyline and rich architectural heritage. With only your invited guests on board, you can enjoy the privacy and ambience you desire.

What We Offer

Choose from a 2-hour private vintage boat charter with a captain for up to 6 people, valid any day including weekends or a trip valid Monday - Friday (until 5pm Friday).

• Each cruise can accommodate up to 6 guests.
• Chose from 2 convenient pickup locations (River City Marina in the South Loop or Ogden Slip in Streeterville). We recommend arriving 15 minutes before your booking.
• Professional captain included.
• Ice, water and a cooler will be provided. Feel free to bring your own refreshments, food and alcohol (Please drink responsibly! There is a toilet onboard, but we don't want any seasickness!).
• With a Bluetooth speaker available on board, you can easily connect and create your desired atmosphere.

Why You Should Grab The Offer

Don't miss this opportunity to discover Chicago like never before with a private vintage yacht charter. Step aboard a beautifully restored 1962 yacht, offering both cozy indoor and spacious outdoor areas to unwind as you cruise along the river. Forget the crowded cruises — this is your exclusive experience, free from noisy distractions and packed tour groups. Take in the city’s most iconic sights, from Centennial Fountain and the Navy Pier Ferris Wheel to the Chicago Harbor Locks, all from the comfort of your own private vessel. Whoever you choose to accompany you, this unique journey promises an unforgettable time on the water.