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Some departure times on this date are still available.
Experience Chicago from the water aboard a beautiful Carver Mariner 350. Designed for comfort and entertaining, this private yacht charter is ideal for couples, families, small groups, corporate outings, date night, birthdays, anniversaries, and special celebrations. Cruise Lake Michigan with a licensed captain while taking in panoramic views of Chicago's world-famous skyline, relaxing along the lakefront, or enjoying time near Navy Pier and the Playpen. Every charter is private, giving your group exclusive use of the yacht throughout your experience. Whether you're looking for a relaxing sightseeing cruise or a memorable social outing, our crew provides attentive, professional service so you can simply enjoy your time on the water. What's Included: - Private access to the yacht - Licensed USCG captain - Fuel included - Bluetooth sound system - Onboard restroom - BYOB - Comfortable indoor and outdoor seating - Personalized private charter experience -- you choose the itinerary! - Optional catered food arrangements available upon request Pricing (includes captain, crew, fuel): - $300 per hour, 3-hour minimum - $275 per hour, 4-hour minimum - Off peak-time special - $250 per hour, 3 hour minimum (Sunday - Thursday before 8pm). Price adjustment will be made at the time of inquiry. (Subject to change for special events.) - Available daily between 9:00 AM and 11:00 PM. Duration: - 2 hours – perfect for a relaxing private cruise along Chicago's spectacular skyline. - 3 hours – time for cruising along Chicago's lakefront with extended time cruising (e.g., Playpen, Monroe Harbor, Navy Pier, Lighthouse). - 4+ hours – allows time for anchoring, weekday river cruises, or extending dockside lounging or "boat-gating." Chicago River requires a 4-hour minimum to allow for lockage time. OR INSTABOOK A CURATED PRIVATE SKYLINE TOUR Gather your friends, bring your favorite snacks and drinks, and enjoy a private charter on Lake Michigan with stunning skyline views and a premium onboard experience. WHAT'S INCLUDED ✓ Private yacht experience ✓ Up to 6 guests ✓ Licensed captain included ✓ Fuel included ✓ Chicago skyline views ✓ Lake Michigan cruising route ✓ Bluetooth music access ✓ Onboard restroom access ✓ BYOB ✓ Relaxing sightseeing experience Includes a licensed captain, fuel, access to an onboard restroom, and a relaxing cruise along Chicago’s iconic skyline and lakefront. ABOUT THIS EXPERIENCE This 2-hour private Lake Michigan cruise for up to 6 people is available between 10:00 AM and 8:00PM. Cruise The Chicago Skyline | Museum Campus | Adler Planetarium | Shedd Aquarium | Field Museum | Monroe Harbor | Grant Park Skyline | Buckingham Fountain | Lighthouse | Navy Pier and Centennial Wheel | Playpen | Ohio Street Beach | Oak Street Beach


It was a very uncertain day, but fortunately, we managed to set sail. An amazing experience, a beautiful boat, and a fantastic crew. We had a lot of fun—I definitely recommend it!
LL
Absolutely wonderful experience from beginning to end - fast communication, beautiful boat, accommodating, and friendly. Especially loved the sightseeing for the last hour - the captain knew all the best spots to see the skyline. Highly recommend to anyone looking for a charter on Lake Michigan!
GK
Daryl and April were super accommodating, ensuring that our group could maximize our time at the Playpen and able to swim! Would definitely book with them again!!

⭐⭐⭐⭐⭐ Captain D and his crew were absolutely amazing! Great vibes from start to finish, excellent service, and an overall 5-star experience. If I could give more than five stars, I would. This was our second time booking with them, and we loved every minute of it. They made the entire trip fun, relaxing, and memorable. We’ll definitely be back and highly recommend them to anyone looking for an unforgettable experience on the water!
VA
What an amazing day! The crew were 5 stars. So warm and attentive and put safety first. The captain navigated the waters SO well…I do not envy his job!

I've been passionate about boating for more than 30 years, and there's nothing quite like sharing the beauty of Lake Michigan with others. Whether it's watching the Chicago skyline come to life from the water, relaxing with family and friends, or celebrating life's special moments, I believe some of the best memories can be made aboard a boat. My goal is to provide every guest with a seamless, enjoyable, and memorable charter experience from the moment they step aboard. I take pride in maintaining a clean, comfortable vessel and working with an experienced crew who put safety and guest satisfaction first. Whether you're celebrating a birthday, hosting clients, planning a date night, or simply looking for a unique way to experience Chicago, I'd love the opportunity to help make your time on the water unforgettable. Captain T
You’ll get helpful information for your departure after your booking is confirmed.
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Free cancellation up to 7 days before your trip.
Refund Policy 7+ days before charter - 100% refund 3–6 days before charter - 50% refund - Less than 72 hours - No refund Important Policies - Please arrive 15 minutes before your scheduled departure. Charters depart on time, and late arrivals may reduce your time on the water. - The charter is BYOB. Please drink responsibly and follow the captain's instructions at all times. - Guests may bring light snacks or arrange catering in advance. - Smoking, illegal drugs, and disruptive behavior are not permitted. - Shoes may need to be removed while onboard to help protect the vessel. - Children are welcome but must be supervised by an adult at all times. - The captain has final authority regarding safety, routing, swimming, and onboard conduct. - Charters operate in most weather conditions. If the captain determines conditions are unsafe due to severe weather or high winds, you may reschedule your trip or receive a full refund. - No-shows and cancellations made within the cancellation window are non-refundable. - Guests are responsible for any damage caused by negligence or failure to follow onboard rules.