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Cruise along Chicago harbor on aboard this 32′ Hunter Legend sailboat that seats up to 6 people! Book a Private Cruise with our Hunter Legend now! Rates as low $200 per hour and a minimum booking of 3 hours. (2-hr. rates are more expensive, $250/hr.) Get ready for a once in a lifetime tour where you chose the itinerary or let us help you craft the perfect boat tour. The boat is chartered with a captain for your convenience. This is the perfect boat to discover the region. it is comfy and convenient to go to places only accessible by the water. Your departure will be from Chicago and is nearby to many easy to access places. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.
We had a great first experience sailing with Capt. Will and Justin, we felt safe and all our needs and preferences were accommodated, we had great views of the skyline, and the crew had a lot of knowledge and stories to share. Would absolutely do this again!
Wonderful experience on the boat! We loved it from start to finish. The whole crew was friendly and hospitable. We all felt safe and secure and our journey on the lake was nothing short of beautiful. Everyone described it as a perfect day! Book with this crew if you’re interested in a welcoming, warm and accommodating experience tailored for your wants. Highly recommended.
One of my favorite experiences out on Lake Michigan! In my opinion, there is no better way to see Chicago than at sunset on a sailboat. Captain and deck hand were professional, friendly, fun - and were part of what made the trip so special. Thank you!!
We had a fantastic time taking a fireworks cruise with our out-of-country guests. The captains were safety oriented, personable, and totally focused on making everything great for us. We are super appreciative!
Captain Jim & Ray were FANTASTIC! We got to sail the boat for a bit, jump in the water and sail on Lake Michigan. They were friendly, helpful and the best hosts. I cannot recommend a trip with them enough!
We've had so much fun on our annual Bluewater Magellan trips over the years that we decided to invest in our own catamaran. We offer private sailing charters on Lake Michigan in the summer and in the winter we take the boat somewhere warm to offer multi-day cruises. Throughout all the growth and change, one thing will always remain the same: our commitment to providing the best sailing experience possible. Whether it's local or tropical—we want you to love sailing as much as we do and will do our best to make sure you have a great time!
You’ll get directions to the departure location when you make a booking.
50% refund up to 14 days prior.
Rescheduling done by you with at least 48 hours' notice incur no penalty and may be rescheduled with no additional fees. Cancellations with at least 2 weeks' notice will result in 50% of total charge being retained and 50% refunded. Cancellations made with less than 2 weeks' notice will not be eligible for a refund. Cancellations made by our company incur no penalty and may be rescheduled with no additional fees. Cruising Credits will be issued if there is inclement weather. Behavior that is detrimental to the safety and well-being of the vessel, crew or individual, e.g., excessive alcohol consumption, will not be tolerated and may result in a non-refundable, non-credited, early departure from the vessel. If your cruise was scheduled during an event (e.g., America's Cup or Air & Water Show), please keep in mind that you paid for a cruise. We cannot control the factors outside of our company. If the event is canceled but we are still able to safely sailor motor-sail, credits or refunds will not be issued.