The Best Sailboat Rentals Near Nebraska

Suncatcher 22ft Family Pontoon!

Our party had to switch the reservation from one person to another and the owners worked with us to make sure we could make the change. They communicated clearly, promptly, and professionally, making the process easy and enjoyable. I’d rent from them again without hesitation!

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

Our group of six women celebrating girl's weekend had the most memorable and special outting on Scott's boat. He is very friendly, accomodating, generous, and easy going. His background as a Navy search and rescue swimmer coupled with his confident sailing abilites assured the group that safety was never an issue. He perfectly integrated into or out of our conversations, highlighting is flexible nature. We all highly recommend!

Private Cruise onboard Hunter Legend Sailboat in Chicago

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!

Private Cruise onboard Hunter Legend Sailboat in Chicago

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.

Private Cruise onboard Hunter Legend Sailboat in Chicago

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!!

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

It was the perfect experience! Right from the beginning, I began steering, pulling the halyard and raising the main sail. I learned the basics easily and Ben is great to talk to because of his years of experience and pleasant demeanor. I very much enjoyed my time and even more so am happy to have learned so much so quickly. I highly recommend this for anyone trying to see what sailing is all about!