Great sailboat rentals near Waukegan, Illinois.

Average of 7 reviews in this area.
1 listing

Step onboard a sailboat for an unforgettable experience in Waukegan, Illinois.

Get ready for a fun adventure when you hit the open water onboard a sailboat in Waukegan, Illinois. Rent or charter a sailboat with or without a captain and experience the joy of exploring the water by wind power. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime. Waukegan, Illinois is a wonderful sailboat rental destination.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Sailing in Waukegan.

  1. SA
    Scott
    Affordable Luxury Aboard the S/V Nightswimming

    We had a very nice outing with Captain Conway. He was very gracious, helpful, informative and a great host. We definitely recommend him!

  2. LK
    Lyndsey
    Affordable Luxury Aboard the S/V Nightswimming

    Captain C was amazing! Always enjoy getting out on the water and enjoying the view, especially on a great boat with great service. Would definitely sail again.

  3. LC
    Loise
    Affordable Luxury Aboard the S/V Nightswimming

    I highly recommend Captain C!!! He is so enthusiastic and very friendly, our experienced with sailing has exceeded our expectation. PS he got a bad ass boat.

  4. JC
    Jim
    Affordable Luxury Aboard the S/V Nightswimming

    Just a great experience from beginning to end!

  5. MJ
    MICHELE
    Affordable Luxury Aboard the S/V Nightswimming