United StatesLake Michigan

Amazing sloop rentals in Lake Michigan, United States.

Average of 22 reviews in this area.
2 listings

Rent or charter a sloop and sail in Lake Michigan.

Lake Michigan is a great place to rent or charter a sloop for a fun day of sailing. Sloops are smaller sailing boats, with a single mast. They are great boats to learn how to sail on, or to enjoy a relaxing day being powered by the wind. Enjoy the breeze and the waves on your private sloop charter, or book a rental with your sailing buddies. Sloop charters are a popular choice for day trips, exploring an island, or spreading out and sunbathing on the boat deck. Book a sloop rental or charter in Lake Michigan to make memories you'll never forget.

Using GetMyBoat to rent your next sloop.

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 Sloop in Lake Michigan.

  1. LK
    Charter a 31' Pearson Cruising Sloop, Chicago

    We chose Captain Joey for my first sail. There were 4 of us, plus our experienced captain. We had a 2 hour sail and he took us by motor power inside the breakwater and then outside the breakwater for sailing. It was everything I thought it would be - peaceful and a fresh breeze with beautiful views of the Chicago skyline. I would do it again, and I highly recommend it!

  2. CK
    Charter a 31' Pearson Cruising Sloop, Chicago

    Our group of 5 ladies had a wonderful time on Lake Michigan with Captain Joey! The sailboat is beautiful, spacious and well maintained. From the directions to the dock to the actual sailing, Captain Joey knew how to make our trip great experience. The option to bring on drinks and snacks was very nice, and we enjoyed using the “picnic table” on the deck. This is a great way to enjoy the beautiful summer weather outdoors any time, but especially during the pandemic. We felt very safe on this private charter. We highly recommend sailing with Captain Joey!

  3. ND
    Charter a 31' Pearson Cruising Sloop, Chicago

    We had a wonderful time with Captain Joey! The weather was perfect for cruising around and sailing. The Captain showed us beautiful views of the city skyline and there was never a dull moment on board. I would definitely book again with Captain Joey and recommend others to do so too.

  4. RL
    Charter a 31' Pearson Cruising Sloop, Chicago

    This experience was amazing. Captain Joey took us to a thrilling tour around the lake ending in a beautiful sunset with a great view. The boat and Joey was a complete fun experience catered to our needs. A chill trip all around with great moments! Worth every penny. If you have a fun group, captain Joey will fit right in and make everything fun. 12/10 recommend!!

  5. MT
    Charter a 31' Pearson Cruising Sloop, Chicago

    Had a great first sailing experience with Captain Joey! Before the outing, I was very impressed by his clear and prompt communication, especially with our concerns about the weather. We are also not from the area and he gave us clear instruction, making it easy to find him. Additionally, he was very friendly and our group very much enjoyed our sail with him and appreciated his flexibility with the timing. If we had the chance to sail in Chicago again, we would definitely call Captain Joey first!

  6. am
    Charter a 31' Pearson Cruising Sloop, Chicago

    Captain Joey was so great! Friendly and full of knowledge about sailing. We were celebrating a birthday and it was just perfect! Highly reccomend..harbor is Easy to access and beautiful views!