Discover Upper Midwest by yacht charter with Sailo. Regardless if you’re an experienced sailor or just looking to enjoy a crewed boat rental, you’ll see a whole other side to . Whatever your vacation style, you’ll find the perfect boat to rent for your needs. From action packed day trips to week-long sailing vacations, hit the water in style and enjoy an experience to remember.

The best private yacht charters in Upper Midwest available on Sailo

In Upper Midwest, you’ll find 31 Sailo boats waiting to take you away from it all. We currently offer 3 sailboats for amazing trips guided by gentle winds. 1 catamarans are also ready to welcome you and your chosen crew. If motor boats are your thing, then you’re in the right place to browse the 8 yachts and choose the one for you. We also offer a selection of larger boats, perfect for parties or events, when you need space for 12+ people. Search our 18 party boats to find the perfect venue for your next event in Upper Midwest.

Learn how to find the best boat for you

Sailo offers beautiful boat and yacht rentals at various price points in Upper Midwest. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, catamaran) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat that you would like to rent in Upper Midwest? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much is it to rent a yacht in Upper Midwest?

You can charter a boat for a day in Upper Midwest for an average of $1100 per day. The average price for a weekly boat rental is $1961. Your total budget for a boating trip in Upper Midwest depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Upper Midwest.

What should you pack when you go out on the water?

No matter if you are going on a day trip or on a week-long vacation, these are the essentials you should always make sure you have when you’re on a boat:

Sunscreen - make sure to reapply after you’ve been in the water!
A hat or a cap that fits you tightly and protects you from the sun
A jacket or long-sleeve sweater, preferably with sun protection (UPF)
Sunglasses
A change of clothes (just in case you get wet)

Responsible boating guidelines

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. If you’re going to charter a yacht, from a few hours to week, try to follow these sustainable boating tips:

Take your rubbish home
Use eco-friendly sunblock
Avoid single use plastic

Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle. Read more about responsible boating.