Discover the thrill of the open water in Upper Midwest, with a private boat rental from Sailo. Rent a boat for a day or a week (or as long as you want) and really get to know the beauty of Upper Midwest. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed yacht charters waiting to take you wherever you wish.

Interested in renting a party boat? Check availability in Upper Midwest

Sailo party yacht rentals in Upper Midwest make great venues for your private or business events for groups of 13+ guests. Event boat owners offer multiple options for catering (food and drinks) packages, entertainment and professional personnel trained to make your day perfect. Whether you are looking to organize your wedding, your birthday or a business event, choose one of the 18 party boats we offer in Upper Midwest to surprise your family, friends or business partners with a great experience on the water.

Learn how to find the right boat for great yachting experiences

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.

Can I rent a yacht in Upper Midwest with a captain?

When you rent a Sailo boat with captain, you set yourself and your guests for a relaxed, worry-free trip, with a professional skipper making sure that you all have an amazing experience on the water. Currently we offer 24 boat and yacht rentals with captain in Upper Midwest.

Because we love the ocean

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
Eco-friendly sunblock can help prevent damage to marine life
buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.