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Waukesha, WI - a boating playground for you to enjoy with Sailo

Planning a sailing vacation in Waukesha? Enjoy the freedom of the open water on a private yacht charter from Sailo. Rent a boat from a couple of hours to a full day, to really explore Wisconsin from Waukesha. With a licensed captain driving your boat rental with, you’ll be able to relax and discover those hidden gems with your friends or family. Prefer to skipper your yacht rental? Use our advanced filters to find your perfect bareboat charter on Sailo!

Waukesha, WI is perfect for renting a sailboat!

Are you looking for a sailboat to rent in Waukesha, WI? We’ve got your covered with a total of 1 waiting for you at the dock. Available with or without captain, these amazing charters are the best way to enjoy the coastal scenery during the day, a breathtaking sunset or a day full of fun in the water with family or friends. Rent a private sailboat charter in Waukesha and get ready for a great experience in the waters of Wisconsin.

Learn how to find the best boat for you

Choosing the perfect Sailo boat for you in Waukesha, WI is easy and quick thanks to our advanced filters! First we recommend filtering by date and trip duration. Whether you look for a 2, 4 hrs or a full day rental in Waukesha, the group size is very important, as well as the type of boat you want for your adventure in the waters of Wisconsin. Use the price filter to see only options according to your budget and click on the 'Crew' button to choose if you want a boat with a captain or you want to drive it yourself (option Bareboat). Once a Waukesha charter catches your eye, click on it to see the boat page with more photos and a detailed description. Check the reviews and send a direct message to the boat owner to ask more details!

How much does it cost to rent a yacht in Waukesha, WI for a day?

Boat charter prices in Waukesha, WI vary significantly. You can find great budget friendly rentals starting from $250 for a daily trip. Luxury or party yacht rentals for the day can cost up to $6500 where service fees and mandatory extras are not included. Your budget per day will vary depending on whether you are renting the boat in Waukesha with captain and/or crew, fuel cost, special requests for pick-up and drop-off or other special arrangements you may want to make with the owner.

Do I need a licence to rent a yacht on Sailo?

No, you do not need a license to rent a boat on Sailo as long as you are renting a boat with a captain included. There are two types of boat rentals and yacht charters available on our website: bareboat and captained charters. If you rent a bareboat yacht, then your charter comes without any crew, and you or someone in your group will need a license. The boat owner will require you to upload the boating resume or license of the person who will drive the boat. Most of our boat owners might also like to test your boating skills before you take your bareboat charter out on the water. When you charter a yacht with a captain included or add the captain and/or crew as an extra to your sailing adventure, then a certified skipper will be provided.

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.