We know it might seem odd that you would purchase your insurance through a company named "Dairyland." We sell insurance nationwide, but we're based in Wisconsin. It was either Dairyland or Cheesehead. There are no holes in our coverages, so quite frankly, Dairyland just felt right.
You'll appreciate our warm and helpful staff, regardless if you call our Wisconsin customer service center, or one of the many scattered across the country. Dairyland customers routinely rank our staff excellent for being helpful, friendly and reliable.
Dairyland Auto® provides competitive rates, money-saving discounts and outstanding customer service. You will receive low down payments and monthly payment plans, so you can "pay as you go." With Dairyland Auto®, all types of drivers can receive immediate insurance coverage. Learn more about auto coverage options, discounts or start a quote on our Auto pages.
We've been insuring riders since 1966. Dairyland Cycle® offers competitive rates, money-saving discounts and exceptional customer service. In fact, many of us are riders too. You can rest-assured that if you are involved in an accident, we will work hard to get your bike back to the condition you had it, and we won’t skimp on parts or paint. We're not too particular about what kind of bike you own. We even insure scooters and mopeds. Learn more about cycle coverage options, discounts or start a quote on our Cycle pages.
Looking for more information about Dairyland? We have a few milestones we're proud of. See the nifty chart below.
Sentry acquires Dairyland®, which at the time wrote non-standard auto policies in 27 states. Sentry also begins to insure riders and their bikes.
Former Green Bay Packers quarterback Bart Starr – who served on the Sentry Insurance board of directors for 34 years – helped introduce the Payback Auto policy, which rewarded claim-free policyholders.
Sentry celebrates 100 years of providing insurance for a variety of businesses and individuals through the Sentry Group of Companies.
Senior Vice President