I had Traveler's insurance for almost 5 years total on my previous homeowners insurance, cars, boats and other policies, and even for a month or two with when I bought my current boat. When I first started using them, they would insure the boat for whatever you wanted to insure it for with their "agreed upon value insurance policy". Then for some reason a few years later when I bought my Grady White in 2021, when I went to insure it they asked me how much I paid for it. I told them I paid $26.5k and they said that they would only insure it for the purchase price of $26.5k. I told them that I purchased the boat out on the east coast and brought it back to Seattle, as well as the fact that it's worth at least $55k in its current condition. Still no dice. I threatened to pull all of my insurance policies with them... homeowners, boat, auto x2, etc... and to go with someone else if that's the way they were going to run their business and treat a customer of over 5 years. Still no dice. So, I gladly transferred all of my policies over to Progressive, saved almost $400 a year doing so and have better insurance coverage with them. I remember talking with a different Traveler's sales rep when cancelling my policies and they asked why I was cancelling. I told them what happened with my boat policy and that I could save money as well as get better insurance coverage elsewhere for less. She tried to convince me to stay and I told her that she was crazy if she thought I was going to pay more for less coverage and only have my boat covered up to $26.5k. I haven't had to file a claim yet, but as mentioned above, they added a towing insurance plan to my policy for either free or it was like $10 extra a month or something extremely minimal. As mentioned before, no claims with Progressive but I'd used them in the past and without any issues. I think my policy for the year with an agreed upon value of $55k is like $600 maybe? I could lower it down even further with a higher deductible but to me it's not worth the risk at maybe saving $50-$75 a year. They also had no issue with insuring my boat because of its age, which my boat is a 2004.