About Kiley & O’Toole Insurance

Insurance Knowledge & Great Service – Since 1985

Kiley & O’Toole Insurance is a family-operated independent insurance agency with more than 30 years of valuable local insurance knowledge and experience.  We started in Boston in 1985 and have grown to insure and service thousands of clients in Boston, South Shore and surrounding towns throughout Massachusetts.  We believe in a long-term relationship with our customers, and we know that is built by earning their trust and loyalty. And how do we do that every day? By being honest, providing great personal service and offering the proper insurance protection at the best possible price in our market, in other words the “the Right Insurance… at the Right Price”.

“Our number one goal at Kiley & O’Toole Insurance is to have a long-term relationship with our customers. For me the way to achieving this goal is quite simple…focus on our customers’ needs and strive to provide them with valuable insurance knowledge, great customer service, and competitive pricing.”   Tom O’Toole, President-Founder

The Kiley & O’Toole Difference

Choice & Value:

We are not one of those big insurance corporations that spend billions of dollars producing funny commercials and incessantly pushing only their products. We offer something they don’t: Choice. We are independent insurance agents who represent multiple insurance companies of the best kind, and therefore we can offer you the real Value you can only get when you compare prices from many different insurance companies.

Convenience & Response:

We offer the Convenience of local offices in South Boston and Weymouth serving the Great Boston area, and are ready to serve you in person when you need it.  And as a small business with a dedicated staff we can offer a quick and intelligent Response to all of your insurance needs and questions. Want to register and insure your car today? Need a home or condo insurance binder today? We are ready to serve you.

Knowledge & Trust:

We have over 30 years of insurance Knowledge that can be put to work for you. Our staff is as knowledgeable about insurance as you can find, on average they have been with us for more than 10 years. And we are here for good. For decades we have insured and served thousands of satisfied insurance customers with honesty and integrity-a true testament to the Trust our loyal customers have in us.

Our Insurance Partners