Mon–Fri 9am–4pm · or by appointment Call 800-894-3272 · [email protected]
Independent agents · South Boston & Weymouth

The right insurance at the right price.

Plus local, friendly service when you need it. As an independent agent we represent multiple insurance companies — let us do your insurance shopping.

Our offices

Boston Harbor SOUTH BOSTON 138 Old Colony Ave WEYMOUTH 711 Broad St
Insurance

Coverage for the things that matter

Compare us to the big direct writers that spend billions on those funny ads — you might be pleasantly surprised.

Request a Quote
  • Car Insurance

    Compare us to the big direct writers that spend billions on those funny ads…you might be pleasantly surprised!

  • Home Insurance

    Your home is your most valuable asset…we know how to protect your home, and you and your family.

  • Condo Insurance

    Each condo is unique in terms of what needs to be insured. We can help determine the right coverage!

Insurance Partners

Insurance companies we represent

Commerce / MAPFREForemostHinghamMPIUANew London CountySafetyTravelersArbella

One agency, many carriers — so we shop the market for you instead of selling you one company's price.

Tax Services

We prepare taxes, too

Kiley & O'Toole offers tax preparation alongside your insurance. Call or stop by an office to ask about our tax service and fees.

“I have been a customer for over 25 years and have been very pleased with Kiley & O'Toole.”— Terry S.
What our customers say

Familiar faces, fast answers

I love coming into the office and seeing a familiar face. You are always helpful and answer all my questions.

Richie C.

Wow! I can’t believe how much money I just saved!!!

Tommy P.

They are so responsive and so helpful. They explain anything that you don’t understand in laymans terms. They are a keeper.

Linda L.

I really appreciate your help with that accident. Not sure I would have known what to do without your help.

John W.

I’m so happy with this insurance company, they are always so helpful and since I am on a fixed income they helped me get the best insurance for a very reasonable rate.

Yvonne L.

We have been using Kiley and O’Toole for a very long time and I can honestly say they are the best!

George N.
How to reach us

Contact or visit us

Monday to Friday, 9am to 4pm (or at your convenience by arranged appointment).

South Boston — Main Office

138 Old Colony Ave
South Boston, MA 02127

Phone: 617-268-0272
Fax: 617-849-8031

Email: [email protected]

Weymouth — Branch Office

711 Broad St
Weymouth, MA 02189

Phone: 781-337-6952
Fax: 617-849-8031

Email: [email protected]

For 24/7 claim reporting and bill payment, call 800-894-3272 or email [email protected]. Any request to change your insurance or for new coverage is not bound or effective until you receive valid written confirmation from an employee of Kiley & O’Toole Insurance Agency, Inc., A.M. Johnson Insurance Agency, Inc., Baltic Insurance or any other affiliates.

Is this your business? See the before & after →

This site is an independent promotional redesign built by Wicked Fast Web to demonstrate our work — it is not officially affiliated with, endorsed by, or paid for by the business shown here. No subscription or payment is attached. If you're the owner and have questions, want to make it official, or want it taken down, get in touch. Prefer to just grab time on my calendar? Book a 15-minute call.