Plymouth & Dorchester, MA · Independent Agency · Est. 1978
We're an independent, family-owned agency that's been protecting families and businesses across the South Shore and Greater Boston for over 45 years. No call centers. No runaround. Just real answers from someone who knows your name.
Takes less than 2 minutes to get started.
🔒 No spam, ever. We'll reach out within one business day.
What We Cover
As an independent agency, we work with multiple top-rated carriers to find the right policy at the right price — not just whatever one company happens to offer.
Protect your biggest asset. We'll make sure your home is covered at true replacement cost — not what you paid for it years ago.
Learn more →MA auto insurance done right. We shop multiple carriers to find you solid coverage at a competitive rate.
Learn more →Standard homeowners policies don't cover floods. If you're near the coast or in a flood zone, this is a conversation worth having.
Learn more →From general liability to commercial auto and BOP coverage, we help protect the business you've worked hard to build.
Learn more →Give your family financial security no matter what. We'll help you find the right coverage at the right price for your situation.
Learn more →Your landlord's policy doesn't cover your belongings. Renters insurance is affordable protection you shouldn't skip.
Learn more →Whether you ride seasonally or year-round, we'll find coverage that fits how and where you ride.
Learn more →An extra layer of liability protection above your home and auto limits. Often less than $300/year — and worth every penny.
Get a quote →Why Yankee Insurance
When you work with a captive agent, you get one company's products. When you work with us, you get the best option from dozens of carriers — chosen specifically for you.
We compare rates and coverage across multiple carriers so you don't have to. One call, many options.
With offices in Plymouth and Dorchester, we've been part of the South Shore and Greater Boston for over 45 years. We know the local risks, the carriers that perform here, and our clients by name.
No corporate policies, no scripts. You get a real person who takes the time to understand your situation and give you honest advice.
When you have a claim or a question, you reach someone who knows your policy — not a 1-800 number with a three-hour hold.
Our Story
Yankee Insurance Agency has been a trusted name since 1978. With offices in Plymouth and Dorchester, we serve clients across the South Shore and Greater Boston — from coastal homes on Plymouth Bay to triple-deckers in Dorchester.
As an independent agency with access to coastal home markets, we specialize in finding coverage for properties that standard carriers won't touch — waterfront homes, high-value coastal properties, and homes in flood-prone areas. We know which carriers write in these markets and how to get the right coverage at a fair price.
We're still family-owned, still independent, and still focused entirely on finding our clients the best coverage at the best price — whether that means recommending one carrier or five.
Meet the Team →Carrier Partners — We Shop Them All For You
Let us shop the market for you. It takes a few minutes and costs nothing — and you might be surprised at what we can find.