Skip to content
Click to Call
Pioneer Insurance

99 Willow St, PO Box 40
Yarmouth Port, MA 98765

Get Directions NOTARY SERVICES

Covering the Cape & Islands and Far Beyond • Pioneer Insurance

Where traditional service meets modern convenience.

Welcome to Pioneer Insurance

Looking for reliable insurance coverage right here on Cape Cod? Pioneer Insurance is proud to serve our community with personalized insurance solutions tailored to your needs. While we call the Cape home, our expertise extends across state lines, and we are licensed to provide the same high - quality service and protection to clients in Massachusetts, New York, Florida, New Hampshire, Rhode Island, Vermont, Connecticut and Maine.

Protect What Matters Most to You

From the scenic shores of Cape Cod to up and down the East Coast, Pioneer Insurance understands what it takes to protect what matters to individuals, families, and businesses. We offer a wide range of coverage options, including Home & Auto Insurance, Business Insurance, Bonding, Health & Wellness (Employee Benefits), Marine Insurance, Pet Insurance, and so much more. No matter your unique situation, we’ll help you find the right plan to keep you covered.

Why Work with Pioneer Insurance?

As a local agency, we know the importance of trust and responsiveness. Our team is dedicated to making insurance simple and stress-free for our clients, from your first phone call through life’s what-if scenarios. We’ll work to tailor a plan that fits your lifestyle, goals, and budget, so you can enjoy peace of mind.

At Pioneer Insurance, we can leverage premier insurance products for individuals, families, and businesses while delivering unparalleled customer service. We also provide additional solutions such as life insurance, disability, individual health and dental, and more, to keep all of your insurance programs under one roof, allowing us to provide a comprehensive offering for every aspect of your life.

Contact Us Today

Ready to protect your home, car, or business? Contact Pioneer Insurance today to learn more about our coverage options or to request a free quote. Reach out to us here, or give us a call to speak with one of our local agents. We look forward to serving you.


  • Aetna
  • AIG
  • AllWays Healthplan
  • Altus Dental
  • AM Guard
  • American Modern
  • AmTrust
  • AmWINS
  • Arbella Mutual
  • Benefit Strategies
  • Blue Cross Blue Shield
  • BUI USA
  • CHUBB
  • CNA
  • Colonial Life
  • Cove Risk
  • Delta Dental
  • ESI
  • Foremost
  • Geico
  • Guardian
  • Hagerty
  • Hanover Insurance
  • Harvard Pilgrim Healthcare
  • Hiscox
  • HR Concepts
  • HSA Insurance
  • Hudson
  • Illinois Mutual
  • Intact Specialty
  • JenCap
  • Lloyd’s of London
  • Mapfre
  • Markel
  • MetLife
  • MPIUA
  • Narragansett Bay Ins Co
  • Nautilus
  • Neptune Flood
  • Openly
  • OpenRoad
  • Philadelphia Ins Co
  • Point32Health
  • Principal Group
  • Program Brokerage
  • Progressive
  • Propeller
  • Plymouth Rock Assurance
  • RLI
  • RT Specialty
  • Safeco
  • Safehold
  • Selective Flood
  • Starstone
  • Tangram
  • The Hartford
  • Travelers
  • Tufts Healthcare
  • United Healthcare
  • Unum
  • USLI
  • VSP
  • Western World
  • Wright Flood
  • XS Brokers

OUR INSURANCE SERVICES

Featured Business Insurance

Business Insurance

Every business needs protection from unexpected accidents and events. Pioneer Insurance is proud to serve businesses ...

Read More
Featured Home & Auto Insurance

Home & Auto Insurance

At Pioneer Insurance, we know how important it is to stay protected while driving around Yarmouth Port, MA and beyond ...

Read More
Featured Marine Insurance

Marine Insurance

The East Coast is home to some of the most beautiful beaches and coasts, and Yarmouth Port is no exception ...

Read More
Featured Bonding

Bonding

For businesses in Massachusetts, New York, Florida, New Hampshire, Rhode Island, and Maine, having the right bonding ...

Read More
Featured Health Insurance

Health and Wellness

Providing health and wellness benefits is one of the best ways to attract and retain top talent for your business ...

Read More
Featured Pet Insurance

Pet Insurance

Pets are part of the family, and keeping them healthy is important to pet owners across Massachusetts ...

Read More

Some of Our Happy Clients

For helpful tips and and up-to-the minute information, follow us:

Where traditional service meets modern convenience.