
Vacation Home Insurance
Owning a second home is one of life’s great pleasures — a place to unwind, make memories, and enjoy Massachusetts’ scenic coastlines, cozy mountains, or quiet lakes. But protecting that property when you’re not there takes more than a standard homeowners policy. That’s where Fitts Insurance comes in.
With decades of experience serving families across New England, we help you find flexible, affordable coverage for vacation homes, seasonal cottages, and secondary residences. Our team understands the unique risks that come with owning a property you don’t occupy year-round — and we tailor your policy to protect your investment in every season.

ATV Insurance
Owning an ATV or four-wheeler opens up a world of adventure—mud trails, sand dunes, snowy woods, and wide-open fields. But those thrilling rides also come with risks. Whether you’re an experienced rider or just starting out, having the right ATV insurance means you can enjoy every ride knowing you’re protected.
At Fitts Insurance, we help riders across Massachusetts find affordable, dependable coverage that fits their lifestyle. Our team understands local terrain, state requirements, and the unique challenges of off-road riding—so you can focus on fun, not worry.

Rental Property Insurance
Owning a rental or investment property can be a smart financial decision, but it also comes with unique responsibilities and risks. At Fitts Insurance, we help property owners across Massachusetts protect their investments with tailored insurance solutions. Whether you own a single-family rental, a multi-unit building, or a portfolio of investment properties, the right coverage can provide peace of mind and financial security.
Below, we’ll answer common questions Massachusetts landlords and property investors ask when choosing rental property insurance.

Product Liability Insurance
When you create, distribute, or sell products, even the best safety measures can’t eliminate every risk. One accident, defect, or misunderstanding can spark a costly claim. That’s where Fitts Insurance comes in. Our team helps Massachusetts businesses safeguard their financial future with Product Liability Insurance that’s designed to meet your specific needs.
Below, you’ll find answers to common questions about this essential coverage and how it can protect your business in Massachusetts.

Restaurant Insurance
Running a restaurant in Massachusetts can be as rewarding as it is challenging. From creating memorable dining experiences to managing staff and suppliers, there are countless details that need your attention. Protecting your business with the right restaurant insurance plan is one of the most important steps you can take. At Fitts Insurance, we work with Massachusetts restaurant owners to explore insurance options tailored to the unique risks of the food service industry.

Landscaping Insurance
Landscaping and lawn care insurance is a type of business insurance designed to help protect companies that maintain, design, or service outdoor spaces. In Massachusetts, landscaping professionals often work in environments where property, equipment, or safety risks may arise. Policies can be tailored to address needs such as liability concerns, property protection, and equipment coverage.
While the exact details of a policy can vary, landscaping insurance can be structured to help provide financial protection in the event of certain unexpected incidents. Whether you run a small lawn care service or a larger landscaping company, insurance can be a way to help safeguard your work and livelihood.

Contractors Insurance
Whether you’re hanging sheetrock in Boston or taping seams in Worcester, your drywall business faces unique risks on every job. Fitts Insurance helps contractors across Massachusetts navigate insurance solutions that support your work and help protect what matters most.

Nonprofit Insurance
Protecting your organization and mission with the right insurance can make all the difference. At Fitts Insurance, we work closely with Massachusetts-based nonprofits to help them explore coverage options tailored to their operations, goals, and communities. Whether you’re a local charity, educational nonprofit, or community-focused initiative, our team understands the unique challenges you face.

Landlord Insurance
As a landlord in Massachusetts, protecting your rental properties from potential risks is a critical part of maintaining your investment. At Fitts Insurance, we help property owners find coverage options tailored to their specific needs—whether you own a single-family home in Worcester or a multi-unit building in Boston.
With experience navigating the unique considerations landlords face across Massachusetts, we’re here to help you explore policies that offer protection from property damage, liability claims, and tenant-related exposures.

Vacation Home Insurance
Owning a second home is one of life’s great pleasures — a place to unwind, make memories, and enjoy Massachusetts’ scenic coastlines, cozy mountains, or quiet lakes. But protecting that property when you’re not there takes more than a standard homeowners policy. That’s where Fitts Insurance comes in.
With decades of experience serving families across New England, we help you find flexible, affordable coverage for vacation homes, seasonal cottages, and secondary residences. Our team understands the unique risks that come with owning a property you don’t occupy year-round — and we tailor your policy to protect your investment in every season.

ATV Insurance
Owning an ATV or four-wheeler opens up a world of adventure—mud trails, sand dunes, snowy woods, and wide-open fields. But those thrilling rides also come with risks. Whether you’re an experienced rider or just starting out, having the right ATV insurance means you can enjoy every ride knowing you’re protected.
At Fitts Insurance, we help riders across Massachusetts find affordable, dependable coverage that fits their lifestyle. Our team understands local terrain, state requirements, and the unique challenges of off-road riding—so you can focus on fun, not worry.

Rental Property Insurance
Owning a rental or investment property can be a smart financial decision, but it also comes with unique responsibilities and risks. At Fitts Insurance, we help property owners across Massachusetts protect their investments with tailored insurance solutions. Whether you own a single-family rental, a multi-unit building, or a portfolio of investment properties, the right coverage can provide peace of mind and financial security.
Below, we’ll answer common questions Massachusetts landlords and property investors ask when choosing rental property insurance.

Product Liability Insurance
When you create, distribute, or sell products, even the best safety measures can’t eliminate every risk. One accident, defect, or misunderstanding can spark a costly claim. That’s where Fitts Insurance comes in. Our team helps Massachusetts businesses safeguard their financial future with Product Liability Insurance that’s designed to meet your specific needs.
Below, you’ll find answers to common questions about this essential coverage and how it can protect your business in Massachusetts.

Restaurant Insurance
Running a restaurant in Massachusetts can be as rewarding as it is challenging. From creating memorable dining experiences to managing staff and suppliers, there are countless details that need your attention. Protecting your business with the right restaurant insurance plan is one of the most important steps you can take. At Fitts Insurance, we work with Massachusetts restaurant owners to explore insurance options tailored to the unique risks of the food service industry.

Landscaping Insurance
Landscaping and lawn care insurance is a type of business insurance designed to help protect companies that maintain, design, or service outdoor spaces. In Massachusetts, landscaping professionals often work in environments where property, equipment, or safety risks may arise. Policies can be tailored to address needs such as liability concerns, property protection, and equipment coverage.
While the exact details of a policy can vary, landscaping insurance can be structured to help provide financial protection in the event of certain unexpected incidents. Whether you run a small lawn care service or a larger landscaping company, insurance can be a way to help safeguard your work and livelihood.

Contractors Insurance
Whether you’re hanging sheetrock in Boston or taping seams in Worcester, your drywall business faces unique risks on every job. Fitts Insurance helps contractors across Massachusetts navigate insurance solutions that support your work and help protect what matters most.

Nonprofit Insurance
Protecting your organization and mission with the right insurance can make all the difference. At Fitts Insurance, we work closely with Massachusetts-based nonprofits to help them explore coverage options tailored to their operations, goals, and communities. Whether you’re a local charity, educational nonprofit, or community-focused initiative, our team understands the unique challenges you face.

Landlord Insurance
As a landlord in Massachusetts, protecting your rental properties from potential risks is a critical part of maintaining your investment. At Fitts Insurance, we help property owners find coverage options tailored to their specific needs—whether you own a single-family home in Worcester or a multi-unit building in Boston.
With experience navigating the unique considerations landlords face across Massachusetts, we’re here to help you explore policies that offer protection from property damage, liability claims, and tenant-related exposures.

Errors and Omissions Insurance
Protecting your business from unexpected claims is essential in today’s service-driven world. At Fitts Insurance, we help Massachusetts professionals explore Errors and Omissions Insurance (E&O Insurance) options designed to respond to claims of professional negligence, mistakes, or missed deadlines.
Whether you’re a consultant, real estate agent, or financial planner, the right policy may offer valuable protection. Learn more about how E&O coverage works, who may benefit, and what you might consider when exploring policies in Massachusetts.


