Best Insurance Agents in Boston, Massachusetts

    Areas served: Boston, MA and surrounding Suffolk County

    35 local businessesRanked by Lantern Score — a measure of reputation and business quality. We don't accept payment for placement.
    Updated April 17, 2026

    Boston's insurance landscape reflects the region's diverse needs, from protecting historic brownstones in Back Bay to covering startups in the Innovation District. The city's proximity to both commercial centers and residential neighborhoods creates demand for agents who understand Massachusetts-specific requirements, including auto insurance mandates and flood considerations in waterfront areas. This directory evaluates insurance agents across Boston based on their product breadth, carrier access, claims advocacy, and responsiveness to client needs.

    Show businesses best for:
    86
    Lantern
    Score
    Boston, MA
    Serves Greater Boston area, MA and surrounding regions
    ★★★★★5.0(343 Google reviews)

    Bender Hatch Insurance is a fourth-generation independent insurance agency serving the greater Boston area with personalized coverage solutions. They specialize in auto, home, condo, business, life, and umbrella insurance, with dedicated representatives who customize policies to each client's unique situation. Known for top-quality service and community involvement, Bender Hatch operates two convenient offices in Boston and Charlestown.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Families and business owners seeking personalized insurance guidance, homeowners in the Boston area, entrepreneurs needing comprehensive business coverage
    What sets them apart
    • Established family business with deep roots in the Boston community and a long track record of personalized, dedicated customer care.
    • Each client works with a dedicated representative available to answer questions and help forecast future insurance needs.
    • Offers a full suite of personal and business insurance products including auto, home, condo, life, business, and umbrella policies.
    Independent Insurance AgentAuto & Home InsuranceBusiness InsurancePersonal CoverageBoston-Based
    Phone(617) 367-4900
    Bender Hatch Insurance
    Updated 4/17/26Learn More →
    85
    Lantern
    Score
    East Boston, MA · 3 mi from Boston
    Serves East Boston, Boston area, Massachusetts, and Florida
    ★★★★★5.0(133 Google reviews)

    One Reliable Insurance Agency is an independent insurance broker in East Boston serving Massachusetts and Florida with comprehensive personal and business insurance solutions. They offer homeowners, auto, renters, life, pet, business owners, general liability, commercial property, workers' compensation, and specialized coverage by industry including condo, landlord, contractor, and restaurant insurance. Licensed advisors provide multilingual service in English, Portuguese, Spanish, and Korean, delivering tailored coverage and personalized support through every step of the insurance journey.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners seeking comprehensive coverage, small business owners, multilingual households, landlords and rental property managers, contractors and restaurant owners
    What sets them apart
    • As an independent agent, they work with multiple carriers to offer a wide variety of insurance solutions tailored to your needs rather than being limited to one company's offerings.
    • Services offered in English, Portuguese, Spanish, and Korean, reflecting deep commitment to serving East Boston's diverse community with clear, unbiased information.
    • Beyond standard personal insurance, they specialize in business coverage, industry-specific policies (contractor, restaurant, landlord), and risk management education to ensure adequate protection.
    Independent Insurance BrokerMultilingual ServicesBusiness & Personal Insurance
    Phone(617) 874-8869
    One Reliable Insurance Agency
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Boston, MA
    Serves Boston and greater Massachusetts
    ★★★★★4.9(428 Google reviews)

    Ironside Insurance Group is an independent insurance agency based in downtown Boston, founded in 2012, offering comprehensive business and personal insurance solutions. They specialize in homeowners, auto, renters, condo, flood, and cyber insurance, as well as customized business coverage for trades and professional services. Known for quick response times, transparent explanations of coverage options, and strong client relationships, Ironside has become one of Boston's largest independent agencies.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving Money
    Ideal clients: Business owners needing comprehensive coverage, homeowners seeking personalized insurance advice, bundlers looking for home and auto discounts, investment property owners
    What sets them apart
    • As an independent agent, Ironside shops multiple leading insurance carriers to find the best rates and coverage for your specific needs, rather than pushing a single company's products.
    • Annually recognized since 2021 for rapid growth and business excellence, demonstrating consistent success and client trust.
    • Headquartered in downtown Boston's financial district with deep community investment and understanding of local property and business risks.
    Independent AgentBusiness InsuranceHome & AutoBoston-BasedQuick Service
    Phone(617) 227-2400
    Ironside Insurance Group, LLC
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Dorchester, MA · 3 mi from Boston
    Serves Greater Boston area, including Dorchester, Lynn, and surrounding Massachusetts communities
    ★★★★★4.9(411 Google reviews)

    Global Insurance Services, Inc. (MyGISAgent) is a Massachusetts-based insurance agency with over 20 years of experience serving the Boston area. They specialize in auto insurance, homeowners insurance, and commercial coverage, working with top-tier carriers to provide competitive rates and personalized service. The team is multilingual with native Spanish speakers, certified agents, and a commitment to customer satisfaction—they pride themselves on quick turnaround times, transparent pricing, and finding the best deals for each client's specific needs.

    Best for: Comparing OptionsHomeownersBusiness Owners
    Ideal clients: Bilingual customers seeking personalized service, budget-conscious drivers and homeowners, small business owners, long-term clients valuing relationship-based service
    What sets them apart
    • Native Spanish-speaking staff and diverse team provide personalized support in multiple languages, ensuring clear communication for all clients.
    • Over two decades serving Massachusetts families and businesses with established relationships with top insurance carriers and deep community knowledge.
    • Known for quick turnaround times and competitive rates—clients report getting policies and plates within 30 minutes with clear, straightforward pricing.
    Auto InsuranceHomeowners InsuranceCommercial InsuranceBilingual ServiceLocal Agency
    Phone(617) 282-2220
    Global Insurance Services, Inc.
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Cambridge, MA · 7 mi from Boston
    Serves Massachusetts, with primary office in Cambridge and three additional locations
    ★★★★★4.9(341 Google reviews)

    Garrity Insurance Agency is a full-service independent insurance brokerage serving Massachusetts with comprehensive personal and commercial coverage options. Based in Cambridge with four office locations, they partner with over 15 leading insurance carriers to provide competitive quotes and customized policies for both individuals and businesses. Their expertise spans personal lines (auto, home, life, boat, condo) and specialized commercial coverage (contractors, restaurants, cannabis, medical spas, startups, and more), with a customer-service-first approach and online tools for quotes, payments, and certificate requests.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Small business owners, contractors, self-employed professionals, homeowners seeking bundled coverage, individuals with unique insurance needs
    What sets them apart
    • Partners with over 15 leading insurance providers to offer multiple quotes and coverage options, allowing clients to compare price and protection levels.
    • Provides niche business insurance beyond standard policies, including cannabis operations, clinical trials, medical spas, contractors, and food service businesses.
    • Multiple Massachusetts locations including Cambridge, plus Joe Greene, MR Shaw, D'Attilio, and Willard Martin offices for convenient local service.
    Independent Insurance AgentPersonal & Business CoverageFree QuotesMultiple Carriers
    Phone(617) 354-4640
    Relation Insurance - Garrity Group
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Newton, MA · 10 mi from Boston
    Serves Greater Boston area including Massachusetts, Connecticut, New Hampshire, and Rhode Island
    ★★★★★4.9(326 Google reviews)

    Kovalev Insurance Agency is a full-service independent insurance broker with over 20 years of experience serving the Greater Boston area. They offer comprehensive personal insurance (home, auto, life, umbrella, condo, renters) and commercial coverage (business liability, workers compensation, cyber, commercial property, contractors insurance) across Massachusetts, Connecticut, New Hampshire, and Rhode Island. As an independent agent representing multiple carriers, they provide personalized consultation and competitively priced coverage tailored to each client's needs rather than pushing a single company's products.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners and renters seeking personalized auto and home insurance, small business owners needing commercial liability or workers compensation, independent contractors, restaurant and construction businesses
    What sets them apart
    • As an independent agency, Kovalev represents client interests rather than any single insurance company, providing access to multiple carriers and customized coverage options not available through direct writers or online providers.
    • Offers extensive coverage including niche areas like cannabis insurance, restaurant insurance, truckers/transportation, and construction—in addition to standard home, auto, and life policies.
    • Known for asking questions and solving problems rather than simply selling, with same-day response time and claims support.
    Independent Insurance BrokerPersonal & Commercial CoverageGreater BostonFree QuotesMulti-State Coverage
    Phone(617) 562-6060
    Kovalev Insurance Agency, Inc
    Updated 4/17/26Learn More →
    84
    Lantern
    Score
    Boston, MA
    Serves Boston, MA and surrounding New England region
    ★★★★★5.0(55 Google reviews)

    BR Risk Group is a Boston-based specialty insurance agency specializing in Financial Lines coverage for businesses and professionals. They offer comprehensive solutions including Professional Liability (Errors & Omissions), Management Liability (D&O, EPLI, Fiduciary), Cyber Liability, small business insurance, and homeowners coverage. Working with leading regional and national carriers, they combine large-agency market access with personalized, boutique-level service to address complex and hard-to-place insurance needs.

    Best for: Comparing OptionsBusiness OwnersLife Insurance Planning
    Ideal clients: Professional services firms (lawyers, accountants, architects), small business owners, real estate investors, company executives needing D&O/EPLI coverage, businesses with complex or hard-to-insure risks
    What sets them apart
    • BR Risk Group focuses exclusively on complex Financial Lines insurance including Professional Liability, Management Liability, and Cyber coverage—not general commoditized products. This specialization means deeper expertise for difficult-to-place risks.
    • They combine relationships with 10+ major insurance carriers and wholesale brokers with personalized, responsive customer service—solving problems other agents cannot.
    • Licensed and actively serving clients across Connecticut, Maine, Massachusetts, New Hampshire, New Jersey, New York, Ohio, Pennsylvania, Rhode Island, Vermont, and Virginia.
    Business InsuranceProfessional LiabilityCyber InsuranceManagement LiabilitySpecialty Coverage
    Phone(877) 280-2455
    BR Risk Group Specialty Insurance
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Chelsea, MA · 4 mi from Boston
    Serves Chelsea, MA and surrounding communities
    ★★★★★4.9(154 Google reviews)

    Bello Insurance Agency is an independent insurance agency serving the Chelsea area and surrounding communities. They provide comprehensive coverage options including auto, home, life, and business insurance, working with multiple carriers to find personalized solutions for their clients. With a focus on personalized service and competitive rates, Bello Insurance helps individuals and businesses protect what matters most.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Individuals seeking auto or home insurance, small business owners, families needing life insurance protection
    What sets them apart
    • Works with multiple insurance carriers to find the best coverage options and rates tailored to your specific needs.
    • Established in the Chelsea community with deep knowledge of local insurance requirements and market conditions.
    Auto InsuranceHome InsuranceBusiness InsuranceIndependent Agent
    Phone(617) 370-5855
    Bello Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Braintree, MA · 8 mi from Boston
    Serves Braintree, MA and Greater Boston Area
    ★★★★★4.9(140 Google reviews)

    J Williams Insurance Agency is a trusted independent insurance provider serving the greater Boston area for over 30 years. They specialize in comprehensive personal insurance including auto, home, condo, renters, life, and disability coverage, as well as business insurance tailored to industries like restaurants, real estate, landscaping, and manufacturing. As a Trusted Choice Agent and member of the Strategic Insurance Agent Alliance, they offer personalized service, competitive pricing, and customized solutions backed by strong carrier relationships.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Families and individuals seeking personalized auto and home insurance, small business owners in food service and real estate, commercial clients requiring industry-specific coverage solutions
    What sets them apart
    • Long-established agency with deep community roots and proven expertise in both personal and commercial insurance.
    • Offers specialized insurance solutions for restaurants, food & beverage, real estate, landscaping, and other niche industries with unique coverage needs.
    • Member of the Strategic Insurance Agent Alliance and Satellite Agency Network, ensuring access to diverse carriers and innovative coverage options.
    Independent AgentPersonal InsuranceBusiness InsuranceAuto & HomeLocal Expert
    Phone(781) 848-9192
    J Williams Insurance Agency, Inc
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Quincy, MA · 7 mi from Boston
    Serves Quincy, Braintree, Weymouth, and the South Shore area
    ★★★★★4.9(105 Google reviews)

    Agnitti Insurance Agency is a full-service insurance agency based in Quincy serving the South Shore for over 30 years. They provide personal, commercial, and financial insurance solutions, offering competitive quotes from A+ rated carriers tailored to each client's needs. Known for personalized customer service and local community involvement, they help both individuals and businesses navigate their insurance requirements.

    Best for: Comparing OptionsHomeownersBusiness Owners
    Ideal clients: South Shore homeowners and business owners seeking personalized insurance solutions, families needing comprehensive coverage review, small to mid-size businesses
    What sets them apart
    • Established in 1987, Agnitti has deep roots in the South Shore community and long-standing relationships with top-rated insurance carriers.
    • They provide competitive quotes from multiple A+ insurance companies and tailor coverage to each client's specific situation, helping customers make informed decisions.
    • Owner Tony Agnitti is actively involved in local charitable efforts and community development throughout Braintree, Quincy, and the South Shore.
    Insurance AgencySouth ShorePersonal & CommercialLocal ExpertFull Service
    Phone(617) 770-0123
    Agnitti Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    East Boston, MA · 2 mi from Boston
    Serves East Boston, MA and surrounding communities
    ★★★★★5.0(38 Google reviews)

    Spataro & Bellino Insurance Agency is a family-owned insurance brokerage serving East Boston and surrounding communities for over 30 years. They specialize in personal insurance (home, auto, life) and comprehensive business insurance solutions, offering customized coverage tailored to each client's unique needs rather than one-size-fits-all policies. With local expertise and a commitment to personalized service, they help individuals, families, and businesses find the right protection at competitive rates.

    Best for: Comparing OptionsHomeownersBusiness Owners
    Ideal clients: Families seeking comprehensive home and auto coverage, small business owners needing customized commercial policies, East Boston residents who prefer local, personalized service
    What sets them apart
    • Established in 1933, Spataro & Bellino has deep roots in the East Boston community and understands the specific coverage needs of local residents and businesses.
    • Every insurance plan is tailored to fit the individual's or business's unique lifestyle and risk profile, ensuring you pay for protection that actually matters to you.
    • Get coverage in minutes with expert guidance from their experienced team, making the insurance process simple and straightforward.
    Family-OwnedLocal ExpertisePersonal & Business InsuranceFree Quotes
    Phone(617) 567-6558
    Spataro & Bellino Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Boston, MA
    Serves Boston, MA and surrounding areas
    ★★★★★4.9(79 Google reviews)

    Beacon Hill Insurance Agency is an independent insurance agency serving the Boston area with comprehensive coverage options including auto, home, life, and business insurance. Their experienced team works with multiple carriers to provide personalized quotes and bundled policy discounts tailored to each client's needs. They focus on understanding their clients' unique situations to deliver competitive rates and reliable coverage.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Boston-area residents seeking auto and home insurance, families looking for bundled policies, business owners needing commercial coverage
    What sets them apart
    • As an independent agent, Beacon Hill works with numerous insurance carriers to compare rates and find the best coverage options for each client.
    • Their team takes time to understand individual needs and circumstances to recommend appropriate coverage and bundling opportunities.
    Auto InsuranceHomeowners InsuranceIndependent AgentBoston
    Phone(800) 568-4091
    Beacon Hill Insurance Agency
    Updated 4/17/26Learn More →
    83
    Lantern
    Score
    Revere, MA · 5 mi from Boston
    Serves Revere and Greater Boston area
    ★★★★★4.9(77 Google reviews)

    Claremont Insurance Agency, Inc. is an independent insurance agency in Revere serving the Greater Boston area with comprehensive coverage options including auto, home, life, and business insurance. The agency partners with multiple carriers to provide clients with competitive rates and personalized policy solutions tailored to their specific needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, auto insurance shoppers, small business owners, individuals seeking bundled coverage and competitive rates
    What sets them apart
    • As an independent agent, Claremont works with various insurance companies to offer clients competitive rates and more coverage options than captive agents.
    • Provides auto, home, life, and business insurance solutions, making it a one-stop shop for comprehensive personal and commercial insurance needs.
    • Established agency with a physical office in Revere, offering personalized service and local expertise to Greater Boston customers.
    Auto InsuranceHome InsuranceIndependent AgentBusiness InsuranceLife Insurance
    Phone(781) 289-6700
    Claremont Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Revere, MA · 5 mi from Boston
    Serves Greater Boston and throughout Massachusetts
    ★★★★★4.8(1037 Google reviews)

    A-Affordable Insurance Agency has been serving Massachusetts residents since 1984 with affordable auto, home, business, and specialty insurance policies. Operating 15 convenient locations across the state with extended hours, they specialize in helping drivers with challenging histories—including cancelled policies, non-renewals, and high-risk situations—get coverage quickly without excessive down payments. Their bilingual staff (Spanish and Portuguese) handles everything from quotes to claims, and they offer the unique convenience of getting license plates while you wait and financing premium payments with low monthly options.

    Best for: HomeownersBusiness Owners
    Ideal clients: High-risk drivers, drivers with cancelled or non-renewed policies, first-time insurance buyers, business owners needing commercial coverage, those seeking low monthly payment options
    What sets them apart
    • Since 1984, A-Affordable has helped drivers with cancelled insurance, non-renewals, and poor driving records get coverage quickly—often at lower rates than traditional agencies.
    • Unique service allows customers to obtain license plates on-site, eliminating a separate trip to the DMV and speeding up the entire process.
    • Early opening and late closing times across Massachusetts make it easy to get service when you need it, including bilingual support in Spanish and Portuguese.
    Affordable Auto InsuranceHigh-Risk InsuranceFast ServiceMultiple Locations
    Phone(781) 286-7900
    A-Affordable Insurance Agency, Inc. - Everett St
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Dorchester, MA · 4 mi from Boston
    Serves Boston, MA and surrounding areas
    ★★★★★4.9(60 Google reviews)

    Weeks & Devonish Insurance is a locally owned Boston-area insurance agency with over 30 years of experience serving the community. They provide comprehensive coverage including auto, homeowners, life and health, business, and commercial auto insurance, with partnerships across a dozen insurance carriers to find the right policy for each client. Available 24/7 with licensed agents, they specialize in non-standard drivers, offer free quotes, and provide flexible payment options including EFT discounts and paid-in-full discounts.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Drivers with non-standard histories, business owners needing commercial coverage, families seeking comprehensive homeowners and life insurance, international and foreign-licensed drivers
    What sets them apart
    • Round-the-clock service ensures customers can access support or make changes to their policies anytime, not just during standard business hours.
    • Relationships with over a dozen insurance companies allow them to find competitive rates and specialized coverage for non-standard drivers and unique situations.
    • Fully licensed agents bring decades of expertise and deep community roots to personalized insurance consultation.
    Auto InsuranceHomeowners InsuranceBusiness Insurance24/7 ServiceFree Quotes
    Phone(617) 282-5889
    Weeks & Devonish Insurance
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Boston, MA
    Serves All of Massachusetts, with primary presence in Boston and Dorchester
    ★★★★★4.8(640 Google reviews)

    Vargas & Vargas Insurance Inc. is an independent insurance agency based in Dorchester serving all of Massachusetts since 1980. They specialize in auto, home, renters, condo, life, pet, and commercial insurance, offering personalized one-on-one guidance from licensed agents rather than cookie-cutter online quotes. As an independent agent, they work with multiple regional and national carriers to provide competitive quotes and bundled coverage options, with bilingual service available and ongoing support including annual policy reviews and claims assistance.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Massachusetts families seeking personalized insurance guidance, small business owners needing comprehensive coverage, homebuyers wanting expert advice, bilingual customers preferring local service
    What sets them apart
    • Over 40 years of experience serving Massachusetts families and businesses as an independent agency, meaning they work for clients, not insurance companies, with access to multiple carriers.
    • Licensed agents provide one-on-one guidance, annual policy reviews, and claims support, with bilingual service available and deep knowledge of Massachusetts-specific insurance needs across cities, suburbs, and coastal communities.
    • Offers auto, home, renters, condo, life, pet, and commercial insurance with bundling discounts and competitive quotes from leading regional and national carriers.
    Independent Insurance AgentAuto & Home InsuranceMassachusetts CoveragePersonalized ServiceBusiness Insurance
    Phone(617) 298-0655
    Vargas & Vargas Insurance Inc.
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Medford, MA · 6 mi from Boston
    Serves Medford, MA and surrounding communities
    ★★★★★4.8(226 Google reviews)

    Risman Insurance Agency is an independent insurance broker serving the Medford area and surrounding communities since 1987. They specialize in auto, home, life, and business insurance, offering personalized coverage solutions and competitive quotes from multiple carriers. As an independent agency, they work with clients to find the right coverage at the right price, rather than pushing a single company's products.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled coverage, small business owners, individuals comparing auto and home insurance rates, families looking for life insurance options
    What sets them apart
    • Works with multiple insurance companies rather than being tied to one carrier, allowing them to compare options and find the best rates and coverage for each client's specific needs.
    • Established local agency with decades of experience serving Medford and neighboring communities, providing personalized service and long-term relationships.
    • Offers auto, home, life, and business insurance under one roof, making it convenient for clients to consolidate policies and potentially qualify for bundling discounts.
    Independent AgentAuto InsuranceHome InsuranceBusiness InsuranceLocal Broker
    Phone(781) 396-2116
    Websiterisman.com
    Risman Insurance Agency
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Quincy, MA · 4 mi from Boston
    Serves Quincy, MA and surrounding areas
    ★★★★★4.8(182 Google reviews)

    Chan Insurance Agency, Inc. is an independent insurance agency in Quincy serving Massachusetts residents and businesses with comprehensive insurance solutions. They offer auto, home, life, and commercial insurance coverage, helping clients find the right policies to protect what matters most. As an independent agent, they work with multiple carriers to provide personalized service and competitive rates tailored to each client's needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Auto insurance shoppers, homeowners seeking coverage, small business owners, individuals needing life insurance
    What sets them apart
    • Works with multiple insurance carriers to find the best rates and coverage options for each client, rather than being limited to a single company's offerings.
    • Established agency in Quincy with direct phone support and in-person service for policy questions, claims, and updates.
    Independent Insurance AgentAuto InsuranceHome InsuranceLife InsuranceBusiness Insurance
    Phone(617) 451-6733
    Chan Insurance Agency, Inc.
    Updated 4/17/26Learn More →
    82
    Lantern
    Score
    Boston, MA
    Serves Boston and surrounding Massachusetts communities
    ★★★★★4.8(123 Google reviews)

    Flynn Insurance Agency is an independent insurance broker serving the Boston area with comprehensive coverage options including auto, home, life, and business insurance. With over a decade of experience, the agency specializes in finding personalized coverage solutions and competitive rates by comparing options from multiple carriers. Their team works directly with clients to understand their unique needs and ensure they have adequate protection.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners seeking comprehensive coverage, small business owners, families bundling multiple policies, individuals switching insurance providers
    What sets them apart
    • Works with multiple insurance carriers to find competitive rates and the best coverage options tailored to your specific needs.
    • Combines auto, home, and other policies to help clients maximize savings through multi-policy discounts.
    • Takes time to understand each client's situation and provides ongoing support for policy changes and claims assistance.
    Auto InsuranceHome InsuranceBusiness InsuranceIndependent Agent
    Phone(617) 242-1200
    Flynn Insurance Agency
    Updated 4/17/26Learn More →
    81
    Lantern
    Score
    Dorchester, MA · 4 mi from Boston
    Serves Dorchester, Boston, and throughout Massachusetts including Mattapan, Milton, Springfield, Worcester, Cambridge
    ★★★★★4.8(98 Google reviews)

    Warren Insurance Agency Inc. is an independent insurance agency in Dorchester with 40 years of experience helping individuals and businesses protect what matters most. They specialize in home, auto, business, and life insurance, and also offer notary services, constable service, and fax services. Beyond insurance, they provide startup business support including SBA information, PPP loans, and community development services to help entrepreneurs launch and grow their businesses.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Small business owners, entrepreneurs launching startups, families seeking comprehensive insurance coverage, individuals in the Boston area seeking personalized insurance guidance
    What sets them apart
    • Deep expertise across insurance, taxes, and investments combined with 40+ years serving the community.
    • Beyond insurance, they offer SBA information, PPP loans, and community development services to help new businesses succeed.
    • Clients can call, text, or reach carriers directly anytime, with prompt callback service.
    Insurance AgencyIndependent AgentBusiness SupportLife InsuranceAuto & Home
    Phone(617) 265-1414
    Warren Insurance Agency Inc.
    Updated 4/17/26Learn More →
    81
    Lantern
    Score
    Boston, MA
    Serves Boston, Massachusetts and all 50 states
    ★★★★★5.0(104 Google reviews)

    Click Insurance is an independent agency serving Massachusetts and all 50 states, offering comprehensive personal and business insurance solutions including auto, home, business owners policies, workers' compensation, general liability, cyber liability, and specialized coverage for contractors, restaurants, manufacturers, and other industries. Their experienced team focuses on connecting clients with top-rated carriers through strategic partnerships to provide customized coverage that aligns with individual and business needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Small to mid-size business owners, high net worth individuals, contractors and specialized trades, entrepreneurs seeking multi-line coverage
    What sets them apart
    • Click Insurance partners with top-rated carriers to give clients access to a wide range of coverage options and pricing, rather than being limited to a single insurer.
    • They offer specialized insurance solutions for contractors, manufacturers, restaurants, nightclubs, and retail businesses, tailored to each industry's unique risk factors.
    • Beyond auto and home, Click Insurance provides business coverage including workers' compensation, cyber liability, employment practices liability, directors and officers protection, and commercial umbrella policies.
    Independent AgentBusiness InsurancePersonal InsuranceMulti-State CoverageFree Quotes
    Phone(617) 580-3499
    Click Insurance
    Updated 4/17/26Learn More →
    80
    Lantern
    Score
    Boston, MA
    Serves Boston and surrounding Massachusetts areas
    ★★★★★4.9(220 Google reviews)

    State Fund Insurance is an independent insurance agency in Boston offering comprehensive coverage including auto, home, life, and business insurance. With personalized service and competitive rates, they help individuals and small businesses find the right coverage to protect what matters most.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, individuals seeking bundled insurance packages
    What sets them apart
    • Access to multiple carriers allows them to compare quotes and find the best rates for your specific needs rather than being locked into one company's options.
    • Offers auto, home, life, and commercial insurance in one place, making it convenient to bundle policies and manage all your insurance needs with a single trusted agent.
    Auto InsuranceHome InsuranceIndependent AgentBusiness InsuranceBoston
    Phone(617) 956-9999
    State Fund Insurance
    Updated 4/17/26Learn More →
    80
    Lantern
    Score
    Boston, MA
    Serves Boston, MA and surrounding areas
    ★★★★★4.7(101 Google reviews)

    Point Insurance is an independent insurance agency in Boston offering comprehensive coverage across auto, home, life, and business insurance. Their licensed agents work with multiple carriers to find personalized quotes and policies tailored to each client's needs. They focus on building long-term relationships and helping customers understand their coverage options to maximize savings through bundling and discounts.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners, Auto insurance shoppers, Small business owners, Families seeking bundled coverage
    What sets them apart
    • Works with multiple insurance carriers to find competitive rates and options rather than representing a single company.
    • Offers auto, home, life, and business insurance under one roof, enabling bundling discounts and simplified policy management.
    • Located on Commonwealth Ave in Boston with direct phone support for personalized service and claims assistance.
    Auto InsuranceHome InsuranceIndependent AgentBoston
    Phone(617) 783-1160
    Point Insurance - Boston
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    Boston, MA
    Serves Boston, Massachusetts and surrounding areas
    ★★★★★4.8(26 Google reviews)

    Kiley & O'Toole Insurance, Inc. is an independent insurance agency serving the Boston area with comprehensive coverage options including auto, home, business, and life insurance. As an independent agent, they work with multiple carriers to find personalized policies that fit each client's unique needs and budget. Their experienced team focuses on building long-term relationships and providing responsive, tailored insurance solutions.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, auto owners, small business owners, families seeking bundled coverage
    What sets them apart
    • Works with multiple insurance carriers to compare rates and coverage options, giving you more choices than captive agents.
    • Located in Boston for years, Kiley & O'Toole understands local insurance needs and market conditions in the greater Boston area.
    • Offers auto, home, business, and life insurance in one place, making it convenient to bundle policies and simplify your insurance management.
    Independent Insurance AgentAuto InsuranceHome InsuranceBusiness Insurance
    Phone(617) 268-0272
    Kiley & O'Toole Insurance, Inc.
    Updated 4/17/26Learn More →
    79
    Lantern
    Score
    South Boston, MA · 1 mi from Boston
    Serves South Boston, MA and surrounding New England areas
    ★★★★★5.0(13 Google reviews)

    Gallahue Insurance is an independent agency serving New England residents for over 35 years, specializing in customized home and auto insurance policies. Owner Mike and his team work directly with customers to find competitive rates, often reducing premiums by 12-15%, and provide exceptional personal service—going above and beyond with tasks like DMV visits and payment flexibility. They focus on creating seamless relationships between customers and insurance providers to deliver peace of mind and freedom.

    Best for: Comparing OptionsHomeowners
    Ideal clients: Homeowners, auto insurance shoppers, New England residents seeking rate reductions, families needing bundled coverage
    What sets them apart
    • Established agency with deep roots in New England, known for reliability and consistent customer care over decades.
    • Owner Mike actively compares carriers to find significant savings—customers report 12-15% reductions on home and auto premiums.
    • Goes beyond standard insurance services, including handling DMV registrations, offering payment flexibility, and taking time to explain options.
    Auto InsuranceHome InsuranceIndependent AgentCustomized QuotesNew England Coverage
    Phone(781) 821-5446
    Gallahue Insurance
    Updated 4/17/26Learn More →
    77
    Lantern
    Score
    Boston, MA
    Serves United States
    ★★★★★4.5(593 Google reviews)

    Simply Business is a digital insurance marketplace that helps small business owners compare and purchase business insurance online in minutes. They work with 18 top-rated insurance carriers to offer quotes for over 400 business types, including general liability, workers' compensation, professional liability, and business owner's policies. With instant proof of coverage available 24/7 and no agent required, Simply Business streamlines the insurance shopping process for entrepreneurs who need fast, affordable coverage without the hassle.

    Best for: Comparing OptionsBusiness Owners
    Ideal clients: Small business owners, startups, self-employed professionals, online retailers, contractors, and entrepreneurs seeking quick, affordable business insurance without agent involvement
    What sets them apart
    • Access quotes from 18 top-rated insurance providers in one form, allowing you to compare coverage and pricing side by side to find the best fit for your business.
    • Get instant proof of insurance 24/7 through your online account—no waiting for agent callbacks or mailed documents. Download your certificate of insurance anytime.
    • Cover for 400+ business types including construction, e-commerce, restaurants, professional services, retail, and more—with the ability to customize your policy to your specific needs.
    Small Business InsuranceOnline QuotesFast CoverageMultiple CarriersInstant Proof
    Phone(855) 869-5183
    Simply Business
    Updated 4/17/26Learn More →
    76
    Lantern
    Score
    Boston, MA
    Serves Massachusetts statewide, with 15 convenient locations
    ★★★★★4.5(97 Google reviews)

    A-Affordable Insurance Agency has served Massachusetts residents since 1984, specializing in affordable auto, home, business, and specialty insurance policies for drivers of all backgrounds—including those with cancelled policies, high-risk driving records, or payment history issues. With 15 convenient locations across the state and bilingual staff (Spanish and Portuguese), they offer fast service including same-day plate processing, low monthly payments, and financing options. They work as advocates for customers rather than insurance companies, providing tailored coverage for auto, motorcycle, commercial vehicles, homeowners, condo, renters, flood, business liability, and recreational vehicles.

    Best for: HomeownersBusiness Owners
    Ideal clients: High-risk drivers, cancelled insurance replacement, first-time car buyers, business owners, Spanish and Portuguese-speaking families
    What sets them apart
    • A-Affordable has been helping drivers with cancelled policies, poor driving records, and payment history issues since 1984—situations many other agencies won't cover.
    • Customers can get insurance plates while they wait and finance their premiums with low monthly payments, often starting as low as $34/month.
    • Staff speak Spanish and Portuguese, and locations open early and stay late to serve working families across 15 Massachusetts locations.
    Auto InsuranceHomeowners InsuranceAffordable RatesHigh-Risk CoverageMulti-Location Agency
    Phone(617) 567-0343
    A-Affordable Insurance Agency, Inc. - Sumner St
    Updated 4/17/26Learn More →
    75
    Lantern
    Score
    Mattapan, MA · 6 mi from Boston
    Serves Mattapan, Boston, and surrounding Massachusetts communities
    ★★★★☆4.4(166 Google reviews)

    A-Affordable Insurance Agency, Inc. is an independent insurance broker serving the Mattapan and greater Boston area with a focus on making quality coverage accessible and affordable. They offer comprehensive insurance solutions including auto, home, life, and business coverage, working with multiple carriers to find the best rates and policies for each client. With over a decade of local presence, they pride themselves on personalized service and helping families and business owners navigate their insurance needs.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Budget-conscious families, small business owners, residents seeking personalized local service, drivers needing affordable auto insurance
    What sets them apart
    • As an independent agent, they represent multiple insurance carriers, allowing them to compare quotes and find the best coverage options rather than being limited to one company's offerings.
    • Established in Mattapan with deep roots in the community, they provide personalized service to families and business owners who value working with a local, accessible agency.
    • They offer auto, home, life, and business insurance under one roof, making it convenient for clients to consolidate policies and explore bundling discounts.
    Auto InsuranceHome InsuranceIndependent AgentAffordable RatesLocal Broker
    Phone(617) 296-8050
    A-Affordable Insurance Agency, Inc. - Blue Hill Ave
    Updated 4/17/26Learn More →
    74
    Lantern
    Score
    Boston, MA
    Serves Boston and surrounding Massachusetts areas
    ★★★★★4.6(13 Google reviews)

    Thomas F. Walsh Insurance Agency Inc. is an independent insurance agency serving the Boston area with personalized coverage solutions. They offer homeowners, auto, life, and business insurance policies tailored to individual and commercial needs. With decades of local experience, they focus on finding the right coverage at competitive rates for their clients.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Boston-area homeowners, auto insurance shoppers, small business owners, individuals seeking bundled insurance policies
    What sets them apart
    • Work with an independent agent who represents multiple insurance carriers, allowing them to compare options and find the best rates and coverage for your specific needs.
    • Established in Boston with deep knowledge of local insurance requirements and community-specific risks, offering personalized service from a familiar neighborhood agency.
    • Comprehensive coverage options including homeowners, auto, life, and business insurance all available through one trusted local agent.
    Independent InsuranceMultiple CarriersLocal AgencyBostonInsurance Solutions
    Phone(617) 268-1350
    Thomas F. Walsh Insurance Agency Inc.
    Updated 4/17/26Learn More →
    73
    Lantern
    Score
    Boston, MA
    Serves Boston, MA and surrounding areas
    ★★★★★4.6(12 Google reviews)

    Baltic Insurance Agency, part of Kiley & O'Toole Insurance, is an independent insurance agency serving the Boston area with comprehensive coverage options including auto, home, life, and business insurance. With over a decade of local service, they work with multiple carriers to find personalized coverage that fits each client's needs and budget. Their experienced team helps both individuals and businesses navigate insurance decisions through direct consultation at their Old Colony Avenue office.

    Best for: HomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Homeowners, auto insurance shoppers, small business owners, individuals seeking bundled coverage discounts
    What sets them apart
    • Works with multiple insurance carriers to find the best rates and coverage options for each client, rather than being tied to a single company.
    • Part of Kiley & O'Toole Insurance with established relationships and deep knowledge of the Boston insurance market.
    • Direct consultation approach allows agents to understand individual needs and recommend tailored coverage solutions.
    Insurance AgencyAuto InsuranceHome InsuranceIndependent AgentBoston
    Phone(617) 268-6030
    Baltic Insurance Agency (part of Kiley & O'Toole Insurance)
    Updated 4/17/26Learn More →
    72
    Lantern
    Score
    Dorchester, MA · 4 mi from Boston
    Serves Dorchester, MA and surrounding Boston area communities
    ★★★★☆4.3(29 Google reviews)

    H. Levenbaum Insurance Agency is an independent insurance broker serving the Dorchester area and surrounding communities. They provide comprehensive insurance solutions including auto, home, life, and business coverage, helping residents and business owners find the right protection at competitive rates.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Local homeowners, auto insurance shoppers, small business owners, individuals seeking bundled coverage discounts
    What sets them apart
    • As an independent agency, they work with multiple carriers to find personalized coverage options tailored to your specific needs and budget.
    • Established in Dorchester with deep community roots, they understand local insurance needs and provide personalized service to neighborhood residents.
    Insurance AgencyAuto InsuranceHome InsuranceIndependent Broker
    Phone(617) 825-3900
    H. Levenbaum Insurance Agency
    Updated 4/17/26Learn More →
    71
    Lantern
    Score
    Chelsea, MA · 4 mi from Boston
    Serves Chelsea, MA and Greater Boston
    ★★★★☆4.2(113 Google reviews)

    Metro Boston Insurance Agency is an independent insurance agency serving the Greater Boston area with comprehensive coverage options including auto, home, life, and business insurance. With over a decade of local presence, they work with multiple carriers to find personalized coverage that fits individual and business needs. Their team takes a consultative approach to help clients understand their options and secure the right protection at competitive rates.

    Best for: Comparing OptionsHomeownersBusiness OwnersLife Insurance Planning
    Ideal clients: Boston-area families and business owners seeking personalized insurance guidance, homeowners and auto buyers wanting competitive multi-carrier quotes, small businesses needing commercial coverage
    What sets them apart
    • As an independent agent, they work with several insurance companies to provide clients with competitive quotes and options rather than being limited to one carrier's products.
    • Based in Chelsea with deep roots in the Boston community, they understand local insurance needs and risks specific to the Greater Boston area.
    • They handle auto, home, life, and business insurance policies, making them a one-stop shop for diverse insurance needs.
    Auto InsuranceHome InsuranceIndependent AgentBusiness Insurance
    Phone(617) 884-5480
    Metro Boston Insurance Agency
    Updated 4/17/26Learn More →
    71
    Lantern
    Score
    Boston, MA
    Serves Boston and surrounding Massachusetts communities
    ★★★★★5.0(7 Google reviews)

    Cheap Car Insurance Agency in Boston provides affordable auto insurance coverage for drivers throughout the Boston area. They specialize in helping customers find competitive rates and personalized coverage options to match their needs and budget.

    Ideal clients: Boston-area drivers seeking affordable auto insurance, budget-conscious motorists, drivers comparison shopping for competitive rates
    What sets them apart
    • Specializes in competitive auto insurance rates designed to fit customer budgets without sacrificing coverage quality.
    • Established local agency with convenient Northern Avenue location serving the Boston community directly.
    Auto InsuranceAffordable RatesBoston InsuranceCar CoverageLocal Agent
    Phone(914) 351-9737
    Cheap Car Insurance Agency - Boston City
    Updated 4/17/26Learn More →
    71
    Lantern
    Score
    Boston, MA
    Serves Boston and surrounding Massachusetts areas
    ★★★★★5.0(7 Google reviews)

    Affordable Auto Insurance Company LLP is an independent insurance agency in Boston serving drivers throughout Massachusetts with competitively priced auto insurance coverage. They specialize in finding affordable solutions for a variety of drivers and risk profiles, offering personalized service to help customers understand their coverage options and secure the protection they need at fair rates.

    Best for: Comparing Options
    Ideal clients: Cost-conscious drivers, customers seeking personalized service, drivers with non-standard risk profiles
    What sets them apart
    • Works with multiple carriers to find competitive rates tailored to your specific driving profile and insurance needs.
    • Established local agency with direct phone support and personalized service for Massachusetts drivers.
    Auto InsuranceIndependent AgentBoston InsuranceAffordable RatesLocal Service
    Phone(469) 960-5880
    Affordable Auto Insurance Company LLP.
    Updated 4/17/26Learn More →
    71
    Lantern
    Score
    Boston, MA
    Serves Boston, MA and surrounding areas
    ★★★★☆4.2(41 Google reviews)

    Titan Insurance is an independent insurance agency based in Boston that helps individuals and businesses find comprehensive coverage across multiple carriers. They specialize in auto, home, life, and business insurance, leveraging their relationships with top insurers to provide competitive quotes and personalized service. Their independent agent model allows them to compare options from multiple companies to match clients with the best coverage and rates for their specific needs.

    Best for: Comparing OptionsHomeownersBusiness OwnersSaving MoneyLife Insurance Planning
    Ideal clients: Homeowners seeking bundled auto and home insurance, small business owners needing commercial coverage, individuals comparing multiple insurance quotes
    What sets them apart
    • As an independent agency, Titan works with multiple insurance carriers rather than being tied to one company, giving clients more options and competitive pricing.
    • Offers auto, home, life, and business insurance in one location, simplifying the process of managing different policies.
    Independent InsuranceMulti-CarrierAuto & HomeBoston Insurance Agency
    Phone(617) 500-5053
    Titan Insurance
    Updated 4/17/26Learn More →

    Frequently Asked Questions

    Who is the top-ranked insurance agent in Boston?

    Bender Hatch Insurance is the top-ranked insurance agency in Boston with a Lantern Score of 85.52/100 and 5-star rating from 343 reviews. This fourth-generation independent agency specializes in personalized coverage solutions for families, homeowners, and business owners across auto, home, condo, business, and life insurance.

    Which insurance agencies are best for small business owners in Boston?

    Several highly-rated agencies specialize in small business coverage: One Reliable Insurance Agency (Lantern Score: 84.95/100) serves contractors and restaurant owners, Ironside Insurance Group (83.87/100) focuses on comprehensive business solutions, and Relation Insurance - Garrity Group (83.80/100) specializes in contractors and self-employed professionals. All three are independently ranked in the top 6 agencies.

    What should homeowners look for in a Boston insurance agency?

    For homeowners, Ironside Insurance Group (Lantern Score: 83.87/100, 4.9★) offers personalized advice and home-auto bundling discounts, while One Reliable Insurance Agency (84.95/100, 5★) provides comprehensive homeowners coverage. Agnitti Insurance Agency (83.04/100, 4.9★) specializes in South Shore homeowners with 30+ years of experience.

    Which Boston insurance agencies serve multilingual and bilingual customers?

    Global Insurance Services, Inc. (Lantern Score: 83.86/100, 4.9★) and Vargas & Vargas Insurance Inc. (82.22/100, 4.8★) both specialize in bilingual service. A-Affordable Insurance Agency (multiple locations with scores 76.29-82.29/100) also serves Spanish and Portuguese-speaking families across their Boston-area branches.

    What insurance options exist for high-risk drivers in Boston?

    A-Affordable Insurance Agency operates 15 convenient locations across Massachusetts (main location Lantern Score: 82.29/100, 4.8★) and specializes in high-risk drivers, cancelled policies, and non-renewed insurance. Weeks & Devonish Insurance (82.27/100, 4.9★) also serves drivers with non-standard histories and international/foreign-licensed drivers.

    Which Boston insurance agencies specialize in professional liability and specialty coverage?

    BR Risk Group Specialty Insurance (Lantern Score: 83.71/100, 5★) is Boston's specialist for Financial Lines coverage, serving professional services firms, lawyers, accountants, architects, and businesses with complex or hard-to-insure risks. Click Insurance (81.10/100, 5★) also serves high net worth individuals and specialized trades.

    This directory of insurance agents local businesses serving Boston, MA is maintained by Lantern. Rankings are determined by the Lantern Score — not advertising or payment for placement. Learn how it works. Last updated April 17, 2026. To claim or update a listing, contact us.