Introducing Pineapple Insurance: Your new source for Home, Auto, and Flood Insurance

At Tomlin St Cyr Real Estate Services, our mission is to redefine exceptional real estate service. Since our inception, we have executed on that mission for each of our clients. We are proud of our growth, client-first focus, and for being recognized as one of the fastest growing real estate brokerages in Hillsborough County for 2021. 
We are pleased to announce the creation of Pineapple Insurance to better serve the Tampa Bay area. Pineapple Insurance was founded on the same principles of Tomlin St Cyr Real Estate Services – integrity, customer centricity, and value. 

  • We are independent – we represent multiple high-quality companies to ensure that we have a market that meets our clients’ unique needs. As our clients’ needs change, their insurance company may change, but we seek to remain their agent and to help them navigate life’s risk management challenges. 
  • We are focused on personal lines insurance – we work with clients to meet all of their personal insurance needs. We provide homeowners, auto, flood, umbrella, boat, RV and life insurance. 
  • We are experienced – combined, our leadership team has more than 70 years in the insurance business with the majority of that helping people navigate the Florida insurance marketplace. 

The goal of Pineapple Insurance is to help you find value, which we believe is at the intersection of coverage and price. If we can help you with your insurance for your new home, auto, flood or life insurance, or if there are questions with an existing policy, please contact us. Learn more at

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