About us
Protecting your Assets, Family and Future.
At Pineapple Insurance, we believe insurance should feel personal, transparent, and built around real people - not policies alone. Based in Florida and proudly serving our local communities, we specialize in helping individuals, families, and business owners protect what matters most.
We are an independent insurance brokerage, which means we work for you, not a single carrier. Our licensed, experienced advisors take the time to understand your goals, explain your options clearly, and compare coverage across multiple top-rated insurance companies to find the right fit - whether that means staying with your current carrier or exploring new solutions.
From home, auto, flood, and umbrella insurance to specialty and hard-to-place risks, our approach is rooted in education, proactive planning, and long-term relationships. We're committed to helping clients avoid surprises, close on time, and feel confident in their coverage decisions.
Beyond insurance, Pineapple is about community. We're proud to support local businesses, real estate partners, and neighborhood initiatives throughout Florida. When you work with Pineapple Insurance, you're not just a policy number - you're part of the Pineapple family.
- Your Pineapple Insurance Team
Protecting your assets, family, and future.
What our clients are saying
"The folks at Pineapple Insurance are the absolute best! The team continues to provide the best service for our family's auto and home insurance needs. I truly appreciate Cigale's recent efforts in finding us a new auto policy that's saving us a couple hundred dollars per month! and continuing to keep eye out for other cost-saving policies right before our renewal periods. The entire team is always so responsive, professional, and so kind in every interaction. I highly recommend everyone give them a call!"
"Jess Rogers is extremely helpful and has helped my clients realize the value of getting good insurance for their new home. I highly recommend Jess and Pineapple insurance for homeowners insurance!"
"Great company to work with, very transparent and willing to help you get the best deal and coverages. We work with Jess and strongly recommend her for all your insurance needs."
"Cigale is the most responsive insurance agent we have ever dealt with. Always a quick answer to any question or concern. Thank you so much for your excellent service, patience and consideration of our insurance needs. We highly recommend Cigale and Pineapple Insurance Agency for your home, auto and umbrella insurance."
"Cigale was so very helpful with giving us excellent service and answering all our questions on our home owners insurance. She answered our questions that we did not even know about from our previous policy. We are now with this company and hope to be with them for many years to come! We would definitely recommend this company."
"My agent Cigale is awesome, informative, smart and made the process seemless ! Thank you"
"Jess was extremely helpful in finding better coverage and at less cost for home and auto insurance. I would have never been able to do that without her. She's very pleasant to work with. I highly recommend this company"
"I have dealt with Cigale for a Builders Risk policy a couple of times now. She has been a pleasure to work with- highly efficient, professional, and offered a competitive product for my needs as an investor. Cigale sets the bar very high in her industry."
"I had a wonderful experience with Cigale Utley at Pineapple Insurance. They worked with me to save money on my Homeowners Insurance policy!"
"Cigale from Pineapple Insurance is Godsend. She takes care of our family every time we need it. She is always ready to help us and makes sure what we need happens. She responds to our emails and texts and is very patient with us. God Bless her, her family and Pineapple Insurance"
Previous
Next
Personal Lines insurance professionals
Ask me about these types of insurance...
Having the right car insurance is so important, even more important is understanding all the ins and outs of your coverage to help protect you.
Request an automobile insurance quoteGet multiple quotes on your homeowners insurance with one phone call. Let an independent agent shop for you.
Request a homeowners insurance quoteAn independent insurance agent will walk you through top umbrella policy options to make sure you have the proper coverage to tackle above and beyond claims.
Request an umbrella insurance quoteStates we serve
- Florida
Our insurance coverages
Personal insurance coverage
- ATV
- Automobile
- Boat
- Builders Risk / Construction
- Collectible Auto
- Condo
- Flood
- Home
- Landlord
- Mobile Home
- Motorcycle
- Personal Watercraft
- Pet
- RV / Motorhome
- Renters
- Short-Term / Sharing
- Travel Trailer
- Umbrella
- Vacant Land
- Valuable Items
Business insurance coverage
- Business Owners Package (BOP)
- Business Vehicle
- General Liability
- Property
Recommended insurance company partners
Other companies we work with:
AmWINS Group, American Integrity Insurance, Bankers Insurance Group - FL, CRC Group, Cabrillo Coastal, Citizens, Cypress Insurance Group, Edison Insurance, Florida Family Insurance, GEICO, Hagerty, Manatee Insurance Exchange, Mercury Insurance Group, National Flood Insurance Program (NFIP), National General Insurance (GMAC), Neptune Flood, Olympus Insurance Company, Orange Insurance Exchange, Safe Point Insurance, Security First Insurance Company, Slide Insurance, Southern Oak Insurance, Tower Hill Preferred, TypTap Insurance, Wright FloodPineapple Insurance Team
Pineapple Insurance Reviews
Customer Reviews
The folks at Pineapple Insurance are the absolute best! The team continues to provide the best service for our family's auto and home insurance needs. I truly appreciate Cigale's recent efforts in finding us a new auto policy that's saving us a couple hundred dollars per month! and continuing to keep eye out for other cost-saving policies right before our renewal periods. The entire team is always so responsive, professional, and so kind in every interaction. I highly recommend everyone give them a call!
Jess Rogers is extremely helpful and has helped my clients realize the value of getting good insurance for their new home. I highly recommend Jess and Pineapple insurance for homeowners insurance!
Great company to work with, very transparent and willing to help you get the best deal and coverages. We work with Jess and strongly recommend her for all your insurance needs.
Cigale is the most responsive insurance agent we have ever dealt with. Always a quick answer to any question or concern. Thank you so much for your excellent service, patience and consideration of our insurance needs. We highly recommend Cigale and Pineapple Insurance Agency for your home, auto and umbrella insurance.
Cigale was so very helpful with giving us excellent service and answering all our questions on our home owners insurance. She answered our questions that we did not even know about from our previous policy. We are now with this company and hope to be with them for many years to come! We would definitely recommend this company.
My agent Cigale is awesome, informative, smart and made the process seemless ! Thank you
Jess was extremely helpful in finding better coverage and at less cost for home and auto insurance. I would have never been able to do that without her. She's very pleasant to work with. I highly recommend this company
I have dealt with Cigale for a Builders Risk policy a couple of times now. She has been a pleasure to work with- highly efficient, professional, and offered a competitive product for my needs as an investor. Cigale sets the bar very high in her industry.
I had a wonderful experience with Cigale Utley at Pineapple Insurance. They worked with me to save money on my Homeowners Insurance policy!
Cigale from Pineapple Insurance is Godsend. She takes care of our family every time we need it. She is always ready to help us and makes sure what we need happens. She responds to our emails and texts and is very patient with us. God Bless her, her family and Pineapple Insurance
We prioritize honest feedback from our clients to assist future customers in making well-informed decisions. Our review section showcases authentic experiences from real customers. When a less-than-positive review is submitted, we share it with both the agent and the reviewer to foster collaboration and improvement based on constructive feedback. We also moderate reviews to remove inappropriate content or spam, upholding a high standard of trust and transparency.
