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Contact Us | (727) 321-1212

RW Caldwell Insurance,
Gulfport's first choice since 1937.

You need insurance. We can help.

We guarantee quality insurance and affordable options by providing quotes from multiple reputable insurance companies. COMPARE AND SAVE TODAY.

Call or email today to request a free insurance quote.
(727) 321-1212  Email us

We specialize in auto, home, flood and business insurance in Florida.

RW Caldwell has been covering Florida’s insurance needs for over 80 years. Our independent agents know how to get the best price and value for you. Click on the icons below to learn more about the various insurance options we offer.

Car Insurance Icon Auto Insurance
Home Insurance Icon Home Insurance
Flood Insurance Icon Flood Insurance
icon-business-insurance-01 Business Insurance

Don't just take our word for it.

“I’ve been with RW Caldwell for our Home and Auto Insurance for several years. Rob Sepulveda has been extremely helpful in navigating the ever-changing property insurance laws and getting us discounts. On the auto side, we recently had claims and I can honestly say I don’t know how people handle insurance claims without an agent to advise them. In an era when customer service is a lost art, Rob and the rest of the team take care of their customers and they support the community.”

Jonathan K.
Home and Auto Insurance

“Great insurance services! Very friendly and efficient, helped up to find the best policy and the best price. Amazing service from start to finish.”

Fran M.
Flood Insurance

Request your FREE Insurance Quote

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Our team of independent auto insurance agents have been serving families in the Gulfport, Greater Tampa and the Beaches of Florida since 1937.

Let’s get started.  Please take a moment and fill out the form below to receive your free “No Hassle” quote. We’ll get back to you shortly to help you find the right insurance at the right price.



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AutoBusinessCondoDwelling PropertyFloodHomeownersRentersUmbrellaWatercraft

Or feel free to contact us via phone, fax or email:
Ph: (727) 321-1212
Fax: (727) 321-4548

We also help our clients with these commonly held Florida insurance types:

RW Caldwell Insurance - Horsnleth/Sepulveda family
Robert William ‘Rob’ Caldwell, our company founder, began insurance in1935 before opening R.W. Caldwell Realty and Insurance in 1937. Now in its fourth generation as a trusted family business, we at Caldwell’s have been governed by the simple philosophy of trying to help people.

We work with the nation's top providers to find you top quality insurance & affordable options

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