St Augustine, FL

Hotels can't help with that much but anything within a three mile radius of the fort is safe and affordable. Plenty of Bed and Breakfasts and the Casa Monica is very nice but expensive. My advice if you have never been to St. Augustine is on the first day jump on the Trolley and learn some history and get your bearing. Just walk around on your first day and of course walk St. George Street and head across the street to the Fort. If you go on the weekend it will be very busy but you should be fine. Food I would say hit up River and Fort and Collage Restaurant both are a little pricey but very worth it. If want cheaper go Prohibition Kitchen or Columbia Restaurant. Head to the light house, Lighter's Museum, and Anastasia State park. Walk the Flager College Campus it's the old Henry Flager properties and is beautiful.

Day trips: Rent a car or you can uber these places are right around St.Augustine Area.

Vilano beach- go to beaches Restuarant and sit on the intercostal waterway and take in the view and food(Fwiw if you go here drive down Magnolia Avenue it's on the way to Vilano. Voted one of most beautiful roads in America. Google it)

Caps on the Water- another great view and food(can get very busy at peak times)

Ice Plant- Great vibes in old ice plant that was actually a ice plant early 1900's. Get a drink and take the tour of the St.Augustine distillery next door.

San Sebastian Winery - make their own wine and there is a roof top bar at the top

Washington Oaks state park(Don't uber this one to far)- slightly south of St.Augustine but the drive down A1A is beautiful as it goes in between the Ocean and the inlets. The park itself will be beautiful in the spring.

St.Augustine Ampitheater may have a concert and it is a great location if you are in to that.

Alligator farm - it's not just gators its a great place if you have kids and want to see different animals

Any questions just ask away. I live 20 mins away from St. Augustine

Casa Monica

Or the
Inn just across from the Gates at the other end of the old town.

I’ve stayed in both and would choose Casa Monica next time again. Both are nice. Casa Monica is large and on the square.

Embassy suites on the beach

Free breakfast Buffett, drinks and app on the evening, usually a band or some entertainment…right next to the pier and you can rent poles to fish

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Thinking about FL for retirement.

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Don’t forget to factor in insanely expensive property taxes, flood insurance and homeowners insurance. Oh, and some of the highest utility rates in the country.

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Don’t forget to factor in insanely expensive property taxes, flood insurance and homeowners insurance. Oh, and some of the highest utility rates in the country

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Utility rates nah. Property Taxes not to bad but Homeowners and Flood insurance can get pricey. I have been shopping around every year and have been lucky. Governor Desantis is trying to cap the insurance business because they are definitely going overboard just like in Louisiana also.

O'Steens never disappoints. Casual dress. Locals recommended it to us.