Episode 47 – Small towns in Florida

Sign in Venice, small Florida retirement city, town, or village with colorful architecture, in gulf of Mexico, palm trees on street

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What’s up this week?

Small towns have an inexplicable charm. As we have explored Florida, small towns have been some of the most charming and unique small towns in Florida, and we wanted you to know all about them.

Who loves us?

This week’s episode is sponsored by Tiqets. With Tiqets, you can book, skip-the-line, and fast-track tickets to museums, galleries, cruises, theme parks, guided tours, and many other attractions. Many of our favorite Florida attractions on listed on Tiqets, like Gatorland and the Florida Aquarium. You can also choose family fun passes in Tampa, Orlando, or Miami. Of course, you can also find attractions throughout the world, but why would you choose anywhere other than Florida?

Listen here…

Product and Locations Mentions

Alachua is what I like to call a stumble-upon. You sort of stumble your way into this cute small town and you are guaranteed to walk away feeling like you found a slice of Florida.

Southern live oak tree with hanging Spanish moss in Paynes Prairie Preserve State Park in Florida, wooden boardwalk

Madison is located 55 miles east of Tallahassee and 112 miles west of Jacksonville.

Four Freedoms Park

Wardlaw Smith Goza House

Downtown Madison is a busy little place with many gift shops, antique stores and restaurants. 

The downtown area has numerous classic homes and buildings more than 100 years old. 


Caspersen Beach Find yourself on the hunt for shark’s teeth.

Mt Dora – This town defines a small town. You can make a day, but we advise making a getaway.

Cedar Key – 

It’s a little hard to find on a map and it’s that small and secluded. It’s the kind of place that you only find if you’re looking for it – it’s not on the way to anywhere!

Located about 3 hours west of Jacksonville and 3 hours north of Tampa, Cedar Key is found on the Gulf of Mexico about 50 miles southwest of Gainesville, Florida.


Paynes Prairie Preserve State Park As Florida’s first state preserve, you will find a unique biological, historical, and geological experience here.

Oak tree-lined streets

 Mosswood Farm Store and Bake House This is a family-owned farm store and cracker house. It doesn’t get much more Florida than this off-the-beaten-path treasure.

 Herlong Mansion Bed & Breakfast– Let the stresses of the world melt away as you step back in time in this historic inn.

Safety Harbor – Located on the west shore of Tampa Bay

Bed and breakfasts

Close to clearwater beach

Safety Harbor Resort and Spa

Visit Philippe Park for a beautiful walk along the harbor.

Safety Harbor Marina and Fishing Pier

Whimseyland Bowling Ball House

Proof that this area is so historic is Ancient Live Oak at Baranoff Park which is rumored to be between 300 and 500 years old.

Mandarin SE of Jacksonville

Home of Harriet Beacher Stowe

You can learn about the history and culture of Mandarin at the Mandarin Museum and Historical Society or relax on our deck and catch a glimpse of the manatees that visit our dock year after year while enjoying one of the best seafood dinners you’ll ever have. 

Christmas, Florida

No small town road trip is complete without a strip off Highway 50, East of Orlando, to Christmas, Florida. With an overly large post office and a number of local attempts at the theme: Christmas pennants hanging from every telephone pole, Christmas trailer park, the perennial fully decorated tree, religious grottos, and a small, scary Christmas Museum, which is open only by appointment or at special events, Christmas is like no other.

The unincorporated town is no recent opportunist; it was named Fort Christmas in 1837, and the post office has long provided the Christmas postmarking of letters.

One little oddity — someone put up a building shaped like an alligator on the block.

Islamorada Village of the islands

Founders Park is the prime location for all sports and aquatics.

Plantation Yacht Harbor Marina is loaded with world-class amenities and services.

Beautiful beaches, parks, and green spaces with launch locations for all paddling adventure as well as quaint walking trails.

Winter Park It’s no secret that this town is top of our list. Full of culture, history, good food, and tons of events, you won’t regret making a day trip.

Apalachicola: The 900 homes you can see date back to the 1830s and are a perfect example of Victorian architecture. You can learn more about the picturesque homes and the town’s diverse and colorful history on the city’s self-guided walking tour!

Mexico Beach, a seaside community, is so tiny that it has no traffic lights. There are no big chain restaurants, everything is family-owned. One of the most quaint small towns in Florida, Mexico Beach is the perfect place to relax in quiet seclusion!

winter park - park avenue

Florida Product of the Week

This week’s Featured product is A Frame Sauce Company. You will not find any of the same old and tired ketchup sauces here.

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Our Off the Beaten Path locations!

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