St. Augustine, Florida, USA coastal skyline at sunset.

While growing up in Florida, I always count down the days until the fall and winter months arrive. While Florida might not have season changes, we still get to look forward to all of the seasonal and holiday festivities. Another major plus that Florida offers during these months are romantic small town, activities and getaways. Various cities in Florida offer different romantic hotels, art galleries, romantic eateries, spas, and more.

These romantic getaways can be perfect to wind down the year with your partner. Life can become chaotic due to variables like work or unexpected factors. Getaways can help refocus that quality time together with your partner. If not with a partner, taking a romantic getaway is not marked off the calendar for you. Planning a getaway or romantic activities for yourself can allow the chance to refocus on self love. Personally, I always love to take the time out of the end of the year to travel either alone or with loved ones. Travel experts at New York Travel Guides, a travel website, did a study to find the 140 most romantic small towns in America. The top 2 were out west.

1. Carmel-by-the-Sea, California
2. Sedona, Arizona

Out of all of the small towns in America, five towns in Florida were ranked among the most romantic small town. Including the overall number 3.

  • 5. Crystal River (138th overall)

    Crystal River, located in Citrus County, FL, is the perfect destination for a romantic getaway. From dining at a great waterfront restaurant to seeing art at a local art gallery to discovering the town’s beauty during a guided tour, there are many romantic things to do in Crystal River. Crystal River is also known for there manatees, so this town is perfect if you are on more of the outdoorsy side as well.


  • 4. Marathon, FL (112th overall)

    Located in the middle of the Florida Keys, Marathon, FL, is one of America’s most romantic small towns. Some of the most romantic things to do in the town include having dinner at one of the town’s beautiful waterfront restaurants and visiting Florida Keys art galleries. Also, plenty of luxury waterfront resorts for ‘couples only’ can be found in Marathon.

    Our FWC Capt. Dipre gives us a quick preview of the Mini Lobster Season. See more rules and details at! #lobsterseason #floridakeys #FWC #safety The Florida Keys & Key West Monroe County BOCC - Florida Keys

    Posted by City of Marathon, Florida on Wednesday, July 19, 2023
  • 3. Fernandina Beach (58th overall)

    Fernandina Beach, Florida, is a romantic coastal town located on Amelia Island. With its incredible waterfront restaurants and waterfront hotels where one can enjoy outstanding views, the town is perfect for a romantic getaway. This town is history filled with museums like the Amelia Island Museum of History that you can visit. Perfect for couples or travelers who have a knack for history! 

  • 2. Palm Beach, FL (14th overall)

    Located in Florida, Palm Beach is a small town and a perfect destination for a private getaway. Those looking for a romantic place to stay can find a lot of incredible hotels in the town, such as Eau Palm Beach Resort and Spa, which is a luxury 5-star hotel with magnificent ocean views and private beach access. From visiting the Flagler Museum to going on a sunset cruise, there’s a lot to do in the town.

  • 1. St. Augustine, FL (3rd overall)

    St. Augustine’s history district is the heart of the city and why so many people are drawn to this unique town. While visiting you can explore hidden courtyards, go for a stroll along buildings from the 1700s, and admire the town’s waterfront views. For a peaceful and relaxing date, stop by the Washington Oaks Gardens State Park. This park is a very popular place for couples to have there engagements. 

    You can find the full list of 140 romantic small towns here.

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