Trips & Routes

Small Towns

Trips & Routes
Small Towns

The Charming Florida Town Locals Hope Stays Off Tourists’ Radar

Located on scenic Gasparilla Island, Boca Grande, Florida, remains one of the state’s most relaxing coastal escapes for travelers hoping to avoid the crowds.

by Megan Todaro
on Mar 14
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Trips & Routes

4 Small Towns in Florida So Dreamy, You’ll Swear You’ve Seen Them on TV

by Mariana Zapata Herrera
on Jan 13
Pristine spring in central Florida
Trips & Routes

Discover the Americana Town in Florida So Charming You’ll Want to Keep It a Secret

by Melanie Johnson
on Nov 6
Several shrimping and fishing boats docked at the bay in Apalachicola, FL
Trips & Routes

This Tiny Town in Florida Feels Like a Living Time Capsule

by Megan Todaro
on Apr 3
View of downtown Micanopy, FL, with a street lined with palm trees, oak trees draped with Spanish moss, and historic buildings with cars parked outside.
Trips & Routes

Greetings From Destin, Florida: The Best of the Beach Town I’ve Loved for 25+ Years

by Kelly Carroll
on Apr 13
Okaloosa beach city sign for Harbor Boardwalk Pirate's Alley on sunny winter day in Florida panhandle Gulf of mexico

Latest Small Towns

Trips & Routes
Small Towns

This Waterfront Town Will Transport You to the European Coast — No Passport Needed

Discover why Tarpon Springs, Florida, feels like a European coastal town. From Greek sponge diving heritage to Mediterranean architecture, explore its rich cultural roots.

by Megan Todaro
on May 8
the marina of the greek town of tarpon springs, florida
Trips & Routes
Small Towns

Why Homestead, Florida the Gateway of Everglades National Park, Is Worth a Visit in Its Own Right

Beyond the Everglades: discover the culture, history, and charm that make Homestead, Florida a destination all its own.

by Megan Todaro
on Jun 23
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Trips & Routes
Small Towns

Skip Europe This Summer: This Town in Florida Is Just as Stunning as Greece

This Florida beach town may look like it belongs on the Aegean Sea, but Alys Beach blends Grecian style with Southern charm for a truly unique stateside escape.

by Megan Todaro
on May 8
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Trips & Routes
Small Towns
Unique Trips

Dunedin, Florida: The Perfect Stay-and-Play Getaway

This charming coastal town on the Gulf has a seemingly endless number of things to do. This easy-to-plan getaway is your go-to guide for exploration.

by Megan Todaro
on Feb 28
Decorated sign on the border between Dunedin and Clearwater welcoming the city of Dunedin Pinellas County, Florida, United States
Trips & Routes
Small Towns
Unique Trips

Resilience and Revival: Exploring Fort Myers and Bonita Springs Post-Hurricane

Discover the enduring spirit of Fort Myers and Bonita Springs, Florida, as we explore top attractions, dining, and cultural gems that showcase the region’s resilience and charm after natural disasters.

by Marisa Roman
on Jan 3
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Trips & Routes
Small Towns

Florida’s Rising Star: This Underrated City Is Ideal for Any Traveler

Englewood, Florida, has experienced much change over the last couple of years and has massive potential for any traveler looking for a quiet beachfront escape.

by Chris Dodge
on Nov 25
A bird's eye view of Englewood.
Trips & Routes
Small Towns

The Remote Town in Florida We Simply Can’t Get Enough Of

LaBelle Florida is a lovely small town that has the natural beauty of a river town mixed with the cowboy history which creates a unique small town we love.

by Chris Dodge
on Oct 28
A man walking his horse.
Trips & Routes
Small Towns

The Best Small Town Getaway In Florida: Best Things To Do In St. Augustine

by Megan Todaro
on Jul 18
Aerial view of a coastal town at sunset, featuring colorful buildings, a marina, and a vibrant sky.
Trips & Routes
Small Towns

I Visited The Coastal Town Of Hobe Sound, Florida And Here Are My Favorite Stops

by Marisa Roman
on Mar 26
A sandy path leads through lush greenery to a serene beach under a clear blue sky.
Trips & Routes
Small Towns

The Cozy Small Town in Florida That Comes Alive During the Winter

Tavernier is the perfect cozy small town in Florida to visit during winter. Come enjoy soaking up the sun and waterside fun!

by Megan Todaro
on Dec 2
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Trips & Routes
Small Towns

This Charming Community Might Just Be The Most Peaceful Place To Live In Florida

by Megan Todaro
on Nov 23
Aerial view of a beachside restaurant at sunset, with lounge chairs, umbrellas, and a calm water shoreline.
Trips & Routes
Small Towns

7 Christmas Towns in Florida That Will Fill Your Heart With Holiday Cheer

These 7 Christmas towns in Florida are filled with holiday festivities. Come enjoy a charming holiday adventure throughout the Sunshine State.

by Megan Todaro
on Nov 11
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Trips & Routes
Small Towns

The Remote Small Town in Florida Locals Don’t Want You to Find

Visit Keaton Beach, a secluded hideaway in Florida on the coast. Known for scalloping, fishing, and relaxing, this small town has a laid-back vibe.

by Megan Todaro
on Oct 8
Butterflies fluttering around wildflowers near the coastline at Keaton Beach, FL
Trips & Routes
Small Towns

The Small Town In Florida That Comes Alive In The Fall Season

by Rachel Pfutzenreuter
on Sep 22
A red caboose with "Withlacoochee State Trail" written on it, set against a blue sky and green grass.
Trips & Routes
Small Towns

The Charming Small Town In Florida That’s Perfect For A Fall Day Trip

Lake City, Florida, offers a unique fall experience with its natural springs, vibrant forests, and rich historical heritage.

by Megan Todaro
on Jul 25
A rustic wooden barn surrounded by lush greenery and trees, bathed in warm golden sunlight.