Top Florida Walking Tours

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Get a different perspective of Key West and visit some lively local spots at the same time during this haunted pub crawl tour. Take a journey through the streets of Key West as your guide regales you with scary stories. From eerie tales of possessed dolls to creepy encounters with the macabre, enjoy the entertainment as you visit various landmarks.

History buffs will love this unique historical walking tour through St. Augustine’s historic district. Your guide will cover the history of the city from its founding all the way up through the early 1900s. The tour covers nearly two-miles of ground, taking you from the Castillo de San Marcos National Monument to Flagler College and the Tolomato Cemetery. Bring comfortable shoes, bottled water, and a thirst for knowledge.

Discover the United States’ oldest city as you embark on a historic walking tour through St. Augustine. Join a small group and visit top landmarks such as the oldest masonry fort in the US, the oldest grid system, and Flagler College. While you explore, your guide sheds light on the tumultuous history of the 450-year-old city.

As one of only three Historic Landmark Districts in Florida, Ybor City is a can’t-miss neighborhood when visiting Tampa. Often disputed, this area is known as the origin of the classic Cuban sandwich. This small group shared tour will delve into the history of the sandwich, the cigars, and the vibrant Cuban culture which is still thriving in the community today.

Eat your way through the many flavors of South Beach—and immerse yourself in the area's vibrant culture—on this two-in-one, small-group walking tour. Accompany your guide to local restaurants and foodie hideaways that you'd likely otherwise miss. Along the way, learn about the commingling of cultures that defines this diverse Miami neighborhood, and spot some of South Beach's iconic art deco architecture, too.

Combine two of Miami's major highlights-food and architecture-on this walking tour of South Beach. Instead of one meal, sample foods from several famous spots and more local gems. Rest between bites during stops at colorful Art Deco properties. The tour is limited to 15 travelers so it doesn't feel too crowded.

Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.

Explore the streets of Key West on this guided small-group walking tour. As you wander through Old Town, discover the history and culture of the island, which includes tales of shipwrecks, cigar manufacturing, and treasure hunting. Stop at popular attractions such as the Ernest Hemingway Home and Museum, the Southernmost Point, and Audubon House & Tropical Gardens.

Experience the sights and sounds of Miami’s vibrant Little Havana neighborhood on this guided walking food tour. Explore this lively Cuban district and discover its fascinating history and culture, with stops at some of the best family-owned and operated Cuban restaurants in the area. Sample the local cuisine, like guava pastries, chicken plantain cups, and flan ice cream. Also, meet some of the local artists, watch skilled Cuban cigar rollers and listen to traditional Cuban music.

Learn about the stories behind the streets and homes in Downtown Fernandina with a historical walking tour. Meet your private guide for a stroll that includes streets built before and after the Civil War. Delve into 300 years of the island's history and hear tales about pirates, war, and important local figures. Maximize time in Fernandina with a private tour.

Discover the haunted history of Fort Myers with a guide who shares spooky tales during this 1.5-hour walking tour at night. Hear stories about Fort Myers’ paranormal past as you take in buildings and alleyways that are rumored to have ghosts. The tour proceeds at a leisurely pace, making it suitable for people with all levels of fitness.

If you’ve got an appetite for experiencing the best food and wine St. Augustine has to offer, then grab a bib and a comfortable pair of walking shoes for this unique foodie tour. Corks and Forks is a food and wine pairing tour that’ll introduce you to the tasty side of America’s Oldest City. Sample local cuisine and delicious wine while strolling through the Historic District.

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.

See the gorgeous Art Deco architecture in South Beach on a guided walking tour that explores landmark buildings and out-of-the-way gems. You’ll learn the history of South Beach as you walk through the ocean-side neighborhood, with fascinating stories about mob life, Hollywood glamour, and modern design, and you'll hear about the area's outrageous characters and scandals. Since this tour begins and ends in the heart of South Beach, it’s a great way to get oriented in one of Miami’s most vibrant neighborhoods, with a local guide to lead the way.

Explore Key West through the eyes of a local on a craft cocktail tour that stops at six off–the–beaten–path establishments for drinks and food tastings, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally caught pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere.

Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.

The state of Florida has a history of human habitation stretching back at least 14000 years. Take a guided tour of the Jungle Prada Site in St. Petersburg to uncover Native American history as you walk through an archaeological site of the Tocobaga tribe. Learn about the ancient peoples and the Spanish conquistadors that landed in the area in 1528 and enjoy time roaming around the lush property.

Enter into a decadent world of chocolate on this family-friendly tour. Make your own way to the chocolate factory, and embark on an interactive journey where you learn every step of the chocolate-making process, can see the equipment at work, and can visit the on-site chocolate museum. Enjoy a range of samples as you go, plus the chance to customize your own chocolate bar (own expense) and shop for samples.

Foodies visiting Fort Lauderdale—this is the tour for you! Get a shortcut to the best local foodie haunts with this small-group guided tasting tour. By exploring the city with a guide, it helps you avoid tourist traps and discover interesting eateries you might not find alone. Along the way, try eight food tastings, two alcoholic drinks, and enjoy a breakfast item included in the tour.

Combine two types of tours of St. Augustine into one tour, and get more from your time. This St. Augustine's Chocolate and Sweets Tour combines chocolate, pralines, and other sweet-food tastings with a rundown of the city's historic district. Pass by the Cathedral Basilica of St. Augustine and the Governor's House Cultural Center and Museum while hearing about the area's past from your guide.

Embark on a spine-tingling adventure as you explore the eerie side of the city's River District. Starting at the Flame Red Fire Dance Sculpture, where mysterious lights and ghostly figures are said to appear, you'll be led through seven haunted locations, each with its own dark history waiting to be uncovered. Learn about the connection between Ford's Garage and Al Capone, search for the spirit of a tragic young woman along the riverbanks, and unravel the secrets of the McGregor Boulevard bones. By the end of the tour, you'll have a collection of chilling stories to share with your loved ones. Join us at 8 PM for a mile-long journey through the most haunted spots in Fort Myers, including the Fire Dance Sculpture, Centennial Park, and Main St & Monroe St. Dare to step into the shadows and meet the spirits that await you... if you're brave enough!