Orlando isn’t just about theme parks and roller coasters; it’s a city with a surprising number of walking tours that reveal its hidden stories, local flavors, and spooky secrets. Whether you’re curious about ghostly encounters, eager to sample Orlando’s culinary scene, or passionate about local history, there’s a walking experience for you. We especially like the 2 HR Interactive Walking Ghost Tour in Downtown Orlando for its mix of history and paranormal fun, and the Hello Neighbor! The Mister Rogers Walking Tour! for a heartwarming look at a beloved TV icon’s hometown. These tours give a different perspective of Orlando—more personal, more authentic, and often more memorable.
If you’re planning your trip, consider what suits your interests and schedule. Do you want a spooky ghost hunt? Or maybe a leisurely food tour that takes you through the diverse flavors of Winter Park? Whatever your preference, this list covers a broad spectrum of Orlando’s best walking tours, each offering a unique way to see the city on foot.
1. 2 HR Interactive Walking Ghost Tour in Downtown Orlando
At number 1, this ghost-themed walking tour combines history, paranormal activity, and fun. Over 2 hours, you’ll explore downtown Orlando’s most haunted spots, with stops that include inside buildings, not just exteriors. The tour features professional ghost hunting equipment—a rare opportunity to try out ghost-hunting gadgets used by experts. The guide shares insider stories about Orlando’s haunted places, urban legends, and ghost sightings, making it a perfect choice for thrill-seekers and history buffs alike. The tour is flexible, going ahead regardless of group size, and finishes with a special parting gift and photos.
Guests love the mix of history and spirit-chasing—one reviewer calls it “a cool history lesson with a paranormal twist,” and others appreciate the friendly, knowledgeable staff. For an intriguing blend of history, fun, and a touch of the supernatural, this tour is hard to beat.
Bottom Line: An ideal pick if you want to combine storytelling and a little ghost-hunting adventure in downtown Orlando.
2. Gypsy Gold Horse Farm Walking Tour
Number 2 on our list is the Gypsy Gold Horse Farm Tour, where you’ll meet North America’s first Gypsy Vanner Horses. This 1-hour walk offers insight into the breed’s history—Dennis and Cindy Thompson brought the first Gypsy Vanners to the U.S. and established the official registry. Besides learning about the breed, you’ll interact with more than 30 horses, foals, and donkeys, making it a hands-on experience. The farm’s reputation is stellar, with over 1,500 five-star reviews, calling it “the greatest place on the planet,” according to one visitor.
Tour guide Taylor’s relaxed approach makes learning enjoyable, and petting the horses adds a memorable touch. It’s a straightforward, family-friendly tour that provides a fascinating look at a unique horse breed and its cultural roots.
Bottom Line: Perfect for animal lovers and those interested in equine history, offering an authentic and intimate farm experience.
3. Flavors of Winter Park Foodie Walking Tour
Number 3 combines food, history, and local charm over 2.5 hours in Winter Park. This foodie tour takes you through the vibrant Park Avenue area, with six tasting stops featuring local specialties. Your guide shares stories about celebrities and the area’s background, making it both an edible and cultural experience. Tastings are included, with most stops offering gluten-free options, and you’ll receive discounts at participating venues.
Many reviews highlight the friendly guides and the variety of foods—one says, “Great way to learn about Winter Park with friends.” It’s ideal for those who love sampling delicious bites while strolling through a picturesque neighborhood.
Bottom Line: A flavorful way to explore Winter Park’s culinary scene and history in a relaxed, engaging setting.
4. 2 Hour Investigative Walking Ghost Tour of Downtown Orlando
Number 4 features a more immersive ghost experience, taking you inside haunted buildings with professional ghost-hunting gear. Led by a paranormal investigator—some with TV experience—you’ll explore Orlando’s spooky side behind the scenes. The tour emphasizes inside access, allowing you to witness investigations firsthand and communicate with spirits.
Guests appreciate the personalized approach—some tours are tailored for families or groups—and the thrill of going inside haunted places. With a small number of reviews praising the well-equipped guides and the unique behind-the-scenes access, this tour is perfect for serious paranormal enthusiasts.
Bottom Line: Best suited for those looking for a deeper, inside look at Orlando’s haunted sites with some ghost-hunting fun.
5. Hello Neighbor! The Mister Rogers Walking Tour!
Number 5 offers a charming glimpse into Fred Rogers’ neighborhood in Winter Park. This 2-hour tour traces his college days and his lifelong connection to the area, visiting sites where he met his wife and spent time in his youth. The tour includes a walk through the neighborhood plus a stop for gelato, making it a light yet meaningful experience.
Reviewers find it “very informative and touching,” especially fans of the beloved TV show. It’s ideal for families or anyone interested in the human behind Mister Rogers, offering insights into his upbringing and values.
Bottom Line: A heartfelt, family-friendly tour for fans of Mister Rogers and those curious about his roots.
6. Ghosts of Winter Park – A Chilling Walking Tour!
Number 6 explores Winter Park’s darker side with a 1.5-hour ghost walk. Led by a guide who shares stories of hauntings and mysteries, you’ll visit sites that are believed to be haunted, uncovering tales that most traditional tours skip. It’s a ghost-themed experience that reveals the town’s spooky secrets and the stories of its pioneers.
One reviewer calls it “a fun and spooky time,” and appreciates how private the tour felt with just a couple of people. It’s excellent for those who enjoy a good ghost story with a side of local lore.
Bottom Line: A short, spooky tour perfect for Halloween or anyone interested in paranormal tales in Winter Park.
7. Orlando: Milk District Eats Walking Food Tour
Number 7 is a culinary walk through Orlando’s eclectic Milk District. Over 2.5 hours, you’ll taste local and international cuisines, discovering the neighborhood’s unique vibe. Your guide provides background on the area’s history and its food scene, making it a tasty, educational walk.
Reviews highlight the variety and quality of the food, with one saying, “Great conversations and delicious bites.” Perfect for foodies who want a relaxed pace and a taste of Orlando’s diverse culinary culture.
Bottom Line: A flavorful exploration for adventurous eaters eager to discover Orlando’s vibrant neighborhoods.
8. Hello Neighbor! The Mister Rogers Walking Tour + Boat Tour
Number 8 combines history and scenery over 3 hours, including a walking tour and a boat cruise. Starting in Winter Park, you’ll walk through Fred Rogers’ neighborhood, learning about his life and legacy. The boat tour then takes you on lakes and canals to see mansions and the college area—a perfect mix of land and water.
Reviews praise the personal stories from guides with connections to Fred Rogers, and the boat ride’s relaxing views. It’s suited for those who appreciate a well-rounded experience of history, celebrity, and scenic beauty.
Bottom Line: Combines the charm of Winter Park with the serenity of a boat cruise, ideal for fans and casual explorers alike.
9. Flavors of ICON Park – Foodie Walking Tour
Number 9 is a one-and-a-half-hour tour through ICON Park, featuring tastings from its top restaurants. Your guide shares the evolution of the area from orange groves to a bustling entertainment hub. The walk includes samples of food and drinks, with stunning views of ICON Park’s attractions.
Guests note the large, delicious portions and the engaging narration. It’s a quick, fun way to combine sightseeing with small bites.
Bottom Line: Well-suited for those wanting a short, lively food experience with a splash of local culture.
10. Peacocks, Presidents and Puzzles – The Winter Park Walking Tour + Boat
Number 10 offers a combination experience—a land walking tour plus a boat cruise—lasting over 3 hours. You’ll explore Winter Park’s celebrity visits, mansions, and scenic lakes, with stories about notable figures who have been part of its history. The boat ride provides views of estates and wildlife, ending with a relaxing cruise after your walk.
One review calls it “a great way to see the city’s highlights,” especially for those interested in celebrity stories and scenic beauty.
Bottom Line: Designed for history and celebrity enthusiasts who want a full day’s worth of exploration.
$62.00 per person
11. Gastro Secrets of Winter Park – Foodie Walking Tour
Number 11 offers a 2-hour tour off the beaten path, revealing local culinary secrets in Winter Park. The guide takes you to top boutique restaurants mostly known only to locals, offering tastings that showcase the area’s international and regional flavors. It’s perfect for food lovers wanting insider knowledge.
With only one review, calling it “a great way to experience the secret sides of Winter Park,” this tour is best for those who want to go beyond the typical tourist spots.
Bottom Line: An insider’s food journey for explorers wanting to uncover Winter Park’s hidden culinary treasures.
$72.00 per person
12. Orlando: Brews and Bites Brewery Walking Tour
Number 12 focuses on craft beer and small bites in Orlando’s Mills50 and Ivanhoe districts. Over 3 hours, you visit 2 breweries and 2 bars, sampling 8 beers and enjoying local snacks. It’s a relaxed, social way to learn about Orlando’s brewing scene, with a focus on the process and local flavor.
While reviews are sparse, the experience appeals to beer fans wanting an authentic look at local brewing culture.
Bottom Line: Great for beer enthusiasts interested in Orlando’s craft beer movement.
$75 per person
13. Orlando Art Walk an Interactive Walking Tour
Number 13 offers an interactive, app-led adventure lasting about 1.5 hours. It features trivia, puzzles, and landmark discoveries that make exploring Orlando’s art and landmarks engaging. It’s best suited for those who prefer self-guided, tech-savvy experiences, adding a fun challenge to sightseeing.
Since it currently has no reviews, it’s best suited for those who enjoy gamified tours and urban exploration.
Bottom Line: Entertaining and interactive, perfect for groups or tech-minded travelers who want to turn sightseeing into a game.
$14.99 per person
14. Orlando Scavenger Hunt Walking Tour and Game
Number 14 offers a self-paced scavenger hunt through downtown Orlando, combining sightseeing with a fun challenge. Over 2 hours, you’ll explore Lake Eola, historic streets, and local shops, all while hunting for clues. It’s ideal for families or groups who enjoy friendly competition and discovering Orlando’s best spots at their own pace.
Although reviews are unavailable, the format makes it suitable for active, curious travelers wanting a playful way to see the city.
Bottom Line: An interactive, flexible way to explore Orlando on your own terms, especially for families and groups.
$24.50 per person
15. Orlando: Private Custom Walking Tour with A Guide
Finally, the private, customizable tour allows you to design your ideal walking experience. Your personal guide adjusts the itinerary based on your interests, whether that’s history, food, shopping, or hidden local spots. It’s perfect for travelers who want a tailored experience and don’t mind investing a bit more.
Reviews currently show no ratings, but the appeal lies in its flexibility and personal touch. You’ll leave with a curated tour experience that matches your specific desires.
Bottom Line: Best for travelers seeking a personalized, flexible tour and willing to pay for a bespoke experience.
$127.21 per person
How to Choose the Right Walking Tour in Orlando
When deciding between these options, consider your budget, interests, and time. For example, if you love spooky stories and paranormal activity, the Ghost Tour in Downtown Orlando or the Investigative Ghost Tour offer immersive experiences.
Foodies should look at the Winter Park Foodie Tour or the ICON Park Foodie Walk, which showcase Orlando’s diverse eateries.
If you’re interested in history and celebrity stories, the Fred Rogers tour or the combined Winter Park + Boat tour provide a well-rounded experience.
Lastly, for those wanting complete customization, the private tour offers the ultimate flexibility—perfect for special occasions or personalized interests.
Final Thoughts
Orlando offers more than its famous theme parks—its walking tours reveal stories of ghosts, celebrities, delicious foods, and local history. Whether you want a spooky adventure, a culinary exploration, or a personalized private walk, there’s something to match your style. For families, history buffs, or food lovers, these tours provide authentic experiences you won’t forget. Remember to book early, especially for popular tours like the Gypsy Gold Horse Farm or the Winter Park Foodie Tour. Now, lace up those walking shoes—your Orlando adventure is waiting!