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Discover Orlando's spooky side with a 3-hour ghost tour and pub crawl for $139, featuring historic stops, ghost stories, and local drinks in Winter Haven.

The Ghost Tour and Pub Crawl in Winter Haven, Orlando offers a compelling mix of history, ghost stories, and lively pub visits over roughly 3 hours. Priced at $139 per person, this tour is designed for those who enjoy storytelling, local legends, and a taste of the area’s vibrant bar scene. The experience is led by a gifted storyteller and certified guide with over a decade of ghost tour experience, ensuring engaging narratives throughout the evening. The tour features many stops, including historic sites, murals, and local breweries, making it ideal for those seeking both spooky tales and social fun.
While the tour’s group size is limited to 10 travelers, which helps foster intimacy and interaction, travelers should be prepared for moderate physical activity involving walking and standing. The tour ends at Grove Roots Brewing Company, where guests can relax with a final drink and enjoy more ghost stories. This experience suits those who appreciate history, storytelling, and craft drinks in a leisurely, guided setting.

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This ghost tour begins at the Winter Haven Parking Garage, where the guide introduces the town’s background. The first stop involves a brief overview of Winter Haven’s history, setting the scene for the evening’s tales. The next stop at the Greater Winter Haven Chamber of Commerce showcases the area’s architecture and historical significance. Here, the guide discusses the town’s development, giving context to the ghost stories that follow.
The tour continues to the Gram Parsons Derry Down, a stop dedicated to the musician Gram Parsons and his influence on music. This unique spot links cultural history with local legends, making it more than just a haunted walk. The Tempo 1930 offers a chance to enjoy drinks while hearing stories, blending socializing with storytelling in a relaxed atmosphere. These two stops are timed at 30 minutes total, providing ample opportunity to soak in the ambiance.
Next, the tour visits The Treasured Olive, where the guide shares intriguing tales associated with the business and local lore. This stop lasts 10 minutes, giving a quick glimpse into the stories intertwined with everyday spots. The Ritz Theater follows, revealing its vaudeville past and ghostly legends, emphasizing Winter Haven’s entertainment history.
The Union Taproom & Pizza Kitchen becomes a social hub with drinks and pizza, allowing guests to unwind amid lively conversation. This 30-minute stop balances storytelling with casual dining, highlighting local flavors and hospitality. During this segment, the guide shares spooky stories that are perfect for setting the mood for later stops.
Post-pizza, guests stroll downtown to view fun murals spread across Winter Haven, appreciating the local art scene and community spirit. This 10-minute walk helps stretch legs and enjoy the vibrant cityscape. The next stop at Barrel 239 involves more ghost stories paired with drinks, intensifying the eerie atmosphere.
The tour wraps up at Grove Roots Brewing Company, where guests enjoy a final round of beers and more spooky tales, lasting 20 minutes. The end point provides a relaxed environment to reflect on the stories and socialize, making it a fitting conclusion to the evening.

The tour departs at 7:00 pm from the Winter Haven Parking Garage at 220 Avenue A NW. It is designed for those with a moderate physical fitness level, as some walking and standing are involved. The tour is suitable for service animals and is near public transportation options. The group size is capped at 10 travelers, fostering a more personalized experience.
Guests should be aware that adverse weather can lead to cancellations, with the option for a full refund or rescheduling. The tour is priced at $139, offering good value considering the multiple stops, drinks, and storytelling aspects included.
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This tour combines history, ghost stories, and social drinking in a way that appeals to those interested in local lore and craft beverages. The guides’ storytelling skills and the variety of stops create an engaging experience that balances spooky tales with relaxed social moments. The stops at Tempo 1930, Union Taproom, and Grove Roots provide ample time for drinks and conversation, making it suitable for those who want a mix of entertainment and hospitality.
While the tour covers many interesting sites and includes a variety of storytelling and drinking opportunities, it is not a strenuous experience. The limited group size ensures that guests receive attention from the guide and can easily participate in discussions or ask questions. This tour offers a unique combination of history, ghost stories, and local flavor that makes it a memorable night out in Winter Haven.
What is the duration of the tour?
The tour lasts approximately 3 hours, starting at 7:00 pm and ending at Grove Roots Brewing Company.
How much does the tour cost?
The experience is priced at $139 per person, which includes multiple stops, storytelling, and drinks.
Who leads the tour?
A gifted storyteller and certified tour guide with over ten years of ghost tour experience guides the group.
Are drinks included?
Drinks are not included in the ticket price, but they are available for purchase at stops like Tempo 1930, Union Taproom, and Grove Roots Brewing.
Is this tour suitable for children?
The tour involves moderate walking and storytelling with spooky themes, making it more suitable for adults or older children.
What is the group size?
The tour is limited to 10 travelers for a more intimate experience.
Can I cancel if weather is bad?
Yes, full cancellation and refund are available if the tour is canceled due to poor weather or other factors.
Where does the tour start and end?
It starts at Winter Haven Parking Garage and ends at Grove Roots Brewing Company.
Is the tour accessible?
Yes, the tour is accessible to service animals and is near public transportation.
What makes this tour different from others?
The blend of historical stops, ghost stories, and local breweries provides a balanced, social experience that showcases Winter Haven’s culture and legends.