A Closer Look at the Private Wine Tasting and True Crime Tour in Largo, Florida
Imagine combining your love of local wines with the thrill of uncovering Tampa Bay’s most notorious crimes. This private tour, costing around $600 per group of up to 13 people, offers an engaging 4-hour journey through some of the area’s most controversial and mysterious locations. Led by a guide with over 30 years of experience solving crimes, you’ll hear tales that rarely make it into the public eye—stories that will have you looking at the city’s streets with fresh curiosity.
What makes this experience particularly appealing? First, the inside scoop on real crimes, offering an authentic, behind-the-scenes perspective that you won’t find in traditional guided tours. Second, the chance to enjoy local favorites like wine tastings and vintage candies, which add a fun, relaxed touch to the adventure. That said, at four hours, this tour is quite full, and you’ll want to be prepared for a fair amount of walking and storytelling.
A possible consideration? The price point might seem high for some, especially if you’re traveling solo or as a couple. However, for groups celebrating a special occasion—like birthdays, bachelorette parties, or girls’ nights out—it could be a memorable way to mark a milestone. The private setting ensures a personalized experience, making it ideal for those who want an intimate, tailored adventure.
This tour is best suited for curious travelers who enjoy a mix of history, mystery, and local flavor. If you like stories of crime and punishment with a side of wine and nostalgia, you’ll find this experience a fun, engaging way to spend an afternoon or evening.
Key Points

- Authentic Crime Stories: Led by a guide with over 30 years of law enforcement experience, offering exclusive insights.
- Local Hidden Gems: Visits to crime scenes, vintage candy stores, and secret spots known only to locals.
- Enjoyable Mix: Combines true crime tales with wine tasting and light-hearted stops for a balanced experience.
- Group Friendly: Private tour for up to 13 people, perfect for celebrations or special outings.
- Flexible Schedule: Open Tuesday through Sunday, with hours from 11:30 am to 9:30 pm.
- Rain or Shine: The adventure proceeds regardless of weather, promising consistent intrigue.
The Experience: An In-Depth Look at the Tour
We found that this tour is much more than a simple sightseeing jaunt; it’s an experience that appeals to your curiosity about local history and love of storytelling. Starting at 1200 8th Ave SW, the guide picks you up (or you meet at a designated spot), and the four-hour journey begins with a mix of crime scene visits, fun stops, and storytelling.
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Crime Scenes and Mysterious Stops
Your guide, who has decades of experience solving crimes, takes you to actual crime scenes around Tampa Bay. Expect to see locations where some of the most notorious crimes in Florida took place, and hear inside details not available to the public or press. This behind-the-scenes look is what really sets this tour apart—you’re getting insights from someone who’s been involved in real investigations.
While the exact stops aren’t all detailed, the itinerary mentions 5 to 7 locations, including Florida’s notorious crime spots, a vintage candy store, and hidden local gems. The stops are chosen not just for their crime relevance but also to give you a feel for the area’s character and history.
Wine Tasting and Local Flavors
A highlight is the wine tasting—a chance to enjoy some local wines in a relaxed setting. We loved the way the tour combines culinary delights with storytelling, making sure the experience isn’t just about crime but also about appreciating local flavors. The vintage candy store adds a nostalgic touch, giving everyone a sweet break from the more serious parts of the tour.
The Personal Touch
Because this is a private tour, you won’t be part of a large, noisy group. Instead, your private guide focuses entirely on your party, allowing for a more personalized experience. Guests have reported finding this setting ideal for celebrating birthdays, bachelorette parties, or simply a night out with friends.
Practical Considerations
The tour operates rain or shine, so pack accordingly. It’s suitable for most travelers, including service animals, and is accessible via public transportation in Clearwater. The price—$600 for up to 13 guests—may seem steep, but it includes the personalized attention, exclusive stories, and a mix of entertainment and education that many find worthwhile.
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Authentic Feedback and Highlights
While there are no reviews yet, the tour’s detailed description and the experience of the guide suggest a high-value, niche experience. The combination of crime history and local wine provides a balanced mix of mystery and relaxation that appeals to diverse interests.
Who Will Love This Tour?

If you enjoy true crime stories, local history, and casual wine tastings, this tour offers a novel way to explore Clearwater. It’s perfect for groups celebrating something special, or anyone eager for a personalized experience that’s both educational and fun. Those looking for a fast-paced sightseeing tour might find it a bit intense, given the number of stops packed into four hours. Still, for curious minds, it’s a reliably engaging adventure.
FAQ

How long is the tour?
It lasts approximately 4 hours, starting from the designated meeting point or pickup location.
What is included in the price?
The private experience includes visits to crime scenes, local stops, and a wine tasting. It’s designed for your whole group, with no additional charges unless specified.
Is the tour suitable for children?
The description suggests most travelers can participate, but given the crime content, it’s better suited for teenagers and adults.
Can I cancel if I change my mind?
Yes, the tour offers free cancellation up to 24 hours before the scheduled time, providing flexibility.
What should I wear or bring?
Comfortable shoes are advised because of walking involved. Rain gear might be useful since the tour goes on rain or shine.
Are there any age restrictions?
Most travelers can participate, but no specific age restrictions are mentioned. Use your discretion based on the crime stories’ nature.
How do I book or get more info?
You can contact the provider at +17272665206 or via email at [email protected]. Booking is confirmed within 48 hours, subject to availability.
In summary, this private Wine and True Crime Tour in Largo, Florida offers a rare glimpse into Tampa Bay’s dark side, paired with local wines and nostalgic treats. It’s perfect for those who prefer a more intimate, story-rich experience and enjoy a touch of humor and history. Whether celebrating a special day or seeking a memorable night out, it combines entertainment with authentic local flavor, all wrapped in a detective’s curiosity.
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