Winter Haven Ghost Tour and Pub Crawl: 3 Hours of Hauntings

Three hours tracing Winter Haven's ghosts, musicians and downtown murals with a storyteller who knows the hauntings.

A three-hour ghost and history walking tour of Winter Haven led by a certified guide with over a decade of experience telling local hauntings and stories. The tour covers Winter Haven's architecture, the musician Gram Parsons, vaudeville history, business legends and downtown murals, with drinks and pizza included and the evening ending at Grove Roots brewery. You choose your option at checkout: four drinks, two drinks, or non-alcoholic. Minimum age is 21.

Step-by-step itinerary

Ghost tour and pub crawl in Winter Haven

• Meet and discuss Winter Haven history
• Learn history and architecture
• Learn about musician Gram Parson
• Hear business and local legends
• Discover vaudeville history and ghosts
• Enjoy drinks and pizza
• Stroll and see downtown murals
• Hear spooky stories and drinks
• End at Grove Roots with beer and stories

The experience

You'll meet your guide downtown and start with Winter Haven's foundational history before moving into the architecture and the stories layered into it. The route takes you through the city's vaudeville past, the ghost tales tied to those venues, and the local business legends that shaped the place. Gram Parsons gets his own stop (his contribution to music and his connection to Winter Haven), so you're not just hearing hauntings. You're hearing why the people and places matter.

The walking part breaks for food and drinks midway through. You'll grab pizza and your first round, then head back out to see the downtown murals scattered across the blocks. This isn't a museum tour. You're moving through actual streets and storefronts where the stories happened, which is what makes the ghost tales land differently than they would in a room.

The final stretch takes you to Grove Roots brewery, where your guide wraps up the spookiest stories over a last drink. The whole thing runs three hours, and the pace is built so you're walking and listening, not standing still. Your guide is a storyteller first, that's the job description, so the history and the hauntings come as narrative, not as a list of facts.

What’s included

• Certified tour guide with over a decade of ghost tour experience.
• three hours of walking tour through Winter Haven's history, architecture and downtown murals.
• pizza and snacks.
• your choice of four drinks, two drinks, or non-alcoholic beverages (depending on your selected option).
• final drinks and stories at Grove Roots brewery.

Options for this experience

3 options

Adult (non-alcoholic)Guide in English · 19:00Food: Covers all tastings plus 2 non-alcoholic drinks

Adult (with 2 drinks)Guide in English · 19:00Choice of two drinks

Adult (with 4 drinks)Guide in English · 19:00Alcohol is included

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesFriday and SaturdayDeparts at 19:00

Book up to1d before

AgesAdult (21 and older) · Under 21: can't be booked

GroupUp to 10

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends at a different place from where it starts.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 4 days ago

Good to know

Moderate physical effortWheelchair accessibleAccessible transportStroller-friendlyPets welcomePublic transport nearby

Operated by Amada Anderson

Is this one for you?Choose this tour if you want Winter Haven's history told as stories rather than facts, and if you're comfortable walking downtown streets over three hours with drinks woven in. The minimum age is 21, and the pace is moderate: built for listening while moving, not for a strenuous hike.

Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What's the actual history behind the ghost stories on this Winter Haven tour?

The tour covers Winter Haven's vaudeville era, local business figures and legends, and the musician Gram Parsons, whose life and work shaped the city's cultural identity. The ghost stories are tied to real people and places from that history, not invented for entertainment.

How much walking is involved in the three hours?

You'll walk through downtown Winter Haven to see the architecture, murals and the sites connected to the stories, with a break midway for pizza and drinks at Grove Roots brewery. The tour is designed for a moderate pace across the city blocks.

Can I do this tour if I don't drink alcohol?

Yes, the non-alcoholic option is available at checkout. You'll still get the full tour, the pizza, and a non-alcoholic drink at Grove Roots to finish the evening.

What's the difference between the four-drink and two-drink options?

Both options include the same tour, pizza, and final drink at Grove Roots. The four-drink option gives you two additional drinks during the walking portion, while the two-drink option includes one additional drink beyond the final one at the brewery.

Is this tour wheelchair accessible?

Yes, all areas and surfaces on the route are wheelchair accessible, and public transportation options are available nearby if needed. Service animals are allowed.

What time does the tour start and end?

The tour runs for three hours total. Specific start times are confirmed at checkout when you book your option.