Winter Park Tours, Like a Local
Your Winter Park tour guide has lived here since 1989
I've lived in Winter Park since 1989. I know the brick streets, the lakes, the hidden parks and the best seat for a drink at sunset. I went to school here and grew up next to Ward Park. I watched an orange grove become a one of the nicest high end neighboords, and a Navy base turn into Baldwin Park. Pick a tour, bring your crew, and see the authentic Winter Park the guidebooks miss.
Bike and walking tours of Winter Park, Florida, with Nick. Opening in December. Five seats, one local, no tour bus.
The Signature Loop. By Bike · 3 Hours
Park Avenue and Rollins Walk. Walking · 1 Hour
Baldwin Park Walk. Walking · 1.5 Hours
Lakes, Back Streets, and Parks. By Bike · 2 Hours
The Full Winter Park. Bike and Boat · 4 Hours
Winter Park Night Out. From 8 pm · 2- 5 hours
Sightseeing Only. Bike or Walk · 1- 2 hours
Ward Park Morning Reset. 45 min to 2 Hours
Built around you. Tell us what you're after and we'll bring it together: vegan or steakhouse, hole-in-the-wall or high-end, lakeside or rooftop, quiet or loud, windows down or full AC. The city's best eateries, hidden spots and magical corners, picked for you. Full service, premium tours.
how it works
Pick your date
request your date
Meet Nick at [start point]
Food and drinks are paid for at each stop, so you set your budget accordingly. Tips are appreciated
The Signatufre loop: the route
Ward Park, Winter Park. Start where Nick grew up: old churches, the baseball and soccer fields, and some of the most beautiful wooded trees you’ve ever seen. Optional: the Genius Loop and back.
Trails into Baldwin Park. Bike trails and car-free paths the whole way, past the orange grove that became a Navy base and then Baldwin Park.
Neighborhood cruising and the lake. First stop: nibbles and a drink on the water.
The back way. Back roads past the lakes and some incredible homes.
Ride through Rollins College.
Hannibal Square at dark. Park the bikes. Nibbles and drinks.
Walk down Park Avenue. Grab food and drinks, then continue the night at one of Nick’s favorite local spots for anyone who wants to stay.
Flip option: Park Avenue first, then walk to Hannibal Square and end there. The Signature Loop works best in the 3-6 slot, so it reaches Hannibal Square right at dark.
Meet Nick
Founder and CEONicolas Krauss
I moved to Winter Park from Montreal in 1989, between third and fourth grade, into a house next to Ward Park. My dad is German, and my mom is Colombian. I went to Aloma Elementary, Glenridge Middle, the Winter Park Ninth Grade Center, and Winter Park High, where I played varsity tennis and soccer (and made the bowling team as a joke). Then came triathlons and a life spent outdoors. I’ve been riding my bike through this town since the day I got here. I know every nook and cranny, and I’ll show you all my stomping grounds. Five guests. One local. No tour bus
dasFlow is living life to the fullest. This is where it started.
FAQ
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[Bikes included/rented for you]
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Easy pace, flat streets, plenty of stops.
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Yes, up to 5 guests.
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[Reschedule or refund policy]
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[Start point]
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[Age policy]
Opening December. Five seats per tour
Tours and Prices
| Tour | Length | Format | Price per person |
|---|---|---|---|
| The Signature Loop | 3 hrs, then stay and hang out | Bike: trails, lakes, Baldwin Park, Rollins, Hannibal Square, Park Ave | $-- |
| Park Ave and Rollins walk | 1 hr | Walking | $-- |
| Baldwin Park walk | 1.5 hrs | Walking | $-- |
| Lakes, back streets and parks | 2 hrs | Bike, 1 drink stop | $-- |
| The full Winter Park | 4 hrs | Bike, boat tour, food and drink stops | $-- |
| Winter Park night out | 2–5 hrs | Dinner, drinks, music, dancing; walk and Uber | $-- |
| Sightseeing only | 1–2 hrs | Bike or walk, no stops | $-- |
| Ward Park Morning Reset | 45 min to 2 hrs | Jog or ride, calisthenics, yoga, breathing, pickleball or ping pong | $-- |
Every tour is exclusive: 5 guests max, plus Nick. Food and drinks are paid for at each stop, so guests set their own budget. Tips at the end.
When tours run
| Season | Days | Bike, walking and car tours | Night out | Morning reset |
|---|---|---|---|---|
| November | Fri–Sun | 9–12, 12–3, 3–6 | From 8 pm | 45 min to 2 hrs |
| December (holidays) | Mon–Sun | 9–12, 12–3, 3–6 | From 8 pm | 45 min to 2 hrs |
| January | By booking | Adds 6–9 pm by bike, while it's still light | From 8 pm | 45 min to 2 hrs |
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