$895 flat · 14-passenger Sprinter · 5 hours · gratuity & fuel included
Illinois Wine Country In a Luxury Sprinter
Fox Valley wine trail day trips, Shawnee Hills expeditions, and custom itineraries. You taste. We drive. Private sprinter van, onboard cooler, and a chauffeur who actually knows the route.
Wine Tour Packages
Flat-fare pricing by the tour. Winery tasting fees paid separately at each stop. We keep our pricing transparent.
4-Hour Fox Valley
Fox Valley Wine Trail
4 hours
- 2–3 winery stops with tastings
- Fox River corridor route
- Vehicle cooler for purchases
- Up to 12 passengers
- Departure from Chicago or suburbs
- Custom playlist throughout
6-Hour Illinois Trail
Fox Valley + Prairie Route
6 hours
- 3–4 winery stops + lunch break
- Longer tasting sessions at each stop
- Bar setup onboard (BYOB welcome)
- Up to 14 passengers
- Professional sommelier suggestions
- Photography stop included
8-Hour Shawnee Day
Shawnee Hills Wine Route
8 hours
- 4–5 winery stops in Shawnee appellation
- Full day deep in wine country
- Lunch at local winery restaurant
- Up to 14 passengers
- Winery coordination pre-arranged
- Case storage for your purchases
Custom itineraries available. Call to discuss overnight Shawnee trips, brewery combinations, and private-venue pairings. (224) 801-3090
Suggested Wine Tour Routes
Fox Valley Circuit
4–6 hours · 55–70 miles west of Chicago
The closest wine country to Chicago. An hour west along the Fox River, this route covers four wineries with locally sourced production. Great for corporate team outings, birthday groups, and anyone who doesn't want a 5-hour drive.
Ideal for: Birthday parties, bachelorette groups, corporate outings
Winery Stops
- Acquaviva Winery, Lisle
- Prairie State Winery, Genoa
- Fox Valley Winery, Oswego
- Lynfred Winery, Roselle (optional)
North Shore Estate Route
3–4 hours · North suburbs, scenic drive
A handpicked blend of North Shore scenery and suburban tasting rooms, finishing with a lakefront scenic drive. Works well for smaller groups or couples wanting a refined afternoon without a long haul.
Ideal for: Anniversary celebrations, couples, intimate groups
Winery Stops
- Baxter's Vineyard, Nauvoo connection
- Sparkling winery tasting rooms
- Craft brewery pairing stops
- Lakefront picnic stop
Shawnee Hills Expedition
Full day (8–10 hours) · Southern Illinois, 5hr drive
Illinois’s real wine country. Shawnee Hills has earned a legitimate appellation, and the wines, particularly the Chambourcin and Norton varietals, surprise first-timers. Best as an overnight but we’ve done same-day returns for adventurous groups.
Ideal for: Wine enthusiasts, anniversary trips, overnight groups
Winery Stops
- Shawnee Winery, Makanda
- Alto Vineyards, Alto Pass
- Owl Creek Vineyard, Cobden
- Von Jakob Vineyard, Pomona
Choose Your Wine Tour Vehicle
Mercedes Sprinter Executive
Up to 12 passengers
- Leather executive seating
- Privacy glass
- Built-in cooler
- Onboard USB charging
Best for: Small groups, couples' tours, executive outings
Mercedes Sprinter Van
Up to 14 passengers
- Comfortable van seating
- Large cargo area for wine cases
- Climate control
- Bluetooth audio
Best for: Larger groups, bachelorette parties, birthday groups
Cadillac Escalade
Up to 6 passengers
- Luxury SUV comfort
- Premium sound system
- Rear climate control
- Private feel
Best for: Intimate groups, couples, VIP wine experiences
Wine Tour Questions
What is included in the wine tour package price?
All packages include the vehicle, a professional chauffeur for the full duration, the onboard cooler, and winery coordination (where pre-booking is offered). Winery tasting fees are not included. These are paid at each winery and typically run $10–$25 per person per stop. We're transparent about this so there are no budget surprises.
Can we bring our own alcohol on the vehicle?
Yes, BYOB is welcome on all wine tour bookings. Many groups bring a pre-trip bottle to enjoy on the drive out. We provide a cooler with ice, glasses, and a wine opener onboard. We ask that you avoid glass bottles on the party bus format; the Sprinter van has no restrictions.
How far in advance should we book a wine tour?
For fall harvest season (September–November), book 4–6 weeks in advance. This is our busiest wine tour period and the Sprinter vans fill up. Spring and summer tours can typically be booked 2–3 weeks out. We recommend booking early if your dates are inflexible.
Can you create a custom wine tour itinerary?
Absolutely. Many groups have a specific winery, restaurant, or region in mind. Call us and describe what you're envisioning: our team will map out a route, suggest stops that fit the time window, and coordinate reservation timing at wineries that require advance booking.
Is a deposit required to reserve the wine tour?
Yes, a 30% deposit secures your date and vehicle. The balance is due 7 days before the tour. Cancellations with more than 72 hours’ notice receive a full refund of the deposit. Within 72 hours, the deposit is non-refundable but can be applied to a rescheduled date within 90 days.
Book Before Harvest Season Fills
September through November is peak wine tour season. Sprinter vans book out 4–6 weeks in advance. Call now to lock in your date and start planning your itinerary.
Also explore: Chicago Wine Country Tour route
Pricing
Sedan from $98/hr
Sedan
Sprinter from $156/hr
Sprinter Van
Flat fares · No peak pricing · Gratuity included
Lock Your Event Ride
From $149 · Drop at the gate · Post-event staging · No peak pricing · 24/7