
Private Wine Tours for Couples & Double Dates
An unhurried, elevated day on the 290 Wine Trail for two to six guests. Private estate access, seated tastings with a dedicated host, and a luxury Mercedes-Benz Sprinter that waits on your schedule—not the other way around.
100+ 5-Star Reviews
Small party. Elevated tastings. Your pace.
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Private Estate Access
We open doors that walk-in visitors never see: reserved tables at partner estates, quiet barrel rooms, and properties that welcome guests by appointment only. Fifteen years of Hill Country relationships means your table is ready when you arrive.
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Dedicated Sommelier Hostings
Seated, guided tastings led by a sommelier or winemaker at select estates—time to ask questions, compare vintages, and leave with bottles you actually love instead of a rushed pour at a crowded bar.
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Flexible Pacing
Linger over lunch, add a fourth stop, or skip one entirely. Your host reads the room and adjusts on the fly, so the day moves at the pace of conversation rather than a printed schedule.
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Luxury Sprinter Comfort
A high-roof Mercedes-Benz Sprinter reserved for your party alone: leather seating, chilled Texas spring water, phone chargers, and plenty of room to stretch out between estates.
The whole Sprinter, just for you.
Small parties book the Private Hourly Charter: a flexible, door-to-door day at $149/hr with a 5-hour minimum on weekends. You choose the estates or let us curate them, and we handle every reservation.
Midweek Advantage · Mon–Thu
4 Hours Paid + 1 Hour Free.
Midweek is the quietest time on the trail—the best days for private estate visits and unhurried hosted tastings.

However you celebrate, we plan around it.
Anniversaries
A private toast at the estate where you first fell for Texas wine — or a new one worth remembering.
Double Dates
Two couples, one Sprinter, and nobody stuck being the designated driver.
Proposals & Milestones
Tell us the plan. We quietly coordinate the setting, the timing, and the bottle.
Small Friend Groups
Four to six friends who want the trail without a party-bus atmosphere.
Couples tour questions, answered.
- How much does a private couples wine tour cost?
- Couples and groups of up to five book the Private Hourly Charter at $149/hr plus 20% gratuity, with no sales tax on transportation: a 5-hour minimum Friday–Sunday ($745 + gratuity), or 4 hours paid + 1 hour free Monday–Thursday ($596 + gratuity). Groups of six can choose the All-Inclusive Wine Tour, starting at $199 per guest plus tax and gratuity. Tasting fees for hourly charters are settled at the venues or quoted with your itinerary.
- Is there a weekday perk?
- Yes. With the Midweek Advantage, a Monday–Thursday charter is 4 hours paid + 1 hour free — a 5-hour window for the price of 4, on the quietest days for private estate visits.
- Is the Sprinter really private for just two of us?
- Always. Your vehicle and host are reserved for your party alone — we never mix groups.
- Can you plan a surprise or a proposal?
- Absolutely. Mention it in your request and Stephanie will coordinate the details with the estate privately.
Tell us your date and who is joining you.
We will tentatively hold your Sprinter while Stephanie curates the estates and tastings. Celebrating something special? Mention it in your request, or text Stephanie at 830-456-0481.
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