County wine tour operators

County VIP Tours

The clearest offer in the County: four wineries, twelve tastings, six hours, free pickup anywhere on the island.

About County VIP Tours

The clearest offer in the County: four wineries, twelve tastings, six hours, free pickup anywhere on the island. Three tiers let you choose whether you want a shared vehicle, your own, or just a driver with tastings paid as you go.

At a glance

Tour styleShared departures · Private tours
Group size2–12 people
Tour lengthAbout 6 hr, 11am–5pm
Stops4
VisitsWineries, Breweries, Cideries, Distilleries
Tasting feesOn some tours. 12 tastings, four wines at each of four wineries, are included on Sip Happens and the Private Pour, but not on Wine & Wheels.
VehicleA full-size SUV and a van, 12 passengers across both
PickupFree pickup and drop-off anywhere in the County, including Wellington, Picton, Bloomfield and Carrying Place.
SeasonLate April to mid-October
LicensingFully licensed and insured

What they charge

  • Wine & Wheels (driving only). $140 / person + HST, tastings pay-as-you-go
  • Sip Happens (shared). $210 / person + HST, 12 tastings included
  • The Private Pour. $275 / person + HST, 12 tastings included

Prices as published by the operator on 2026-09-18. They change with the season and the size of your group. Confirm when you book.

What's included

  • Pickup and drop-off within the County
  • Bottled water and a small snack
  • 12 tastings on the Sip Happens and Private Pour tours

Not included: Lunch. Time is allowed for it but food isn't provided; Gratuity

What sets them apart

  • The only operator that states exactly how many tastings you get, 12, four at each of four wineries.
  • Guides Sharon and Henry Bury have been running County tours together since 2017.

Compare with other County operators

Twelve companies run wine tours here, and they differ most in whether tasting fees are included.

See the full comparison table →