Wine Encounters
Explore Oregon or Virginia wine country with a sommelier to guide you every step of the way.
We can organize your own private group trip or you can join one of our scheduled group tours happening soon.
Oregon Wine Country
We currently offer two private all-inclusive Oregon Wine Encounters trips, a 4 day trip and a 6 day trip, that you can book for your small group on your preferred dates or you can join the trip below.
September 6-11, 2025; maximum of 12 guests
Explore Portland and Willamette Valley on this all-inclusive five night trip. You’ll learn all there is to know about Oregon wines with your very own sommelier traveling along with you, as well as visit spots like the Japanese Gardens and an alpaca farm.
This all-inclusive package includes your personal guide and sommelier, Rachel Mobley; all airport transfers and ground transportation; all lodging (double occupancy rate) and excursions; three lunches; all breakfasts, dinners and drinks.
*NOT INCLUDED: Airfare, Spa Services at the Allison, Food Truck Lunch at Midtown Beer Garden
Virginia Wine Country
We currently offer one private all-inclusive Virginia Wine Encounters trip that you can book for your small group on your preferred dates.
This Wine Encounters trip explores the Monticello Wine Trail with lodging in Charlottesville, VA. You’ll learn all there is to know about Virginia wines, with your very own sommelier traveling along for the whole trip.
In addition to five wine tasting visits and three food wine pairing dinners, you will also visit Thomas Jefferson’s residence and plantation, Monticello, and enjoy a scenic drive near the Blue Ridge Mountains.
This all-inclusive package includes your personal guide and sommelier; all airport transfers and ground transportation; all lodging (double occupancy rate) and excursions; and all meals.
*NOT INCLUDED: Airfare