Wine Encounters

Explore Oregon, Virginia, or Sicily (and Argentina COMING SOON!) wine country with a sommelier to guide you every step of the way.

We can organize your own custom, private group trip or you can join one of our scheduled group tours.

Oregon Wine Country

We offer custom, private all-inclusive Oregon Wine Encounters trip, up to 6 days. Here are sample 4 day trip and a 6 day trip options to give you an idea of what you can book for your small group on your preferred dates.

Explore Portland and Willamette Valley on this all-inclusive wine 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; all airport transfers and ground transportation; all lodging (double occupancy rate) and excursions; all breakfasts, most lunches, all dinners and drinks.

*NOT INCLUDED: Airfare, Spa Services at the Allison, Food Truck Lunch at Midtown Beer Garden

Sicily Wine Country

We offer custom, private all-inclusive Sicily Wine Encounters trips. Here is a sample 7 day trip to give you an idea of what you can book for your small group on your preferred dates.

Explore the southwestern side of the island of Sicily, mainly in the Agrigento region, with lodging in Montevago. You’ll learn all there is to know about Sicilian grapes, with your very own sommelier traveling along for the whole trip.

In addition to wine tasting visits and food wine pairing dinners, you will also experience true Sicilian culture and hospitality, meet the locals, and enjoy exploring towns that have existed for hundreds, if not thousands, of years.

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

Virginia Wine Country

We offer custom, private all-inclusive Virginia Wine Encounters trip. Here is a sample 4 day trip to give you an idea of what 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 wine tasting visits and food wine pairing dinners, you can 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