Wine Encounters
Join us in Argentina March 14-19, 2026!
Explore Oregon, Virginia, Sicily and Argentina 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.
Settle into the rolling foothills of the Blue Ridge Mountains on a wine-forward escape centered in Charlottesville. Your personal sommelier opens doors to family-run vineyards, estate cellars, and intimate tasting rooms where Virginia’s distinctive varietals shine. Between sips, explore historic sites like Thomas Jefferson’s residence and plantation, Monticello, and enjoy a scenic drive near the Blue Ridge Mountains, that capture the region’s quiet elegance.
We offer custom, private all-inclusive trip of any length. Here is a sample 4 day trip to see what is possible.
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. Airfare is NOT INCLUDED.
Journey into the heart of rural Sicily, where sun-soaked vineyards and ancient olive groves surround the quiet town of Montevago. With your personal sommelier, explore family estates and rustic cellar tastings that reveal the island’s soulful character. Between visits, linger over long lunches, thermal spas, and landscapes shaped by history and heat. This is Sicily at its most elemental—earthy, generous, and unforgettable.
We offer custom, private all-inclusive Sicily Wine Encounters trips. Here is a sample 7 day trip to see what is possible.
This all-inclusive includes your personal guide and sommelier; airport transfers and ground transportation; lodging (double occupancy rate) & excursions; & all meals. Airfare is NOT INCLUDED.
Discover Argentina on a wine-focused journey from Buenos Aires to Mendoza. Sip your way through the country’s most iconic regions with your personal sommelier, who curates private tastings, exclusive vineyard visits, and unforgettable food pairings. Enjoy boutique luxury stays, expert-led city explorations, and seamless transport throughout.
This immersive experience blends Argentina’s vibrant culture with world-class wines—crafted for travelers who want to relax, learn, and indulge in every glass. Cheers to a trip you’ll never forget.
We offer custom, private all-inclusive packages to Argentina or join this group trip in March.
This all-inclusive package includes your personal guide and sommelier; all airport transfers and ground transportation; all lodging (double occupancy rate) and excursions; all meals and drinks. Airfare is NOT INCLUDED.
Experience Oregon on a wine-centered escape from Portland to the rolling hills of the Willamette Valley. With your personal sommelier, enjoy curated tastings at acclaimed pinot noir producers, private vineyard tours, and chef-driven pairings that highlight the region’s fresh, local flavors. Settle into boutique accommodations, explore Portland’s creative energy, and savor seamless travel every step of the way.
This journey blends the relaxed spirit of Oregon with its celebrated food and wine culture—perfect for travelers looking to connect with the land, linger over memorable pours, and enjoy the ease of a beautifully planned getaway.
We offer custom, private all-inclusive packages up to 6 days. Here are sample 4 day trip and a 6 day trip options to see what is possible.
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