Coast to Canopy: Two Wine Regions, One Weekend, by Private Air
With Savor & Cellar and Jackson Family Wines, we're building a two-night journey that connects the Willamette Valley with Sonoma and Napa by private air.
Some of the best ideas come from asking a simple question: what if getting there was part of the experience? For the past several months we've been working on an answer with two partners we admire, Savor & Cellar and Jackson Family Wines. The result is Coast to Canopy, an Aileron journey built specifically for Jackson Family Wines customers.
Two regions, one weekend
Oregon's Willamette Valley and California's Sonoma and Napa are usually separate trips. Coast to Canopy brings them together over two nights, with a private Cirrus Vision Jet connecting the vineyards in about ninety minutes each way. Instead of a day lost to airports and highways, the flight becomes part of the occasion: the vines fall away below, and a different expression of wine country is waiting on landing.
Four private winery experiences
Every winery visit is private and created just for Coast to Canopy. At Gran Moraine, guests sit down to a tasting among the vines, beneath the oaks, with wines from the very blocks around them.
In California, a private guided drive climbs through the rugged mountain vineyards of Stonestreet Estate, with tasting stops, sweeping Alexander Valley views and a picnic lunch at the top.
At Freemark Abbey, inside the historic stone winery, a six-wine tasting celebrates the estate's 140th anniversary and shows how site, vintage and time shape Napa Valley Cabernet. And back in Oregon, Penner-Ash Wine Cellars opens its cellar for a private tour, followed by a library tasting in the Pavilion with seasonal bites and views across the valley.
Where guests stay and dine
Guests spend one night at Tributary Hotel in downtown McMinnville and one at Le Petit Pali St. Helena in Napa Valley. Dinners include a seasonal four-course menu at ōkta and an evening of wine, food and conversation at Brasswood Kitchen.
Small by design
Each weekend hosts no more than four guests, so it feels like a private trip with friends rather than a tour. Guests can begin in Oregon or California and return to where they started at the close of the weekend.
Looking ahead to June
The first Coast to Canopy journeys take place over two weekends in June 2027: June 18–20 and June 25–27. Building this with Savor & Cellar and Jackson Family Wines has been a joy, and it's exactly the kind of experience Aileron was created for: wine, flight and hospitality working together. We can't wait to welcome the first guests.