This isn’t just any Willamette Valley wine tour — it’s a chef-hosted Oregon journey that kicks off in Portland foodie paradise. Join Chef Kevin Fonzo for five indulgent nights of market wanders, private tastings, vineyard visits, and farm-to-table dinners. You’ll journey from Portland’s buzzing food scene to the vineyard-draped hills of the Willamette Valley on a small-group trip that blends wine, food, and fun in equal measure. Along the way, you’ll taste your way through boutique wine estates, roll up your sleeves in a farm kitchen, sample Oregon’s best pinot, and even fit in a private chocolate tasting. Consider this your backstage pass to Oregon’s most delicious spots, with a chef who knows where the good stuff is.
• Arrive at Portland Airport, where your private driver will be waiting to take you to your home for the next two nights — the iconic Heathman Hotel (incidentally, where 50 Shades of Grey was filmed).
• Settle in, stretch your legs, or let our travel concierge arrange an optional private city tour if you arrive early.
• In the evening, join your host, Chef Kevin Fonzo, for a welcome cocktail followed by a multi-course tasting dinner prepared by James Beard Award–winning chef, Gabriel Rucker, at Le Pigeon, one of Portland’s best restaurants.
• Start your day with Chef Kevin at Portland’s legendary farmers’ markets, where you’ll meet local makers and sample the best of the season.
• Enjoy a leisurely lunch at one of Chef Kevin’s recommended spots.
• In the afternoon, sharpen your sweet tooth with an artisan chocolate tasting, designed to explore the depth and complexity of craft chocolate (yes, it's a thing).
• The evening is yours — explore the Portland food scene at your own pace or join Kevin for an insider’s evening with one of Portland’s chefs for a unique foodie experience (own account).
• We bid farewell to Portland with a final brunch stop on Mississippi Avenue — a vibey neighborhood known for indie shops and top-notch cafés.
• Next up, we head south into Oregon’s wine country for your first tasting at a scenic Willamette Valley estate, with views across the vines and dreamy pinot noirs.
• In the afternoon, check into The Allison Inn & Spa, your luxurious home for the next three nights.
• Dinner is in a nearby picturesque town at a locally loved spot, paired with Willamette Valley wines.
• Today is all about wine, with Chef Kevin curating a day of tastings at three standout estates across the Willamette Valley.
• Each winery brings something different — from elegant pinot noir to small-batch experimental blends — giving you a feel for the range of flavors and techniques in the region.
• Lunch is served at one of the estates, with vineyard views and perfectly matched pours.
• Dinner is at leisure — choose from our recommended bistros, dine at the hotel restaurant, or stay in your robe and indulge in room service.
• Early risers can start the day with a hot-air balloon ride over the Willamette Valley (weather permitting; price on request).
• Prefer to stay grounded? Sleep in, book a massage, or have a quiet morning to yourself.
• Midday, rejoin the group and Chef Kevin for a farm-to-table lunch (own account) and private wine tasting (included) at a boutique winery.
• In the evening, gather for a chef’s table dinner at Jory, the signature restaurant at The Allison Inn & Spa, paired with Willamette Valley wines.
Your luxury airport transfer is ready for you… but why not stay on? Take the opportunity to explore neighboring Washington State or southern Oregon and its beautiful national parks and forests. Wherever you choose to go next, our team of travel experts can take you there!
Kevin Fonzo, our host, was fun, funny, professional, educated, and inspiring. The AIV team was anxious there would be hiccups due to the restrictions still in effect in Portland. Yet, Kevin and the team overcame any obstacles with perfection. We met wonderful travel companions who will be friends for life, and already planning our next AIV adventure. Simply fantastic!
I just returned from my 3rd AIV vacation, and I’m already dreaming of where to go next. The Taste of Oregon was a perfect combination of wonderful food, amazing libations, excursions, and free time. I enjoy traveling with small groups of 6-10 so I can have hands-on, personalized experiences. I can wholeheartedly recommend AIV if you like to travel with no stress and be treated exceptionally.
Our day-to-day itinerary may, from time to time and prior to departure, need to be altered or slightly modified to address possible unforeseen logistical and weather challenges. In such rare instances, Art In Voyage guarantees delivery of the content of the itinerary yet, in a different order.
All listed retreats (hotels, villas, and barges) are, at times, subject to changes. In such rare instances, similar or higher standards will be upheld.
Travel insurance, once purchased, goes into effect upon payment of the premium. You have 15 days from that date to cancel it (providing no claims have been filed or initiated during that period). Beyond 15 days, it becomes non-refundable/non-changeable/non-transferrable.
In case of a cancelation at more than 90 days prior to departure, your deposit will be returned minus a $500 per person administrative fee.
In case of a cancelation within the penalty period: Find a replacement at least 30 days prior to departure and your journey will be fully refunded, minus a $500 per person administrative fee.