A two-night wine-country escape with private transportation and curated experiences
9 hrs
Up to 6 people
Meals, transportation, lodging
Make your Oregon wine-country escape a two-night package with accommodations, meals, and private transportation included. Enjoy boutique winery experiences paired with seasonal flavors and a relaxed pace.
10:00 AM - Durant Estate ATV Tour Enjoy a journey through the heart of a 135-acre working farm, where tradition, nature, and craftsmanship converge. This guided, 2+ hour off-road experience offers an immersive look at the vineyards, olive groves, winery, and rich history of the Durant estate. Along the way, you'll enjoy tastings of estate-grown wines and learn how great wine is nurtured not just in the cellar, but by the land itself.
12:30 PM | Artist Block + Gallery Tour Indulge in a charming, French-inspired picnic hosted at Artist Block Winery, featuring a curated spread of wine, local charcuterie, seasonal bites, and rustic bread—all enjoyed in a relaxed garden setting with vineyard views. Following your picnic, take a private tour of the Artist Block Gallery, where you'll explore vibrant, locally curated works that reflect the creative spirit of Oregon wine country. This immersive stop is a feast for all the senses—beautifully blending food, wine, art, and landscape.
2:30 PM | Willamette River Discovery Tour Begin your day with a private jet boat excursion that takes you to secluded stretches of the Willamette River, far beyond the reach of most boats and hikers. This immersive journey offers a new perspective on the region—tracing the valley’s natural and cultural history through the lens of its defining waterway. Glide past hidden coves, diverse wildlife habitats, and dramatic riverbanks while learning about the geology, ecology, and heritage that make the Willamette Valley one of the most celebrated wine regions in the world.
4:00 PM | Ricochet Lounge: Private Dinner, Games & Wine with Erich Step into the eclectic charm of Ricochet Lounge for an unforgettable private gathering. Enjoy a locally catered dinner prepared by one of the area’s most beloved restaurants—served exclusively in Ricochet’s private space. Savor bold flavors while mingling over yard games, great company, and a curated tasting of alternative wines led by Erich, a renegade winemaker celebrated for pushing boundaries and breaking rules.
Cancel at least 14 days before your scheduled arrival for a full refund. Cancellations less than 14 days in advance may be subject to partial or full charges, depending on individual partner policies.
Product ID: HDAQPG
No. Your reservation and deposit are received first, then your booking stays pending until lodging and experience partners confirm availability. The itinerary is finalized after those confirmations.
Yes. Winery visits are subject to change based on availability. If a winery is substituted, you will receive an experience of equal quality and character.
Dinner is not included. If you choose to do dinner, you pay the restaurant directly.
Inn The Ground
From the moment I reached out to look at my options, Kara was an incredible person to work with! Our group of 10 dressed up in disco attire and were a little nervous about how "stuffy" some places might be about this. Kara found the perfect winery matches for us and even picked us up dressed as a disco ball! Every detail was incredibly thoughtful and she was flexible with all of our changing needs the weeks leading up to our trip (and even the day of). I would absolutely use their services again!
Jennifer Fyhrie
August 18, 2026
From the moment I reached out to look at my options, Kara was an incredible person to work with! Our group of 10 dressed up in disco attire and were a little nervous about how "stuffy" some places might be about this. Kara found the perfect winery matches for us and even picked us up dressed as a disco ball! Every detail was incredibly thoughtful and she was flexible with all of our changing needs the weeks leading up to our trip (and even the day of). I would absolutely use their services again!
Jennifer Fyhrie
August 18, 2026
Flexible rides for your Willamette Valley plans
Design a custom 6–8 hour wine day with concierge planning and visits to three wineries for groups up to 14.
Flexible shuttle service for the stops you’ve already planned
Explore Oregon’s Willamette Valley with a personalized private wine tour
Tandem E-Bike Ride Through Salem's History and Parks
Share a waterfall-filled Columbia Gorge ride on a tandem e-bike