Top Oregon Wine Tasting & Winery Tours

Experiences both Portland’s rugged outdoors and renowned wine scene on this 6-hour small-group tour. Visit the Columbia Gorge National Scenic Area where you see waterfalls, admire the Cascade Mountain Range, and look out for Bald Eagles and Osprey. Then explore Hood River with its lush forests and stop at a variety of boutique wineries to sample locally produced wines including the much talked about Oregon Pinot Noirs. Leave the logistic and driving to your guide while you relax, taste fantastic wines, and learn about Oregon’s natural beauty.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley and Columbia Gorge American Viticultural Area (AVA), the lovechild of the Columbia Valley and Willamette Valley AVAs. You will get intimate with this area through a visit to Timberline Lodge on Mt. Hood, wine tasting, and a stop at Multnomah Falls, the tallest waterfall in Oregon. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area, as you drive the the Mt. Hood and Historic Columbia River Highway Scenic Byways. The guide will feel out the group’s tastes in choosing 2 wineries. We cover farm-to-table lunch, you cover tasting fees.

Experience the diversity of flavors out of the Willamette Valley on this wine-tasting tour from Portland. In a small group, wind through the verdant hills of Portland’s surrounding wine region en route to three select vineyards. Your tasting adventure includes unique wine flights, snacks and a behind-the-scenes look at local viticulture.

***Driver cover all tasting fees with charcuterie plates ($90 value)***Experience the best of Willamette Valley wine country on a all inclusive guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend a few hours visiting two or three handpicked wineries such as Adelsheim, Archer Vineyard, Blakeslees Vineyard, Bravuro Cellars, Parrett Mountain Cellars, and Rallison Cellars (others may substitute depending on availability). Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside. You will experience a wide variety of Willamette Valley wines in this fast paced trip.

Visit boutique wineries in Oregon’s famed Willamette Valley with a WSET-certified sommelier as your guide. Enjoy the picturesque scenery as you sample wines at three or more wineries. Your sommelier is on hand to tell you about each wine you taste and to help you diversify your wine collection. This semi-private tour is limited to six people and includes tastings, hassle-free transportation, charcuterie, and more.

Oregon's lush Willamette Valley is known for its beautiful rolling hills and excellent terroir that's particularly ideal for growing pinot varietals. With this small group tour, you’ll get to experience the sights and tastes of this beautiful wine-producing area without having to worry about driving, all in the comfort of a guide-driven Mercedes 4x4.  

A short drive east of Portland, the Columbia Gorge is one of the most breathtaking scenic routes in the Pacific Northwest.Spanning along the Columbia River that separates Northwestern Oregon from Southwestern Washington, this beautiful area is characterized by gorgeous forests, towering waterfalls, ample hiking opportunities, and world-class wines. With this customizable private tour, you'll get to experience it on your own terms, with a focus on nature, wine tastings, or both.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

***Driver covers all tasting fees and charcuterie ($150 value)***Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend full day visiting upto five handpicked wineries such as Adelsheim Vineyard, Archer Vineyard, Blakeslee Vineyard, Parrett Mountain Cellars, and Rallison Cellars. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside. The driver will cover all tasting fees and charcuterie at the locations listed.

Dine around Portland in the evening with this food and drink tour in the Northwest Portland Slabtown and Alphabet District neighborhoods. This walking tour will take you to five different restaurants where you'll get to try wine, pasta, Asian fusion food, and dessert. The tour ends at a craft brewery where you'll get to round off your culinary experience with a pint on the house. 

Portland's chocolate scene is overwhelming; let us navigate you through its origins, passionate makers, and diversity with this walking tour that delves into what some call "decadence" but we call "delight." Chocolate is a virtue! And when paired with wine, another specialty of the Willamette Valley, we believe you'll find this tour unmatched in breadth and deliciousness.Our tour hits both the well-known highlights and some of the secrets of the chocolate scene, with a few surprises we don't want to give away. You'll taste chocolate in myriad forms and styles; think of it as a chocolate education. Trust that you will not leave the tour wanting!The tour in total is about 2.5 miles (4km), mostly flat walking, with several tastings of chocolate -- just the right amount so you'll have room for wine as well! We keep groups very small, so you'll have an intimate experience with your enthusiastic guides.(Contact us for larger groups or private experiences; we are happy to accommodate!)

We'll take you to 4-5 tasting rooms representing a variety of settings, wines, and personalities. Your wine industry-honed guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 500 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.

Taste a variety of Willamette Valley wines on this convenient, small-group tour of the region. From boutique vineyards to larger estates, visit three wineries hand-picked by your local guide. Sample the region’s distinct pinot noir, chardonnay, and more at each stop. With round-trip transportation from Eugene, you can relax and fully enjoy the experience. 

Explore the city and beyond on this small-group tour of Portland highlights followed by a wine tasting tour in the nearby Willamette Valley. Spend the morning visiting top Portland attractions with your guide, such as the International Rose Gardens and Pittock Mansion, followed by lunch on your own at one of Portland's trendy food cart pods and tastings at three Willamette Valley vineyards. This tour includes all transportation with live commentary onboard, wine tastings, entrance fees, and hotel pickup and drop-off.

This tour is currently running on a modified itinerary due to a wildfire in the Columbia River Gorge. Visit the top attractions on the Washington side of the Columbia River Gorge and 2 amazing wineries on this guided, Gorge/Wine Tour. Visit the Columbia Gorge Interpretive Center Museum, viewpoints, Beacon Rock, and the Washington Shore Visitor Complex of Bonneville Dam. After lunch, we will visit 2 vineyards in the region for some amazing wine tasting and learn about the region history and culture as it has developed in the wine industry in the area.Discover the postcard-perfect scenery and great wines of the Columbia River Gorge during this flexible-length sightseeing trip from Portland. Gaze in wonder at the Gorge’s towering cascades including Multnomah Falls, enjoy the charming town of Hood River, and make stops at two local vineyards for included tastings. Round-trip hotel transport is also covered.

Oregon is known for its natural beauty and its burgeoning wine country; this small-group tour lets you experience both. See two towering waterfalls in Silver Falls State Park and then sip pinot noir and other varietals in three scenic, boutique, vineyards. Enjoy a fresh, seasonal lunch at Coelho Winery, and Avoid the hassles of driving and navigating. Learn about Oregon’s wildlife and insights on viticulture from your naturalist guide.

Discover four of Willamette Valley’s top wineries on a private 8-hour tour.  Your chauffeur takes your group from your Portland hotel into Oregon's wine country. Private transportation saves you the trouble of navigating on your own and relieves your group of needing a designated driver. Available for two people or more, the tour is great for a romantic weekend, family vacation, or special outing for your wedding party.

Escape the city for a day of wine-tasting in Oregon's Willamette Valley. Set out from Portland for the Dundee Hills, traveling in a comfortable private vehicle to several wineries. In between winery visits, you will be able to enjoy lunch (with a $10 credit per passenger). When you are complete with your winery tours, you will return to the city. This private tour includes round-trip transport.

Experience the sites and wines of the Pacific Northwest in a unique way on a personal helicopter tour. With this package, visit two hand-picked vineyards for a tasting of a variety of wines, including some award winners. Travel in style to each winery aboard the helicopter enjoying the picturesque views from above, and stopping for an included lunch.

Head south of Portland to the Willamette Valley wine region for a chance to learn about winemaking in Oregon on this private excursion. Visiting local wineries, you'll gain insight into the world-famous varietals of the Willamette Valley, such as Pinot Noir, Chardonnay, Rose, and Pinot Gris, and hear about the history of the valley. Then, indulge in a complimentary gourmet lunch.

Wine and dine your way through the day on a tour that includes wine tastings in Oregon's Willamette Valley region followed by an evening dinner cruise on the Willamette River. Depart from Portland to visit local vineyards and sample the valley's distinct pinot noir, then complete your evening aboard a cruise featuring locally sourced entrees and live entertainment. This small-group tour is capped at 14 participants.

The perfect combination of outdoor adventure and Northwestern culture, our small-group whitewater & wine tour takes place in world-class scenery. Raft the White Salmon River with a family-owned whitewater team committed to protecting the region's rivers. Later, head to world-class wine outfits along the Columbia Gorge National Scenic Area. Join a few other travelers and our TripAdvisor 'Hall of Fame' guides on a real exploration of our wild home. Don't worry about a thing--we'll take care of it all!On the water, splash through class III and IV rapids and experience the power the river while you learn about the region's unique ecosystems. Dry off, change clothes, and make your way to Hood River where we’ll taste wines like locals at two beloved boutique wineries. In an intimate setting, learn local wine making history and the art of viticulture.Our tours have been recognized by National Geographic Traveler, CNN, Huffington Post, and more!

Explore the city of Eugene and go wine tasting in the Willamette Valley on this guided, small-group tour. Visit some of Eugene’s most-popular attractions including Skinner’s Butte, the University of Oregon, Owen Rose Garden, and more. Then, sample wine at three local vineyards in the south valley. Round-trip transportation from a central meeting point is included.