Top Oregon Wine Tasting Tours

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 up to 3 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

The Northern Willamette Valley's close proximity to Portland creates a perfect opportunity to join others on a small group public tour of Oregon’s wine country with Sea to Summit, Portland Oregon's original tour and adventure company.  Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001

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 Domaine Serene. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, and a historic lodge.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

Go wine tasting through the Willamette Valley on your own terms, with an expert local guide with over three decades of experience. With this tour, you'll visit around four estate wineries, with the option to customize your tour to suit your preferences. You'll also have the chance to stop for an included picnic lunch along the way, which you can enjoy during one of your tastings.

Exclusive! Private! Customized to your desire! - Minority owned and operated - Chauffeured in a classic Rolls-Royce, as seen in Netflix show The Crown, a brand that sets the highest standard of luxury, comfort, and elegant. Completely hand built by the Brits - Travel and arrive in style! Make every head turns, wherever you go - Taste some of the finest wines that second to none in Oregon, and the tasting fee is included in the package - Wineries including Domaine Serene, ROCO, Adelsheim, and other best quality wine makers in the region. Note: Starting 2024, we no longer bring guests to Sokol Blosser because they are not friendly to minority owned tour business. - Make the deal sweeter with one complimentary snack, e.g. charcuterie board, meatballs, etc. - Flexible to extend beyond 4 hours or customize the itinerary to visit more wineries

Winery hop through the Willamette Valley, known for its Pinots, with this small-group tour. You will visit three different tasting rooms where you’ll get the chance to sample wine safely, without having to worry about driving. You’ll also stop for lunch along the way, included in the price of the tour.

Visit the wineries of the Willamette Valley safely, without having to designate a driver, by booking this private, guided tour of the celebrated wine region. Your driver will take you to different wineries, where you'll get to sample as little or as much wine as you choose. As this is a private tour, you can customize your stops to suit your preferences.

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.

Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries and stop for an included lunch along the way, all with a guide/driver to help make your experience safe, fun, and informative.

Take a scenic cruise along the Willamette River while you learn about Oregon's history. Your captain will take you on a 44-mile journey, showing you historic attractions such as the Wheatland Ferry Crossing, which first began operations back in 1845. This tour is totally private and up to six passengers can be accommodated.

Experience the best of Oregon's nature and wineries in a single day on a small-group tour. The adventure begins with a comfortable transfer from your Portland accommodation to Silver Falls State Park. Here, you’ll follow your guide on a moderate 5.7-mile (9.2-kilometer) hike along the Trail of Ten Falls. Then, enjoy tastings at two boutique wineries (own expense) and a freshly prepared picnic lunch.

Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local wine lovers with enough time to stop for a nice sit down lunch. Gain an inside perspective about the growing region, the winemaking process and the history of this valley at each vineyard during your tasting. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is limited to 10 people in a small joinable group, but usually much smaller in our modern and comfortable 15 passenger vans.

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of the Columbia Gorge. We will see various waterfalls like Multnomah Falls, Latourell Falls , a lunch stop in the quaint historic downtown Hood River, a wine tasting stop at one of the amazing Vineyards in the Columbia Gorge AVA. This is ideal if you want to do some scenic, nature stops with light trail walking and also enjoy a vineyard stop, its absolutely the most amazing way to spend 8 hours.

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.

Choose between a half-day/full-day experience exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our itinerary is carefully curated and we will feast on gourmet wood fired pizzas at a vineyard setting for lunch. Our tour guides are local experts in Oregon, and you will gain an insider's perspective into the landscape, the wine regions history and growing practices as we visit 2-4 select vineyards surrounded by stunning views, unique architecture as you sip and taste exceptional wines. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. We will carefully plan out your day including making all necessary reservations. Our goal is for your group to bring home lasting memories and we strive to achieve that by curating the best possible day for your private group, prices are based on group size so proceed to checkout to see final price.

Immerse yourself in immaculate Pacific Northwest scenery—and indulge in some special beverages along the way—on this private tour by e-bike. Meet your guide in Hood River, get acquainted with your bike, and then zip off. You’ll go for a 7-mile (11 -kilometer) ride along the Historic Columbia River Highway State Trail, will visit a local winery and brewery for tastings, and can opt to finish with a short hike.

Experience the best of Oregon with a bike ride through the forest followed by lunch and wine tasting. Explore Northern Oregon’s coastal, wooded trails by bike with a small group and a guide and then relax over lunch and visit two local wineries. Taste Pinot Noir and other varietals, and learn about the wine making process. This tour is ideal for visitors wanting to get out of the city to sample Oregon’s gourmet food culture and the state’s rugged outdoors.