What to do and see in Oregon, United States: The Best Wine Tours & Tastings

May 16, 2022 Phylicia Berquist

Discover the best top things to do in Oregon, United States including Tour DeVine by Heli - Helicopter Wine Tour, Private Wine Tour with Tastings from Eugene, Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo, Willamette Valley Wine Tasting Tour from Eugene, Private Oregon Wine Tour-Full Day Tour with Lunch, Guided Jetboat Tour for Six -Private, Willamette Valley Character Winery Tour, Private - Willamette Valley Wine Tour From Portland, Private Customized Oregon Wine Maker Tours, Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting.
Restaurants in Oregon

1. Tour DeVine by Heli - Helicopter Wine Tour

3800 NE Three Mile Ln, McMinnville, OR 97128, USA Tour Devine by Heli
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5.0 based on 74 reviews

Come experience some Northwest hospitality combined with amazing wines, all from the comfort of your personal helicopter.  We will whisk you away for roughly 6 hours, so please plan accordingly for your sublime escape.  Prior to departure, you will enjoy a delectable snack and a glass of Champagne, followed by a scenic flight to your first winery. Once there, you can expect to enjoy award winning wines and service, before being asked to re-board your helicopter en route to the next wineries. Expect a delightful new encounter and a delicious lunch. This is undoubtedly Pinot Noir country, but you won’t just taste reds. We worked hard to hand pick wineries that feature a rich variety of wines that have to be tasted in order to describe how wonderful they are. After you’ve touched down back where it all began, we invite you to stop and take some photos to help you remember your Tour Devine by Heli!

Inclusions: Champagne & light breakfast snacks, Lunch, Wine tasting, Hotel pickup and drop-off (for an additional fee)

Exclusions: Gratuities

Reviewed By TGQ

Fabulous day in the air and visiting wineries that were off the beaten path but oh, so good:)! Definitely put this on your bucket list. You will be glad you did. Oh, by the way, SUPER HELICOPTER AND PILOT!

2. Private Wine Tour with Tastings from Eugene

Oregon Vine2Wine Tours
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5.0 based on 25 reviews

Explore Oregon's wine country on a guided private tour where you will visit small production wineries and sometimes even interact with owners and winemakers at the cellar door. Learn about how wine is made and get a new appreciation for what goes into making world class wine. After visiting four wineries over the course of the day you will never look at Oregon wine the same way again. It is truly a unique wine tasting experience!

Inclusions: Hotel pickup and drop-off, Transport by private vehicle, Beverages, Lunch, Wine tasting, Professional guide

Exclusions: Gratuities, Some tasting fees not included

Reviewed By LadyLazarus1976

As a complete novice to the world of wine, I was a little apprehensive about what to expect (this was a birthday gift from my family after I recently relocated to the area). Within 15 minutes of meeting Kevin it was clear I was going to have an enjoyable day. He is personable, without pretension, and has you at ease in his company quickly. While it was clear he was knowledgeable enough to entertain any wine enthusiast expert, Kevin graciously accommodated our entry-level bewilderment and I walked away from the day with a new appreciation for the complex, challenging, and passionate operation that goes into a wine. We went to 4 wineries in the Eola-Amity Hills with sweeping views and a gorgeous landscape that will have you fantasizing about retiring to such a serene place. Kevin provided a picnic lunch that was perfect delicious fare complimenting the surroundings. The wine owners and wine makers were clearly ardent in their love for making their wines and unparalleled in their hospitality. There is something to discover for connoisseurs and amateurs alike, and as I have family and friends visit I will certainly add it to my list of must-experience activities in Eugene.

3. Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

America's Hub World Tours
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5.0 based on 6 reviews

Together here in our complete combo tour experience you may visit Portland Women's Forum, Vista House, Latourell Falls, and Multnomah Falls.  Then, we continue driving east father up the river to the town of Hood River.  With the mountains views of Mt. Hood, Mt. Adams, farms and wind Surfing makes for an unparalleled Oregon experience.  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.

Inclusions: Hotel pickup and drop-off at select downtown Portland hotels, One wine tasting flight per person at each of two wineries, Professional Tour Guide, Bottled water

Exclusions: Lunch, Gratuities

Reviewed By 888travelert

We took three three tours with America's Hub. In fact, when they had to reschedule a coastal tour they provided us with a private downtown tour. All three tours - half day downtown Portland, half day Multnomah Falls and Columbia River Gorge, and full day coastal tour far exceeded our expectations. Phil was our tour guide for the two half day tours and Carrie was our tour guide for the full day coastal tour - they were both very knowledgeable, and offered lots of great tips on restaurants, and scenic hot spots, I would highly recommend all three of these tours,

4. Willamette Valley Wine Tasting Tour from Eugene

America's Hub World Tours
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5.0 based on 6 reviews

Go wine tasting near Eugene in the Southern Willamette Valley, stopping at three wineries and enjoying a cheese & cracker platter.  With more than  100 vineyards and over 25 wineries calling the Southern Willamette Valley home, there are plenty of varietals to suit individual tastes, from the region’s distinctive pinot noir to gold-medal chardonnay. With a knowledgeable guide, you'll visit a handpicked selection of small-town vineyards. Numbers are limited to 10 wine lovers on this small-group tour.

Inclusions: Bottled water, Wine tasting, Cheese & cracker tray, Live commentary on board, Professional, local guide, Pickup and drop-off from designated meeting points

Exclusions: Gratuities

Reviewed By 888travelert

We took three three tours with America's Hub. In fact, when they had to reschedule a coastal tour they provided us with a private downtown tour. All three tours - half day downtown Portland, half day Multnomah Falls and Columbia River Gorge, and full day coastal tour far exceeded our expectations. Phil was our tour guide for the two half day tours and Carrie was our tour guide for the full day coastal tour - they were both very knowledgeable, and offered lots of great tips on restaurants, and scenic hot spots, I would highly recommend all three of these tours,

5. Private Oregon Wine Tour-Full Day Tour with Lunch

Willamette Valley Tour
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5.0 based on 7 reviews

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 complimentary gourmet 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. 2 person minimum to book.

Inclusions: complementary main entree at Red Hills Market, Professional guide, Hotel pickup and drop-off (selected hotels only), Water/Small Snacks, Snacks, Bottled water

Exclusions: Alcoholic drinks (available to purchase), Gratuities

Reviewed By K1019SPstevena

We were so excited to visit Portland for the first time, but then we had an injury to a family member and could no longer go. Paul was very courteous, professional and easy to contact about re-scheduling. So, even if we did not have a chance to go on the tour, we are still impressed. Thanks Paul!

6. Guided Jetboat Tour for Six -Private

Rogers Landing County Park, Newberg, OR 97132, USA NW Jet Boat Charter
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5.0 based on 5 reviews

This is the only commercially available scenic tour on this section of river. You will learn the rich history of the area going back to the mid 1800's. You will see a small local ferry boat that has served the area continuously since the days of the early pioneers and covered wagons.

Inclusions: Snacks, Bottled water

Exclusions: Restroom on board

Reviewed By T9213ZWruthg

Hands down one of the funnest things we have done with the family! If you looking for a great river experience this is it. Great boat Captain, tons of smiles, beach bbq, river education, swimming and just an all around fantastic experience!

7. Willamette Valley Character Winery Tour

Terran Travels
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5.0 based on 9 reviews

We'll take you to 3 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.

Inclusions: Lunch, Snacks, Bottled water, Air-conditioned vehicle

Exclusions: Gratuities (always appreciated), Alcoholic Beverages

Reviewed By F7627WBkarinr

Our tour leader was very knowledgeable! Tour was a great way to see various waterfalls, Colombia River Gorge, Mt Hood and other lovely vistas. The wines we tasted were all very good.

8. Private - Willamette Valley Wine Tour From Portland

Pioneer Square North, SW Morrison St, Portland, OR 97204, USA Sea to Summit Tours & Adventures
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5.0 based on 1 reviews

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day of touring 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 all 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

Inclusions: Bottled water, Wine tasting, Local guide, All taxes, fees and handling charges

Exclusions: Gratuities, Lunch

Reviewed By Alfalfasgirl

Excellent tour, friendly, prompt, knowledgeable, and able to accommodate me last minute..thank you! I could not have asked for more. The falls just opened the day before my arrival in Portland and the previous tour I had set up did not answer my repeated phone calls to verify pick up and even told me by email the falls were closed so I was left scrambling. I was so excited to see the falls as I had planned months ago. Having a private tour was very nice and the price was very reasonable. If I ever have the opportunity to come to Portland again I will definitely seek this company first. The owner grew up here and is the 2nd oldest touring company here. He will make your tour special for sure

9. Private Customized Oregon Wine Maker Tours

Oregon Wine Maker Tours
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5.0 based on 10 reviews

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your tour guide, will interact with you before the tour to ensure that your wine country experience is memorable. He has over 30 years experience cultivating grapes and making wines. You have the option to tap his expertise as you taste wines, tour wine cellars, or explore vineyards. This private tour was nominated for USA Today's Top 20 American wine tours in 2020. Oregon’s amazing Willamette Valley, located just outside the Portland metro area, is nature’s masterpiece for growing cool-climate grapes, such as Pinot Noir. There are over 450 wineries located in this region that produce elite and delicious world-class wines. A trip to wine country with Oregon Winemaker Tours is perfect for singles, couples, or small groups. Relax and leave the driving to us while you enjoy a gourmet lunch and some of the world’s best wines. Cheers!

Inclusions: Private transportation, Gourmet wine country picnic lunch, Bottled water

Exclusions: Tasting fees (around $15-30 per winery). Often these are waived if you purchase wine to take home.

Reviewed By ronleeb

Carmine was amazing and gave us the best experience. He was super knowledgeable, kind, friendly, and gave us a 5-star experience. Would highly recommend and even use him again!

10. Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting

4841 SE 30th Ave, Portland, OR 97202, USA Terran Travels
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5.0 based on 48 reviews

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 Mt. Hood and Historic Columbia River Highway Scenic Byways. You'll visit 2 wineries. We cover lunch, you cover tasting fees.

Inclusions: Lunch, Snacks, Bottled water, Air-conditioned vehicle, PA system to hear the guide from the back row

Exclusions: Alcoholic Beverages, Gratuities (always appreciated)

Reviewed By ehalvo999

Chris was filling in for Marcus on our tour, and we had an amazing time! My parents were visiting Oregon from the East Coast for the first time, and I wanted them to see a different side of Oregon. Chris dazzled us with his impressive knowledge of the region, as well as the science and artistry involved in winemaking in the Willamette Valley. The drive was beautiful and we saw three wineries, each off the beaten track and each with their own unique personalities. The landscapes were breathtaking, and we became experts in Pinot Noir and Chardonnay. Lunch was from Elephants Delicatessen in Portland and really hit the spot - my boyfriend and I will definitely go there for ourselves sometime. It was a great way to relax, learn more about Willamette Valley, and spend time with family, all under the guidance of a friendly and approachable expert. A perfect way to convince my parents to move out West.

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