The 13 Best Wine Tours in Oregon
Oregon’s wine scene might not have the global fame of Napa, but it offers a unique, authentic experience for wine lovers. The state’s Willamette Valley is renowned for its Pinot Noir and Chardonnay, with some tours offering behind-the-scenes visits, others combining scenic drives with tastings, and a few taking you airborne to see the vineyards from above. Whether you want a luxury helicopter ride, a private custom tour, or a relaxed boutique winery experience, Oregon has it all.
In this guide, you’ll find detailed descriptions of the best wine tours based on reviews, uniqueness, and overall value. From the eye-popping views of the Tour DeVine by Heli to intimate private sommelier experiences, I’ll help you navigate what makes each stand out. Expect honest analysis, practical tips, and insights that make booking easier.
Quick Overview
This list of Oregon wine tours covers a broad spectrum: heli-sightseeing, private guided adventures, boutique winery visits, and history-focused excursions. Expect to see options that range from $250 to over $2,200, lasting from 5 hours to full-day experiences. Some tours include tastings, meals, and personalized guides, while others offer self-paced explorations with expert commentary. Whether you seek a luxury experience or a budget-friendly tour, there’s a good match here.
1. Tour DeVine by Heli – Helicopter Wine Tour
The Tour DeVine by Heli offers a once-in-a-lifetime view of Oregon’s wine country in a private helicopter. For $2,357.50 per person, you get about 6 hours of flying, tasting, and dining. The tour starts at a cozy hangar with sparkling wine, breakfast bites, and safety briefing before taking off over the lush vineyards. You visit three hand-picked wineries and enjoy tastings of award-winning wines, complemented by a delicious included lunch.
Guests rave about the personal touch and stunning aerial views, describing it as “the highlight of their trip.” The helicopter ride not only provides spectacular scenery but also allows a more intimate experience compared to bus tours. This is perfect for luxury travelers or those celebrating a special occasion, and it’s a memorable way to see Oregon’s diverse landscapes from above. The main drawback? The high price and limited availability make it best suited for special splurges.
Bottom Line: The helicopter tour is a luxurious, unforgettable experience that combines stunning scenery with elite service—ideal if budget isn’t your primary concern.
2. Willamette Wine Tour from Newberg (Tasting Fees Included)
This $339 private tour takes you deep into Oregon’s premier wine region. Lasting 6 to 9 hours, it offers a flexible, customizable experience with 3 or 4 wineries depending on your pace. You’ll visit legendary vineyards and explore the cult wines that put Willamette Valley on the map.
Guests appreciate the knowledgeable guides and the spectacular scenery along the vineyards. One reviewer notes how the guide’s inside knowledge made each stop special. This tour is ideal for couples or small groups who want an immersive, relaxed day with tastings included. You’ll enjoy private transportation and a tailored experience, making it a great choice for those wanting a customized visit.
Bottom Line: A flexible, personalized tour with tastings included, perfect for those wanting to explore Oregon wine at their preferred pace without breaking the bank.
3. Wine History Tours in Willamette Valley Oregon
This tour combines visits to boutique wineries with engaging storytelling about the region’s viticultural heritage.
This tour is especially suited for wine lovers who want to learn as they go, with custom options to focus on local stories, architecture, and culture. The $285 price includes 4 winery visits and a luxury vehicle, making it a good value for those wanting a deep dive into Oregon’s wine past.
Bottom Line: Perfect for history enthusiasts and curious wine lovers, this tour offers a well-rounded experience with educational insights.
4. Willamette Valley Boutique Winery Tour with Lunch
For $250, your group visits 3 to 4 small, award-winning wineries with personalized attention. The tour includes hotel pick-up within 40 miles of McMinnville and a boxed lunch of your choice.
Guests appreciate the intimate setting and the careful selection of wineries, often mentioning the delicious paired lunches and friendly guides. This tour is ideal if you want to avoid crowded tasting rooms and prefer a more exclusive, intimate experience. Because it’s private, you can customize your itinerary slightly—perhaps focusing more on Pinot Noir or visiting particular wineries.
Bottom Line: A personalized, boutique experience with excellent food and intimate winery visits—great for small groups seeking a relaxed, tailored day.
5. Willamette Wine Tour from McMinnville (Tasting Fees Included)
This tour is a $335 private day trip that takes you to 3 or 4 wineries based on your preferences. It’s perfect for those wanting to explore the region’s best vineyards with local guides who know the hidden gems. The tour is 6 to 9 hours, focusing on boutique wineries and stunning vineyard vistas.
Guests mention the expert guides and perfectly planned itinerary as highlights. One reviewer called it “a highly recommended experience,” emphasizing the delicious wines and beautiful scenery. It suits travelers who want a comfortable, flexible, private day with all tastings included.
Bottom Line: An excellent choice for those seeking a tailored private tour with local expertise and wine tasting inclusions.
6. Amy & Reba’s Day Drinking Wine Tours, Where we’ll Drive you to Drink
This $225 tour offers a casual, fun-filled 5 hours exploring 3 wineries in the Willamette Valley. Guides take care of everything, from transportation to personalized winery visits. The focus is on relaxed enjoyment, with deli-style boxed lunches included.
Guests love the upbeat guides who make the day feel like a friend’s outing, and the casual atmosphere means you can enjoy Pinot Noir in a comfortable setting. The tour is excellent for social groups and those who prefer not to drive but still want a guided, private experience.
Bottom Line: Perfect for friends or small groups looking for a fun, relaxed day with all logistics handled.
7. Best Wines Best Views | Full Day Private Willamette Valley Tours
The next tour offers a luxurious, full-day exploration of Oregon’s top-tier wineries. At $269, it includes 4 visits to renowned vineyards, with spectacular views and private tastings. The tour emphasizes high-quality wines and scenic vistas, often drawing praise for the expert guidance and caring service.
Guests describe it as a dream day, with unparalleled views and a focus on premium wines. It’s tailored for serious wine enthusiasts who want to learn and taste at the best wineries. The full-day format offers a comprehensive experience, suitable for special occasions or luxury travelers.
Bottom Line: A premium, scenic, and educational tour perfect for those wanting a taste of Oregon’s finest.
8. Private wine tour with local Sommelier
For an intimate, personalized experience, this tour offers a 6 to 9-hour journey with a local sommelier guide. The tour includes visits to vineyards where you meet winemakers, see barrel rooms, and enjoy a seasonal farm-to-table lunch. It’s perfect for connoisseurs and curious travelers who want expert insights and a behind-the-scenes look.
Guests note the personalized attention and knowledgeable guides as key highlights. The $2,250 price reflects the tailored, premium experience, suited for serious wine lovers or special occasions. The focus on local viticulture provides a deeper appreciation of Oregon’s wine culture.
Bottom Line: An excellent choice if you want a bespoke, educational experience with a local expert.
9. Private Willamette Valley Character Winery Tour
This tour offers a 6 to 7-hour driver-led experience exploring up to 4 wineries. For $594, it’s tailored to showcase the unique character of each tasting room, with lunch included. The focus is on stand-out wines that define Oregon’s diverse terroir.
Guests appreciate the careful planning and comfort of the chauffeur-driven vehicle. It’s ideal for those wanting a relaxed but comprehensive wine day, with customized stops based on your preferences. Because it’s a private guide, it’s perfect for small groups or couples seeking a bespoke experience.
Bottom Line: Best suited for those wanting a personalized itinerary with a focus on Oregon’s distinctive wine character.
10. Wine, Stables and Classic Cars Willamette Valley Tour Experience
This tour combines wine with horse stables, classic cars, and a historic farm house. Over 6-7 hours, you’ll visit West Hills Vineyards, Holmes Gap Vineyard, and explore the scenic countryside. The tour includes hotel or airport pickup, gourmet food, and a chance to see vintage cars.
Guests find the variety of experiences refreshing, noting the charming atmosphere and mixed interests that make it more than just a wine tour. It’s suited for those wanting a full day with diverse sights and a touch of local history. The $297 price reflects the all-included, multi-activity nature.
Bottom Line: Great for adventurers who appreciate wine but also want stables, cars, and history.
11. Winter Focused Willamette Valley Wine Tour (Tastings Included)
A great choice for colder months, focusing on cozy tasting rooms and boutique wineries that feature fireplaces and warm hospitality. For $339, you get a 6-9 hour relaxed tour exploring 3 or 4 wineries with tastings included.
Guests love the atmosphere of comfort and intimacy, especially during winter. It’s perfect for romantic getaways or small groups looking for a relaxing, cozy experience. The flexibility to visit 3 or more wineries makes it adaptable to your preferred pace.
Bottom Line: An excellent winter escape, combining top wines with warm, inviting environments.
12. Heart of Willamette Winery Pass 2024
This affordable tour offers over $150 in value with tastings and discounts at various wineries during 2024. The self-guided pass allows flexible visits to scenic, artisanal wineries like Airlie Winery, with scenic drives and intimate tasting rooms.
Guests report the ease of picking wineries at their own pace and enjoying special discounts. It’s ideal for budget-conscious travelers or those wanting more control over their wine experience.
Bottom Line: An economical way to explore Oregon wine country at your own pace, with added savings.
13. From Portland: Willamette Valley Wine Tasting Tour
The next tour is a 7.5-hour guided experience, perfect for visitors staying in Portland. For $149, you’ll explore three wineries, enjoy tasting flights, and see beautiful scenic vistas of the Cascade Mountain Range.
Guests love the professional guides and easy logistics, making it a great introductory tour for first-timers. The tour includes transportation from Portland and visits to award-winning wineries. It’s a value-packed option for those with limited time but wanting a taste of Oregon’s best.
Bottom Line: Ideal for Portland visitors who want a convenient, guided introduction to the region’s wines.
How to Choose the Right Wine Tour in Oregon
When selecting your ideal Oregon wine tour, consider your budget, time available, and your interest level. For luxury and once-in-a-lifetime experiences, the Tour DeVine Helicopter Ride provides unmatched aerial views and exclusivity—perfect for a special occasion. If you prefer personalized, flexible experiences and want to explore boutique wineries, tours like the Embrace Oregon private tour or Willamette Valley private options work well.
Budget-conscious travelers will appreciate self-guided options like the Willamette Valley Winery Pass or group tours such as Amy & Reba’s. For winter visits, the cozy tasting room tours ensure warmth and comfort. Planning your trip during spring or fall will give you the best weather and vineyard scenery, but many tours are flexible year-round.
Booking early is crucial, especially for private or high-demand tours. Check for special dietary requests or customizations when possible, and consider whether you want a guided experience or self-paced exploration.
Final Thoughts
Oregon’s wine tours offer a rich mix of scenic beauty, intimate tastings, and unique experiences. For a luxury splurge, the Tour DeVine by Heli is truly unforgettable, while the private, customizable tours focus on personalized service and in-depth knowledge. Budget travelers or those seeking a self-guided experience will find excellent value with the Willamette Valley Winery Pass or guided day trips from Portland.
No matter your style, booking early ensures you won’t miss out on these excellent opportunities to taste Oregon’s world-class wines. Whether you’re celebrating a special event or simply want a taste of the Pacific Northwest, these tours promise memorable moments amid breathtaking scenery. Cheers to your Oregon wine adventure—may it be as rich and diverse as the wines themselves.