Oregon ranks among the best places in the U.S. for wine tours, thanks to its cool climate and volcanic soils that produce some of the nation’s finest Pinot Noir. The Willamette Valley is the star, offering a diverse mix of boutique wineries, stunning vineyards, and scenic landscapes. We particularly love tours that combine personalized experiences with expert guides, like the Willamette Wine Tour from Newberg, which takes you deep into the heart of Oregon’s premier wine region with visits to iconic vineyards and a taste of local culinary delights.
Oregon’s tours aren’t just about tasting wine—they’re about learning what makes Oregon wine special, whether it’s biodynamic farming at Winderlea Vineyard or uncovering wine and history at boutique wineries like Beaux Freres. Some tours offer customization and private experiences, perfect for couples or small groups, while others focus on fun, casual outings with local guides. Whatever your style, Oregon’s wine tours promise memorable moments amid stunning scenery.
1. Willamette Wine Tour from Newberg (Tasting Fees Included)
At number 1 on our list, this Willamette Wine Tour from Newberg captures the essence of Oregon wine country with its personalized approach. For about $339 per person, you get a custom private tour that visits 3 to 4 wineries, depending on your pace and interests. The tour includes tasting fees, so there’s no surprise cost at the wineries. The itinerary features stops at top-tier vineyards like Elevee, a boutique winery with a beautiful garden tasting area, and Winderlea, known for its biodynamically farmed vineyards and panoramic views. You’ll also enjoy a visit to Red Hills Market, a local favorite for its sandwiches and farm-to-table vibe.
What makes this tour stand out is the flexibility—your guide will tailor the experience based on your preferences. Past guests praise the guide’s knowledge and personalized service, with reviews highlighting the “spectacular views” and “delicious wines.” The tour is ideal for couples or small groups who want to explore Oregon wine with a comfortable pace and insider access.
Bottom line: If you want a flexible, private experience with excellent wineries and customizable options, this tour offers great value and a chance to explore Oregon’s best vineyards in style.
2. Wine History Tours in Willamette Valley Oregon
At number 2, this Wine History Tour in Willamette Valley is perfect for history buffs and wine lovers alike. For $285, you’ll spend roughly 5 to 9 hours exploring four top wineries like Beaux Freres and Domaine Divio, learning about the region’s unique development. The tour emphasizes storytelling—your guide will share fascinating tales about Oregon’s wine evolution and the stories behind each vineyard.
The tour includes visits to boutique wineries, offering high-end Pinot Noir and Chardonnay tasting experiences. The highlight is Domaine Divio, which was awarded the Traveler’s Choice in 2024, owned by a fourth-generation Burgundian winemaker. Guests love the combination of educational content and tasting, often noting how much they learn while enjoying incredible wines.
This tour is best suited for those who want a mix of wine tasting and cultural insight. It’s a great choice if you plan to visit Oregon’s wine country multiple days and want a deeper connection to its history.
Bottom line: For wine enthusiasts who crave a story with their sip, this tour balances history and exclusive tastings, making for an enriching day in wine country.
3. Willamette Valley Boutique Winery Tour with Lunch
Number 3, the Willamette Valley Boutique Winery Tour with Lunch, offers the perfect blend of relaxing private visits and a delicious meal for around $250. This 5-6 hour tour is tailored for small groups or families and includes reservations at 3 to 4 boutique wineries, all selected for their award-winning wines.
What makes this tour particularly appealing is its personalized vibe—you’ll be picked up from your McMinnville accommodation, and the guide handles all reservations and logistics. The small-group setting creates an intimate environment, allowing you to focus on enjoying the wines and the scenery. A highlight is the included box lunch, which you get to choose from a menu, making it easy to combine wine tasting with a tasty break.
Guests consistently praise the tour’s flexibility and the host’s friendliness, with comments like “a memorable time with friends,” and “well-organized and relaxing.” It’s ideal for those wanting a private, stress-free experience.
Bottom line: If you want a relaxed, private tour with great wines and a tasty lunch, this tour provides a personalized experience perfect for small groups or couples.
4. Willamette Wine Tour from McMinnville (Tasting Fees Included)
At number 4, this Willamette Wine Tour from McMinnville is similar to the Newberg tour but departs from McMinnville, offering a different starting point for exploring Oregon’s wine treasures. For $335 per person, it includes visits to boutique wineries like Elevee and Winderlea, featuring biodynamically farmed vineyards and stunning views.
This tour shines for its customizable itinerary and the inclusion of tasting fees—no hidden charges. Past travelers mention how Ken, the guide, plans the day to match their interests, with some saying, “His winery choices were spectacular.” The tour lasts 6-9 hours, making it suitable for a full day of wine exploration without feeling rushed.
If you prefer a private, flexible experience that emphasizes quality vineyards and expert guidance, this tour is a solid choice. It’s well-suited for serious wine enthusiasts who want to see a variety of wineries with a trusted guide.
Bottom line: For a personalized, full-day experience that spans iconic wineries with an emphasis on quality, this tour offers excellent value.
5. Amy & Reba’s Day Drinking Wine Tours, Where we’ll Drive you to Drink
Number 5 on our list, Amy & Reba’s Day Drinking Wine Tours is all about fun and casual exploration. For $225, you’ll be driven to three wineries by lively local guides, making this a relaxed alternative to more formal tours. The tour lasts about 5 hours and focuses on visiting wines from a curated list, including Parrett Mountain Cellars and Blakeslee Estate.
What sets this experience apart is its laid-back atmosphere—perfect for groups looking for a fun day of wine tasting with no worries about driving. The tour includes a boxed lunch and visits to well-loved wineries, although tasting fees are extra. Reviews highlight how friendly and personable the guides are, making it an ideal fit for social groups or first-timers.
It’s best suited for travelers who want a lighthearted, less structured day that emphasizes socializing and enjoying Oregon wine in a relaxed setting.
Bottom line: If you’re after a casual, no-fuss day with friends, this tour offers a lively, friendly vibe with the benefit of driver-guides.
6. Best Wines Best Views | Full Day Private Willamette Valley Tours
Number 6, the Best Wines Best Views is all about combining top-quality wines with breathtaking scenery. For $269 per person, it offers a personalized full-day private experience lasting 6-9 hours. The itinerary includes visits to Bergstrom Wines, which boasts some of the valley’s best wines and a beautiful farmhouse-style tasting room.
Known for its spectacular vistas and carefully curated winery visits, clients mention how driver Ken’s knowledge and timing make for a smooth, enjoyable day. The tour emphasizes boutique wineries with excellent wines, perfect for those who appreciate both quality and scenic beauty.
Ideal for couples or small groups who want an exclusive experience with an emphasis on views, this tour delivers a memorable blend of taste and landscape. The personalized approach means you can customize or relax as the guide handles logistics.
Bottom line: For travelers seeking a private, scenic wine tour that balances top-tier wineries with spectacular views, this tour is a top pick.
7. Heart of Willamette Winery Pass 2024: Wine Tastings and Discounts
Number 7, the Heart of Willamette Winery Pass 2024 offers incredible value—over $150 worth of tasting flights and discounts for just $45. It’s a flexible, self-guided pass valid from April to December, allowing you to visit multiple wineries like Airlie Winery and Benedetto Vineyards at your own pace.
This pass is perfect for independent travelers who want to explore multiple spots without the commitment of a guided tour. The pass includes tastings and discounts, making it a cost-effective way to experience Oregon’s wine scene.
While it lacks the guided aspect, many reviewers appreciate the freedom to craft their own itinerary and revisit favorite wineries. It’s best suited for self-directed wine lovers comfortable with planning their day.
Bottom line: If you prefer flexibility and want to sample a wide range of wineries at your own pace, this pass offers excellent value.
$45.00 per person
8. Private Willamette Valley Wine Tour
Number 8, the Private Willamette Valley Wine Tour is perfect for those seeking total customization. Starting at $1,292 for up to 13 people, this fully private tour gives you the power to choose your wineries or work with a guide to select spots based on your preferences.
Jeff Davies, with over 30 years of guiding experience, makes sure every detail is tailored. The tour runs 6-9 hours, including lunch options and visits to wineries that fit your tastes, whether you prefer iconic vineyards or lesser-known boutique spots**.
Guests praise his knowledge and the flexibility to create their perfect day. It’s ideal for groups who want control over their itinerary, want to visit specific wineries, or have special requests.
Bottom line: For groups seeking a completely personalized, private experience with expert guidance, this tour is the best value despite its higher price.
$1,292.00 per group (up to 13)
9. Wine, Stables and Classic Cars Willamette Valley Tour Experience
Number 9, Wine, Stables and Classic Cars Tour combines wine tasting with a touch of vintage flair. Starting with pickup from your accommodation, you’ll visit West Hills Vineyards and explore a state-of-the-art dressage facility and a collection of classic cars, making this more than just a winery tour.
The itinerary includes a visit to Holmes Gap Vineyard, where you’ll learn about sustainable practices while sampling some of the finest Pinot Noir. The tour lasts about 6-7 hours and is geared toward those who want a multi-faceted experience that ties wine tasting to local history and culture.
Guests note the seamless logistics and varied stops. It’s perfect for those who want a unique blend of wine, history, and vintage automobiles—a memorable mix for a special day.
Bottom line: If you’re interested in a multi-layered day with wine, vintage cars, and rural charm, this tour offers a distinctive experience.
$297.00 per person
10. Winter Focused Willamette Valley Wine Tour (Tastings Included)
Number 10, the Winter Focused Tour is tailored for cozy winter days in Oregon. For $339, you visit 3 to 4 wineries in a relaxed pace, with tasting fees included. The tour highlights cozy tasting rooms like Granville Wine Company, which features a wood-burning fireplace, and the beautiful views at Winderlea.
This tour is perfect for cold-weather visits, offering a warm, intimate feel with boutique wineries that prioritize hospitality. The itinerary emphasizes local charm and excellent wines, making it ideal for romantic or restful getaways.
Past reviews mention the “fantastic wines” and “cozy atmosphere,” perfect for enjoying Oregon’s winter scenery without sacrificing quality.
Bottom line: For winter travelers seeking warm, intimate tastings with quality wines, this tour offers a cozy, well-rounded experience.
$339.00 per person
How to Choose the Best Oregon Wine Tour for You
When selecting a wine tour in Oregon, consider your budget, time, and interests. For a private, customizable experience, tours like Willamette Wine Tour from Newberg or Private Willamette Valley Wine Tour give you control and personal attention. If your goal is a fun, laid-back day with friends, Amy & Reba’s Tour is perfect.
For those who love history as much as wine, the Wine History Tours offer a deeper understanding of the region’s roots. Budget travelers or those who want to explore a variety of wineries independently should consider the Winery Pass.
Booking early, especially during peak seasons in late spring and summer, ensures you get your preferred dates and experiences. Check if the tour includes tastings, meals, or transportation to match your comfort level and itinerary desires.
In summary, Oregon’s wine tours offer a spectrum of experiences—whether you want private, educational, casual, or scenic. For a luxury private tour, the Willamette Wine Tour from Newberg ranks high. For a more relaxed, fun day with friends, Amy & Reba’s Tour is a hit. And if you’re after a deep dive into Oregon wine history, the Wine History Tours will satisfy your curiosity.
No matter your style, booking early and choosing the right tour will make your Oregon wine experience truly memorable. Cheers to finding your perfect pour!