Portland’s reputation as a hub for craft drinks extends beyond its famous beer scene — the city’s proximity to Oregon’s Willamette Valley makes it an ideal base for wine lovers. Oregon’s premier wine region boasts some of the best Pinot Noir in the world, alongside chardonnays and rieslings, set amidst lush vineyards and rolling hills. Whether you want a guided tour with expert insights or a private, customizable experience, Portland offers a variety of options that cater to all levels of wine enthusiasm. For instance, the Willamette Valley Wine Tour with Lunch offers a full-day immersion with visits to three wineries and a gourmet meal — a true highlight for connoisseurs.
Beyond simply tasting, many tours incorporate scenic stops at waterfalls and mountain vistas, like the towering Mt. Hood or the dramatic Columbia Gorge. If scenic drives and natural beauty are your thing, the Full-Day Mt Hood Waterfall Tour with Lunch and Wine combines both in a seamless day out. No matter your style, Portland’s wine tours promise an engaging way to explore Oregon’s wine country, with plenty of options for every taste and schedule.
1. Willamette Valley Wine Tour with Lunch
At number 1, this Willamette Valley Wine Tour with Lunch stands out for its generous half-day experience. You’ll visit up to three classic Oregon wineries and enjoy tastings of flagship varietals like pinots, chardonnays, and rieslings. The tour includes a wine country style lunch at a winery, which is a real treat — especially since tasting fees are not included, giving you the flexibility to sample more or less. The guides are well-trained, blending expert knowledge with a friendly attitude, making this perfect for both novices and seasoned wine lovers. Reviewers love how personalized and informative the experience is, with one saying, “Wayne was prompt, communicated well, and made us feel like VIPs.” For a comprehensive and relaxed day among vineyard landscapes, this tour offers excellent value at $210 per person.
Bottom Line: Ideal for those wanting a full-day, guided experience with a delicious meal and multiple vineyard visits.
2. Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included
This Full-Day Mt Hood Waterfall Tour with Lunch and Wine captures the essence of outdoor Oregon combined with wine. Over 8 to 9 hours, you’ll explore the Columbia Gorge, stopping at the famous Multnomah Falls and the historic Timberline Lodge. The tour also includes visits to two wineries with tastings, plus a hosted lunch and a glass of wine at one of the vineyards — all included in the $179 fee. Guides like Marcus receive rave reviews for their knowledge and friendliness, making the day both educational and fun. The small group size ensures a personalized touch as you absorb stunning mountain vistas and cascading waterfalls.
Bottom Line: A great pick if you want scenic waterfalls, mountain views, and local wine without the hassle of driving.
3. Willamette Valley Wine Tour from Portland
For around $140, the Willamette Valley Wine Tour from Portland offers a half-day exploration into Oregon’s renowned wine region. You’ll visit three carefully selected wineries like Domaine Serene and Colene Clemens, with a focus on award-winning Pinot Noir. The tour includes pickup and drop-off from downtown Portland hotels, making it convenient and stress-free. Guests praise the personal attention from guides and the chance to taste some of the best Oregon wines in their setting. The experience suits travelers who enjoy a relaxed pace with quality wine and scenic backroads.
Bottom Line: Perfect for those with limited time who want a taste of Oregon wine country in a small, intimate group.
4. Mt Hood, Waterfalls, and Wine Tour with Tasting Fees Included
The Mt Hood, Waterfalls, and Wine Tour offers a full 8.5-hour day combining Oregon’s natural beauty and wine. Starting with Multnomah Falls, you’ll then visit a regional vineyard where tasting fees are included, followed by a drive up to Timberline Lodge. The tour also includes a stop at Bonneville Fish Hatchery and a stroll through Hood River, known for its kitesurfing scene. Guides like Rob and Phil get top marks for their engaging commentary and local insights, making this a well-rounded day for outdoor lovers and wine enthusiasts alike.
Bottom Line: A comprehensive day trip for those who want waterfalls, mountain scenery, and wine, all with included tasting fees.
5. Willamette Valley Wine Tasting Tour from Portland
This Willamette Valley Wine Tasting Tour emphasizes small-group intimacy, limited to 8 guests, perfect for personalized attention. Starting with hotel pickup, you’ll visit three wineries like Domaine Serene and enjoy tasting award-winning varietals. Guides share rich insights into Oregon’s cool-climate viticulture, making the experience more than just drinking wine. The relaxed 6-hour format is excellent for those who want quality over quantity, with many reviewers noting the knowledgeable guides and beautiful countryside.
Bottom Line: Best suited for wine lovers who prefer a more intimate, educational experience with a focus on Oregon’s best wineries.
6. Small Group: Willamette Valley Wine Tour From Portland (Tasting Fees Included)
This Small Group Willamette Valley Wine Tour offers an exclusive, luxurious experience with a Mercedes-Benz Sprinter van and a dedicated guide. It’s limited to 8 people, so you’re sure to get a tailored experience. The itinerary includes visits to four wineries, with tasting fees included, and a focus on Oregon’s diverse terroirs. Guests love the personable guides and the scenic routes through the vineyards, making it ideal for small groups seeking a premium, hassle-free day.
Bottom Line: Perfect for travelers wanting a private, high-end experience with personalized winery visits.
7. Private Customized Willamette Valley Wine Maker Tour with Lunch
The Private Customized Willamette Valley Wine Maker Tour provides a flexible, bespoke experience. Led by an expert with over 30 years of local knowledge, you’ll visit around four estate wineries, with the option to tailor your itinerary. The trip includes a gourmet picnic lunch at a vineyard, making it ideal for those who want a personalized tasting adventure. Reviews highlight guides’ extensive network and ability to craft memorable days, with prices reflecting a top-tier experience.
Bottom Line: Best for serious wine aficionados who want a private, fully customized day with gourmet lunch included.
8. Private Wine Excursion Willamette Valley, Oregon – Wine Tour
This Private Wine Excursion offers a flexible, personalized day touring the Willamette Valley’s best estates. With a dedicated driver and options to visit local farms and boutique wineries like Aurora or Newberg, you’ll experience Oregon wine in a relaxed setting. The fully private nature ensures tailored visits, and reviewers mention the “passionate artisans” and excellent storytelling.
Bottom Line: Perfect for those seeking a private, curated experience with a focus on boutique wineries and personalized service.
9. Waterfalls & Wine Tour – Multnomah Falls, Vineyards, Hood River Combo
This Waterfalls & Wine Tour combines Oregon’s best natural sights with wine tasting in an 8-hour adventure. You’ll explore Multnomah Falls, Latourell Falls, and experience a vineyard visit at the Columbia Gorge AVA. The tour includes a stop in Hood River for lunch and light walking on trails. Guides like Alex and Jeri are praised for their knowledge and friendliness, making this a well-rounded day for outdoor lovers and wine fans alike.
Bottom Line: A full-day combo for those who want waterfalls, mountain views, and wine, balancing nature with taste.
10. Private Wine Tours
For the ultimate luxury, the Private Wine Tours provide a fully tailored experience. Working closely with you, a professional guide arranges visits to four estate wineries, with stops based on your preferences. The experience includes private tastings, no need to worry about driving, and a flexible itinerary. This is the most customizable and exclusive option, with reviews emphasizing the guide’s expertise and the quality of wineries visited.
Bottom Line: Ideal for serious wine enthusiasts or groups who want a fully personalized, private day in Oregon wine country.
How to Choose the Best Portland Wine Tour
Choosing the right tour depends on your interests, budget, and how much time you want to dedicate. If you love a full-day experience with a set itinerary and lunch, the Willamette Valley Wine Tour with Lunch offers fantastic value. For scenic outdoor exploration combined with wine, the Mt Hood Waterfall Tour excels, especially if you want to see waterfalls and mountains. If privacy and customization are your priority, the Private Customized Willamette Valley Wine Maker Tour or the Private Wine Excursion provide tailored experiences with gourmet lunches and private tastings.
Consider your physical activity level — some tours involve walking or scenic stops, while others are more relaxed. Budget-wise, guided group tours from $140 to $279 offer great value, while private tours reflect premium rates but include personal attention and exclusivity.
Book early during peak seasons (spring and fall) for the best selections, and always confirm tasting fees and inclusions in advance.
Oregon’s wine country offers a range of experiences, from guided group tastings to private vineyard visits. If you’re looking for a straightforward, well-reviewed option, the Willamette Valley Wine Tour with Lunch is a top choice. For scenic outdoor lovers, the Waterfalls & Wine Tour combines Oregon’s stunning landscape with excellent wine stops. And for those wanting a fully personalized journey, the private options ensure your visit is tailored to your tastes. No matter your preference, Portland’s wine tours offer a memorable way to experience Oregon’s renowned vineyards and spectacular scenery. Don’t forget to book early — these tours fill up fast, especially in the fall!