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Curated wine tours showcasing the best of Oregon’s Willamette Valley
(4 reviews)
5.0
5.0 out of 5 stars (based on 4 reviews)
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Michele Margherita

CEO / Founder

Number of Tours
2
Number of Reviews
(4 reviews)
Rating
5.0
5.0 out of 5 stars (based on 490 reviews)
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Average
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Response Rate
96%

About

Triangle Wine Country Tours is a woman-owned, Portland, Oregon-based wine tour company offering unforgettable guided experiences through the scenic Willamette Valley, one of the West Coast’s premier wine regions. Led by certified wine professionals—including a Society of Wine Educators Certified Specialist of Wine—this tour operator specializes in educational, fun, and interactive wine tasting journeys tailored to both beginners and seasoned wine lovers.

Recognized for its exceptional guest experiences, Triangle Wine Country Tours is a proud recipient of the 2025 TripAdvisor Travelers’ Choice Award, highlighting its consistent excellence and top-rated service.

Guests can choose from small shareable group tours, private customized wine tours, or larger curated group experiences, each designed to showcase boutique wineries, local varietals, and the beautiful vineyards of the Willamette Valley. Tours typically include visits to three wineries, door-to-door transportation from the Portland Metro area, and a chance to learn about wine tasting, production, and regional characteristics from expert guides.

Whether you’re discovering Oregon wine for the first time or exploring with friends, Triangle Wine Country Tours delivers a personalized and engaging way to experience world-class wine country.

                                                                                                                                                                                                                                                                           

Tours and adventures by Local Legends Tours

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Willamette Valley Private Wine Tours

(3 reviews)

Free Cancellation

  • 7 hours

Private 7-hour Willamette Valley wine tour with door-to-door pickup, guided by a CSW Certified wine professional. Visit three wineries, enjoy tastings, a charcuterie lunch, and an intimate, personalized wine country experience.

From: $189.00
per person
Book Now
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Willamette Valley Shareable Wine Tours

(3 reviews)

Free Cancellation

  • 7 hours

Explore the Willamette Valley on a full-day wine tour with door-to-door pickup, visiting three wineries with scenic views and estate wine tastings. Enjoy a charcuterie lunch and expert guidance from a CSW Certified wine professional in a small-group, personalized experience.

From: $189.00
per person
Book Now

Review Summary

5.0
5.0 out of 5 stars (based on 4 reviews)
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Fun, Educational, and Unpretentious – Oregon Wine Tasting at Its Best!

October 10, 2026

Excellent wine tasting in Oregon! We had the best time with Michele and Cassie (her pup). We’ve been through Napa and vineyards in Italy, but found this tour to be the least pretentious and one of the most educational. Michele has mastered the art of teaching without making people feel like students. Her casual and fun personality makes her feel like a friend you’ve had for years. When you book, request Cassie come along, she is a gentle and beautiful Bernese and will add nothing but fun and memories to the tour!

David Pitchford

We were so glad to find...

November 27, 2025

We were so glad to find John and Michele from Triangle Wine Country Tour. We talked suggestions with them but after listening to their knowledge of the wineries, we changed our minds and chose ones that were more intimate and smaller. … More

Tracy Bagdon

We booked this tour with John...

November 27, 2025

We booked this tour with John and Michele and (Cassie their pups) last week and this was the highlight of our trip to Oregon. They picked my sister in law and me up at our hotel in McMinnville promptly. They selected the wineries and we are … More

Margaret Bagdon

Michele took us to the best...

October 28, 2025

Michele took us to the best wineries! The winery hosts were friendly, personable, and had amazing wine. She taught us about the history of the area, the wines, and was so friendly and helpful. Michele went above and beyond to serve a … More

Courtney Fujinami

Videos from Operator

Explore Oregon’s Willamette Valley on an unforgettable guided wine tour, featuring boutique wineries, tastings, and scenic vineyard views!

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Frequently asked questions

Triangle Wine Country Tours offers both shareable group tours and private, customizable wine tours through Oregon’s Willamette Valley, designed for all levels of wine enthusiasts.
Most tours include visits to three carefully selected boutique wineries, allowing guests to enjoy tastings, learn about the wines, and experience the beauty of the region.
Absolutely! We create curated itineraries for groups of 7–10 people, ideal for birthdays, corporate events, or family reunions. Pricing varies based on chosen wineries and experiences.
Private tours may include tastings with winemakers, cellar visits, vineyard walks, and a fully customized itinerary led by a Certified Specialist of Wine (CSW).

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