Educational Willamette Valley Wine Tours That Show Off Oregon's Wines

Wine Tasting and Tours From Portland

Wine tours are all we do, and you can feel the difference. We’re Certified Specialists of Wine and we customize every Willamette Valley wine tour., so you get a day that’s both genuinely fun and worth remembering. The route can start  in Portland or the Willamette Valley and end at our favorite hidden gem wineries. . We’d love to introduce you to our friends and show you our most popular destinations!
About us

Tour from Portland to the Willamette Valley with a CSW Trained Wine Professional in Oregon

We only do wine tasting tours and that makes a difference! As passionate Certified Specialists of Wine, we carefully curate our tours to provide an unforgettable and educational custom wine tasting experience in Oregon’s Willamette Valley. This is our backyard and we look forward to sharing it with you soon on a Triangle Wine Country Tour!

Choose Your Wine Tour

A Closer Look at Each Tour

Shareable Wine Tours

Our Shareable Wine Tours stay small, capped at six, which makes them a great fit for anyone visiting Portland or any local who wants to get to know the Valley a little better. If you’re a party of two or three, we’ll pair you with another small group, so you’ll likely head home with a few new friends.

We pick three wineries from our list of top visited wineries. The day covers door to door transportation, lunch, snacks, water, and a full day beside a Certified Specialist of Wine who’ll happily field any wine question you throw out. Round up your friends and let’s go.

Tasting fees aren’t included. That’s actually the better deal if you plan to buy a bottle or two to waive them, or if you’re a club member. Want them included anyway? Check the box to add $60 per person when you book.

Private Wine Tours

Private Wine Tours top out at six people and put the planning in your hands. Choose three wineries from our top visited wineries (on fee-included tours) or any winery within an hour of Portland (on fee-excluded tours).

You’ll get door to door transportation, lunch, snacks, water, and a full day with a Certified Specialist of Wine. From there it can go deeper: tastings with owners and winemakers, barrel tastings, vineyard walks, food pairings, even a look behind the scenes at the production facilities. It’s intimate, it’s built around what you’re into, and it’s about the best way we know to see the Valley like a local. Planning for seven to ten? Call us and we’ll work something out.

Tasting fees aren’t included. Most wineries waive them if you buy wine or join their club. If you’d rather have fees built in, contact us and we’ll customize a private tour to match (additional fees apply).

Curated Large Group Tours

Customized Wine Tours are the move when your group runs large or you want something a little extra. We handle seven to ten people by planning and running the whole day with you, start to finish. A light lunch is included, or upgrade to a full lunch for a small added fee.

Call or text us and we’ll talk through your plans, then put together a Willamette Valley day your group won’t stop talking about. Tasting fees aren’t included on large group tours.

Not Your Parents Beginners Wine Tour, Shareable

New to wine and wine tasting? Not Your Parents Beginner’s Wine Tour is for you! Visit the Willamette Valley with a Certified Specialist of Wine ready to answer all your questions and teach you the basics of wine history, tasting, defining your wine palate and finding great local wines to enjoy.

Not Your Parents Beginners Wine Tour, Private

New to wine and wine tasting? This beginner’s tour is for you! Visit the Willamette Valley with a Certified Specialist of Wine ready to answer all your questions and teach you the basics of wine history, tasting, defining your wine palate and finding great local wines to enjoy.

Merchandise-Available for purchase at tour checkout

Windy Hill Weavers Wine Carriers: $56

Illustrated Playing Cards: $20