Fully Customizable

Best Oregon Wines

Professional Driver

Mix & Match It All - Fully Customized Willamette Valley Tour!

A relaxing day in the Willamette Valley, surrounded by breathtaking scenery is just what you’ve been missing! Join us for a day of exploring some of Oregon’s best wineries, breweries & distilleries, completely hassle-free thanks to your experienced professional driver seamlessly getting you from one spot to the next. Another advantage? You get to choose! This tour is fully customizable, meaning each tour is made specially to include just what your heart desires (or leaving out what it doesn’t!)

Why Choose Us?

Sit back and enjoy the ride knowing your professional and knowledgeable driver with more than two decades of professional driving experience is behind the wheel

Enjoy an easy-going atmosphere from your driver as you are taken from each winery, brewery or distillery

Drink some of Oregon’s best wine, beer or distilled beverages while admiring the stunning views of the Willamette Valley

Live your experience to the fullest with ease, while we provide the safe roundtrip transportation you need

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Trip Details

The Nitty Gritty


1-6 people: $100.00/hr

Minimum booking is for 6 hours.

A 2.6% Tourism Tax applies to all bookings.

An optional $100.00 concierge fee also applies if May Your Glass Be Filled sets up the tour.

Departure time

9:30 am*  – To insure a punctual arrival time for the first tasting. This is based on a 4 tasting tour day.

*Example departure time for sample itinerary, the exact departure time of your tour is customizable.

Meeting point

Pick up at AirBnB or hotel


March to mid-December


4 hour minimum

Expect to spend 1.5-2 hours at each winery, brewery or distillery.

Group size

6 person maximum. Vehicle is a 2018 Chevrolet Suburban LS


With Concierge Service:

  • Experienced guide/driver
  • Winery/Brewery/Distillery reservations
  • Plenty of cold bottled water

Without Concierge Service:

  • Experienced guide/driver
  • Plenty of cold bottled water

Not included

  • Fees associated with winery, brewery or distillery tours / tastings
  • Lunch
  • Tips

What to bring

Comfortable clothes for the day’s weather

Participation requirements

Must be 21 years or older

Sample Itinerary

Trees at sunset with a person holding up a glass of red wine.

The sample itinerary below is based on a 7-hour day with stops at 4 locations.

At around 9:30 am, we will pick you up from your hotel to head towards your first stop of the day, Beaux Freres Vineyards, a winery, and farm where you will savor each drop of wine that puts Oregon Pinot Noir on the map. Next, we’ll head to tasting at Bergstrom, famous for its Pinot Noirs, Chardonnays, and Syrahs! Once you’ve worked up a healthy appetite, we’ll head to Red Hills Market for lunch before making our last stop at Deponte and Argyle, who have been the go-to experts in sparkling wine for the past thirty-five-plus years. Here we will enjoy a glass of bubbly if time allows! After an educational day spent getting to know the Willamette Valley, you will be dropped off at your hotel.

Important: This is just a sample itinerary so you can get a feel for what you can do! With that said, the sky’s the limit and we are fully able to customize your experience to your needs. Check out Willamette Wines for more information on the wineries and vineyards in the Willamette Valley. Wine, beer, and distillery tastings and meals are not included in the tour price.

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Two people drinking beer in nature at sunset.
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