Walla Walla Itinerary: Anne Hughes, party of 3

Walla Walla was once the Washington Territory's capital stretching from the Olympic Peninsula and Puget sound, over the Cascade Mountains to the dry Columbia Plateau and rolling Palouse Hills. Walla Walla has been home to tribes, missionaries, fur traders, the Hudson's Bay Company, Idaho gold rushers, U.S. cavalry, and briefly by Lewis & Clark and the Corps of Discovery.

Walla Walla (named by local tribes as the land of many waters) is nestled into a valley in the Blue Mountain's foothills. It features rich fertile soils from years of glacial flooding, which suits many fruits, vegetables, and grains.

Italian immigrants planted vineyards four generations ago, and one of those descendants started the first winery. The first Walla Walla wine was released in 1977 by Leonetti Cellar.


Saturday, October 8

10:30 a.m. - pickup from 330 S 1st Ave. Your driver and guide for the day is the esteemed Michael Jaramillo. He can be reached at (509) 520-3964.

11:00 a.m. - Canvasback

1825 J.B. George Rd. — Fee: $20pp (waived with bottle purchase)

Napa Valley put American Cabernet on the map and Canvasback is trying to do the same for the Red Mountain AVA Cabernet. The hot appellation produces full-bodied wines, expertly handled by Washington native and winemaker, Brian Rudin.

Winemaker Ashley Trout of Brook & Bull

12:30p.m. - Brook & Bull Cellars

1249 Lyday Ln Fee: $20 pp (60 mins; waived with bottle purchase)

Owned and operated by one of the U.S. top 40 under 40 winemakers, Ashley Trout produces big and bold red wines. She is known for Malbec, as she spent several harvests making wine in Argentina. She also makes phenomenal Rose and Chardonnay from one of the best vineyard sites in Washington State. Ashley also supports VITAL wines, which raises money for free health care services to the underserved.You purchased the gourmet boxed lunch option, which will be provided by Foodscapes Walla Walla. You can enjoy your lunch concurrently with your tasting.

2:00 p.m. - Devison Vintners

4122 Powerline Rd. —  $25 pp, waived with purchase.

You’ll meet husband and wife winemaking team Peter and Kelsey Devison, who bring a wealth of experience to their craft and produce some of the most interesting wines in the valley: small lot native wines with complexity, depth and character that showcase the typicity of Washington’s best vineyards. Tasting in person at their cellar door has only been possible since the Springs of 2021!

N.B. - You’ll be tasting here during the hectic harvest season, so please be patient with the winemakers, and -- be prepared for the elements! It may be warm, cold, wet and/or loud. We will do our best to seat you with an enjoyable view, however, depending on the day that may not be possible.

Back to your AirBnB by 5:00 p.m.


Reach Jamey by text or phone anytime: (208) 867-8261.

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Douglas Dilks, party of 2

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Walla Walla Itinerary - The Perfect Day