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7 Day Wine Discovery Vacation in Washington and Oregon

Leavenworth, Chelan County, Washington, USA

Stunning Wine Vacation USA

For expert and novice wine and culinary lovers, this Wine Explorers Tour introduces you to the world-class wines of Washington and Oregon. The wine growing regions in both states offer the most stunningly diverse landscapes in the world. Join InquisiTours on this seven-day inclusive small-group exploration of wine, culinary expertise and cultural and natural history of the Pacific Northwest.


  • 6 wine flight tastings
  • The service of local experts
  • 2 receptions with wine and appetizers
  • 5 lunches and 1 dinners with wine
  • 6 nights' accommodation
  • A deluxe transportation
  • 6 breakfasts


6 days with instruction
Group size: 2-6 participants
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You will spend two nights in Leavenworth, two nights in Walla Walla, and two nights Portland at deluxe hotel accommodations. The hotels are all deluxe accommodations which include a central location, facilities with a pool, small gym, on-site restaurants. In Leavenworth, you stay at the Bavarian Lodge, Walla Walla at the Courtyard Marriott, and Portland will vary - similar to the Hotel Duniway or Mark Spencer hotel.


Private groups

Please take note this program will be private, meaning small groups of 2 to 6 people traveling together that book this program will not be combined with strangers. The lodging and activities will be private for the group only.

Day 1: Seattle, Washington to Chelan, Washington (via Woodinville, Washington)

You will start with a downtown Seattle pickup by your InquisiTours tour director starting at 8:30 a.m. As you leave Seattle toward Woodinville, learn the history that made this world-class city what it is today. You will arrive in Woodinville, a renowned wine-mecca north of Seattle with a small-town vibe that draws visitors and locals alike to its 100-plus tasting rooms.

There, you will visit a winery and feast on lunch before traveling through the Cascade Mountains and the Wenatchee National Forest. Your home for the night, Chelan, is a quaint agri-artisan community located along the Southeast end of Lake Chelan, and home to dozens of wineries. Tonight, enjoy a welcome reception with dinner on your own. You will spend an overnight here.

  • Included: 1 tasting, lunch, and reception

Day 2: Chelan, Washington

Start the day with a hearty breakfast before exploring the wines of this glacially carved valley. Initially known for apples and abundant recreational opportunities, the crystal-clear waters of Lake Chelan are now the backdrop for your wine tastings. You will visit select wineries that may include: Fielding Hills, Tsillan, Hard Row to Hoe, or Benson Vineyards, with a picnic lunch while wine touring. The evening is yours to do what you want. Overnight.

  • Included: Breakfast, lunch, 1 tasting

Day 3: Chelan to Walla Walla, Washington

This morning board your van to explore the dramatic Columbia River Basin. Orchards and vineyards complete the expansive views as you travel into the heart of the Washington wine country. You will enjoy a delightful lunch and wine production tour at one of the great Red Mountain AVA wineries.

After a scenic drive to Walla Walla, your day will finish with a brief walking tour of this beautiful college town and a tasting at a downtown boutique winery before checking into the hotel for the night. The evening is yours to explore the many dining options in town. Overnight.

  • Included: Breakfast, lunch, 1 tasting

Day 4: Walla Walla, Washington

After breakfast, join InquisiTours for a morning art-walk while you explore the creative side of Walla Walla among the sculptures on the Whitman College campus, followed by a visit to a Southside winery and tasting. The rest of the day is yours to do what you please.

You can choose from an optional excursion or may decide to spend your day exploring, shopping, or visiting the numerous tasting rooms and art galleries in town. Whatever you do, you will want to be back in time for a special wine-paired dinner. Overnight.

  • Included: Breakfast, dinner, 1 tasting

Day 5: Walla Walla, Washington to Portland, Oregon

This morning you will meander country roads and farmlands as you make your way to Portland along the scenic Columbia River Gorge. Along the way, you will stop at a Columbia Gorge winery for lunch and a tasting, and you will view the iconic and stunning Multnomah Falls before checking into the hotel in the early evening. Dinner is on your own and in Portland that means anything from food trucks to fine dining. Overnight.

  • Included: Breakfast, lunch, 1 tasting

Day 6: Portland, Oregon

After breakfast, join InquisiTours for a scenic drive to the Willamette Valley for a visit to an estate vineyard to sample the region's Pinot Noir paired with lunch. After lunch, you will return to Portland and the rest of the afternoon is yours to do what you please.

You may decide to visit Powell’s Book Store, explore various neighborhoods while riding the MAX train, visit the numerous museums or breweries in town, enjoy tax-free retail shopping, or a combination of everything! However you choose to spend your day, InquisiTours hopes you will find time to join a farewell reception in the early evening.

  • Included: Breakfast, lunch, 1 tasting, reception

Day 7: Portland, Oregon to Seattle, Washington

After breakfast on your final day, you will head north on to Seattle. You will stop at the airport around noon, and a downtown location around 1:00 p.m. If you are sailing to Alaska from Seattle on that day, InquisiTours can drop you at the Seattle Cruise Terminal with plenty of time to board your ship.

  • Included: Breakfast


This vacation takes place in Leavenworth, Walla Walla in Washinton and Portland in Oregon, USA.


  • Breakfast: You will have a hot and cold breakfast, served at the hotel.
  • Lunch: Lunchtime may find InquisiTours at a scenic winery with full lunch service or with a gourmet picnic, or even a food truck.
  • Dinner: On the train, a gourmet picnic meal or dinner on the train from the departure city will be arranged. The dinners in Walla Walla are unique and venues and caterers will vary based on the tour, though all with a focus on quality cuisine. You will not walk away hungry.
  • Reception: You will get a glass of wine or beer and appetizers. You will only get some alcohol included as mentioned in the itinerary - not all alcohol is included.

Note: Upon booking, please advise InquisiTours if you have any food restrictions, allergies or requests. They can accommodate a wide variety of needs when given enough notice.

The following meals are included:

  • Breakfast
  • Drinks

The following drinks are included:

  • Alcoholic beverages

The following dietary requirement(s) are served and/or catered for:

  • Regular (typically includes meat and fish)
  • Other dietary requirements on request
If you have special dietary requirements it's a good idea to communicate it to the organiser when making a reservation

What's included

  • 6 wine flight tastings as mentioned in the itinerary
  • The service of local experts providing historical accounts and entertaining stories of the birthplace of Western hospitality
  • Deluxe transportation for touring via air-conditioned small coach, sprinter, or van
  • 6 nights' accommodation
  • 6 breakfasts
  • 5 lunches with wine
  • 1 dinners with wine
  • 2 receptions with wine and appetizers

What's not included

  • Air transportation to Seattle
  • Gratuities for the InquisiTours guide

How to get there

Recommended Airports

Your InquisiTours representative will pick you up at a pre-determined downtown Seattle location. Please inquire regarding airport pick up options.

Cancellation Policy

  • A reservation requires a deposit of 14% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid 30 days before arrival.
7 days / 6 nights
from --

This holiday is available all year round upon request for small groups of 2 to 6 people traveling together. Please select your arrival date below. 

Minimum group size

This trip requires a minimum of 2 participants

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