Join local friends and winemakers for a one-of-a-kind weekend of Walla Walla wine events.

Inquire About Your Trip

Our local friends and winemakers will guide you through exclusive behind-the-scenes Walla Walla wine events so you can enjoy Washington wine country to the fullest.

Engage in exclusive experiences, uniquely available through our local connections and friends, such as savoring a private winery tasting where the doors have yet to open to the public, or relishing the intimacy of a vineyard known for extending its warmest hospitality exclusively to close friends and cherished guests.

Whether it’s your first time in Walla Walla or not, gain a deeper perspective with exclusive and interactive experiences.

Event Details

4 Day - Walla Walla Wine Weekend

Dates: We recommend Spring (May to mid-June) or Fall (September to October).

Pricing: Inquire for pricing

Group Size: up to 14 travelers

Destinations: Walla Walla, Washington

Inquire About Your Trip

Save your seat now and finalize event details later! If plans change, you have 24 hours to request a refund and get fully reimbursed to your original payment method. Learn more here.

Event Inclusions

✓ Boutique Accommodation for 4 days/3 nights

✓All ground transportation logistics

✓ Breakfast at accommodations

✓ Wine tastings & local-guided experiences

✓ Airport meet & greet with private transfers

✓ Reservations at hand-selected restaurants

✓ Farm visit at Frog Hollow Farm

✓ Tour Devison Vineyard with owners, Kelsey and Peter

✓ Tasting at Valdemar Estate

✓ Free time in downtown Walla Walla

✓ Private dinner and hands-on ceramics class with Robin Leventhal

✓ And more!

Event Itinerary

Day One

Guests arrive in Walla Walla in the afternoon (either by car or the Walla Walla or Pasco airport) and will be escorted by their private guide and driver to The Barn B&B, a boutique B&B nestled in Walla Walla’s countryside.

Upon arrival, guests will be greeted by owners, Anand and Naina, who have connected us with many of the wineries we are partnering with on this experience and who are happy to share recommendations

From here, the journey begins with a private transfer to one of our first Walla Walla wine visits at Devison Vineyard, where guests will be met by owners, Kelsey and Peter, who are making some of the best wines in the state. While sipping on a handful of wines and snacking on charcuterie bites, we’ll learn about the wines and what makes them unique.

The driver and guide will then sweep guests away to Walla Walla’s award-winning downtown where guests will have an hour to explore on their own, maybe fit in a wine tasting, and get ideas of where they’d like to visit during the larger amount of free time on day 3.

Dinner reservations will be made in advance by TTLT at Saffron Mediterranean Kitchen, one of the “best restaurants in Washington State”, according to Lonely Planet. Guests will have dinner on their own and transportation will be available to take them back to Barn B&B.

Day Two

After enjoying an internationally-themed breakfast made by Naina at Barn B&B, start the day with a tasting at Valdemar Estate. Known for their Spanish heritage and head winemaker, Devyani Gupta, who is recognized by the Seattle Times for “guiding the future of Washington’s wine industry”.

This experience will be followed by a farm visit to Frog Hollow Farm just a couple of minutes away. Guests will enjoy a tour of the farm, farm lunch, and time to explore the shop.

The driver will take guests back to Barn B&B where they will have time to relax, enjoy the pool, and freshen up before dinner at Bar Bacetto in nearby Waitsburg, WA, recognized by NY Times as one of “America’s Best Restaurants” in 2023.

Day Three

After another memorable breakfast at the B&B, guests will be transported to Walla Walla’s unique “incubator” airport district to meet with up-and-coming winemakers at Prospice as well as Smak wineries just steps away from each other.

Changing the pace, lunch will be on your own and guests have the option to enjoy some of the best Mexican food in the area (and there is stiff competition) at a local favorite Mexican food truck, Agapas, at Quirk Brewing Co., also located in the airport district. The driver is ready whenever the travelers are to take people downtown for 2 hours of free time for tasting, shopping, and self-guided exploration.

Alternatively, guests can head straight into downtown after visiting Prospice and Smak and decide on their lunch spot downtown. The driver is ready to make that trip whenever they are. TTLT will provide a list of recommended tasting rooms, cafes, and shops. The driver is ready to take people back to Barn B&B whenever they are ready.

The final night in Walla Walla will transcend the wineries and tourist spots, offering travelers an insider experience available only upon special request. Guests will be transported to the residence and studio of Chef Robin Leventhal (of Top Chef) for a unique evening of hands-on creating and eating. First, we’ll meet in her pottery studio, where guests will craft pasta bowls (to be received at a later date) then, they will join Chef Robin in making and savoring fresh pasta, culminating in an unforgettable final dinner that beautifully concludes their time in Walla Walla.

Day Four

Enjoy one last breakfast at Barn B&B and depart at your leisure. Transportation to the airport (Pasco or Walla Walla) will be provided.

*Itinerary, hotels, activities, and modes of transportation are subject to change based on availability and/or weather conditions. In the event a hotel is unavailable, another comparable 4-5 star hotel will be substituted. All Terms and Conditions will be sent upon inquiry and must be agreed upon during booking.

What Travelers Say About Us

Frequently Asked Questions

Upon payment, travelers have a 24-hour period to request a refund with full reimbursement to the original payment method. After 24 hours from payment, the travel deposit becomes non-refundable consistent with our Terms & Conditions. Any cancellation or refund requests made thereafter will not be eligible for reimbursement. To request a refund, contact us at hello@thetablelesstraveled.com.
This itinerary is great for you if you’ve never explored Walla Walla before and want an inside look for your first time.
It’s also a great option if you’ve been to Walla Walla before but this time you want to come back and gain a deeper perspective with access to Walla Walla wine events that you couldn’t get on your own.
Whether it’s your first time or you’ve visited before, if you’re looking for thoughtful experiences, this is for you.
While we're known for curating global adventures, our decision to create an itinerary in Walla Walla reflects our commitment to providing travelers with exclusive and distinctive experiences, even in their own backyard. We've cultivated meaningful connections with friends in Walla Walla who have insider access to extraordinary wineries, exceptional restaurants, and boutique accommodations that continue to tell the story of friends who want to share their home with you.
By venturing into Walla Walla, we aim to showcase the richness and uniqueness of behind-the-scenes experiences with local businesses. This allows us to bring our signature touch to a more local setting, offering travelers the opportunity to explore thoughtful experiences and create lasting memories without the need for extensive travel.