Oregon, From the Coast to the Cascades

Pack your bags, we're off to explore Oregon, from the Coast to the Cascades! The inspirational state of Oregon in the USA's Pacific Northwest is one of the most diverse, fun and exciting places to explore with your taste buds. Our culinary adventure is based in the free-spirited city of Portland (PDX) where the craft beer is some of the best in the world. We head out on day trips from Portland to visit the Coast, Willamette Valley and Mt. Hood Territory. In an area famed for Pinot Noir, hazelnuts and marionberries, the fresh produce in Oregon is second to none, and we'll try all of it on a private tour of Oregon's largest farmer's market and luncheon. Next, imagine lunch in a cherry orchard, witnessing veraison (the French term for the ripening of the grapes) in a hilltop vineyard, or standing on a century old fishing dock tasting and learning a bit of Oregon's maritime history. This tour is an opportunity for visitors to eat in some of the best restaurants in Portland, as well as to try some of our most iconic food and drink produced here, and then to get out of town and meet some of the personalities that make Oregon one of the most fun, interesting and delicious destinations in the USA.

2018 Dates & Pricing

July 11-18, 2018 (Wed-Tues)
$1895/person until April 30, 2018 - Early Bird Price
$2195/person May 1 - June 27, 2018

Ticket sales have closed for this trip, please email [email protected] for booking inquiries.

August 8-15 (Wed-Tues)
$1895/person until May 11, 2018 - Early Bird Price
$2195/person May 12 - July 25, 2018

Ticket sales have closed for this trip, please email [email protected] for booking inquiries.

August 22-29 (Wed-Tues)
$1895/person until May 25, 2018 - Early Bird Price
$2195/person May 26 - August 8, 2018

Ticket sales have closed for this trip, please email [email protected] for booking inquiries.

October 10-17 (Wed-Tues)
$1895/person until July 13, 2018 - Early Bird Price
$2195/person July 14 - September 26, 2018

*Groups may also make a deposit of 50% of ticket cost, with the remaining balance due 2 weeks prior to departure date. Email [email protected] for booking inquiries.

What's Included

  • All group transportation
  • 1 reception, 1 breakfast at the Farmers Market, 4 lunches, 4 dinners, some beverages
  • All tastings (including wine), tours and entry to all venues we visit on tour
  • Full time services of a professional guide and access to local experts, makers and producers
  • All pick up and drop off for driven portion of tour to central meeting location in Portland
  • Small, group tour - up to 14 people

What's Not Included

  • Hotel (please stay tuned for special rates with our hotel partner)
  • Airfare


Arrival Day 1 (Wednesday) Welcome Reception at Departure Restaurant

We’ll kick off the tour when you join us for a rooftop reception of drinks and appetizers at Departure, a pan-Asian style restaurant right in the heart of downtown Portland, atop the Nines Hotel. The perfect way to get acquainted to and oriented in Bridgetown (here you’ll see why Portland is called Bridgetown) with almost 360° views of the city. The bar is hosted from 5-6pm - we’ll enjoy a gorgeous spread of appetizers and get acquainted in one of the chicest spots in PDX. Reservations for dinner after the reception are strongly encouraged – you don’t want to miss out on a dinner experience at Departure!

Reception included; Breakfast, Lunch and Dinner on own.

Day 2 (Thursday) Astoria & the Northern Oregon Coast

Did you know all 363 miles of Oregon’s coastline are open to the public? We’ll see about 70 miles of Oregon’s northern coastline, and what a beautiful 70 they are! We will depart Portland after breakfast for a full day of touring. Our first two stops on this day’s journey will be in Astoria, where the mighty Columbia River meets the Pacific Ocean. We’ll visit Pier 39, where the historic Hanthorn Crab Co. once operated to see what the new generation of Astorians are cooking up, as well as Josephson’s smokehouse where the original smoker is almost 100 years old and a variety of delicious fish and mollusks are smoked every day. Next, we’ll meander down the coast and stop along the way for scenic lighthouse views, an easy rainforest hike to the beach and some of the best food and beer you can find on the Northern Oregon Coast’s new Food, Farm, Fish and Forage Trail. Both lunch and dinner will be enjoyed on the coast before we head back through the Coastal Range to Portland. 

Lunch, Dinner, Snacks Included; Breakfast is on own.

Day 3 (Friday) Portland Makers Walking Tour

On this three hour tour we will walk approximately 2 miles (a little over 3 km) and visit a number of Portland's most iconic, and locally cherished, businesses along the way. From coffee to chocolate and spirits to charcuterie, plus plenty more good stuff in between, tour goers will walk away with an unforgettable new understanding of why Portland is considered one of America's most delicious cities.

The rest of this day/evening is yours to explore Portland on your own.

Includes heavy tasting; Breakfast, Lunch, Dinner on own.

Day 4 (Saturday) Portland Farmers Market & Private Lunch

We'll get to Portland (and Oregon's) largest farmers market early this Saturday morning for a private tour before the crowds descend on the 120 vendors who make this market one of the top five in the country. We'll meet local farmers, taste some fresh produce and then you'll be on your own to people-watch, sip on some of Portland's famous coffee, tea or kombucha, and grab a bite. Afterward, we'll get back in to the van and head across the river to one of Portland's more beautiful neighborhoods for a private lunch, cooking demonstration with Oregon produce, and wine pairing with Diane Morgan, James Beard award-winning cookbook author. 

The rest of this day/evening is yours to explore Portland on your own.

$10 in tokens for Breakfast included, as well as private Lunch with wine pairing; Dinner is on own.

Day 5 (Sunday) Willamette Valley Wineries

On this day you’ll sit back and relax while The Big Foody guides takes you through the idyllic, rolling hills of wine country to a series of tastings and tours, starting off with a focus on Riesling and progressing through the day toward the Pinot Noir that made the Valley famous. We’ll get started right after breakfast and head down to the Eola-Amity Hills AVA (American Viticultural Area) for a wine and pastry pairing, then make our way back up into the Dundee Hills, Yamhill-Carlton and Chehalem Mountains AVAs for a full day of food, wine and olive oil tasting. Included is an exclusive experience with winemakers at Angela Estate that will change depending on the time of year and what is happening on the vineyard at that time. We might experience véraison in summer or harvest in fall, either way it’s a magical opportunity for any wine lover. We’ll end our day in wine country with dinner at Jory at the Allison Inn and Spa, a Willamette Valley institution and foody Mecca, before we head back to Portland in the evening.

We work with several excellent wineries, so we may rotate to different wineries on different tours, based on time of year and availability.

Lunch, Dinner, Snacks included; Breakfast on own.

Day 6 (Monday) The Cascades & Columbia River Gorge

Our last day trip out of Portland for the week will be to the Columbia River Gorge, the Hood River ‘Fruit Loop’ and Mt. Hood. We’ll start at Vista House, for a ranger-led tour of this 100 year old grey sandstone and marble building overlooking the Gorge, a canyon cut into the Cascade Mountain Range through millennia by the Columbia River’s flow. Next, we’ll head up the Gorge toward Hood River for a quick break to stretch our legs and have a walk around this small, hillside city with great views of the Columbia. Hood River has quickly become known for the excellent beer and cider you can find here, as well as access to lots of outdoor activities like hiking and wind or kitesurfing that attracts travelers looking to get away from the city bustle. After this, we’ll head into the Fruit Loop, a collection of 28 apple, pear, cherry and grape farms that lie in the valley between Mt. Hood and Hood River. Depending on time of year, we’ll taste what’s coming off the trees, vines and cider presses of some of these farms. We’ll also enjoy a catered lunch in the cherry orchard of Packer Farms. We’ll conclude this day atop Mt. Hood, Oregon’s tallest peak, at the New Deal era Timberline Lodge with a fireside dinner of seasonal fare. Tour goers can catch the sunset or enjoy a drink at the bar and then we’ll head back to Portland in the evening. 

Lunch, Dinner, Snacks Included; Breakfast on own. 

Day 7 (Tuesday) Optional Breakfast Meetup & Farewell Dinner at Noble Rot

OPTIONAL: On our last day together, tour guests can choose to meet up for breakfast at the Portland Mercado, the city’s incubator for Latin and women-owned businesses. The Mercado features a series of outdoor food carts and indoor or outdoor seating, the perfect place for a late morning summer breakfast. Your guide can introduce you to a few of the innovative business owners that create some of the best Latin food in the city, as well as recommend great food and drink options.

Our tour’s official conclusion will be when we meet for a farewell dinner at Noble Rot in Portland’s inner East Burnside neighborhood. Noble Rot is a Portland institution that has helped grow the city’s reputation for sustainability, conscious sourcing and excellent food and wine for the past 16 years. As you arrive, grab a glass of wine or aperitif and we’ll head out to the rooftop garden for a tour. This garden is in production year round, consistently providing inspiration to the kitchen, and is a huge part of the identity of this special restaurant and its chef and owners. After, we’ll settle in to a seasonally focused three course dinner, pour a glass of Pinot and toast new friends, concluding our experience touring Oregon, From the Coast to the Cascades. 

Dinner included; Breakfast, Lunch on own.

Day 8 Depart PDX... Or explore further on your own!


Activity Level

This tour is fairly active, with an urban walk for up to 2 miles (broken up in smaller segments) as well as a short, .5 mile hike over an uneven dirt pathway. We will also be walking through vineyards and orchards. Must be able to be on your feet for at least a few hours at a time, inside and outside in sometimes changing weather. 

Oregon's Weather

Remember the weather changes by the minute and to check back for updates regularly!



Know Before you Go


Please check back for information on special deals with our hotel partners, coming soon!


All group transportation is included in the cost of the tour and guests will be picked up and dropped off at a central location on all driving days. Guests are responsible for arranging their own transportation to and from PDX, as well as for getting around the city when on their own. 

For information on public transportation, please visit Trimet's website. Otherwise, Uber and Lyft are reliable transportation options in Portland. 


The airport that services the city of Portland and surrounding areas is PDX (America's Best 5 years in a row!), you can find more information on their website

Sightseeing on your own

Please visit Travel Portland's website for ideas on what to do in your free time and to keep up-to-date on events going on during your stay. 

You'll also potentially have a few evenings on your own, so be sure to check out the show schedules at The Armory in the Pearl District and The Arlene Schnitzer Concert Hall downtown. 


You will receive a confirmation email upon booking with more detailed information on packing. Remember to check average weather for the time of year you'll be visiting and pack accordingly. Comfortable shoes for walking are a must and layers for keeping warm or cooling down are a good idea.