Top Oregon Dining Experiences

Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.

Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

This is the one and only Original Alpaca Picnic Experience. While shooting for Quechua Benefit, a nonprofit supporting economic benefits for underserved communities in the Peruvian highlands, professional travel, nature & humanitarian photographer Wasim Muklashy met Amanda Vandenbosch, one of the world's premiere alpaca breeders & Peru-trained alpaca judges. That encounter blossomed into a friendship which led to his living & working at Flying Dutchman Alpacas, Amanda's family farm in Bend, OR during part of the pandemic year. Taking their morning coffee & lunch in the alpaca pasture was pure therapy & they both realized that if these floofs were therapeutic to them, they'd be therapeutic to ALL. So here they are, offering an experience with a group of floofs guaranteed to put smiles on the faces of those in the foulest of moods. There is no other activity that will give you this level of time, experience, education and interaction with the magical creatures that are the alpaca.

Immerse yourself in the beauty and bounty of Willamette Valley's renowned wine country on this full-day, small-group tour from Portland. Perfect for all levels of wine enthusiasts—from newcomers to connoisseurs—this tour whisks you to three or four top-rated vineyards. Sample a range of varietals (tasting fees own expense), enjoy a picnic lunch, and benefit from door-to-door service.

Learn about the haunted past of Portland, Oregon's Old Town with this guided ghost tour. Your guide will regale you with tales of the past as you walk to different allegedly haunted locations, wrapping up at Kells Irish Restaurant & Pub, believed to be haunted by a long-dead fire captain.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.

Winery hop through the Willamette Valley, known for its Pinots, with this small-group tour. You will visit three different tasting rooms where you’ll get the chance to sample wine safely, without having to worry about driving. You’ll also stop for lunch along the way, included in the price of the tour.

Experience the Willamette Valley, Oregon's largest wine region, on this wine-tasting tour from Portland. In a small group, head south of Portland to the Willamette Valley wine region, famed for its Pinot Noir. Spend the day tasting different wines (at your own expense) at three select wineries and learn about the region, and Oregon’s wine industry, from your guide.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Visit the top attractions in the Columbia River Gorge National Scenic Area and Mt. Hood National Forest on this day trip from Portland. After spending the morning chasing waterfalls and marveling at 500-pound fish at Bonneville Fish Hatchery, enjoy free time for lunch in historic downtown Hood River. After lunch, we will visit a vineyard in the region for a wine tasting and drive more than halfway up the side of Mt. Hood to explore Timberline Lodge

Learn how to all about the chocolate-making process, from start to finish, with this educational experience. You'll learn the art of chocolate-making from an expert and get the chance to make (and take home) your own truffle ganache or chocolate bark. Tea- and chocolate-tasting experiences and afternoon tea are also available.

If folding dumplings while surrounded by good food and good vibes sounds like your kind of evening, this cooking class with Chef Jimmy belongs on your Portland bucket list. Hosted at a trendy local venue, this interactive dim sum experience teaches you how to make authentic dumplings from scratch without the stress or intimidation. You’ll start by preparing fresh hot water dough before learning how to shape delicate dumpling wrappers by hand. Then, Chef Jimmy will walk you through two flavorful fillings: a hearty pork and chicken mixture with green onions and a savory vegetarian option featuring cabbage, shiitake mushrooms and parsley. Once your dumplings are folded and ready, you’ll make a simple but addictive dipping sauce with soy sauce, sesame oil and chili crunch for the perfect finishing touch. This beginner-friendly class includes all ingredients and cooking tools, plus step-by-step guidance that makes every part of the process approachable, fun and surprisingly therapeutic.

With more breweries than any other city in the US, Portland is a beer drinker’s dream. It can be hard to decide where to start, so this craft brewery tour takes you to a handful of the best on the city’s East Side, a neighborhood known for its innovation but off the radar of many tourists. Challenge your taste buds and find your new favorite brew, from West Coast IPAs to seasonal lagers and barrel-aged beers.