Top Portland Food, Wine & Nightlife

Experiences both Portland’s rugged outdoors and renowned wine scene on this 6-hour small-group tour. Visit the Columbia Gorge National Scenic Area where you see waterfalls, admire the Cascade Mountain Range, and look out for Bald Eagles and Osprey. Then explore Hood River with its lush forests and stop at a variety of boutique wineries to sample locally produced wines including the much talked about Oregon Pinot Noirs. Leave the logistic and driving to your guide while you relax, taste fantastic wines, and learn about Oregon’s natural beauty.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

A short drive east of Portland, the Columbia Gorge is one of the most breathtaking scenic routes in the Pacific Northwest.Spanning along the Columbia River that separates Northwestern Oregon from Southwestern Washington, this beautiful area is characterized by gorgeous forests, towering waterfalls, ample hiking opportunities, and world-class wines. With this customizable private tour, you'll get to experience it on your own terms, with a focus on nature, wine tastings, or both.

Experience the diversity of flavors out of the Willamette Valley on this wine-tasting tour from Portland. In a small group, wind through the verdant hills of Portland’s surrounding wine region en route to three select vineyards. Your tasting adventure includes unique wine flights, snacks and a behind-the-scenes look at local viticulture.

There’s more to coffee and donuts than you think! Visit several local craft coffee shops throughout Downtown Portland for an interactive look at what makes Portland crazy about coffee. You'll try at least three different types of coffee and plenty of donuts at a total of 4-5 different stops. Every stop we visit locally produces all of their food & drink items. We will bring you to authentic and off the beaten path spots that are frequented by locals!

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.

Eat your way through Portland's best food carts on this guided van tour. See some of the city's favorite food cart "pods," and pass through many of Portland's coolest neighborhoods on the way. Stops include the Alberta Arts District, North Mississippi Avenue, and the hippie-meets-hipster neighborhood of Hawthorne.

With its famous food carts in abundance of restaurants running the gamut from funky to chichi, Portland is a great place for foodies. This small walking tour takes you all around downtown Portland, with stops at a selection of great local eating spots. You can expect to taste all sorts of treats. Typical examples include local seafood, wine, and beer, delicious desserts, and seasonal farm-to-table delights!

This 2 1/2 hour 4 mile tour takes you to some of the city's most famous donut shops for a taste of Portland's most delicious doughy delights - all food included! We'll cruise between 4 donut shops and ride through several of Portland's most lively and iconic neighborhoods including Old Town, Chinatown, the Pearl District, the Park Blocks, Portland State University and the scenic Portland Waterfront. Our first stop is NOLA with their rich, chocolaty layered La’ssant. The next is the deservedly famous Blue Star, where we'll sample the French brioche-based doughnut that graced the cover of Food & Wine magazine. Then on we go to local favorite Coco Donuts, which not only has scrumptious donuts but also roasts their own coffee. Then we cruise down the hill, along the river and to the most famous place in Portland, Voodoo donuts where we'll skip the line (often an hour long!) and try the notoriously delicious bacon maple bar (vegetarian option available).

Portland's chocolate scene is overwhelming; let us navigate you through its origins, passionate makers, and diversity with this walking tour that delves into what some call "decadence" but we call "delight." Chocolate is a virtue! And when paired with wine, another specialty of the Willamette Valley, we believe you'll find this tour unmatched in breadth and deliciousness.Our tour hits both the well-known highlights and some of the secrets of the chocolate scene, with a few surprises we don't want to give away. You'll taste chocolate in myriad forms and styles; think of it as a chocolate education. Trust that you will not leave the tour wanting!The tour in total is about 2.5 miles (4km), mostly flat walking, with several tastings of chocolate -- just the right amount so you'll have room for wine as well! We keep groups very small, so you'll have an intimate experience with your enthusiastic guides.(Contact us for larger groups or private experiences; we are happy to accommodate!)

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 seven local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Dine around Portland in the evening with this food and drink tour in the Northwest Portland Slabtown and Alphabet District neighborhoods. This walking tour will take you to five different restaurants where you'll get to try wine, pasta, Asian fusion food, and dessert. The tour ends at a craft brewery where you'll get to round off your culinary experience with a pint on the house. 

Explore the city and beyond on this small-group tour of Portland highlights followed by a wine tasting tour in the nearby Willamette Valley. Spend the morning visiting top Portland attractions with your guide, such as the International Rose Gardens and Pittock Mansion, followed by lunch on your own at one of Portland's trendy food cart pods and tastings at three Willamette Valley vineyards. This tour includes all transportation with live commentary onboard, wine tastings, entrance fees, and hotel pickup and drop-off.

People love to look at the Downtown Portland skyline from the International Rose Garden, from the Eastbank Esplanade, or while driving past on I-5 through the city.There’s something special about this skyline, especially at night, that we all seem to love. In spite of the horrendous traffic, Portland is a beautiful city to look at, and even better when flying above and around it…especially at night!This Portland air tour is a perfect and affordable way to check it out.

It's all about the bike ride! Our approach is to spend more time riding, but always stopping to smell the roses! Start in the inner Eastside neighborhoods, where we will fit you for a bike and helmet, ready for a sweet 9-11 mile ride through a pretty residential neighborhood, to our favorite rose garden, into an art-heavy industrial district, across the sexy Tilikum Bridge, and onto Portland's waterfront. From there, it's a visit to Old Town/Chinatown, and pop into the Pearl District, before we head back over another bridge back to our shop!You'll visit a total of five of the city's quadrants, ride over two bridges, and along the Willamette River. We'll visit a number of almost-secret beaches, read poetry written in the sidewalks and rocks, see public art of every shape, color and texture. And have you tried some of the city's best doughnuts? Now you can! (And no, we don't mean Voodoo.) All along the way, we'll tell the stories of the city we love.Bikes, helmets and water provided.

Pedal through the bike-friendly city of Portland to sample some of its best beers with this brewery bike tour of Portland. Stop at two breweries favored by your knowledgeable guide. Finish the tour with a final micro-brew right in the bike shop.

On this 3.5-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion, the International Rose Test Gardens, and the Portland Aerial Tram. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. You'll get another great view of the city riding the Portland Aerial Tram, at no additional charge (not running on Sundays). Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 22 notable bridges. Your guide will return you to your departure location at the end of the tour. Book our Explore Columbia River Gorge Half-Day Small-Group Tour as well, and receive $10 cash back.

Enjoy a savory spin through two Portland neighborhoods on this small-group walking tour through downtown Portland. Sample a wide variety of culinary delights, from both restaurants and the city's ubiquitous food carts alike. The menu may include bahn mi sandwiches, freshly made pasta ragu, and single-origin chocolates, all washed down with a local craft beer or wine. Learn about Portland's culinary history and culture from your expert guide. Group size is limited to 12 people.

Explore beautiful central Portland and sample some of the city’s iconic brews on this afternoon bike tour. Accompany your expert guide on a leisurely bike ride to several classic Portland microbreweries, including Lucky Lab and Rogue, for some fun and informative beer tasting.

We will get to indulge in some of Portland's most popular restaurants. Nostrana and Kachka are nationally recognized and their chefs are James Beard nominated. And you get to avoid the lines!Lots of Portland and neighborhood historical details are interwoven into our tour.

Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.

Oregon's lush Willamette Valley is known for its beautiful rolling hills and excellent terroir that's particularly ideal for growing pinot varietals. With this small group tour, you’ll get to experience the sights and tastes of this beautiful wine-producing area without having to worry about driving, all in the comfort of a guide-driven Mercedes 4x4.  

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Explore Portland’s chocolate scene, ride the streetcar between the East and West sides of the city, and learn how we've developed into a chocolate town. Enjoy views from the streetcar as you cross the Willamette river and hear about Portland’s urban planning and prioritization of art and small business. You will visit chocolate makers, learn about different varieties of chocolate and how to taste its intricate flavors, as one might wine.