Top Oregon Desserts & Sweets in 2026

Portland is renowned for its vibrant dining scene—and on this small-group tasting tour, you’ll follow your guide straight to the city’s best bites. Meet in the center of town, and be sure to come hungry: You’ll enjoy enough decadent tastings to add up to a generous lunch. Sample everything from Thai food and tacos to hand-pulled noodles and dessert—and stop to visit Portland icons like Powell’s Books in between.

Portland is jam-packed with good food, so it can be difficult to find the best places. This small-group foodie adventure takes the guesswork out with a walking tour through downtown, making several stops at local hotspots. Along the way, you can learn about the Portland food scene, visit a few hidden foodie gems, and enjoy several dishes before indulging your sweet tooth with a tasty dessert.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2.0-mile (3.5-kilometer) walk, you’ll visit popular coffee shops and lesser-known spots, learning about coffee and chocolate along the way. You'll also visit Azar Indulgences, where chocolate is paired with international wines.

Eat and drink your way through downtown Portland with this tour, which focuses on two of the city's most lauded treats: coffee and donuts. Your guide will take you to craft coffee houses to give you an insider view on different approaches to coffee and lead you to a variety of donut shops, many offering tasty treats not found anywhere else in the country.

Discover the sweet side of Portland when you embark on this doughnuts and coffee bike tour. Join this cycling adventure, complete with bikes, helmets, and tasty treats. Start by fueling up with a coffee at a local bean-roasting haven specializing in single-origin coffee. Then, make your way through the curated itinerary of local doughnut shops. Plus, stop at a beloved apple fritters spot.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. This walking tour visits one of the city's oldest food cart pods and several others, where you'll try treats from five to seven different food carts plus a local brewery and a well-known bakery's award-winning dish.

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.

From fiery deaths to watery graves: In this 1.5 mile cemetery walking tour, we weave what we know of the peoples who lived here for millennia with verifiable stories of recent centuries. We can only guess, based on our psychics’ readings and eerie coincidences we have observed, where people here before us feared to walk and canoe at night. As a wise person wrote, every story ends as a ghost story. Our ghosts are legion. We now call it Oregon; “ourigan” was ancestral home to hundreds of thousands. They have left a darkness here, expressed with stories from the earliest days of our written history to modern times. Starting with early disasters, we will tell ghost stories we have collected, from fiery deaths to those in the waters of nearby river; from self-inflicted to deaths brought by the state or a rich man’s guilt. Our route takes us through the inner eastside, where more of Portland’s disasters have happened than any other part of the city & where many early settlers are buried.

Portland’s historic Mississippi District is home to killer live music venues, eclectic shops, and some of the best restaurants, bars and food carts in any city – especially if you know what to look for. On our walking food tour of Mississippi Avenue, that’s exactly what I’ll show you! Some of the delicious food and drinks we'll sample: - Perfectly cooked egg sandwiches on fresh-baked sourdough. - Locally roasted coffee or craft cocktail (or coffee cocktail!). - Mouth-watering cake & brioche donuts with seasonal ingredients. - Deliciously authentic cubanos and sweet plantains with mojitos. - Melt-in-your-mouth brisket & more from the West Coast’s #1 BBQ spot. Come hungry, thirsty, and curious! The food is the star of this tour, but you’ll also learn about historic Mississippi Ave and the city of Portland. This neighborhood is weird and wonderful, and I’ll share some of the most interesting tidbits along the way.

We’re definitely Keeping It Weird on the Underground Donut Tour - Portland Holiday Edition. Come join us as we take a stroll through downtown Portland and try some of the best donuts you'll ever have in your life. Seriously, these donuts are amazing. The tour starts near the PSU campus where we try an assortment of donuts. Next, we take a leisurely walk through the park towards downtown Portland. Along the way you'll learn about Portland history, both for donuts as well as the larger restaurant industry. Depending on what's open that day, we may stop at one of several donut shops downtown, so make sure to bring your appetite. We'll stop along the way to admire the holiday lights and decorations, specifically in Pioneer Square. Lastly, we'll stop at the place that started it all, Voodoo Doughnuts. Don't worry though, because we can skip the line. Along the way, we'll sprinkle in some humor, history, and fun for the whole family. What's not to love? We hope you can make it!