Top Oregon Dessert Tours in 2026

The Columbia River Gorge is known for its dramatic waterfalls and impressive vistas—but if you don't have car, planning a trip from Portland can be tricky. Instead, enjoy a hassle-free way to check off many top attractions in just half a day, all thanks to this small-group sightseeing tour. Visit the historic Vista House, admire Latourell Falls, stop at Multnomah Falls, and more, all while your guide shares insider stories.

Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.

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.

Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.

See the snowy peaks of Mount Hood and the surrounding dense forests and waterfalls from unparalleled views on this small-group flight. After boarding your flight, your pilot soars over the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state. These are views you can't find anywhere else.

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!

Discover Mount Saint Helens from a unique vantage point on a private flight tour from Troutdale. Once airborne, soar over the Colombia River Gorge and Portland. Have your camera ready as the plane flies above and around Mt. Saint Helens' crater and see the destruction from its 1980 eruption. Note: The flight route is dependent on weather and may change last minute.

Get off the beaten path to explore Portland's Kerns neighborhood with this guided food tour. You'll head up to the stretch of NE 28th Avenue known as "Restaurant Row," for a 1.2-mile-long walk with a guide, with stops at six different eateries along the way to sample local flavors.

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.