Things to do on Juneteenth in Oregon (Updated 2026)

Enjoy Portland from the water on this relaxed, island-style sunset cruise along the Willamette River. This 1.5 to 2-hour experience blends scenic views, tropical vibes,...
$560

Deschutes River E-Bike Tour
Take a tour of the Deschutes River as it winds through and around the city of Bend, while riding your premium electric bikes. You will...
$120

Download GuideAlong’s self-guided driving audio tour of the best of Oregon’s Mount Hood Loop. Discover the dramatic Multnomah Falls, scenic roads through the Columbia River...
$20

Wheel Fun Rentals in Bend is the perfect spot for FUN! Rent a Surrey and ride with your whole family along the scenic Deschutes River,...
$35

Full-day Columbia Gorge Hiking
The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces,...
$149

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and Mt Hood with Portland, Oregon's original tour and adventure company. Your seasoned, local...
$200

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by...
$175

Ever wonder what animals and plants you're seeing when you hike and what makes each one special? Wish you could have a naturalist along to...
$60

No other experience in Bend lets you travel the globe through chocolate. The chocolate experts guide you through the entire bean to bar journey, from...
$79

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding...
$138

Spend more time in the Gorge visiting waterfalls, viewing the scenery, and experiencing the Gorge with our direct service to the Waterfall Trolley. Join our...
$77

We will go to one of the most beautiful Cascade Lakes and you will enjoy stunning views while on a paddle board. When you want...
$150

City Lights and Bridge Tour
Classy pontoon boat tour by or through 10 bridges and around 4 islands! We depart in sight of the new Sellwood bridge, then cruise past the Iconic...
$99

Embark on an unforgettable journey with our exclusive vineyard, stable and historic Governor's farm house. Your tour begins with seamless pickup from the airport, your...
$150

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries...
$239

Discover the rugged beauty of the Mt Rainier National Park on this full-day trip. Travel aboard a comfortable van through historic Gold Rush towns to...
$350

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Cool Shore Excursions, Google and Yelp for Private Tours...
$1,292

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon...
$1,334

As the light from the moon and stars shimmers on the fresh snow, we will set off through the fresh powder, weaving uour way through...
$160

Join us for an epic subterranean adventure deep below the Earth’s surface. Bend is home to a vast amount of lava tube cave networks, that...
$160

