Top Day Trips from Oregon (Updated November 2026)

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...
$139

Home to some incredible bed and breakfasts, Newberg Oregon is centered in the heart of Oregon Wine Country. While you don't have to stay with...
$230

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for...
$129

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

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

Spend an entire day traveling through Hells Canyon and experience wildlife, swim in the fresh water, visit our historical sites and museums and more! This...
$219

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

This day trip is a customized tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops,...
$1,526

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...
$1,652

The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests...
$230

Silver Falls Private Hike Tour
There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its...
$109

Create Your Perfect Oregon Adventure! Your tour, your way! Choose from the destinations and experiences listed in the itinerary, or let us create something entirely...
$699

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the...
$150

Unlike a typical wine tour, we will stroll through gorgeous vineyards with the winemakers themselves, explore barrel rooms (possibly taste from the barrel!) and experience...
$2,250

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

Join us on our full day guided tour from Portland to Mt. Hood. By visiting Mount Hood with our enthusiastic and knowledgeable guides, you will...
$133

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

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on...
$1,334

