Top Day Trips from Oregon (Updated October 2026)

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country....
$230

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

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

Amy & Reba's Day Drinking Wine Tours, Where we'll Drive you to Drink is all about FUN, the love of wine and making lasting memories...
$225

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

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep...
$215

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...
$203

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

Explore Oregon's natural beauty on this McKenzie River tour, featuring riding in style with a Tesla. Enjoy a scenic 1.25 mile hike with stunning views...
$200

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings...
$200

Mt. Hood is the highest summit in Oregon. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and...
$199

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On...
$199

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the...
$189

Experience the Oregon Coast on an intimate 8.5-hour small-group tour from Portland, limited to just six guests. Visit Astoria’s famous Goonies House, scenic hillside viewpoints,...
$180

Experience Oregon’s crown jewel of state parks on this guided hiking tour of Silver Falls. Known as the ""crown jewel of the Oregon State Parks...
$179

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

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, and...
$159

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

Follow the path of an ancient riverbed, carved by the last Ice Age, past the Bridge of the Gods, and explore the Windsurfing Capital of...
$149

Oregon Coast Tour from Portland
With over 300 miles of public coastline, Oregon’s beaches are sure to amaze with their dramatic offshore rock formations and reborn beach towns. This tour...
$149

The 1-day trip on the Rogue River through Hellgate Canyon is ideal for almost anyone looking to get a day on the river. This trip meets...
$149

