Top Day Trips from Oregon (Updated November 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

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Blizzard Wines, Stoller Estate, ROCO Winery, Tresori Vineyards, Colene Clemens Vineyards,...
$131

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the...
$200

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint...
$126

Mt Hood, Waterfalls, and Wine Tour
Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning...
$140

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

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

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

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...
$239

Explore Astoria, Warrenton, Seaside, and Cannon Beach on an approximately 7-hour small-group tour with a local guide. Enjoy coastal scenery, movie locations, local legends, and...
$300

Admire one of the West’s most dramatic natural landscapes—and explore beyond Portland with ease—on this small-group day trip to Mount St. Helens National Volcanic Monument....
$281

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and...
$301

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel...
$21

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will...
$110

Join an intimate, Oregonian-led small group tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide...
$99

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of...
$281

Silver Falls Hike
Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). You...
$232

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

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of...
$129

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

