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
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
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
On this full-day tour, you’ll see the best of the Portland area and the Columbia River Gorge. Along the way, learn about Portland’s interesting history...
$149
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
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
The Oregon Coast is an experience like no other and our guides have selected a quieter, slower approach to the day: a visit to Haystack...
$130
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
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
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
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
Private Wine Tours
On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and...
$700
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...
$25
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
Oregon Coast Scenic Day Tour
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...
$242
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
The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day...
$285
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
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
