Top Day Trips from Oregon (Updated November 2026)

Explore Oregon's wine country on a guided private tour where you will visit small production wineries and sometimes even interact with owners and winemakers at the...
$525

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

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

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

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see...
$65

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 is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by...
$139

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 waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will...
$110

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

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

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

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

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

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

Maximize your beach time while at the Oregon Coast! Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy...
$133

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

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

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

