Top Day Trips from Portland (Updated November 2026)
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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
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
Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon...
$1,334
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
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
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
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
Capture the views of the Columbia Gorge without having to keep your eyes on the tour. Travel in the comfort of the private vehicle. Guide...
$850
It was once a premier camping destination, with a Mt. Fuji-like cone and pristine forest. The 8,365-foot-high mountain, formerly 9,665 feet high, is one of...
$350
Paddle through the calm, winding waterways of Scappoose Bay, one of the most serene and wildlife-rich kayaking areas in the region. This guided experience takes...
$99
There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself...
$149
There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern...
$129
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
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
On the Mount Saint Helens Volcano Tour, our guests will learn about the “blast zone,” mud-flows (lahars), pyroclastic flows, biological regeneration and the largest avalanche...
$1,334
