Enjoy a bike ride in the morning (bicycle provided) and relax with lunch and wine tasting in the afternoon. Greet the morning with scenic forest views on Oregon’s first state trail: a converted railway line with a 700 foot lon... More

This 12 mile stretch of river combines both of our half-day trips into a relaxing and adventurous all day excursion on the Rogue. This trip departs Ashland once a day, seven days a week, when four or more river enthusiasts are rea... More

I run and operate a wine tour service that connects folks to boutique wineries in my elevated Mercedes Sprinter. I made this listing as a way to offer my service on this platform. You will get transportation to 3 wineries with an ... More

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 will provide you live commentary about the tour. Make space in your phone because all the vi... More

This Full-Day Deschutes River adventure is a perfect trips the entire family, friends or couples can enjoy. From beautiful canyon scenery to challenging and trilling rapids, warm temps and easy access, this is a fantastic trip. Ga... More

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 Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producer... More

On the drive to Crater Lake we will drive through the Willamette National Forest and high desert of Central Oregon. Views of Diamond Peak and Crescent Lake will wow you. We will stop at Salt Creek Falls, which is Oregon's second h... More

Spend the day learning what makes the Columbia River Gorge National Scenic Area one of the most special places on earth. From the beauty of the second tallest waterfall in the United States to seeing salmon and other amazing fish ... More

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your tour guide, will interact with you before the tour to ensure that your wine country experience is memorable. With 30 years of cul... More

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 local artisans during the Great Depression, and featuring the longest ski ... More

Biking on the roads and highways around the mountain we call Wy'East -- after the Indigenous name -- has been described as one of the most beautiful rides in the world. From stunning vistas to a profusion of summer wildflowers to ... More

Walk between the historical sites of Baker City, Oregon, on this immersive self-guided sightseeing tour, a great choice for first-time visitors and history buffs. This historic tour of Baker City is delivered straight to your mobi... More

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 at the fragrant coastal forests and breathtaking vistas at ev... More

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 local artisans during the Great Depression, and featuring the longest ski ... More

Imagine the salty sea breeze in your hair and the sound of waves crashing as we explore sandy shores and picturesque viewpoints together. Whether it’s discovering a secret beach, snapping photos of dramatic coastal cliffs, or hu... More

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 in harmonious praise and triumph of a day’s hunting well done! Embark on a meticulous... More

Smith Rock is Oregon’s premier rock climbing destination. There are scores of classic climbs on the tuff and basalt cliffs; development continues to this day with new moderates and cutting-edge routes going up each year. After... More

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 multiple stops at headlands and beaches. The trip will include a short hike through oldgrowth Sitk... More

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 of touring Oregon’s wine country with Sea to Summit, Portland Orego... More

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 guide will take you on a full day adventure exploring the Pacif... More