Your 8.5-hour trip begins early with a hotel pickup from downtown Portland. Embark on an exhilarating morning drive through the Columbia River Gorge. Catch spectacular views of the Cascade Mountains that flank the river and glimpse a waterfall or two. Along the forested highway, visit Oregon’s famous waterfall Multnomah Falls. Join your guide and fellow visitors on Benson Bridge and snap a picture of the 611-foot-tall cascade of water as it crashes below. Next, continue to Hood River, a picturesque valley town renowned as a prime destination for wind sports. Watch kiteboarders and windsurfers skate across the water as you learn about Hood River’s rich environmental and cultural history. Then take some free time for lunch, shopping or wine-tasting (if whimsy strikes you!). Then visit Rowena Crest which has spectacular views of the Columbia River Gorge. The final stop on your guided tour is the glorious Mount Hood, Oregon’s tallest peak at 11,249 feet (3,429 meters) and Timberline Lodge. Take a mountain walk or a self-guided visit through the renovated lodge that was once the setting for the classic film The Shining. Your day concludes back in Portland by early evening.

Explore the Columbia River Gorge and Mount Hood National Forest on board a luxury passenger van. Enjoy picturesque Pacific Northwest scenery on well-maintained trails with an expert guide. Depart from downtown Portland and drive towards Troutdale, known as the Gateway to the Gorge. Enjoy the journey along the Historic Columbia River Highway, the first planned scenic roadway in the United States. Arrive at Crown Point Vista House, an overlook that sits high above the Columbia River. From here, go deeper into the Columbia River National Scenic Area to the first waterfall for the day, the dramatic Latourell Falls. This waterfall plunges 249 feet over a massive wall of columnar basalt. Depending on the season, a short walk will take you closer to the falls. Proceed next to the grand Multnomah Falls, which plummets to the ground from 620 feet in two major steps. Explore the Multnomah Falls Historic Lodge and stand on the easily accessible viewing platform that offers a full view of the Benson Bridge and cascading falls beyond. Next up is Hood River, known as the "Windsurfing Capital of the World", where you can explore and grab some lunch. After, set out heading south, through the Fruit Loop orchards and lavender farms. If time permits, you may even make a brief stop at one of the farm stands. Then, climb about 6,000 feet in elevation to Timberline Lodge. This National Historic Landmark sits proudly against Oregon’s highest peak, Mount Hood. Take a walking tour at the lodge and enjoy the Cascade Mountain Range views from the lodge’s patios, before a relaxing journey back to Portland.