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 beautiful sightseeing of the Hood River area, and ride your railbike along scenic wood. Pedal along beautiful nature and enjoy the magnificent views. Custom-built, two-person railbikes offer the ultimate immersive railway experience. Enjoy pedaling a railbike leisurely on the train track through some of the most picturesque scenery in the United States. After crossing a bridge meander along the Hood River towards Mt. Hood, through pine trees, next to a small waterfall, past a rare switchback, and through to orchard and vineyard country. The motorized two-person / tandem bikes are designed to climb up the valley with minimal effort, carry conversations with ease. Feel free to take a look around and be amused by the untouched stretch of the natural world. Once you reach The Fruit Company in about 5.5 miles, a break allows you to take a short tour of the factory and historic museum, as well as visit the gift shop, get some refreshments, and snap some photos before heading back down the hill to the train station. Pedal your way through the Hood River Valley with a friendly, local guide, taking in the sights like never before. The entire round-trip takes approximately 2.4 hours, but the memories will last a lifetime.

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.

Discover some of Portland's best bike routes and breweries on a brews cruise bike tour. Join your guide as you head out on the city's bike-friendly streets and peddle through downtown. Enjoy two stops at local microbreweries to sample their craft beers. Get some exercise and avoid the hassle of driving as you explore some of Portland's oldest neighborhoods with your guide. Learn how the city rose to fame as an international craft beer destination and how the culture of collaboration and experimentation allows so many breweries to coexist in Portland. Take a sneak peek behind the scenes at a microbrewery and learn about the brewing process. Discover how locally sourced, world-class ingredients like Willamette Valley hops and Mt. Hood’s pure snowmelt are transformed to make some of the best beer in the world. Along the way, visit Lone-Fir Cemetery, Portland’s second-largest arboretum, where you'll pay homage to one of the original brewmasters of the world, followed by a cycle through Portland’s flagship Laurelhurst Park.

Go on this flight tour up to Mount Hood and enjoy a unique view. Enjoy a low-level tour past Multnomah Falls and the rest of the Columbia River Gorge. Take a unique flight climbing above the Sandy River toward Mount Hood and over the Mount Hood National Forest. At the peak of the tour, on a clear day, you are able to see Mount Rainier, Mount St. Helens, Mount Adam, Mount Jefferson, and of course, Mount Hood. Descend back into the Columbia River Gorge, flying past Oregon’s famous natural celebrities such as Elowah Falls, Horsetail Falls, Multnomah Falls, and more.  This grand tour showcases some of the best natural landmarks in Oregon.

Discover the best of the Colombia River American Viticulture Area on this day trip from Portland. Enjoy a wine-tasting flight at one of the area's most renowned wineries, travel on the Mount Hood Railroad, and explore Multnomah Falls with a local guide. After getting picked up from Portland, travel straight to Multnomah Falls. Admire the impressive upper falls, which plummet 542 feet into a pool that runs into the Columbia River, making it the second-highest waterfall in the United States. At the base of the falls, you can visit the Historic Multnomah Falls Lodge for souvenirs and snacks, or visit the interpretative center. Next, head to Hood River and enjoy some free time to explore downtown before lunch at a local restaurant (not included in the tour price). After lunch, cross the road to board the Mount Hood Railroad where you will board the Hood River Excursion Train for a 3-hour ride. Enjoy a unique train ride through the lower Hood River Valley and learn about the landscape of Mount Hood and its history from your guide. Finally, pay a visit to one of the area's 65 wineries for a wine tasting. Depending on the day, you could visit The Gorge White House, Phelps Creek Vineyards, Cathedral Ridge Winery, Viento, Mt. Hood Winery, Stave and Stone, The Pines, Garnier, Hood Crest, or Wy’East vineyards. Get dropped off back at your hotel in Portland at the end of the day.