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Portland, Oregon

Romantic Activities for Couples

Our most recommended Portland, Oregon Romantic Activities for Couples

Portland: Mount Hood Wine and Waterfalls Full-Day Tour

1. Portland: Mount Hood Wine and Waterfalls Full-Day Tour

Enjoy a full-day tour to discover the beautiful landscapes of the wine-growing regions near Portland. After pickup at your accommodation, travel through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Continue to the foothills of the western Cascades and ascend to the treeline on Mount Hood, the highest peak in Oregon. Spend an hour at the historic Timberline Lodge, built by local artisans during the Great Depression. Explore the interpretive displays, go hiking, or play in the snow, even in summer.  Afterward, drive to Hood River Valley to arrive at the first winery on the tour. Eat a farm-to-table lunch while enjoying a wine tasting at a boutique vineyard with a view of Mount Hood. Learn about wine production in the region and visit 1 other winery in the Columbia Gorge or Columbia Valley areas.  Travel through the Columbia Gorge and admire the towering basalt cliffs, before stopping at Multnomah Falls. Explore the tallest waterfall in Oregon during the 30-minute stop, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterward, you’ll head back to Portland to be dropped off at your hotel.

Portland: Eastside Craft Brewery Walking Tour

2. Portland: Eastside Craft Brewery Walking Tour

Meet your guide and small group across the river from downtown Portland in the inner Eastside industrial district. The meeting point on SE 7th Avenue is located in the heart of so many scenes, from coffee to food, distilleries and street art. For the best of Portland's brewery innovation and history, start here, where beer (and cider) flourish and learn of Portland's craft brewing history from those who lead the way.  Walk into the hotbed of beer, through the neighborhood that borders the Willamette River and allow your guide to personally select breweries representing a trip through the Oregon's brew past, present and future⁠—and the whole US. Follow your guide through the Eastside, where you'll find an assortment of beers to satisfy your personal preferences, like sours, craft barrel-aging, Belgians, wits, imperial IPAs, and more.  Walking distance will be 2-3 miles (3-5 kilometers), with just enough beer tasting so you'll know which stop you'd like to return to. At each brewery, your guide will lead you through the choices and let you select your favorites, offering you recommendations for a classic experience, or customized the tasting to fit your likes and dislikes. Cider options are available at each brewery for gluten-free or wheat-free tour guests, and the route is mostly flat so the walk is appropriate for all abilities. This craft brewery walking tour is conversational in style; your guide is eager to share beer knowledge as well as a window into the culture of this neighborhood, one which has supported the city's street artists, skateboarders, brewmasters, food innovators, and a number of other unique parts of the city's evolution from an afterthought to a sought-after destination for tourists worldwide.

From Portland: Northern Oregon Coast Day Trip

3. From Portland: Northern Oregon Coast Day Trip

Walk the beaches and an old growth forest along the Oregon Coast, and discover technological relics as you drive the Pacific Coast Scenic Byway with a small group led by an interpretive guide. This day trip is a customized tour along a rugged section of Oregon's northern coast. You’ll travel northwest of Portland, as your guide takes you through the farmland of Tualatin Valley, a sub-valley of Willamette, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir.  You'll have the option of making history-related stops near the town of Tillamook or spending time in Cannon Beach to check out Haystack Rock, boutique shops, restaurants, cafes, and art galleries. If Cannon beach is chosen, you'll have up to 3 hours to divide your time amongst restaurants, shops, galleries, and the beach.

Portland: Private Multnomah Falls Tour

4. Portland: Private Multnomah Falls Tour

As one of Oregon’s most famous attractions, Multnomah Falls is visited by over 2 million people each year which means there is a lot of crowds and a lot of traffic. So to avoid that, this beautiful landmark can be seen in 360º from the comfort of an airplane. This private air tour is an amazing opportunity to see a beautiful part of the world from a unique vantage point. In addition to the stunning views of Multnomah Falls, you will enjoy views of the Columbia River, Latourell Falls, Bridal Veil Falls, Wahkeena Falls, the Vista House at Crown Point, and more as you fly over the Oregon wilderness. 

Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

5. Bend: Half-Day Snowshoe Tour in the Cascade Mountain Range

Venture into the wilderness areas around Mt. Bachelor and the surrounding Deschutes National Forest of the Cascade Mountain Range of Oregon. Experience the magic of the snow-laden trees, inspect animal tracks, and bask in the quiet of the winter forest. Enjoy a great opportunity for snow play suitable for a wide range of ages and ability levels. Snowshoe tours are customized for all adventure desires— stroll easily on flatter areas, or leap off powder-covered lava flows and get “air” like you never imagined. Let your guide do the driving and teach you fun snowshoeing techniques and tricks as all tours include instruction. Remember to wear winter boots and powder/ski pants to keep your feet and legs dry while snowshoeing.

Frequently asked questions about Portland, Oregon Romantic Activities for Couples

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What people are saying about Portland, Oregon

What an amazing day and great way to experience the true beauty in Oregon! Our guide at Terran Travels was Ben. He was friendly, knowledgeable and fun! Multnomah Falls was spectacular and the views on the way to Mt. Hood were breathtaking. The wineries we stopped at, especially Wy'East vineyards for lunch was beautiful and had have great wine! We really enjoyed the stop at the fruit stand and had fun exploring the shop and garden. Look no further, this is your tour!

Day trip to Cannon Beach, Tillamook Winery and Lighthouse was amazing. Our friendly driver Brittany was very informative and hosted a wonderful tour

It was a fun day, with beautiful scenery, good wine, great food and lovely company! Our guide, Cher, kept us on track and was very knowledgeable.

Wineries were out of this world, scenic splendour, great wine and attentive staff. Definitely recommend a visit!

Great day, many stops. Enjoyed wine tasting, tour of Mt Hood was excellent.