Willamette Valley Tours and Activities

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

This tour is currently running on a modified itinerary due to a wildfire in the Columbia River Gorge. Visit the top attractions on the Washington side of the Columbia River Gorge and 2 amazing wineries on this guided, Gorge/Wine Tour. Visit the Columbia Gorge Interpretive Center Museum, viewpoints, Beacon Rock, and the Washington Shore Visitor Complex of Bonneville Dam. After lunch, we will visit 2 vineyards in the region for some amazing wine tasting and learn about the region history and culture as it has developed in the wine industry in the area. Discover the postcard-perfect scenery and great wines of the Columbia River Gorge during this flexible-length sightseeing trip from Portland. Gaze in wonder at the Gorge’s towering cascades including Multnomah Falls, enjoy the charming town of Hood River, and make stops at two local vineyards for included tastings. Round-trip hotel transport is also covered.

Experience the diversity of flavors out of the Willamette Valley on this wine-tasting tour from Portland. In a small group, wind through the verdant hills of Portland’s surrounding wine region en route to three select vineyards. Your tasting adventure includes unique wine flights, snacks and a behind-the-scenes look at local viticulture.

Experience Oregon from the sky with this aerial tour above some of the state’s most dramatic scenery. This flight for up to three people will take you above the Columbia Gorge, over the Mt. Hood National Forest and back. Note that prices are for the entire plane ride, so bring a couple friends and make a day of it.

We'll take you to 3 tasting rooms representing a variety of settings, wines, and personalities. Your wine industry-honed guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 500 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.

** PLEASE NOTE THAT THIS TOUR IS VERY WEATHER DEPENDENT AND MAY RESULT IN AN ALTERNATE ROUTING AT PILOT'S DISCRETION** This air tour is a summer favorite for people visiting Portland. We’ll fly you along the Sandy River up toward Mt. Hood, over the Mt. Hood National Forest with terrific views of the mountain on your right heading north toward the Columbia River Gorge. We will descend into the gorge with stunning views of the mountain and the length of the gorge toward Portland. We will fly past Multnomah Falls and other Gorge highlights rounding it all out for a private Columbia River Gorge tour to remember. This tour is truly a beauty and will permit countless photographic memories.

We'll take you to 3-4 tasting rooms representing a variety of settings, wines, and personalities. Your wine industry-honed guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 700 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.

Take in aerial views of Multnomah Falls, one of Oregon's most popular natural attractions, with this adventure flight over the Columbia Gorge. Board a small plane in Troutdale on the outskirts of Portland and fly into the waterfall-rich Gorge region, where you'll catch glimpses of Bridal Veil Falls and Wahkeena Falls along the way.

The first stop of the day will be at Willamette Falls. This  is a horseshoe-shaped block waterfall caused by a basalt shelf in the river bottom. The 42-foot-high and 1,500-foot-wide falls occurs 26 river miles upstream from the Willamette’s confluence with the Columbia River. It’s the largest waterfall by water volume in the Northwest and the 18th largest by volume. Around the falls are the locks, which are the oldest continuously operating multi-lift lock and canal system in the United States. Next we will make our way to Silver Falls State Park.  This area was settled originally by the Kalapuyan Indians. They most likely used the area for hunting, as well as for spirit quests. A small town was established in the Silver Falls area, although it was abandoned by the time the park was created in 1933. While you are here you will be able to hike part of the Trail of Ten Falls (approximately 3 miles, further if you are able) and some of the waterfalls you may see are: South Falls- This is the highlight of Silver Falls State Park, and due to its proximity to the city of Salem, is likely one of the most popular waterfalls in Oregon outside of the Columbia River Gorge. The falls are produced where South Silver Creek plunges 177 feet over a huge overhanging basalt cliff with a large pool occupying the bottom of the amphitheater. North Falls- The massive recess behind North Falls is especially unique and a favorite feature of visitors to the park. The undercut cliff extends back from the falls for at least 100 feet, and the ceiling runs anywhere from 20 to perhaps as much as 75 feet above the trail as it passes behind the falls. The huge size of the under cut chamber allows the roar of the falls to be amplified considerably, making the falls sound quite powerful. Twin Falls- During the wet season North Silver Creek splits into two channels and spills down an angled basalt ledge, creating two veiling curtains. Middle North Falls- This is a markedly amorphous waterfall which changes physical shape in a very dramatic way as the volume of water in North Silver Creek changes. The 106 foot tall falls take the form of a narrow column of water during the summer months, funneled to perhaps 5 feet wide at most by a narrow runnel in the bedrock.  Double Falls- Double Falls is the tallest waterfall in Silver Falls State Park – by a hair – and also the best of the handful of tributary waterfalls found along the Trail of Ten Falls. Drake Falls- Rumbles over a broad sloping ledge of basalt set in the middle of a fairly deep, narrow constriction in the canyon of North Silver Creek. Lower North Falls-  North Silver Creek produces the falls as it rumbles down a 30-foot tall dome-shaped protrusion of basalt and forms a large pool at its base. The domed shape of the falls inspired the nickname “The Thunderdome” among the whitewater kayaking community.  At the end of the day we will drop you at your downtown Portland hotel. 

This is an exclusive, private wine tour for 4 people lead by an expert in the Willamette Valley Wine Region. We will develop a custom itinerary just for your group suited to your style and preferences. We provide Door to Door transportation in a luxury vehicle with a private driver / guide who will be at your service the entire afternoon. Sit back, enjoy the view, the education provided and most of all.. The Wine..on this private wine tour for 4

Taste a variety of Willamette Valley wines on this convenient, small-group tour of the region. From boutique vineyards to larger estates, visit three wineries hand-picked by your local guide. Sample the region’s distinct pinot noir, chardonnay, and more at each stop. With round-trip transportation from Eugene, you can relax and fully enjoy the experience. 

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 producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.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 producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.

Unlike a typical wine tour, we will stroll through gorgeous vineyards with the winemakers themselves, explore barrel rooms (possibly taste from the barrel!) and experience an in-depth look at the pioneering Willamette Valley. A delicious, seasonal lunch will be provided by a local farm to table restaurant. Menus and venues are seasonally dependent but equally as charming in winter as in spring. Bring your camera and your appetite, and experience Oregon wine history in real-time.

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). Overlapping this is the Willamette Valley AVA, world-renowned for its Pinot Noir. You will get intimate with this area through a waterfall hike and wine tasting. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area. The guide will lead you on a moderate, 5.7-mile (9.2-km) hike under, beneath, above, and around waterfalls, before taking you onto 2 boutique wineries for tasting. We cover the picnic lunch, you cover tasting fees.

Escape the bustle of Portland for a day on a private trip to the wine region of Willamette Valley. In addition to navigating as designated driver, your guide ensures the day is fully customized to your needs. The day features a vineyard tour and complimentary wine tastings against the backdrop of Oregon’s natural landscape.