Portland Activities

See and experience popular Portland, Oregon sights with any of the Clipper Vacations’ activity options. Stay in the city, head up the Columbia River Gorge, or out to the beautiful Oregon wine country. For the easiest way to explore Portland, take a Hop On, Hop Off tour which makes stops at all the hot spots including Powell’s City of Books, the largest used and new bookstore in the world. For another local flavor experience, go on the Oregon Wine Tasting Tour where you will get a behind-the-scenes look at a few of Portland’s top vineyards. Explore the options below for more great things to do on your Portland vacation.
Willamette Wine Country Tour

Oregon Wine Tasting Tour

Delight in Oregon’s unique wine country
Columbia River Gorge Waterfall Tour

Columbia River Gorge Waterfall Tour

Visit some of Oregon’s famous waterfalls!
  • Portland Hop On Hop Off Trolley
    Portland Hop On Hop Off City TourExplore Portland on your schedule with the Hop on Hop off Trolley Tour which stops at 11 different Portland attractions.
    From $32 per adult incl. tax
  • Oregon Wine Tasting Tour
    Oregon Wine Tasting TourExplore Willamette Valley, Oregon’s premier wine producing area. Make stops at a selection of wineries to sample some of the area’s best wines.
    From $100 per adult incl. tax
  • Willamette Fall Harvest Wine Tour
    Fall Harvest Wine TourExperience harvest season in the Willamette Valley. Stop at three wineries for tastings as well as the chance to harvest clusters from the vine, stomp grapes to make pied de cuve, start a fermenter with yeast, test sugar levels and pH, sort grape clusters, load a de-stemmer and taste and compare fermenting and finished varietals.
    From $185 per adult incl. tax
  • Willamette Valley Wine Trail Tour
    Willamette Valley Wine Trail Half Day TourTaste some of the best wines in the world on tour of three award-winning wineries in the Willamette Valley. Along the way you will have a charcuterie plate to snack on as your expert guide teachs you about the art of wine making as well as local and natural history.
    From $140 per adult incl. tax
  • Columbia River Gorge Tour
    Columbia River Gorge Waterfall TourTake a guided tour through Columbia Gorge and visit breathtaking Multnomah Falls, as well as many other waterfalls along the historic Columbia River Highway.
    From $60 per adult incl. tax
  • Columbia River Gorge Tour
    Columbia River Gorge Waterfall TourTake a guided tour through Columbia Gorge and visit breathtaking Multnomah Falls, as well as many other waterfalls along the historic Columbia River Highway.
    From $60 per adult incl. tax
  • Oregon Wine Tasting Tour
    Oregon Wine Tasting TourExplore Willamette Valley, Oregon’s premier wine producing area. Make stops at a selection of wineries to sample some of the area’s best wines.
    From $100 per adult incl. tax
  • Portland Hop On Hop Off Trolley
    Portland Hop On Hop Off City TourExplore Portland on your schedule with the Hop on Hop off Trolley Tour which stops at 11 different Portland attractions.
    From $32 per adult incl. tax
  • Willamette Valley Wine Trail Tour
    Willamette Valley Wine Trail Half Day TourTaste some of the best wines in the world on tour of three award-winning wineries in the Willamette Valley. Along the way you will have a charcuterie plate to snack on as your expert guide teachs you about the art of wine making as well as local and natural history.
    From $140 per adult incl. tax
  • Willamette Fall Harvest Wine Tour
    Fall Harvest Wine TourExperience harvest season in the Willamette Valley. Stop at three wineries for tastings as well as the chance to harvest clusters from the vine, stomp grapes to make pied de cuve, start a fermenter with yeast, test sugar levels and pH, sort grape clusters, load a de-stemmer and taste and compare fermenting and finished varietals.
    From $185 per adult incl. tax
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