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 Portland Brews and Bridges Tour where you will get a behind-the-scenes look at a few of Portland’s top microbreweries. 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

Portland Craft Breweries Tour

Portland Craft Breweries Tour

Visit up to four local breweries

  • Christmas at Pittock Mansion
    Portland Christmas Tour

    Enjoy the dazzle and sparkle in Portland during the holidays! Learn about Portland’s history and current events as you pass through the city’s decorated streets with stops at Portland’s most impressive holiday displays including Pittock Mansion and Peacock Lane.

    From $85 per adult incl. tax
  • Columbia Gorge
    Columbia River Gorge Waterfall Tour

    Take 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
  • Portland Brew pub
    Portland Craft Breweries Tour

    Visit up to four micro-breweries in Portland while learning about the Pacific Northwest brewing industry and sightseeing through downtown.

    From $95 per adult incl. tax
  • Portland, OR
    Explore Portland Tour

    With Mt. Hood and Mt. St Helen as back drops, tour some of Portland’s icons including Portland Rose Garden, The Pearl District and the truly amazing Powell’s City of Books.

    From $75 per adult incl. tax
  • Portland Hop On Hop Off
    Portland Hop On Hop Off City Tour

    Explore 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 Wine Harvest Tour
    Fall Harvest Wine Tour

    Experience 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
  • Oregon Wineries
    Oregon Wine Tasting Tour

    Explore 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 $90 per adult incl. tax
  • Portland Spirit
    Portland Spirit Cruise

    A vibrant setting enhanced by dazzling city sights and city lights. An evening filled to the brim with festive cuisine, locally sourced food, entertainment, and live performances.

    From $80 per adult incl. tax
  • Christmas at Pittock Mansion
    Portland Christmas Tour

    Enjoy the dazzle and sparkle in Portland during the holidays! Learn about Portland’s history and current events as you pass through the city’s decorated streets with stops at Portland’s most impressive holiday displays including Pittock Mansion and Peacock Lane.

    From $85 per adult incl. tax
  • Portland, OR
    Explore Portland Tour

    With Mt. Hood and Mt. St Helen as back drops, tour some of Portland’s icons including Portland Rose Garden, The Pearl District and the truly amazing Powell’s City of Books.

    From $75 per adult incl. tax
  • Portland Hop On Hop Off
    Portland Hop On Hop Off City Tour

    Explore 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
  • Portland Spirit
    Portland Spirit Cruise

    A vibrant setting enhanced by dazzling city sights and city lights. An evening filled to the brim with festive cuisine, locally sourced food, entertainment, and live performances.

    From $80 per adult incl. tax
  • Portland Brew pub
    Portland Craft Breweries Tour

    Visit up to four micro-breweries in Portland while learning about the Pacific Northwest brewing industry and sightseeing through downtown.

    From $95 per adult incl. tax
  • Oregon Wineries
    Oregon Wine Tasting Tour

    Explore 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 $90 per adult incl. tax
  • Willamette Wine Harvest Tour
    Fall Harvest Wine Tour

    Experience 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
  • Columbia Gorge
    Columbia River Gorge Waterfall Tour

    Take 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