Portland Seasonal & Special Occasions
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45 results | All Portland Tours

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Haunted Underground Shanghai Tunnel Tour with Brewery Tasting
Likely to Sell OutLikely to Sell Out

Haunted Underground Shanghai Tunnel Tour with Brewery Tasting

star-4.5
71
Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$35.00
From
$35.00

Haunted Underground Shanghai Tunnel Tour with Brewery Tasting
Likely to Sell OutLikely to Sell Out

Haunted Underground Shanghai Tunnel Tour with Brewery Tasting

star-4.5
71
Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.
More
  • 1 hour 30 minutes
  • Free Cancellation
From
$35.00
From
$35.00

Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting
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Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting

star-5
137
Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine at your leisure.
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  • 8 to 9 hours
  • Free Cancellation
From
$170.00
From
$170.00

Willamette Valley Wine Tour from Portland with Lunch
Likely to Sell OutLikely to Sell Out

Willamette Valley Wine Tour from Portland with Lunch

star-5
330
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.
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  • 7 hours 30 minutes
  • Free Cancellation
From
$200.00
From
$200.00

Haunted Pub Tour
Likely to Sell OutLikely to Sell Out

Haunted Pub Tour

star-4.5
104
Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$45.00
Price varies by group size
From
$45.00
Price varies by group size

Portland Brewery Bike Tour

Portland Brewery Bike Tour

star-5
261
Explore beautiful central Portland and sample some of the city’s iconic brews on this afternoon bike tour. Accompany your expert guide on a leisurely bike ride to several classic Portland microbreweries, including Lucky Lab and Rogue, for some fun and informative beer tasting.
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  • 3 hours
  • Free Cancellation
From
$79.00
From
$79.00

Oregon Coast Tour from Portland

Oregon Coast Tour from Portland

star-5
189
Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.
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  • 7 hours 30 minutes
  • Free Cancellation
From
$139.00
From
$139.00

Portland Sightseeing Tour Including Columbia Gorge Waterfalls
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Portland Sightseeing Tour Including Columbia Gorge Waterfalls

star-4.5
398
Experience highlights of the Portland area on this full-day sightseeing tour, including the blossoming food cart culture, diverse neighborhoods, Pioneer Courthouse Square, and the unspoiled beauty of the Columbia River Gorge. Immerse yourself in a guided tour of Portland’s fascinating history and quirky contemporary culture.
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  • 8 hours 30 minutes
  • Free Cancellation
From
$135.00
Price varies by group size
From
$135.00
Price varies by group size

2-Hour Lunch Cruise Through Downtown Portland

2-Hour Lunch Cruise Through Downtown Portland

star-4.5
92
Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.
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  • 2 hours
  • Free Cancellation
From
$82.00
From
$82.00

Private Arrival Transfer from Portland Airport PDX

Private Arrival Transfer from Portland Airport PDX

star-4
24
Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.
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  • 45 minutes
  • Free Cancellation
From
$40.00
Price varies by group size
From
$40.00
Price varies by group size

Donuts of Portland

Donuts of Portland

star-5
38
Donuts are big business in Portland, and with this bicycle tour, you’ll get to visit some of the city's most popular donut shops and sample their confections. Possible stops include NOLA Doughnuts, Coco Donuts, Fills Donuts, and Delicious Donuts. You'll also get to visit Portland's most famous donut makers, Voodoo, where you'll skip the oftentimes long lines and head straight in for a Bacon maple bar.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$49.00
From
$49.00

2-Hour Champagne Brunch Cruise Through Downtown Portland

2-Hour Champagne Brunch Cruise Through Downtown Portland

star-4.5
25
Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.
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  • 2 hours
  • Free Cancellation
From
$98.00
From
$98.00

Explore Portland Bike Tour

Explore Portland Bike Tour

star-5
218
Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.
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  • 3 hours
  • Free Cancellation
From
$49.00
From
$49.00

Small Group: Willamette Valley Wine Tour From Portland (Tasting Fees Included)

Small Group: Willamette Valley Wine Tour From Portland (Tasting Fees Included)

star-5
51
The Northern Willamette Valley's close proximity to Portland creates a perfect opportunity to join a small group tour of Oregon’s wine country with Sea to Summit, Portland Oregon's original tour and adventure company.  Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001
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  • 7 hours 30 minutes
From
$229.00
From
$229.00

Willamette Valley Wine Tour - Full Day Tour

Willamette Valley Wine Tour - Full Day Tour

star-4.5
39
Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, pinot gris, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishments.
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  • 7 to 8 hours
From
$225.00
Price varies by group size
From
$225.00
Price varies by group size

Willamette Valley Wine-Tasting Tour from Portland

Willamette Valley Wine-Tasting Tour from Portland

star-5
168
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.
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  • 6 hours
  • Free Cancellation
From
$165.00
Price varies by group size
From
$165.00
Price varies by group size

Weird Bar Crawl with Fanatical Local

Weird Bar Crawl with Fanatical Local

star-5
24
Go bar hopping with a local resident with this casual, friendly walking tour of Portland's local bars. Your enthusiastic local guide will take you and your group to some of his favorite local haunts, with a heavy focus on interacting with locals and checking out the city's neighborhood vibes.
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  • 3 hours
  • Free Cancellation
From
$59.00
From
$59.00

Portland Haunted Boos and Booze Hotel and Pub Crawl by US Ghost Adventures

Portland Haunted Boos and Booze Hotel and Pub Crawl by US Ghost Adventures

star-5
2
Combine a fun night out with ghostly tales of the city during this Portland Haunted History Pub Crawl Experience. This pub crawl takes you to multiple pubs, including Kells Irish Restaurant and Pub and Shanghai Tunnel Bar as you pass by city highlights such as the Benson Hotel. Hear spooky stories of ghosts and paranormal activity from your guide during the evening.
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  • 2 hours
  • Free Cancellation
From
$35.00
From
$35.00

Scenic Nature, Waterfalls and Wine Tasting Tour-All in One Day

Scenic Nature, Waterfalls and Wine Tasting Tour-All in One Day

star-5
22
This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of the Columbia Gorge. We will see various waterfalls like Multnomah Falls, Latourell Falls , a lunch stop in the quaint historic downtown Hood River, a wine tasting stop at one of the amazing Vineyards in the Columbia Gorge AVA. This is ideal if you want to do some scenic, nature stops with light trail walking and also enjoy a vineyard stop, its absolutely the most amazing way to spend 8 hours.
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  • 7 to 9 hours
From
$249.00
Price varies by group size
From
$249.00
Price varies by group size

Oregon Wine Tour-Full Day Tour with Lunch Stop

Oregon Wine Tour-Full Day Tour with Lunch Stop

star-4.5
24
Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local wine lovers with enough time to stop for a nice sit down lunch. Gain an inside perspective about the growing region, the winemaking process and the history of this valley at each vineyard during your tasting. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is limited to 10 people in a small joinable group, but usually much smaller in our modern and comfortable 15 passenger vans.
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  • 8 hours
From
$249.00
Price varies by group size
From
$249.00
Price varies by group size

Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

star-5
8
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.
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  • 8 hours 30 minutes
  • Free Cancellation
From
$180.00
Price varies by group size
From
$180.00
Price varies by group size

Willamette Valley Wine Tour & Lunch - For Private Large Groups

Willamette Valley Wine Tour & Lunch - For Private Large Groups

star-5
5
Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries and stop for an included lunch along the way, all with a guide/driver to help make your experience safe, fun, and informative.
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  • 7 to 8 hours
From
$199.00
Price varies by group size
From
$199.00
Price varies by group size

Oregon Coast Tour and Wine Tasting From Portland- Full Day Tour

Oregon Coast Tour and Wine Tasting From Portland- Full Day Tour

star-5
3
The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.
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  • 8 to 9 hours
From
$295.00
Price varies by group size
From
$295.00
Price varies by group size

Power Through Portland Bar Crawl

Power Through Portland Bar Crawl

Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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  • 2 hours
From
$12.31
From
$12.31

Private Willamette Valley Wine Tasting Tour

Private Willamette Valley Wine Tasting Tour

star-5
1
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.
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  • 6 hours 30 minutes
  • Free Cancellation
From
$346.00
Price varies by group size
From
$346.00
Price varies by group size

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