Recent Searches
Clear

Top Portland Extreme Sports

Saved to wishlist!
Dates
Select Dates
Day Trips
Day Trips
Full-day Tours
Full-day Tours
Half-day Tours
Half-day Tours
Motor Sports
Motor Sports
Private and Luxury
Private and Luxury
Wine Tastings
Wine Tastings
Luxury Car Tours
Luxury Car Tours
Wine Tours
Wine Tours
Adventure Tours
Food Tours
Food Tours
Sporting Events
Sporting Events
4WD Tours
4WD Tours
Skydiving
Skydiving
Bus Tours
Bus Tours
Private Sightseeing Tours
Private Sightseeing Tours
Likely To Sell Out
Art Tours
Art Tours
Bike Tours
Bike Tours
Air Tours
Air Tours
Specialty Plane Tours
Specialty Plane Tours
When are you traveling?
Select Dates
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.

You are viewing Virtual Experiences in Portland. See more Virtual Experiences around the globe. 🌎

Price
$0
$500+
Duration
Time of Day
RatingClear
Specials

41 results | All Portland Tours

Sort by: Featured

Portland Brewery Bike Tour
Likely to Sell OutLikely to Sell Out

Portland Brewery Bike Tour

star-5
232
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$70.77
From
$70.77
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.
More

* A traveler said: "We had the best time with Jay and the Portland Brewery Bike tour. He was an incredible guide - made everyone feel welcome and safe and we had a great experience. Would highly recommend for anyone that wants to see the city and try some good beers!"


Donuts of Portland
Likely to Sell OutLikely to Sell Out

Donuts of Portland

star-5
29
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.26
From
$50.26
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.
More

* A traveler said: "This tour is So much fun! John, our guide was awesome! We lucked out and ran across a local farmers market (hello fresh berries!) and he gave us some great local history as well along the way."


Willamette Valley Wine Tasting from Portland

Willamette Valley Wine Tasting from Portland

star-5
74
  • 6 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$159.00
From
$159.00
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.
More

* A traveler said: "My husband and I had a great experience on this wine tour. We went to 3 different wineries and had 5 samples of wine at each. The tour guides were knowledgeable and a lot of fun! If you love wine and want to learn more about Oregon’s wine country definitely take this tour!"


Downtown Portland Bike Tour
Likely to Sell OutLikely to Sell Out

Downtown Portland Bike Tour

star-5
202
  • 3 hours
  • Free Cancellation
From
$50.26
From
$50.26
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.
More

* A traveler said: "Scottland was awesome, VERY knowledgeable, energetic and FUN! We biked 6 miles but felt like 2 miles with his frequent stops and witty/historical comments. Would highly recommend this tour to any out of state tourist of all ages wanting to see the city and get the local flavor of Portland."


Half-Day Columbia River Gorge and Waterfall Hiking Tour

Half-Day Columbia River Gorge and Waterfall Hiking Tour

star-5
143
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$65.00
From
$65.00
The 80 miles of the Columbia River Gorge’s steep rocky sides offer some of the most spectacular scenery in the world: pounding waterfalls, eagles, century-old trees, ferns, flowers, ancient rocks. This half-day of exploring and meditating on wonders with very short hikes and visits to overlooks and vistas will have you gasping in awe. We'll visit waterfalls and overlooks, selected by our guides to include both the most iconic, like the unmissable Latourell Falls, a stunning plunge-style falls that is one of the most iconic in Oregon, and the special. Depending on weather conditions, this could include a few small hidden waterfalls and another spectacular plunge-style falls with columnar basalt. We'll also tell you stories, not just of the geology and botany and the oft-repeated tales of pioneers and road-builders, but also the old stories we've learned, of gods and animal spirits and the Beaver princess tragically turned into a waterfall.
More

* A traveler said: "Johnathan was a great tour guide. Provided a lot of historical information. The falls were epic. Had a wonderful time."


Bike Around Portland: Bridges, Neighborhoods, Poetry and Roses

Bike Around Portland: Bridges, Neighborhoods, Poetry and Roses

star-5
96
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
It's all about the bike ride! We like to spend more time riding in the neighborhoods Portlanders love, but always stopping to smell the roses. Start in the inner Eastside, where we will safely fit you for a bike and helmet, ready for a sweet 8-11 mile ride through a pretty residential neighborhood, to our favorite rose garden, into an art-heavy industrial district, across the sexy Tilikum Bridge, and onto Portland's waterfront. From there, it's a trip along the edge of downtown and more stories, before we head over another bridge back to our shop! You'll visit most of the city's quadrants, ride over two bridges, and along the Willamette River. We'll visit almost-secret beaches, read poetry written in sidewalks and rocks, see public art of every shape, color and texture. And have you tried some of the city's best doughnuts or ice cream? We’ll tell you our favorites! All along the way, we'll tell the stories of the city we love. Bikes, helmets and water provided.
More

* A traveler said: "Anna was very personable and delightful to talk to. The pace was perfect and we enjoyed it all. The bikes were functional, not fancy."


Haunted Pub Tour
Likely to Sell OutLikely to Sell Out

Haunted Pub Tour

star-4.5
82
  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.00
From
$39.00
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 seven local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.
More

* A traveler said: "It was an absolute blast. Would highly recommend to a big or small group. Eas a great way to experience the city and have some fun."


Willamette Valley Wine-Tasting Tour from Portland

Willamette Valley Wine-Tasting Tour from Portland

star-4.5
154
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
Price varies by group size
From
$139.00
Price varies by group size
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.
More

* A traveler said: "Aaron was very knowledgeable and did a great job. The three vineyards that we visited were very enjoyable."


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
233
  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$190.00
From
$190.00
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.
More

* A traveler said: "Great transportation with a knowledgeable guide. Nice choice of 3 wineries. Good choice of wines without feeling like we were just there to drink. Easy to order wine and have it sent home. Fun day with a nice group of folks."


Columbia River Gorge Tour
Likely to Sell OutLikely to Sell Out

Columbia River Gorge Tour

star-5
294
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$89.00
From
$89.00
Bike and trek through the magnificent Columbia River Gorge on this half-day trip from Portland. Experience the iconic beauty of the Pacific Northwest as your guide leads an all-ability bike ride through the Gorge, stopping to hike and explore majestic waterfalls.
More

* A traveler said: "We loved our tour! Jay was a wonderful guide and really let the group go at our own pace. The activity level wasn't crazy by any means but we were still pooped by the end of the day! The gorge is always beautiful but seeing it by bike makes it next level."


Willamette Valley Character Winery Tour
Likely to Sell OutLikely to Sell Out

Willamette Valley Character Winery Tour

star-5
11
  • 6 to 7 hours
  • Free Cancellation
  • Taking safety measures
From
$145.00
From
$145.00
We'll take you to 3 tasting rooms representing a variety of settings, wines, and personalities. Your 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.
More

* A traveler said: "Had a great wine tasting experience. Marcus is an attentive, personable and knowledgeable guide and kept us engaged with information on wine and regional history. Tasted some very good wines and was great to meet some wine makers and walk among the vines. Had my first taste of pinot noir blanc!"


Mt Hood Day Trip from Portland to Multnomah Falls and Hood River
Likely to Sell OutLikely to Sell Out

Mt Hood Day Trip from Portland to Multnomah Falls and Hood River

star-5
296
  • 8 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$120.00
Price varies by group size
From
$120.00
Price varies by group size
Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.
More

* A traveler said: "My favorite experience of the trip was the waterfalls but I wish we had extra time at the waterfall our driver Adam was knowledgeable and great story teller"


Oregon Wine Country Experience - All-Inclusive Tour by Bike or Shuttle

Oregon Wine Country Experience - All-Inclusive Tour by Bike or Shuttle

star-5
71
  • 5 hours
  • Free Cancellation
  • Taking safety measures
From
$184.17
From
$184.17
Located outside of Portland, the Columbia River Gorge is home to an abundance of orchards, vineyards, and sweeping views of Mt. Adams, and Mt. Hood. With this guided tour, choose to explore the area by bike, e-bike, and/or shuttle. Stop at three local wineries for vineyard tours, tastings, and locally sourced fresh-food pairings.
More

20-Minute Columbia River Gorge Air Tour

20-Minute Columbia River Gorge Air Tour

star-5
36
  • 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$89.00
Price varies by group size
From
$89.00
Price varies by group size
Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.
More

* A traveler said: "Clay was our pilot! He was great, helped my grandma get in the plane and answered all her nervous-nelly questions. We wish we couldve been in the air longer than 20 min!"


Downtown Portland Airplane Tour

Downtown Portland Airplane Tour

star-5
26
  • 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$96.00
Price varies by group size
From
$96.00
Price varies by group size
Get stellar views of downtown Portland from inside an airplane with this aerial experience for up to three passengers. You'll fly over iconic sights such as the Portland, Oregon sign, the Moda Center, the Rose Quarter, and Providence Park, with the chance to take aerial photos of downtown Portland, the Willamette River, and the city's many bridges.
More

* A traveler said: "An absolutely amazing experience. Totally worth it and recommend! Best time to book would be at 8pm, you get to watch the sunset as you see the glowing lights of Portland city. Adam did a great job in flying us over the Portland area and highlighting the main areas of Portland. Thank you so much Adam."


Small Group: Willamette Valley Wine Tour From Portland

Small Group: Willamette Valley Wine Tour From Portland

star-5
26
  • 6 to 7 hours
  • Taking safety measures
From
$189.00
From
$189.00
Oregon's lush Willamette Valley is known for its beautiful rolling hills and excellent terroir that's particularly ideal for growing pinot varietals. With this small group tour, you’ll get to experience the sights and tastes of this beautiful wine-producing area without having to worry about driving, all in the comfort of a guide-driven Mercedes 4x4.    
More

* A traveler said: "This tour was incredible! Shahn took us to the best spots and taught us so much along the way about wine, Oregon, and everything in between. Would highly recommend to anyone visiting!"


Private 40-minute Waterfall Air Tour for Three

Private 40-minute Waterfall Air Tour for Three

star-5
25
  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$359.00
per group
From
$359.00
per group
See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences. 
More

* A traveler said: "Amazing pilot! Very beautiful view and would come back! Very easy and simple and enjoyable! Thank you!"


1-Hour Private Air Tour of Mount Hood and Columbia Gorge

1-Hour Private Air Tour of Mount Hood and Columbia Gorge

star-5
22
  • 1 hour
  • Free Cancellation
From
$419.00
per group
From
$419.00
per group
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.
More

* A traveler said: "Really fun and beautiful experience. Our pilot was super friendly and full of information. For those who might be hesitant due to motion sickness, it really isn’t that bad! I popped a Dramamine and felt fine the whole ride."


30-minute Multnomah Falls & Columbia Gorge Air Tour

30-minute Multnomah Falls & Columbia Gorge Air Tour

star-5
19
  • 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$167.00
Price varies by group size
From
$167.00
Price varies by group size
Multnomah Falls is Oregon's most popular tourist destination with about 2 million visitors each year. A staggering number considering how many parking slots are available. But it's a beautiful place and it's hard not to see why it's so famous. However, with fame also comes long traffic queues, enormous amounts of people, and on a hot day, that's not exactly fun. But, do you know what is? An airplane ride to see the famous waterfall with beautiful aerial views. Come experience the waterfall on an air tour of Multnomah Falls.
More

* A traveler said: "From boarding the plane to landing the experience was great! Kale was very personable and knowledgeable and I felt safe and secure the entire time! The views were amazing and both my father and myself thoroughly enjoyed the experinece; it was a first time taking a tour of Multnomah falls and the gorge and I'm glad we did!!"


Columbia River Gorge Waterfalls Air Tour

Columbia River Gorge Waterfalls Air Tour

star-5
18
  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$174.00
Price varies by group size
From
$174.00
Price varies by group size
This incredible aerial tour is an unbelievable experience you absolutely must do if visiting Portland, or even if you're from here! This airplane tour takes off through the beautiful Columbia River Gorge. You will meander over the gentle Columbia River surrounded by towering pine trees and ancient cliffs while treating yourself to views of dozens of waterfalls and the incredible natural landmarks that have made the Gorge their home. This popular Portland tour is perfect for your stay with us.
More

* A traveler said: "Flight was extremely fun and worth the experience. If you have motion sickness, take Dramamine before hand. Life savor!"


Exclusive Mount Hood & Columbia River Gorge Air Tour

Exclusive Mount Hood & Columbia River Gorge Air Tour

star-5
14
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$249.00
Price varies by group size
From
$249.00
Price varies by group size
See the snowy peaks of Mount Hood and the dense forests and epic waterfalls that surround it with this private flight tour. Your pilot will take you and your group of up to three passengers up along the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state.
More

* A traveler said: "What an awesome experience. Spencer was great and even though a little hazy from fire…incredible ~ trip of a life time."


20-minute Private Gorge Air Tour for 3

20-minute Private Gorge Air Tour for 3

star-5
12
  • 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$179.00
per group
From
$179.00
per group
If you’ve never flown on a private plane before, this 20-minute ride over the Columbia River Gorge will be an unforgettable experience and a thrilling overview of the natural beauty of the Pacific Northwest. Your knowledgeable pilot will take you east through the Gorge toward the Vista House viewpoint, past the waterfalls and cliffs of the Gorge.
More

* A traveler said: "So much fun. Would recommend everyone give it a try. Very nice pilot that shared a lot of information."


Small Group: Columbia River Gorge Waterfalls and Mt Hood Day Tour from Portland
Likely to Sell OutLikely to Sell Out

Small Group: Columbia River Gorge Waterfalls and Mt Hood Day Tour from Portland

star-5
10
  • 9 hours
  • Taking safety measures
From
$173.27
From
$173.27
Explore the Columbia River Gorge and Mt Hood on a small-group tour from Portland with a guide who shows you the highlights of this vast nature destination. Stop at scenic viewpoints and a waterfall, have lunch in Hood River, and ascend Mt Hood to visit Timberline Lodge—a National Historic Landmark. Learn about the history and geography of Oregon, and get great photo ops as well.
More

* A traveler said: "Everything went smoothly. Shahn was a remarkable guide. Expert knowledge on area and made the day super enjoyable."


Small Group: Columbia River Gorge Waterfalls Tour from Portland

Small Group: Columbia River Gorge Waterfalls Tour from Portland

star-4.5
9
  • 4 to 5 hours
  • Taking safety measures
From
$96.99
From
$96.99
Experience the beauty and nature of the Columbia River Gorge in comfort, with this chauffeur-driven tour of one of the prettiest parts of Oregon. You'll stop at key sights, including Bonneville Dam, Vista House, and Crown Point, as well as the most famous attraction in the area: the 620-foot Multnomah Falls.
More

* A traveler said: "Josh was fantastic. He was a local to the area and very well informed. He kept us moving but not rushed. We saw great waterfalls and scenic overlooks as well as an amazing fish hatchery. I would and will recommend Josh and his tours to all. A truly great tour with no hassles."


Filters
* How are review snippets generated?

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Extreme in Portland?
Q:
What Extreme in Portland are 1 hour or less?
Q:
What Extreme in Portland are taking additional safety precautions?
Q:
What Extreme in Portland are good for avoiding crowds?