Find deals on 93 top-rated, price matched, things to do close to $500+ around Oregon and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Scenic Flights Portland
Much loved
Mount Hood & Columbia River Gorge Air Tour By Envi Adventures
Portland, Oregon, United States
4.9 (40)
from $279
Often booked
Willamette Wine Tour From Mcminnville (tasting Fees Included)
Oregon, United States
5.0 (5)
from $335
From Portland To Mt. Saint Helen Tour In A Small Group
Portland, Oregon, United States
3.5 (2)
from $275
Daily summer tours of Mt St Helens
Much loved
Mt. St. Helens Air Tour By Envi Adventures
Portland, Oregon, United States
4.9 (28)
from $359
See up to 10 of Portland's historical bridges
Portland's Ultimate 12 Historic Bridges' Scenic Boat Tour
Portland, Oregon, United States
4.8 (4)
from $395
Often booked
Willamette Wine Tour From Newberg (tasting Fees Included)
Oregon, United States
5.0 (15)
from $339
Likely to sell out
Small Group: Willamette Valley Wine Tour From Portland (tasting Fees Included)
Portland, Oregon, United States
4.9 (73)
from $279
Beach at Ecola State Park
Likely to sell out
Private Oregon Coastal Tour To Cannon Beach And Haystack Rock
Portland, Oregon, United States
5.0 (3)
from $330
Much loved
Deschutes River Horse Ride
Bend, Oregon, United States
4.9 (16)
from $300
Mt Hood Scenic Flight
Much loved
Mt. Hood & Multnomah Falls Scenic Flight By Envi Adventures
Portland, Oregon, United States
4.9 (31)
from $279
Much loved
The Mt St Helens Adventure Tour From Portland
Portland, Oregon, United States
4.7 (37)
from $319
Rolls-royce & Bentley Chauffeured All-inclusive Wine Tasting Tour
Portland, Oregon, United States
5.0 (7)
from $600
International Rose Test Garden
Private Afternoon Portland City Tour
Portland, Oregon, United States
5.0 (1)
from $250
Rafting Kikacéki (Ward's) Canyon on the "New" Klamath.
Much loved
Kikacéki (ward's) Canyon
Ashland, Oregon, United States
5.0 (110)
from $250
Pinot Noir right off the vine
Private Wine Tour With Tastings From Eugene
Eugene, Oregon, United States
5.0 (30)
from $525
Feeling fabulous at Remy Wines
Oregon Coast Tour And Wine Tasting From Portland- Full Day Tour
Portland, Oregon, United States
5.0 (6)
from $295
Private Northern Oregon Coast Day Trip
Portland, Oregon, United States
4.6 (5)
from $1,699
A great day on a Willamette Valley Boutique Wine Tour.
Willamette Valley Boutique Winery Tour With Lunch
Oregon, United States
5.0 (8)
from $250
2 Hour High Cascades Scenic Atv Tour In Bend Oregon
Bend, Oregon, United States
5.0 (2)
from $400
Best Wines Best Views | Full Day Private Willamette Valley Tours
Oregon, United States
5.0 (3)
from $269
Much loved
Private Wine Tours
Portland, Oregon, United States
5.0 (15)
from $650
Multnomah Falls & Portland Premium Air Tour By Envi Adventures
Portland, Oregon, United States
5.0 (7)
from $299
Oregon Coast Sightseeing Tour
Oregon, United States
5.0 (4)
from $600
Meet the growers of these dynamic vintages
Likely to sell out
Much loved
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Portland, Oregon, United States
5.0 (48)
from $290
Credit: Jordan & Dani
Private Columbia River Gorge Half-day Tour
Portland, Oregon, United States
5.0 (1)
from $759
Pilot House - We love you! Cheers!!!
Much loved
6-hour Party Bus: Booze, Bites, And Amazing Sites!
Astoria, Oregon, United States
5.0 (15)
from $800
Private Portland Discovery Tour
Portland, Oregon, United States
5.0 (4)
from $625
Amazing Illuminated bridges at night!
2-hour Sunset River Cruise On The Stunning Willamette River
Portland, Oregon, United States
5.0 (7)
from $395
Likely to sell out
Private - 1/2 Day Columbia River Gorge & Waterfalls Tour From Portland
Portland, Oregon, United States
5.0 (10)
from $300
World class Pinot Noir & Wood Fired Pizza Pairing. You can make this a half day or full day tour upon checkout.
Willamette Valley Pinot Noir & Wood Fired Pizza Pairing Tour
Oregon, United States
5.0 (6)
from $295
Upper Klamath
Much loved
Upper Klamath 1 Day
Ashland, Oregon, United States
4.9 (49)
from $265
The Willamette Falls in Oregon City
Much loved
Scenic 2-hour River Cruise To The Majestic Willamette Falls!
Portland, Oregon, United States
4.9 (41)
from $395
Pinot Noir Vintage Comparisons
Much loved
Private Customized Willamette Valley Wine Maker Tour With Lunch
Portland, Oregon, United States
5.0 (64)
from $350
Likely to sell out
From Portland To Mt. Rainier Tour In A Small Group
Portland, Oregon, United States
New
from $295
Private Wine Tour For 1-5 People In Oregon
Portland, Oregon, United States
New
from $350
Private Willamette Valley Character Winery Tour
Oregon, United States
New
from $594