Find deals on 66 top-rated, price matched, things to do close to $500+ around Portland and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Willamette Valley
Small Group: Willamette Valley Wine Tour From Portland (tasting Fees Included)
Portland, Oregon, United States
4.9 (73)
7 hours, 30 minutes
from $259
Pinot Noir Vintage Comparisons
Much loved
Private Customized Willamette Valley Wine Maker Tour With Lunch
Portland, Oregon, United States
5.0 (64)
8 hours, 30 minutes
from $350
See up to 10 of Portland's historical bridges
Portland's Ultimate 12 Historic Bridges' Scenic Boat Tour
Portland, Oregon, United States
4.7 (3)
2 hours
from $395
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)
2 hours
from $385
Much loved
The Mt St Helens Adventure Tour From Portland
Portland, Oregon, United States
4.7 (37)
11 to 12 hours
from $319
Durant Vineyards
Likely to sell out
Much loved
Willamette Valley Wine Tour From Portland (tasting Fees Included)
Portland, Oregon, United States
4.8 (190)
6 hours
from $737
Daily summer tours of Mt St Helens
Much loved
Mt. St. Helens Air Tour By Envi Adventures
Portland, Oregon, United States
4.9 (28)
1 hour, 15 minutes
from $399
Rolls-royce & Bentley Chauffeured All-inclusive Wine Tasting Tour
Portland, Oregon, United States
5.0 (6)
4 to 6 hours
from $600
Beach at Ecola State Park
Private Oregon Coastal Tour To Cannon Beach And Haystack Rock
Portland, Oregon, United States
5.0 (3)
8 hours, 30 minutes
from $330
Mt. Hood is a glorious destination in all seasons
Waterfalls, Wine, And Timberline Tour
Portland, Oregon, United States
4.9 (9)
8 hours
from $289
Feeling fabulous at Remy Wines
Oregon Coast Tour And Wine Tasting From Portland- Full Day Tour
Portland, Oregon, United States
5.0 (6)
8 to 9 hours
from $295
Private Northern Oregon Coast Day Trip
Portland, Oregon, United States
4.6 (5)
8 to 9 hours
from $1,699
International Rose Test Garden
Likely to sell out
Private Afternoon Portland City Tour
Portland, Oregon, United States
5.0 (1)
4 hours, 30 minutes
from $250
From Portland To Mt. Saint Helen Tour In A Small Group
Portland, Oregon, United States
3.5 (2)
8 to 10 hours
from $275
Much loved
Private Wine Tours
Portland, Oregon, United States
5.0 (15)
8 hours
from $650
Multnomah Falls & Portland Premium Air Tour By Envi Adventures
Portland, Oregon, United States
5.0 (7)
1 hour
from $299
Meet the growers of these dynamic vintages
Much loved
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Portland, Oregon, United States
5.0 (46)
7 hours
from $290
Private Columbia River Gorge Half-day Tour
Portland, Oregon, United States
5.0 (1)
3 to 4 hours
from $759
Private Portland Discovery Tour
Portland, Oregon, United States
5.0 (4)
3 hours
from $625
Amazing Illuminated bridges at night!
2-hour Sunset River Cruise On The Stunning Willamette River
Portland, Oregon, United States
5.0 (7)
2 hours
from $395
Visit The Oregon Coast From Willamette Valley
Portland, Oregon, United States
5.0 (1)
7 to 9 hours
from $725
Likely to sell out
Private - 1/2 Day Columbia River Gorge & Waterfalls Tour From Portland
Portland, Oregon, United States
5.0 (10)
5 hours
from $300
Private Wine Tour Of Three Wineries - Bring Up To 10 People
Portland, Oregon, United States
5.0 (1)
8 hours
from $1,300
Private Willamette Valley Wine Tasting Tour-tasting Fees Included
Portland, Oregon, United States
5.0 (1)
6 hours, 30 minutes
from $737
Wine Comparison in Vineyard
Wine Maker Hosted Wine Tasting Private Tour With Artisan Lunch
Portland, Oregon, United States
5.0 (1)
8 hours, 30 minutes
from $380
Private Tour At The Hood-columbia Loop: Timberline, Orchards, And Waterfalls
Portland, Oregon, United States
5.0 (1)
8 to 10 hours
from $1,719
8-hour Guided Fishing Adventure In Portland, Oregon
Portland, Oregon, United States
1.0 (2)
8 hours
from $250
Willamette Valley
Private Willamette Valley Wine Tour From Portland (all Tasting Fees Included)
Portland, Oregon, United States
5.0 (6)
7 to 30 minutes
from $2,559
Private Mt Hood Waterfall Tour With Lunch And Wine Included
Portland, Oregon, United States
5.0 (2)
8 to 9 hours
from $554
Private, industry only tasting
Private Back-country Distillery, Brewery, Or Pub Tour
Portland, Oregon, United States
5.0 (3)
8 hours
from $290
Likely to sell out
Much loved
Mt. Hood & Multnomah Falls Scenic Flight By Envi Adventures
Portland, Oregon, United States
4.9 (31)
1 hour
from $289
Much loved
Mount Hood & Columbia River Gorge Air Tour By Envi Adventures
Portland, Oregon, United States
4.9 (40)
1 hour
from $289
Private Wine Tour For 1-5 People In Oregon
Portland, Oregon, United States
New (NaN)
4 to 8 hours
from $350
Mt Hood & Columbia River Private Tour From Portland
Portland, Oregon, United States
New (NaN)
8 to 9 hours
from $850
Oregon Society of Artists
Private Morning Portland City Tour
Portland, Oregon, United States
New (NaN)
4 hours, 30 minutes
from $250
Portland Downtown To Portland Airport (pdx) - Departure Private Transfer
Portland, Oregon, United States
New (NaN)
20 minutes
from $316
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