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Celebrate Valentine's Day in Oregon (Updated 2026)

Oregon, USA
Private Mt Hood Waterfall Tour with Lunch and Wine included

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by …More

Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by...

8 to 9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$175
Private Willamette Valley Character Winery Tour

We'll take you to 3-4 tasting rooms representing a variety of settings, wines, and personalities. Your guide will introduce you to the Willamette Valley AVA …More

We'll take you to 3-4 tasting rooms representing a variety of settings, wines, and personalities. Your guide will introduce you to the Willamette Valley AVA...

6 to 7 hours Hotel pickup offered
5.0 (1)
from
$122
Willamette Valley Wine Tour - For Private Groups

Spend an entire day exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our tour guides …More

Spend an entire day exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our tour guides...

7 to 8 hours Hotel pickup offered
4.9 (8)
from
$135
Willamette Valley Pinot Noir & Wood Fired Pizza Pairing Tour

Join this full-day experience exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our itinerary is …More

Join this full-day experience exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our itinerary is...

7 to 8 hours Hotel pickup offered
5.0 (6)
from
$150
Visit the Oregon Coast from Willamette Valley

We specialize in making memories! We believe the best tours combine luxurious transportation, hospitality, and education. Why not have an engaging time while seeing the …More

We specialize in making memories! We believe the best tours combine luxurious transportation, hospitality, and education. Why not have an engaging time while seeing the...

7 to 9 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$725
Private Back-Country Distillery, Brewery, or Pub Tour

The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests …More

The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests...

8 hours Free Cancellation
5.0 (4)
from
$230
Explore Columbia River Gorge Half-Day Small-Group Hiking Tour

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, …More

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces,...

4 hours Free Cancellation
5.0 (3)
from
$73
Whitewater Fishing and Rafting Experience in Rogue River

A fully customizable river tour between the months of September and November. Our multi-day river trips include just about anything you may be interested in. …More

A fully customizable river tour between the months of September and November. Our multi-day river trips include just about anything you may be interested in....

4 days
5.0 (5)
from
$2,600
The Ultimate Scavenger Bend! (Citywide)

Oregon's favorite scavenger hunt! Whether visitor or long time local, this hunt is an amazing and entertaining way to learn about the city. Created as …More

Oregon's favorite scavenger hunt! Whether visitor or long time local, this hunt is an amazing and entertaining way to learn about the city. Created as...

3 hours Free Cancellation
4.4 (7)
from
$24
Best Wines Best Views | Full Day Private Willamette Valley Tours

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep …More

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep...

6 to 9 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$180
Portland Self-Guided City Walking Tour & Scavenger Hunt

A bookstore the size of a city block, a copper goddess and a dragon-guarded gateway — Portland keeps it delightfully weird. This app-led scavenger hunt …More

A bookstore the size of a city block, a copper goddess and a dragon-guarded gateway — Portland keeps it delightfully weird. This app-led scavenger hunt...

2 hours Free Cancellation
4.7 (11)
from
$5
Silver Falls Private Hike Tour

There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its …More

There’s no better way to experience the magic of Silver Falls State Park, a true gem of Oregon, than on a private tour. From its...

4 to 5 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$109
Self Guided Driving Audio Tour in Crater Lake

Download GuideAlong’s self-guided audio tour of Crater Lake National Park and explore the deep blue waters, towering cliffs, and volcanic landscapes of the United States’ …More

Download GuideAlong’s self-guided audio tour of Crater Lake National Park and explore the deep blue waters, towering cliffs, and volcanic landscapes of the United States’...

3 to 4 hours Free Cancellation
5.0 (6)
from
$20
Alpaca Picnic Experience in Oregon

This is the one and only Original Alpaca Picnic Experience. While shooting for Quechua Benefit, a nonprofit supporting economic benefits for underserved communities in the …More

This is the one and only Original Alpaca Picnic Experience. While shooting for Quechua Benefit, a nonprofit supporting economic benefits for underserved communities in the...

1 hour 30 minutes Free Cancellation
5.0 (7)
from
$150
Private Willamette Valley Wine Tour

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Cool Shore Excursions, Google and Yelp for Private Tours …More

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Cool Shore Excursions, Google and Yelp for Private Tours...

6 to 9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,292
Portland: Wine Tasting + Vinotherapy Tub Soak at The Wine Spa

Experience a unique spa treatment that combines Oregon wine, self-care, and relaxation at the only vinotherapy spa in the United States. …More

Experience a unique spa treatment that combines Oregon wine, self-care, and relaxation at the only vinotherapy spa in the United States....

1 hour 15 minutes Free Cancellation
5.0 (8)
from
$125
Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on …More

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on...

8 to 9 hours Free Cancellation
5.0 (3)
from
$1,334
Private Northern Oregon Coast Tour

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon …More

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon...

9 hours Free Cancellation
5.0 (2)
from
$1,334
Stories of Shanghai Tunnels and Ghosts of the Willamette Walk

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with …More

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with...

1 hour Free Cancellation
5.0 (1)
from
$30
Night Sky Private Photo Tour

Enjoy a private photo tour to experience and photograph the clear night sky of the High Desert. Very flexible tours start at your preferred time with …More

Enjoy a private photo tour to experience and photograph the clear night sky of the High Desert. Very flexible tours start at your preferred time with...

3 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$187
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