Top Oregon Cultural Tours

Q: Which Oregon Cultural Tours have Instant Confirmation?

Oregon Cultural Tours with Instant Confirmation include: Winter Focused Willamette Valley Wine Tour (Tastings Included) Wine History Tours: Private Willamette Valley Wine Tour Mt Hood, Waterfalls, and Wine Tour Keep Portland Weird Neighborhood Culture Tour Tour of Seaside & Cannon Beach View all Tours with Instant Confirmation →

Q: I need a ride! Which Oregon Cultural Tours have Hotel Pickup?

No problem. These Oregon Cultural Tours include Hotel Pickup: Winter Focused Willamette Valley Wine Tour (Tastings Included) Willamette Valley Wine & Whisky Wine History Tours: Private Willamette Valley Wine Tour Private Oregon Coast Tour - Astoria Mt Hood, Waterfalls, and Wine Tour View all Tours with Hotel Pickup →

Q: Got any more Oregon trip ideas?

We sure do. Check out our curated lists of hand-picked Oregon Tours. Top 10 Oregon 2026 Senior-friendly tours Oregon The best tours and activities for culture lovers in Oregon Top Day Trips from Oregon Things to do in Oregon this summer View all Oregon Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Oregon?

Based on our sales data over the past year, the most popular styles of tours and activities in Oregon are: Oregon Luxury & Special Occasions Oregon Luxury Tours Oregon Tours & Sightseeing Oregon Sightseeing Tickets & Passes Oregon Attraction Tickets View all tour styles in Oregon →

Winter Focused Willamette Valley Wine Tour (Tastings Included)

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries …More

5.0 (2)

Winter Focused Willamette Valley Wine Tour (Tastings Included)

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries...

6 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$239

Does one of you prefer wine, while the other prefers spirits? Or maybe you're someone who appreciates both. On this tour, we'll have something for …More

Portland, USA

4.8 (35)

Willamette Valley Wine & Whisky

Does one of you prefer wine, while the other prefers spirits? Or maybe you're someone who appreciates both. On this tour, we'll have something for...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (35)

from
$199

Wine History Tours: Private Willamette Valley Wine Tour

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On …More

5.0 (29)

Wine History Tours: Private Willamette Valley Wine Tour

Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$199

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself …More

Portland, USA

5.0 (1)

Private Oregon Coast Tour - Astoria

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself...

12 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$149

Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning …More

Portland, USA

4.9 (99)

Mt Hood, Waterfalls, and Wine Tour

Visit the top attractions in the Columbia River Gorge National Scenic Area in this full day of exploration just outside of Portland. In the morning...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (99)

from
$140

Keep Portland Weird Neighborhood Culture Tour

This tour goes above and beyond your average city tour. Accompanied by an expert local guide who has deep insight into the history and culture …More

Portland, USA

5.0 (1)

Keep Portland Weird Neighborhood Culture Tour

This tour goes above and beyond your average city tour. Accompanied by an expert local guide who has deep insight into the history and culture...

4 hours

5.0 (1)

from
$132

Explore Seaside and Cannon Beach on an approximately three-hour small-group tour with a local guide and driver. Enjoy coastal scenery, local history, movie locations, and …More

Seaside, USA

4.9 (27)

Tour of Seaside & Cannon Beach

Explore Seaside and Cannon Beach on an approximately three-hour small-group tour with a local guide and driver. Enjoy coastal scenery, local history, movie locations, and...

3 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$129

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

See the natural wonders that line the Historic Columbia River Highway on this day trip from Portland to Mt Hood. With a guide, you'll be …More

Portland, USA

4.9 (737)

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

See the natural wonders that line the Historic Columbia River Highway on this day trip from Portland to Mt Hood. With a guide, you'll be...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (737)

from
$126

Oregon Coast Day Trip: Cannon Beach and Haystack Rock

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint …More

Portland, USA

4.7 (470)

Oregon Coast Day Trip: Cannon Beach and Haystack Rock

Spend a day along Oregon’s gorgeous coastline, filled with dramatic headlands, beaches and historical lighthouses on this tour from Portland. Walk on the beach in the quaint...

8 hours Hotel pickup offered Free Cancellation

4.7 (470)

from
$126

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

5.0 (1)

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...

6 to 7 hours Hotel pickup offered

5.0 (1)

from
$122

'The Best of Portland' City Tour: Small-Group Sightseeing Tour

Experience the Pacific Northwest’s most-dynamic cultural hub on this small-group tour of Portland's highlights! Explore diverse neighborhoods with your Cool Shore Excursions 'Hall of Fame' …More

Portland, USA

4.7 (153)

'The Best of Portland' City Tour: Small-Group Sightseeing Tour

Experience the Pacific Northwest’s most-dynamic cultural hub on this small-group tour of Portland's highlights! Explore diverse neighborhoods with your Cool Shore Excursions 'Hall of Fame'...

4 hours Free Cancellation

4.7 (153)

from
$101

Explore Astoria and Warrenton with a local guide on this approximately three-hour tour. Discover Astoria’s history, waterfront, historic homes, landmarks, and movie locations, then visit …More

Astoria, USA

5.0 (165)

Tour of Astoria & Warrenton

Explore Astoria and Warrenton with a local guide on this approximately three-hour tour. Discover Astoria’s history, waterfront, historic homes, landmarks, and movie locations, then visit...

3 hours Hotel pickup offered Free Cancellation

5.0 (165)

from
$100

Portland City Tour: Views and News (Our Best Selling Tour!)

Whether you're a history buff, a nature lover, or simply looking to explore the city's sights, this tour promises an enjoyable overview of Portland's unique …More

Portland, USA

4.8 (262)

Portland City Tour: Views and News (Our Best Selling Tour!)

Whether you're a history buff, a nature lover, or simply looking to explore the city's sights, this tour promises an enjoyable overview of Portland's unique...

3 hours

4.8 (262)

from
$99

Food Carts of Portland Bike Tour: local flavors and stories

Portland’s famous food carts are scattered all over the city's five (now six) quadrants, over 600 in total, in over 60 pods — collections of …More

Portland, USA

4.9 (78)

Food Carts of Portland Bike Tour: local flavors and stories

Portland’s famous food carts are scattered all over the city's five (now six) quadrants, over 600 in total, in over 60 pods — collections of...

3 hours 30 minutes Free Cancellation

4.9 (78)

from
$95

Portland Oregon Foodie Field Trip By Bike and E-bike

Arrive hungry and experience a variety of flavors from local hotspots in Portland, Oregon. Learn about the bustling culinary scene as well as the “localvore” …More

Portland, USA

5.0 (75)

Portland Oregon Foodie Field Trip By Bike and E-bike

Arrive hungry and experience a variety of flavors from local hotspots in Portland, Oregon. Learn about the bustling culinary scene as well as the “localvore”...

3 hours Free Cancellation

5.0 (75)

from
$91

Multnomah Falls and Columbia River Gorge Waterfalls Tour Morning

Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of Multnomah Falls and …More

Portland, USA

4.9 (1,030)

Multnomah Falls and Columbia River Gorge Waterfalls Tour Morning

Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of Multnomah Falls and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (1,030)

from
$77

Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of Multnomah Falls and …More

Portland, USA

4.9 (527)

Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Visit the top attractions near the Portland, Oregon area on this guided, half-day tour. Spend an afternoon taking in some amazing views of Multnomah Falls and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (527)

from
$77

Portland Oregon Breweries By Bike and E-bike

No visit to Portland Oregon would be complete without sampling the city's tastiest beverage - beer! Our experienced guides select the best breweries in town, …More

Portland, USA

5.0 (61)

Portland Oregon Breweries By Bike and E-bike

No visit to Portland Oregon would be complete without sampling the city's tastiest beverage - beer! Our experienced guides select the best breweries in town,...

3 hours Free Cancellation

5.0 (61)

from
$75

Portland, Oregon City Tour: Parks, Plazas and Views

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park …More

Portland, USA

4.9 (42)

Portland, Oregon City Tour: Parks, Plazas and Views

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park...

3 hours Free Cancellation

4.9 (42)

from
$75