Top Oregon Wine Tasting & Winery Tours

Q: What are the best options for Oregon Wine Tasting & Winery Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Oregon Wine Tasting & Winery Tours are: Happy Hour Sightseeing Cruise Willamette Valley Wine Tour with Lunch Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included Willamette Valley Wine Tour from Portland Private Wine Excursion Willamette Valley, Oregon - Wine Tour

Q: What are the best kid-friendly options for Oregon Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Oregon Wine Tasting & Winery Tours are: Happy Hour Sightseeing Cruise Willamette Valley Wine Tour from Portland Mt Hood, Waterfalls, and Wine Tour Tasting the Gorge by Ebike Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included View all kid-friendly Tours →

Q: Which Oregon Wine Tasting & Winery Tours have Instant Confirmation?

Oregon Wine Tasting & Winery Tours with Instant Confirmation include: Oregon Priority Wine Tasting Pass Happy Hour Sightseeing Cruise Food Truck and Brewery Tour with Complimentary Tastings Willamette Valley Wine Tour - Full Day Tour Private Willamette Valley Character Winery Tour View all Tours with Instant Confirmation →

Q: Which Oregon Wine Tasting & Winery Tours have Free Cancellation?

Oregon Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Happy Hour Sightseeing Cruise Food Truck and Brewery Tour with Complimentary Tastings Willamette Valley Wine Tour with Lunch Willamette Valley Wine Tour from Portland Willamette Valley Wine Tasting Tour View all Tours with Free Cancellation →

Q: I need a ride! Which Oregon Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Oregon Wine Tasting & Winery Tours include Hotel Pickup: Willamette Valley Wine Tour - Full Day Tour Private Willamette Valley Character Winery Tour Willamette Valley Wine Tour with Lunch Oregon Wine Tour-Full Day Tour with Lunch Stop Waterfalls & Wine Tour-Multnomah Falls,Vineyards,Hood River Combo 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 →

Receive one year's worth of access to exclusive savings and elevated wine-tasting experiences at more than 50 wineries in Washington as well as 50 wineries in Oregon, …More

Portland, USA

3.0 (1)

Oregon Priority Wine Tasting Pass

Receive one year's worth of access to exclusive savings and elevated wine-tasting experiences at more than 50 wineries in Washington as well as 50 wineries in Oregon,...

365 days

3.0 (1)

from
$40

Take in the sights of Portland, Oregon from a different perspective. Cruise through the heart of Portland on the Willamette River. Enjoy a narration of …More

Portland, USA

4.5 (129)

Happy Hour Sightseeing Cruise

Take in the sights of Portland, Oregon from a different perspective. Cruise through the heart of Portland on the Willamette River. Enjoy a narration of...

1 hour 30 minutes Free Cancellation

4.5 (129)

from
$43

Food Truck and Brewery Tour with Complimentary Tastings

Bend is home to some 35 craft breweries, each with their own varieties of beer. Our food truck scene is also pretty spectacular with some …More

Bend, USA

5.0 (3)

Food Truck and Brewery Tour with Complimentary Tastings

Bend is home to some 35 craft breweries, each with their own varieties of beer. Our food truck scene is also pretty spectacular with some...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$99

Willamette Valley Wine Tour - Full Day Tour

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine …More

Portland, USA

4.8 (61)

Willamette Valley Wine Tour - Full Day Tour

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine...

7 to 8 hours Hotel pickup offered

4.8 (61)

from
$115

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

Join an all day Willamette Valley Wine Tour, and get a taste of the most decadent wines the lush Willamette Valley has to offer. Whether …More

Portland, USA

4.9 (537)

Willamette Valley Wine Tour with Lunch

Join an all day Willamette Valley Wine Tour, and get a taste of the most decadent wines the lush Willamette Valley has to offer. Whether...

7 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (537)

from
$125

Oregon Wine Tour-Full Day Tour with Lunch Stop

Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local …More

Portland, USA

4.7 (33)

Oregon Wine Tour-Full Day Tour with Lunch Stop

Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local...

8 hours Hotel pickup offered

4.7 (33)

from
$125

Waterfalls & Wine Tour-Multnomah Falls,Vineyards,Hood River Combo

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of …More

Portland, USA

4.9 (43)

Waterfalls & Wine Tour-Multnomah Falls,Vineyards,Hood River Combo

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of...

7 to 9 hours Hotel pickup offered

4.9 (43)

from
$129

Willamette Valley Wine Tour from Portland

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Blizzard Wines, Stoller Estate, ROCO Winery, Tresori Vineyards, Colene Clemens Vineyards, …More

Portland, USA

4.8 (231)

Willamette Valley Wine Tour from Portland

Go wine tasting near Portland in Willamette Valley, stopping at three wineries such as Blizzard Wines, Stoller Estate, ROCO Winery, Tresori Vineyards, Colene Clemens Vineyards,...

6 hours Hotel pickup offered Free Cancellation

4.8 (231)

from
$131

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

Portland, USA

4.9 (8)

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...

7 to 8 hours Hotel pickup offered

4.9 (8)

from
$135

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding …More

Portland, USA

5.0 (2)

Willamette Valley Wine Tasting Tour

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$138

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all …More

Portland, USA

5.0 (22)

Portland Urban Wine Tasting Tour

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all...

3 hours Free Cancellation

5.0 (22)

from
$139

Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique …More

Portland, USA

5.0 (6)

Afternoon Tour in Columbia Gorge Waterfall with Free Wine Tasting

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$139

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

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

Portland, USA

5.0 (6)

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...

7 to 8 hours Hotel pickup offered

5.0 (6)

from
$150

Oregon Coast Tour and Wine Tasting From Portland- Full Day Tour

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the …More

Portland, USA

5.0 (8)

Oregon Coast Tour and Wine Tasting From Portland- Full Day Tour

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the...

8 to 9 hours Hotel pickup offered

5.0 (8)

from
$150

Try to wipe the smile from your face as you experience an electric bicycle while enjoying a sensory overload of smells, tastes and sights. This …More

Portland, USA

5.0 (3)

Tasting the Gorge by Ebike

Try to wipe the smile from your face as you experience an electric bicycle while enjoying a sensory overload of smells, tastes and sights. This...

4 hours Free Cancellation

5.0 (3)

from
$150

Wine, Stables and Classic Cars Willamette Valley Tour Experience

Embark on an unforgettable journey with our exclusive vineyard, stable and historic Governor's farm house. Your tour begins with seamless pickup from the airport, your …More

5.0 (2)

Wine, Stables and Classic Cars Willamette Valley Tour Experience

Embark on an unforgettable journey with our exclusive vineyard, stable and historic Governor's farm house. Your tour begins with seamless pickup from the airport, your...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$150

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

Portland, USA

5.0 (2)

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...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$175

Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included

Mt. Hood is the highest summit in Oregon. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and …More

Portland, USA

4.9 (207)

Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included

Mt. Hood is the highest summit in Oregon. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (207)

from
$199