Top Portland Wine Tasting & Winery Tours

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Portland 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 Private Wine Excursion Willamette Valley, Oregon - Wine Tour Willamette Valley Wine Tour from Portland

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

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Portland 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 Portland Wine Tasting & Winery Tours have Instant Confirmation?

Portland Wine Tasting & Winery Tours with Instant Confirmation include: Oregon Priority Wine Tasting Pass Happy Hour Sightseeing Cruise Willamette Valley Wine Tour - Full Day Tour Willamette Valley Wine Tour with Lunch Oregon Wine Tour-Full Day Tour with Lunch Stop View all Tours with Instant Confirmation →

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

Portland 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 Willamette Valley Wine Tour with Lunch Willamette Valley Wine Tour from Portland Willamette Valley Wine Tasting Tour Portland Urban Wine Tasting Tour View all Tours with Free Cancellation →

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

No problem. These Portland Wine Tasting & Winery Tours include Hotel Pickup: Willamette Valley Wine Tour - Full Day 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 Willamette Valley Wine Tour from Portland View all Tours with Hotel Pickup →

Q: Got any more Portland trip ideas?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Columbia Gorge Waterfalls & Wineries from Portland: All-Inclusive Afternoon Tour

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the …More

4.9 (185)

Columbia Gorge Waterfalls & Wineries from Portland: All-Inclusive Afternoon Tour

Experience two of the greatest attractions of the Pacific Northwest – the Columbia Gorge Waterfalls and Oregon wines! Hear amazing narratives that lie beneath the...

6 hours Hotel pickup offered Free Cancellation

4.9 (185)

from
$200

Curated Wine Country Experiences Full Day Tour

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings …More

5.0 (1)

Curated Wine Country Experiences Full Day Tour

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings...

7 to 8 hours Free Cancellation

5.0 (1)

from
$200