Top Portland Private Sightseeing Tours

Q: Which Portland Private Sightseeing Tours have Instant Confirmation?

Portland Private Sightseeing Tours with Instant Confirmation include: Portland Golden Adventure Puzzle Quest and Tour Mount Hood Loop Scenic Drive Self Guided Audio Tour Self Guided Driving Audio Tour Mount Hood Scenic Loop Waterfalls and Legends: A Columbia River Gorge Self-Guided Drive Haunted Pub Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Portland Private Sightseeing Tours have Hotel Pickup?

No problem. These Portland Private Sightseeing Tours include Hotel Pickup: Multnomah Falls and Columbia River Gorge Waterfalls Tour Morning Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland Explore Portland Thrift Shops! Scappoose Bay Kayak Adventure Private tour Silver Falls Private Hike Tour 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 →

Private Tour Oregon Coast - Cannon Beach & Tillamook

There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern …More

5.0 (1)

Private Tour Oregon Coast - Cannon Beach & Tillamook

There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

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

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

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

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

This is the only commercially available scenic tour on this section of river. You will learn the rich history of the area going back to …More

5.0 (13)

Guided Jetboat Tour for Six -Private

This is the only commercially available scenic tour on this section of river. You will learn the rich history of the area going back to...

3 to 4 hours Free Cancellation

5.0 (13)

from
$195

Private - Mt Hood & Columbia River Gorge Waterfalls Tour From Portland

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and Mt Hood with Portland, Oregon's original tour and adventure company. Your seasoned, local …More

5.0 (2)

Private - Mt Hood & Columbia River Gorge Waterfalls Tour From Portland

Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and Mt Hood with Portland, Oregon's original tour and adventure company. Your seasoned, local...

9 hours

5.0 (2)

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

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country. …More

5.0 (62)

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

Gone are the days of choosing between a drowsy shuttle bus driver or the self-proclaimed expert viticulturalist to guide your journey through Oregon wine country....

7 hours Hotel pickup offered Free Cancellation

5.0 (62)

from
$230

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

5.0 (4)

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...

8 hours Free Cancellation

5.0 (4)

from
$230

Private - Willamette Valley Wine Tour From Portland (tasting fees included)

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day …More

5.0 (12)

Private - Willamette Valley Wine Tour From Portland (tasting fees included)

The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day...

7 hours 30 minutes

5.0 (12)

from
$285

Custom Willamette Valley Wine Tours from The Allison Inn and Spa

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family …More

4.9 (10)

Custom Willamette Valley Wine Tours from The Allison Inn and Spa

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family...

6 to 9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$375

Indulge your senses and savor the finest wines on our Willamette Valley Full-Day Wine Tour from Portland! This unforgettable journey promises a day of delight, …More

Willamette Valley Full-Day Wine Tour from Portland

Indulge your senses and savor the finest wines on our Willamette Valley Full-Day Wine Tour from Portland! This unforgettable journey promises a day of delight,...

7 hours Hotel pickup offered

from
$494

Portland Private Tour Adventure for Small Groups (Customizable)

Create Your Perfect Oregon Adventure! Your tour, your way! Choose from the destinations and experiences listed in the itinerary, or let us create something entirely …More

4.9 (10)

Portland Private Tour Adventure for Small Groups (Customizable)

Create Your Perfect Oregon Adventure! Your tour, your way! Choose from the destinations and experiences listed in the itinerary, or let us create something entirely...

2 to 9 hours Hotel pickup offered

4.9 (10)

from
$699

On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and …More

5.0 (22)

Private Wine Tours

On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and...

9 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$700

On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test …More

5.0 (5)

Private Portland Discovery Tour

On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$714

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

5.0 (1)

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...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$725

Private Columbia River Gorge Half-Day 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

5.0 (1)

Private Columbia River Gorge Half-Day 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,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$759

Private Group Tour up to 11 of Columbia River Gorge & Waterfalls from Portland

Embark on an intimate, Oregonian-led private group tour of the Columbia River Gorge and waterfalls. Your seasoned, local guide will take you on a 4-hour …More

5.0 (1)

Private Group Tour up to 11 of Columbia River Gorge & Waterfalls from Portland

Embark on an intimate, Oregonian-led private group tour of the Columbia River Gorge and waterfalls. Your seasoned, local guide will take you on a 4-hour...

4 hours

5.0 (1)

from
$979

From Portland Private Willamette Valley Wine Tour

Enjoy in the beauty and bounty of Willamette Wine Valley on this 8 hours tour from Portland. Perfect for all level of wine enthusiast – …More

5.0 (1)

From Portland Private Willamette Valley Wine Tour

Enjoy in the beauty and bounty of Willamette Wine Valley on this 8 hours tour from Portland. Perfect for all level of wine enthusiast –...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,095

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Portland Private Sightseeing Tours?

What are the best kid-friendly options for Portland Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Portland Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Portland Private Sightseeing Tours have Instant Confirmation?

Which Portland Private Sightseeing Tours have Free Cancellation?

Portland Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Portland Private Sightseeing Tours have Hotel Pickup?

Got any more Portland trip ideas?

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