Top Oregon Private Sightseeing Tours

Q: Which Oregon Private Sightseeing Tours have Instant Confirmation?

Oregon Private Sightseeing Tours with Instant Confirmation include: Portland Golden Adventure Puzzle Quest and Tour The Cultural Heart of Ashland: A Self-Guided Audio Tour Crater Lake National Park Self-Guided Driving Tour Crater Lake National Park Self-Guided Driving Audio Tour Mount Hood Loop Scenic Drive Self Guided Audio Tour View all Tours with Instant Confirmation →

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

No problem. These Oregon 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 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 →

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

Portland, USA

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

Eugene area Waterfalls & the McKenzie River in a Tesla

Explore Oregon's natural beauty on this McKenzie River tour, featuring riding in style with a Tesla. Enjoy a scenic 1.25 mile hike with stunning views …More

5.0 (1)

Eugene area Waterfalls & the McKenzie River in a Tesla

Explore Oregon's natural beauty on this McKenzie River tour, featuring riding in style with a Tesla. Enjoy a scenic 1.25 mile hike with stunning views...

4 to 5 hours Free Cancellation

5.0 (1)

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

Portland, USA

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

Visit, explore and capture the best photo spots Bend and Central Oregon have to offer. Grab your camera and head out with one of our …More

Bend, USA

5.0 (1)

Private Half-Day Photo Tours

Visit, explore and capture the best photo spots Bend and Central Oregon have to offer. Grab your camera and head out with one of our...

4 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$200

Spend an entire day traveling through Hells Canyon and experience wildlife, swim in the fresh water, visit our historical sites and museums and more! This …More

4.9 (14)

Full Day Jet Boat Tour in Hells Canyon

Spend an entire day traveling through Hells Canyon and experience wildlife, swim in the fresh water, visit our historical sites and museums and more! This...

5 to 6 hours

4.9 (14)

from
$219

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

Portland, USA

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

Portland, USA

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

Willamette Wine Tour from Newberg (Tasting Fees Included)

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

5.0 (37)

Willamette Wine Tour from Newberg (Tasting Fees Included)

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 (37)

from
$239

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

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

Portland, USA

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

Visit, explore and capture the best photo spots Bend and Central Oregon have to offer. Grab your camera and head out with one of our …More

Bend, USA

5.0 (1)

Private Full-Day Photo Tours

Visit, explore and capture the best photo spots Bend and Central Oregon have to offer. Grab your camera and head out with one of our...

7 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$360

Private Tour in Central Cascades with Photoshoot

Choose either to explore around Mt. Bachelor and drive up the Cascade Mountain Lakes Scenic Highway or the Three Sisters Mountains including Three Creeks Lake …More

Bend, USA

5.0 (1)

Private Tour in Central Cascades with Photoshoot

Choose either to explore around Mt. Bachelor and drive up the Cascade Mountain Lakes Scenic Highway or the Three Sisters Mountains including Three Creeks Lake...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$365

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

Portland, USA

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

Portland, USA

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
$490

Private Wine Tour with Tastings from Eugene

Explore Oregon's wine country on a guided private tour where you will visit small production wineries and sometimes even interact with owners and winemakers at the …More

Eugene, USA

5.0 (34)

Private Wine Tour with Tastings from Eugene

Explore Oregon's wine country on a guided private tour where you will visit small production wineries and sometimes even interact with owners and winemakers at the...

8 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$525

This Tour is private and customizable. The price includes 5 hours of drive time. …More

Lincoln City, USA

5.0 (4)

Oregon Coast Sightseeing Tour

This Tour is private and customizable. The price includes 5 hours of drive time....

2 to 3 hours Hotel pickup offered

5.0 (4)

from
$600

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

Portland, USA

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

Portland, USA

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

Portland, USA

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

Portland, USA

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

Frequently Asked Questions

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

What are the best options for Oregon Private Sightseeing Tours?

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

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

View all kid-friendly Tours →

Which Oregon Private Sightseeing Tours have Instant Confirmation?

Which Oregon Private Sightseeing Tours have Free Cancellation?

Oregon 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 Oregon Private Sightseeing Tours have Hotel Pickup?

Got any more Oregon trip ideas?

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