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Top Oregon Private Sightseeing Tours

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Oregon Tours

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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 (1,004)

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 (1,004)
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 (510)

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 (510)
from
$77
Scenic 2-Hour River Cruise to the Willamette Falls!

Enjoy a private 2-hour cruise along the scenic Willamette River to the majestic Willamette Falls, one of the largest waterfalls in the Northwestern US. Relax …More

Likely to Sell Out
Likely to Sell Out
Portland, USA
5.0 (123)

Scenic 2-Hour River Cruise to the Willamette Falls!

Enjoy a private 2-hour cruise along the scenic Willamette River to the majestic Willamette Falls, one of the largest waterfalls in the Northwestern US. Relax...

2 hours • Free Cancellation
5.0 (123)
from
$84
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 (727)

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 (727)
from
$126
Haunted Pub Tour

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking tour, …More

Likely to Sell Out
Likely to Sell Out
Portland, USA
4.6 (174)

Haunted Pub Tour

Portland's longest running Ghost Tour with 300+ 5 star reviews. The city's wicked and wild history will blow you away! On this spine-tingling walking tour,...

2 hours 30 minutes • Free Cancellation
4.6 (174)
from
$45
Discover Portland Half-Day Small-Group City Tour

On this 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 Gardens. …More

Portland, USA
4.8 (97)

Discover Portland Half-Day Small-Group City Tour

On this 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 Gardens....

3 hours • Free Cancellation
4.8 (97)
from
$79
2-Hour Sunset River Cruise - Portland, Oregon

Portland River Tours delivers a premier river experience through carefully curated routes featuring iconic landmarks such as the Steel Bridge and the White Stag now …More

Portland, USA
5.0 (26)

2-Hour Sunset River Cruise - Portland, Oregon

Portland River Tours delivers a premier river experience through carefully curated routes featuring iconic landmarks such as the Steel Bridge and the White Stag now...

2 hours • Free Cancellation
5.0 (26)
from
$79
Self-Guided Audio Driving Tour in Oregon Coast

Download the GuideAlong self-guided audio tour and you'll discover more on your Oregon Coast road trip. Hear fascinating behind-the-scenes stories, local tips and directions play …More

Astoria, USA
4.6 (22)

Self-Guided Audio Driving Tour in Oregon Coast

Download the GuideAlong self-guided audio tour and you'll discover more on your Oregon Coast road trip. Hear fascinating behind-the-scenes stories, local tips and directions play...

8 to 24 hours • Free Cancellation
4.6 (22)
from
$20
2-Hour Historic Willamette River & Island Nature Cruise

This is great morning tour for an immersive nature experience with guide narrates while you just get to relax and enjoy the boat tour. The …More

Portland, USA
4.6 (13)

2-Hour Historic Willamette River & Island Nature Cruise

This is great morning tour for an immersive nature experience with guide narrates while you just get to relax and enjoy the boat tour. The...

2 hours • Free Cancellation
4.6 (13)
from
$77
Crater Lake National Park Self-Guided Driving Audio Tour

Experience dramatic vistas, clear blue water, and incredible volcanic history with this self-guided driving tour of Crater Lake National Park. Explore Rim Village, hike a …More

Crater Lake National Park, USA
3.9 (18)

Crater Lake National Park Self-Guided Driving Audio Tour

Experience dramatic vistas, clear blue water, and incredible volcanic history with this self-guided driving tour of Crater Lake National Park. Explore Rim Village, hike a...

2 to 3 hours • Free Cancellation
3.9 (18)
from
$17
Multnomah Falls E-Bike Waterfall Tour (2+ Hours)

Self guided private tour to 4 of the tallest waterfalls in Oregon from a scenic bike route. Avoid the crowds and go for an adventure …More

Likely to Sell Out
Likely to Sell Out
Portland, USA
4.8 (71)

Multnomah Falls E-Bike Waterfall Tour (2+ Hours)

Self guided private tour to 4 of the tallest waterfalls in Oregon from a scenic bike route. Avoid the crowds and go for an adventure...

2 hours • Free Cancellation
4.8 (71)
from
$79
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 (61)

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 (61)
from
$230
Mount Hood Loop Scenic Drive Self Guided Audio Tour

Travel the Mount Hood Scenic Loop on this self-guided driving tour through one of Oregon’s most iconic landscapes. This road passes through lush wilderness rife …More

Portland, USA
3.7 (6)

Mount Hood Loop Scenic Drive Self Guided Audio Tour

Travel the Mount Hood Scenic Loop on this self-guided driving tour through one of Oregon’s most iconic landscapes. This road passes through lush wilderness rife...

3 to 4 hours • Free Cancellation
3.7 (6)
from
$17
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 (466)

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 (466)
from
$126
Portland's Famous Bridges & Riverfront History Cruise

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific …More

Likely to Sell Out
Likely to Sell Out
Portland, USA
5.0 (28)

Portland's Famous Bridges & Riverfront History Cruise

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific...

2 hours • Free Cancellation
5.0 (28)
from
$79
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 (36)

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 (36)
from
$239
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 …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
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 (26)

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 (26)
from
$199
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 …More

Likely to Sell Out
Likely to Sell Out
Portland, USA
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
Oregon Coast Self Guided Audio Driving Tour

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel …More

Astoria, USA
4.7 (16)

Oregon Coast Self Guided Audio Driving Tour

Explore the rugged beauty of the Oregon Coast with this self-guided driving tour. Witness waves crashing over volcanic outcrops and discover serene sandy shores. Marvel...

7 to 8 hours • Free Cancellation
4.7 (16)
from
$25

Frequently Asked Questions

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

Recent tour reviews
Great way to see some nature while staying on Portland
New York City
Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland
Rebecca_M, Sep 2026
Great way to see some nature while staying on Portland
Great experience! Our tour guide, Rob was super knowledgeable and had some good jokes. Love the ease of pick up and drop off at our hotel.
Read more
Rob had so much...
New York City
Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland
Patricia_S, Sep 2026
Rob had so much...
Rob had so much information about the Portland area and its history. We stopped at several waterfalls that were beautiful. The information on the state parks and waterfalls was interesting. Very nice tour.
Read more
Willamette River Falls tour
New York City
Scenic 2-Hour River Cruise to the Willamette Falls!
464annemariak, Sep 2026
Willamette River Falls tour
Great trip! The tour met our expectations plus wonderful tour guide.
Read more
Willamette River Boat Tour
New York City
2-Hour Historic Willamette River & Island Nature Cruise
Road39266899304, Sep 2026
Willamette River Boat Tour
Captain Nate was wonderful! Very knowledgeable gave history of the river and Portland. He pointed out wildlife and points of interest. We enjoyed our time with him very much! A great tour!
Read more
Amazing experience! Highly recommend!
New York City
Multnomah Falls E-Bike Waterfall Tour (2+ Hours)
Pathfinder660256, Sep 2026
Amazing experience! Highly recommend!
Amazing experience! Loved biking the waterfall tour, very picturesque. Nice e-bikes and easy to operate. Enjoyed the perk of a fully stocked refrigerator for refreshments. Very well run company. Highly recommend!
Read more
Good value for the time and price.
New York City
Discover Portland Half-Day Small-Group City Tour
550nanciw, Sep 2026
Good value for the time and price.
The day was warm and sunny making it ideal for sightseeing around Portland. Our driver, Phil, was on time picking us up for our 3 hour tour and proved to be a cordial and knowledgeable guide, especially about the settlement and early history of the area. He navigated the occasionally congested streets easily and seemed to have a knack for singling out what might interest our diverse group. Phil gave us plenty of time to wander around the International Rose Test Garden and the Pittock Mansion. A stop at Voodoo Doughnuts for a sweet treat was a hit! The tour was a good value for the money.
Read more
Multnomah Falls
New York City
Multnomah Falls and Columbia River Gorge Waterfalls Tour Morning
196elainez, Sep 2026
Multnomah Falls
We had a great day of seeing the falls! Our guide was the best!!! She was full of knowledge!!! And the views were awesome.
Read more
Really informative
New York City
Discover Portland Half-Day Small-Group City Tour
Suzy_C, Sep 2026
Really informative
Great way to see and learn about Portland. Lots of photo opportunities. I highly recommend this tour.
Read more
Fun in Willamette
New York City
Private Wine Tours
kellylucas1230, Sep 2026
Fun in Willamette
This tour was great. Wayne and Camille were both so communicative during the booking process and we visited three amazing vineyards of a single day. Each of the stops a unique experience. They prepared a delicious lunch to enjoy and the second spot and Camille shared a lot of great tidbits about Willamette throughout the day. We didn’t feel rushed at any of our tastings.
Read more
Beautiful Wineries, Great Host
New York City
Willamette Wine Tour from Newberg (Tasting Fees Included)
Taylor_G, Sep 2026
Beautiful Wineries, Great Host
Great experience. Our driver Holly was awesome. She picked us up in a large, clean, comfortable vehicle on time. The communication throughout the whole process was fantastic. The winery’s Ken selected were great. Three small family owned places, two that are first generation, one that was second generation. All three tasting rooms were unique and beautiful with gorgeous views. The wines were all fantastic, especially the apparently up and coming Oregon Chardonnay! Not having to worry about driving or scheduling these things ourselves made the whole experience very relaxing and convenient. I would highly recommend to anyone looking for a simple way to see some beautiful wineries in the Willamette Valley!
Read more
Beautiful views, ...
New York City
Willamette Wine Tour from Newberg (Tasting Fees Included)
Kat_D, Sep 2026
Beautiful views, ...
Beautiful views, relaxing atmosphere. Our driver Wes was very personable and professional. The weather was perfect in Sept.
Read more
Rounds out your visit!
New York City
Portland’s Famous Bridges & Riverfront History Cruise
902lauray, Sep 2026
Rounds out your visit!
Charles was just incredibly knowledgeable about all the history and bridges! I have already recommended to hotel staff and other travelers. It is an enriching way to get out on the river!
Read more
Willamette Damnit!
New York City
Scenic 2-Hour River Cruise to the Willamette Falls!
I1370DKsueb, Sep 2026
Willamette Damnit!
The captain , Nathan, was an excellent, informative guide. We really enjoyed the history and the humor.
Read more
A great tour, worth every penny!
New York City
Mt Hood Day Trip from Portland to Multnomah Falls and Hood River
debrah447, Sep 2026
A great tour, worth every penny!
A great way to spend the day in Portland!! The driver was very knowledgeable, courteous, and polite!!!
Read more
A very enjoyable and informative tour!
New York City
Mt Hood Day Trip from Portland to Multnomah Falls and Hood River
Deborah_C, Sep 2026
A very enjoyable and informative tour!
This was an outstanding tour to Oregon’s magnificent mountains and water falls. Our tour guide John was both knowledgeable and attuned to our needs. Lots of territory covered and John was a strong, confident and safe driver. A five star tour and guide. Thank you!
Read more
A fun adventure!
New York City
Multnomah Falls E-Bike Waterfall Tour (2+ Hours)
keith9805, Sep 2026
A fun adventure!
This was a great activity to do!! The Gorge is so beautiful but the waterfalls are easily overlooked and underrated. The bike tour was so much fun, and the e-bikes do the work for you. I highly recommend!!
Read more
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