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Top Oregon Shore Excursions

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Oregon Tours

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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
Northern Oregon Coast Day Trip to Cannon Beach Area

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. The trip will include a history stop, a short …More

Portland, USA
4.9 (57)

Northern Oregon Coast Day Trip to Cannon Beach Area

This day trip is a tour along a section of rugged coastline along Oregon's northern coast. The trip will include a history stop, a short...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (57)
from
$139
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 (206)

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 (206)
from
$199
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
The Mt St Helens Adventure Tour from Portland

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and …More

Portland, USA
4.7 (42)

The Mt St Helens Adventure Tour from Portland

Travel to Mount Saint Helens and environs, from Portland, on this ALL-INCLUSIVE tour with a guide who will discuss the geology, ecology, climate, history, and...

11 to 12 hours • Hotel pickup offered • Free Cancellation
4.7 (42)
from
$301
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 …More

Portland, USA
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
Silver Falls Hike

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). You …More

Portland, USA
4.9 (11)

Silver Falls Hike

Silver Falls State Park is considered the crown jewel of the Oregon State Park system. It boasts 18 waterfalls within 9000 acres (36 km^2). You...

8 hours • Hotel pickup offered • Free Cancellation
4.9 (11)
from
$232
Full-day Columbia Gorge Hiking

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

Portland, USA
5.0 (2)

Full-day Columbia Gorge Hiking

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,...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$149
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 …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
$448
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
Private Willamette Valley Wine Tour

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Cool Destinations, Google and Yelp for Private Tours & …More

Portland, USA
5.0 (2)

Private Willamette Valley Wine Tour

Jeff Davies has 30+ years of guiding Willamette Valley Wine Tours. I have top reviews on Cool Destinations, Google and Yelp for Private Tours &...

6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,292
Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on …More

Portland, USA
5.0 (3)

Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls

Jeff Davies has 30+ years of guiding the Multnomah Falls / Mt. Hood "Loop" Tour with Columbia River Gorge Waterfalls. I have top reviews on...

8 to 9 hours • Free Cancellation
5.0 (3)
from
$1,334
Private Northern Oregon Coast Tour

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon …More

Portland, USA
5.0 (2)

Private Northern Oregon Coast Tour

Journey along Oregon’s breathtaking coastline stopping for viewing wildlife, pristine beaches and rocky cliff headlands. Learn about natural, Native American and regional history. Northern Oregon...

9 hours • Free Cancellation
5.0 (2)
from
$1,334
Private Northern Oregon Coast Day Trip

This day trip is a customized tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, …More

Portland, USA
5.0 (4)

Private Northern Oregon Coast Day Trip

This day trip is a customized tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops,...

8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,526
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 • Free Cancellation
5.0 (1)
from
$181
Private Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

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 Tour at The Hood-Columbia Loop: Timberline, Orchards, and Waterfalls

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 10 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,652
From Portland to Mt. Rainier Tour in a Small Group

Discover the rugged beauty of the Mt Rainier National Park on this full-day trip. Travel aboard a comfortable van through historic Gold Rush towns to …More

Portland, USA
5.0 (2)

From Portland to Mt. Rainier Tour in a Small Group

Discover the rugged beauty of the Mt Rainier National Park on this full-day trip. Travel aboard a comfortable van through historic Gold Rush towns to...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$350
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
Oregon Coast Sightseeing Tour

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
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

Portland, USA
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

Frequently Asked Questions

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

Recent tour reviews
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
Great experience with Jeff.
New York City
Private Willamette Valley Wine Tour
MarybethM385, Sep 2026
Great experience with Jeff.
Great experience. So knowledgeable about the area.
Read more
Well tailored interesting trip
New York City
Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls
Leigh_D, Sep 2026
Well tailored interesting trip
Jeff tailored our trip so that we saw beautiful scenery without hiking long distances. He supplemented his narrative with interesting handouts and audio on the history, science and environmental concerns in the area. Great day! Highly recommend.
Read more
Discovery Portland Tour
New York City
Private Portland Discovery Tour
Marcia_B, Sep 2026
Discovery Portland Tour
great overview of Portland!! Phil was the best guide and gave us detailed history of the area as well as up to date anecdotes
Read more
Crisp Evening Journey along the Willamette River
New York City
Portland’s Famous Bridges & Riverfront History Cruise
S9385PZcraigb, Sep 2026
Crisp Evening Journey along the Willamette River
Captain Dominic picked up our group of four promptly from the Willamette Park dock for a 7 PM tour. Because historically low river levels in 2026 rendered the Willamette Falls a less scenic destination than normal, Dominic suggested we make the Portland Bridge Tour our primary destination for this time. But before heading north to Portland, he sailed us south for a couple miles and provided informative history about several impressive structures along the river (in and around Milwaukie) and the river’s evolution that resulted from long-ago volcanic activity near Elk Rock Island. Heading back north, we enjoyed a beautiful sunset over the Portland skyline and learned about the impressive 100+ year construction history of more than 10 amazing bridges that became all the more impressive as they lit up in the night sky. Dominic is an excellent host and gave us great suggestions for dining, sightseeing, and entertainment in Oregon for the remainder of our vacation here.
Read more
Chill boating tour
New York City
2-Hour Sunset River Cruise – Portland, Oregon
M3847LCamberp, Aug 2026
Chill boating tour
Our boating tour was relaxing and a lot of fun.Dominic was a great captain. He shared so many informative things about Portland, its bridges, and surrounding area.
Read more
Fantastic guide great...
New York City
Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included
Maureen_T, Aug 2026
Fantastic guide great...
Fantastic guide great energy the day was full of smoke from the near by fires guide made the necessary changes to assure a fun trip Wine tasting was delicious
Read more
Fantastic wine wine tour.
New York City
Private Willamette Valley Wine Tour
NoFo, Aug 2026
Fantastic wine wine tour.
Excellent 3 day tour with Jeff. He was helpful, polite and very informative. His knowledge of wines and wineries and their histories is remarkable. Every aspect of our tours was handled beautifully and smoothly run.
Read more
Amazing
New York City
Oregon Coast Tour and Wine Tasting From Portland- Full Day Tour
Anne_S, Aug 2026
Amazing
It was the most beautiful sites we have ever seen. The guide was great was great. I would definitely recommend this trip to everyone.
Read more
A Personal Portland River Cruise
New York City
2-Hour Sunset River Cruise – Portland, Oregon
Janet_P, Jul 2026
A Personal Portland River Cruise
This is a great way to see the Portland Waterfront and especially the bridges of Portland. The trip was wonderful in a well fitted intimate boat with the knowledgeable Captain Dominic. Our party of six brought our own picnic and had a memorable private trip on the Willamette River. We saw a quiet wooded backwater upstream and US navy ships downstream after passing under 5 historic drawbridges.
Read more
The Absolute best way to see The Columbia River and Mt Hood
New York City
Full-Day Mt Hood Waterfall Tour with Lunch and Wine Included
Debbie_L, Jul 2026
The Absolute best way to see The Columbia River and Mt Hood
I’ve taken many trips through Cool Destinations but this was my absolute favorite. It could have been Phil, our driver, who was knowledgeable, kind, and so helpful. He took pictures for us at every stop and gave wonderful commentary as the trip went on. We had just the right amount of stops, saw more than we thought was included, and met new friends. The coach was Comfortable, clean and Phil brought water and snacks and passed them out freely. The sights we saw were as described on the itinerary but better than we could imagine. We highly recommend this tour
Read more
A trip to remember!
New York City
From Portland to Mt. Rainier Tour in a Small Group
Carolyn_K, Jul 2026
A trip to remember!
Fayaz went way beyond customer service giving my mother and I a trip to remember with great memories. Showing us places that were truly amazing!
Read more
Great day!
New York City
Private Multnomah Falls and Mt. Hood Tour with Gorge Waterfalls
Leslie_S, Jul 2026
Great day!
Jeff is an amazing driver & tour operator! He entertained our entire group of 6 (age range from teens to seniors) throughout the 5+ hr day with interesting facts about the area, geography & culture. He even offered up food recommendations in the Portland area. Would not hesitate to book with Jeff again!!
Read more
Amazing experience really...
New York City
Northern Oregon Coast Day Trip to Cannon Beach Area
Jordan_D, Jun 2026
Amazing experience really...
Amazing experience really well crafted, and if you have the luck of having Tito as your guide, you will be taken on a magnificent adventure he is filled with wisdom,jokes, and all around is a great energy. couldn’t recommend it more.
Read more
A Day to cherish
New York City
Full-day Columbia Gorge Hiking
freespirit391, Jun 2026
A Day to cherish
We had an absolutely amazing day with Sylvie as our tour guide. She was very knowledgable and accomodative of our needs - she also accompanied us on our many hikes around amazing waterfalls and scenic areas. We had a lovely hike around Latourell falls followed by lunch in same area and then headed on to other waterfalls , ending with the fish hatchery , with a cool sighting of Herman the sturgeon, and his partner. It was a wonderful day to cherish, we will likely do it again. if we could.
Read more
Great experience, this...
New York City
Northern Oregon Coast Day Trip to Cannon Beach Area
Cynthia_M, Oct 2025
Great experience, this...
Great experience, this tour was espectacular and we had a beautiful time. The trip was comfortable and fun. Our tour guide was great, very agradable, and knowledgeable. We felt safe all the trip. We had a very good experience, my only wish is to have a little bit more time in town.
Read more
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