Top 10 Day Trips from in Portland, Oregon (OR)

January 22, 2022 Osvaldo Hartline

You’ll wonder why you don’t live in Portland after you’ve visited this laid-back and friendly city. With a reputation for manicured parks, eclectic nightlife, fine micro-breweries and distilleries, and nature that cuts right into the city, Portland’s a Pacific Northwest must-visit. Don’t miss the famous Japanese Garden, one of the largest and most beautiful of its kind outside of Japan.
Restaurants in Portland

1. Private Oregon Wine Tour-Full Day Tour with Lunch

Willamette Valley Tour
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5.0 based on 7 reviews

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 wine lovers with complimentary gourmet lunch. Gain an inside perspective about the growing region, the winemaking process and the history of this valley at each vineyard during your tasting. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. 2 person minimum to book.

Inclusions: complementary main entree at Red Hills Market, Professional guide, Hotel pickup and drop-off (selected hotels only), Water/Small Snacks, Snacks, Bottled water

Exclusions: Alcoholic drinks (available to purchase), Gratuities

Reviewed By K1019SPstevena

We were so excited to visit Portland for the first time, but then we had an injury to a family member and could no longer go. Paul was very courteous, professional and easy to contact about re-scheduling. So, even if we did not have a chance to go on the tour, we are still impressed. Thanks Paul!

2. Mt. Hood/Gorge Waterfall Loop from Portland

Pioneer Courthouse Square, 701 SW 6th Ave, Portland, OR 97205, USA Oregon Tour Co.
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5.0 based on 1 reviews

Standing majestically over the city, Mt Hood is the most prominent peak in the Oregon cascades. A popular destination for hiking, camping, and climbing, the glaciers atop Mt. Hood provide the only year-round lift-served skiing in North America, from the beautiful Timberline Lodge. Oregon Tour Co. offers a full day trip to the mountain, which includes the beautiful Hood River Valley, as well as the breathtaking waterfalls of the Columbia River Gorge.

Inclusions: Driver/guide, Hotel pickup and drop-off, Bottled water

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Reviewed By Z6990IZstaceyt

We did a Willamette Valley wine tour. It was our second of the weekend. We had a wonderful time and the mother-daughter tandem we toured with were great. Peter, the son, was a wealth of knowledge and I believe we all had a great day. The only downside was none of the wineries had any wine skins available to purchase so we could ship our wine home. They, the wineries, need to step up.

3. Private Oregon Coastal Tour to Cannon Beach and Haystack Rock

Oregon Tour Experts
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5.0 based on 2 reviews

Maximize your beach time while at the Oregon Coast! Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy beaches, majestic capes, historic lighthouses, enchanted forests and lovely small beach towns which artists and artisans make their home. Locations we may visit include: Cannon Beach, Haystack Rock, Short Sand Beach at Oswald West State Park, Neahkahnie Point, and Manzanita while enjoying spectacular views of the dramatic Oregon Coastline.

Inclusions: Bottled water

Exclusions: Lunch, Gratuities

4. Private Mt Hood Loop Tour including Multnomah Falls

Oregon Tour Experts
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5.0 based on 1 reviews

Join us on our full day guided tour from Portland to Mt. Hood. By visiting Mount Hood with our enthusiastic and knowledgeable guides, you will have multiple opportunities to get the best photographs of the awe-inspiring scenery, and to learn about the history and heritage of Portland’s iconic mountain. Our tour will depart the hustle and bustle of downtown Portland by first taking you into the wonders of the Columbia River Gorge. We will follow the Columbia River east to the town of Hood River for lunch before driving up through the Hood River Valley to the south side of Mt. Hood. The sites that we may visit include: Multnomah Falls, Rowena Crest, a farm stand (seasonally), and Timberline Lodge. Your route may vary based on weather and road conditions but our guides will make necessary changes to enhance your Mt Hood Loop tour experience.

Inclusions: Bottled water

Exclusions: Lunch, Gratuities

Reviewed By amykarns

This was our first trip to Oregon and we’re very excited to see the different parts of the coast. Our tour guide was awesome and pointed out lots of local facts. Cannon beach was the highlight of our tour.

5. Private Northern Oregon Coast Day Trip

4841 SE 30th Ave, Portland, OR 97202, USA Terran Travels
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5.0 based on 1 reviews

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, and multiple stops at headlands and beaches. After your pickup in Portland, we'll discuss the interests of people in the group, and your guide will customize the itinerary to those interests. Regardless of interests, the trip will include driving the Pacific Coast Scenic Byway with a short hike through oldgrowth Sitka spruce forest, beach time, tide pools, sea stacks, viewpoint stops, and a lunch stop in a charming coastal town. If group interest allows, stops with a more technological history focus may be made, such as the Tillamook Air Museum, Tillamook Creamery (currently closed due to COVID-19), or Camp 18. - Please be prepared for whatever the weather may be when your tour runs (e.g. rain gear, sunglasses, hat, extra layers, sunscreen). - Wear shoes that you don't mind getting sandy and wet.

Inclusions: PA system, so those in the back can hear the guide., Air-conditioned vehicle, All Fees and Taxes, Bottled water, Snacks

Exclusions: Gratuities (always appreciated), Lunch

Reviewed By ehalvo999

Chris was filling in for Marcus on our tour, and we had an amazing time! My parents were visiting Oregon from the East Coast for the first time, and I wanted them to see a different side of Oregon. Chris dazzled us with his impressive knowledge of the region, as well as the science and artistry involved in winemaking in the Willamette Valley. The drive was beautiful and we saw three wineries, each off the beaten track and each with their own unique personalities. The landscapes were breathtaking, and we became experts in Pinot Noir and Chardonnay. Lunch was from Elephants Delicatessen in Portland and really hit the spot - my boyfriend and I will definitely go there for ourselves sometime. It was a great way to relax, learn more about Willamette Valley, and spend time with family, all under the guidance of a friendly and approachable expert. A perfect way to convince my parents to move out West.

6. Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

America's Hub World Tours
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5.0 based on 6 reviews

Together here in our complete combo tour experience you may visit Portland Women's Forum, Vista House, Latourell Falls, and Multnomah Falls.  Then, we continue driving east father up the river to the town of Hood River.  With the mountains views of Mt. Hood, Mt. Adams, farms and wind Surfing makes for an unparalleled Oregon experience.  After lunch, we will visit 2 vineyards in the region for some amazing wine tasting and learn about the region history and culture as it has developed in the wine industry in the area.

Inclusions: Hotel pickup and drop-off at select downtown Portland hotels, One wine tasting flight per person at each of two wineries, Professional Tour Guide, Bottled water

Exclusions: Lunch, Gratuities

Reviewed By 888travelert

We took three three tours with America's Hub. In fact, when they had to reschedule a coastal tour they provided us with a private downtown tour. All three tours - half day downtown Portland, half day Multnomah Falls and Columbia River Gorge, and full day coastal tour far exceeded our expectations. Phil was our tour guide for the two half day tours and Carrie was our tour guide for the full day coastal tour - they were both very knowledgeable, and offered lots of great tips on restaurants, and scenic hot spots, I would highly recommend all three of these tours,

7. The Mt St Helens Adventure Tour from Portland

Terran Travels
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5.0 based on 18 reviews

Travel to Mount Saint Helens and environs, from Portland, with a naturalist guide who will discuss the geology, ecology, climate, history, and legends of the area, as well as the history of US public lands. Your guide will lead you on hikes near waterfalls, through lava tubes, and within oldgrowth forests. You will see some of the most unique geological features in North America, including North America's longest continuous lava tube and a lava tree mold forest. Weather permitting, you will be driven to the closest viewpoint into the crater of the volcano, where you will be provided a picnic lunch, overlooking Spirit Lake. No matter how hot the weather, you'll enjoy natural air conditioning as you hike by dramatic waterfalls and through primeval forest. You'll have the option of a dinner/beer stop (own expense) on the way back to Portland.

Inclusions: Lunch, Air-conditioned vehicle, PA system to hear guide while driving, Snacks, Bottled water, Headlamps, If weather does not allow mountain visibility, a modified itinerary will take you to bonus stops., Professional naturalist guide, Hotel pickup/drop-off in Portland area

Exclusions: Gratuities (Always appreciated!), Hotel pickup/drop-off in Seattle area

Reviewed By ehalvo999

Chris was filling in for Marcus on our tour, and we had an amazing time! My parents were visiting Oregon from the East Coast for the first time, and I wanted them to see a different side of Oregon. Chris dazzled us with his impressive knowledge of the region, as well as the science and artistry involved in winemaking in the Willamette Valley. The drive was beautiful and we saw three wineries, each off the beaten track and each with their own unique personalities. The landscapes were breathtaking, and we became experts in Pinot Noir and Chardonnay. Lunch was from Elephants Delicatessen in Portland and really hit the spot - my boyfriend and I will definitely go there for ourselves sometime. It was a great way to relax, learn more about Willamette Valley, and spend time with family, all under the guidance of a friendly and approachable expert. A perfect way to convince my parents to move out West.

8. Private Customized Oregon Wine Maker Tours

Oregon Wine Maker Tours
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5.0 based on 10 reviews

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your tour guide, will interact with you before the tour to ensure that your wine country experience is memorable. He has over 30 years experience cultivating grapes and making wines. You have the option to tap his expertise as you taste wines, tour wine cellars, or explore vineyards. This private tour was nominated for USA Today's Top 20 American wine tours in 2020. Oregon’s amazing Willamette Valley, located just outside the Portland metro area, is nature’s masterpiece for growing cool-climate grapes, such as Pinot Noir. There are over 450 wineries located in this region that produce elite and delicious world-class wines. A trip to wine country with Oregon Winemaker Tours is perfect for singles, couples, or small groups. Relax and leave the driving to us while you enjoy a gourmet lunch and some of the world’s best wines. Cheers!

Inclusions: Private transportation, Gourmet wine country picnic lunch, Bottled water

Exclusions: Tasting fees (around $15-30 per winery). Often these are waived if you purchase wine to take home.

Reviewed By ronleeb

Carmine was amazing and gave us the best experience. He was super knowledgeable, kind, friendly, and gave us a 5-star experience. Would highly recommend and even use him again!

9. Full-Day Mt Hood Waterfall Tour with Lunch and Wine Tasting

4841 SE 30th Ave, Portland, OR 97202, USA Terran Travels
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5.0 based on 48 reviews

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 local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley and Columbia Gorge American Viticultural Area (AVA), the lovechild of the Columbia Valley and Willamette Valley AVAs. You will get intimate with this area through a visit to Timberline Lodge on Mt. Hood, wine tasting, and a stop at Multnomah Falls, the tallest waterfall in Oregon. Your expert guide, with formal background in ecology, natural resources, and wine, will teach you about the natural history, cultural history, and wine background of the area, as you drive the Mt. Hood and Historic Columbia River Highway Scenic Byways. You'll visit 2 wineries. We cover lunch, you cover tasting fees.

Inclusions: Lunch, Snacks, Bottled water, Air-conditioned vehicle, PA system to hear the guide from the back row

Exclusions: Alcoholic Beverages, Gratuities (always appreciated)

Reviewed By ehalvo999

Chris was filling in for Marcus on our tour, and we had an amazing time! My parents were visiting Oregon from the East Coast for the first time, and I wanted them to see a different side of Oregon. Chris dazzled us with his impressive knowledge of the region, as well as the science and artistry involved in winemaking in the Willamette Valley. The drive was beautiful and we saw three wineries, each off the beaten track and each with their own unique personalities. The landscapes were breathtaking, and we became experts in Pinot Noir and Chardonnay. Lunch was from Elephants Delicatessen in Portland and really hit the spot - my boyfriend and I will definitely go there for ourselves sometime. It was a great way to relax, learn more about Willamette Valley, and spend time with family, all under the guidance of a friendly and approachable expert. A perfect way to convince my parents to move out West.

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

701 SW 6th Ave, Portland, OR 97204, USA Sea to Summit Tours & Adventures
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5.0 based on 1 reviews

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 guide will take you on a full day adventure exploring the Pacific Northwest's most breathtaking views, waterfalls and Oregon's highest volcano. From the Vista House to Multnomah Falls and the Bonneville Dam you'll experience the awesome beauty of the Columbia River Gorge . After grabbing lunch, a glass of wine, or some fresh fruit in Hood River Valley - windsurfing capital of the world,  you’ll be guided up the east side of Mt Hood National Forest to the Historic Timberline Lodge, 6000ft on the south side of Mt Hood.  Unlike other companies, Sea to Summit does not skip anything...This tour is historically, geographically informative, and extremely scenic so don't forget your camera! Sea to Summit operates tours in the nicest and most comfortable, custom equipped 4x4 Mercedes Benz vehicles in Portland's tour industry!

Inclusions: Local guide, Live commentary on board, Private transportation

Exclusions: Lunch, Guide Gratuity

Reviewed By Alfalfasgirl

Excellent tour, friendly, prompt, knowledgeable, and able to accommodate me last minute..thank you! I could not have asked for more. The falls just opened the day before my arrival in Portland and the previous tour I had set up did not answer my repeated phone calls to verify pick up and even told me by email the falls were closed so I was left scrambling. I was so excited to see the falls as I had planned months ago. Having a private tour was very nice and the price was very reasonable. If I ever have the opportunity to come to Portland again I will definitely seek this company first. The owner grew up here and is the 2nd oldest touring company here. He will make your tour special for sure

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