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Escape the bustle of Portland for a day on a private trip to the wine region of Willamette Valley. In addition to navigating as designated driver, your guide ensures the day is fully customized to your needs. The day features a vineyard tour and complimentary wine tastings against the backdrop of Oregon’s natural landscape.
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6 to 7 hours (Approx.)
From $1,749.00

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189 Tours and Tickets in Portland

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2.5-Hour Dinner Cruise Through Downtown Portland

2.5-Hour Dinner Cruise Through Downtown Portland

star-4.5
80
  • 2 hours 30 minutes
  • Free Cancellation
From
$110.00
From
$110.00
Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.
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* A traveler said: "The views… the mellow music and noise.. very chill and romantic vibe, rooftop deck for better views! Really a dope experience to experience"


Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

star-5
323
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size
Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.
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* A traveler said: "Adam was an exceptional guide, Informative and thoughtful. The stops were well chosen and it was a perfect half day out of the city."


Mt Hood Day Trip from Portland to Multnomah Falls and Hood River
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Mt Hood Day Trip from Portland to Multnomah Falls and Hood River

star-5
298
  • 8 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$120.00
Price varies by group size
From
$120.00
Price varies by group size
Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.
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* A traveler said: "Very nice tour, with excellent guide well versed in this area. I would definitely recommend this tour company again!"


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

star-5
63
  • 8 to 9 hours
  • Free Cancellation
  • Taking safety measures
From
$140.00
From
$140.00
Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine at your leisure.
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* A traveler said: "The tour was great- two waterfalls, two wineries, Timberline Lodge. Water and snacks provided and the lunch stop was great! Highly recommend."


2-Hour Columbia River Gorge Sightseeing Cruise

2-Hour Columbia River Gorge Sightseeing Cruise

star-4.5
43
  • 2 hours
  • Free Cancellation
From
$50.00
From
$50.00
Get an up-close look at the Columbia River Gorge on a sightseeing cruise that takes you under the Bridge of the Gods and past sights such as the Bonneville Dam, Native American fishing platforms, and locations where kite surfers and wind surfers show off their skills. Snacks and drinks are available for purchase on board the boat.
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* A traveler said: "Beautiful day. Warm and no to little wind. Apparently this is an anomaly. Love the two hour cruise and learning about the history and natural features."


2-Hour Lunch Cruise Through Downtown Portland

2-Hour Lunch Cruise Through Downtown Portland

star-4.5
42
  • 2 hours
  • Free Cancellation
From
$70.00
From
$70.00
Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.
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* A traveler said: "We can’t wait to go again. We missed some of the descriptions of sites because we lingered over the delicious lunch! It was a great experience. Thank you to the staff and crew!"


Half-Day Columbia River Gorge and Waterfall Hiking Tour

Half-Day Columbia River Gorge and Waterfall Hiking Tour

star-5
146
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$65.00
From
$65.00
Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.
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* A traveler said: "The tour was amazing. And the tour lady was very nice. The trip through the falls and was a beautiful day the hike to the waterfalls"


Columbia River Gorge Waterfalls Tour from Portland

Columbia River Gorge Waterfalls Tour from Portland

star-5
310
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$79.00
From
$79.00
Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.
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* A traveler said: "Had a great time with our guide yesterday. He was very knowledgeable about the area and kept us well entertained with the history."


Willamette Valley Wine-Tasting Tour from Portland

Willamette Valley Wine-Tasting Tour from Portland

star-4.5
156
  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
Price varies by group size
From
$139.00
Price varies by group size
Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.
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* A traveler said: "Heather our guide was so fun, very personable, and very knowledgeable! We had a group of 8 for this tour and everyone was so wonderful. The vineyard selection was great and vast. We would definitely do this again another time and would love to have heather join us !"


Oregon Coast Day Trip: Cannon Beach and Haystack Rock
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Oregon Coast Day Trip: Cannon Beach and Haystack Rock

star-4.5
248
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$120.00
Price varies by group size
From
$120.00
Price varies by group size
Explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day trip from Portland. Visit the charming towns of Manzanita and Cannon Beach—home of the famous Haystack Rock—browse antique shops and art galleries, and stop several beaches to maximize your time at the Oregon Coast.
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* A traveler said: "Cannon Beach is beautiful, Carrie was an excellent guide that is very knowledgeable! Would recommend this tour to others!"


Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

star-5
229
  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range and Mount Hood on this full-day trip from Portland. In the comfort of a luxury vehicle, enjoy a guided tour of the Gorge’s top destinations, including dramatic waterfalls, the Bridge of the Gods, Hood’s Timberline Lodge, and the charming city of Hood River.
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* A traveler said: "Zeke had lots of info and kept things fun. Nice trip of the area. Lots of great views. Worth the time."


2-Hour Columbia River Gorge Dinner Cruise

2-Hour Columbia River Gorge Dinner Cruise

star-4
27
  • 2 hours
  • Free Cancellation
From
$85.00
From
$85.00
Start your evening on the Columbia River on a dinner cruise that provides views of the Columbia River Gorge National Scenic Area from a historical sternwheeler. A seasonal menu features local ingredients for the 3-course dinner with bread, salad, main course, and dessert. Along the way, listen to stories and history about the river from the captain. Drinks are available for purchase.
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* A traveler said: "Great river cruise and a nice boat. Dinner was excellent too. Easy transportation to the pier on the MAX"


Oregon Coast Tour from Portland

Oregon Coast Tour from Portland

star-5
149
  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$139.00
From
$139.00
Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.
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* A traveler said: "Evan was a wonderful tour guide! He made the trip to the coast entertaining and did a great job accommodating the varied interests of the group. Views were spectacular."


Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

Afternoon Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

star-4.5
198
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size
Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.
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* A traveler said: "The tour guide was very knowledgeable and friendly. He knew a lot of things about the waterfalls. Great trip!"


2-Hour Champagne Brunch Cruise Through Downtown Portland

2-Hour Champagne Brunch Cruise Through Downtown Portland

star-4.5
9
  • 2 hours
  • Free Cancellation
From
$80.00
From
$80.00
Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.
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* A traveler said: "I enjoyed every minute of this time. It was 41 wedding anniversary. Beautiful weather. Brunch was great. Not crowded. Staff were very helpful. Lady on the piano played beautiful music. Thanks."


Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

star-5
8
  • 8 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$160.00
Price varies by group size
From
$160.00
Price varies by group size
This tour is currently running on a modified itinerary due to a wildfire in the Columbia River Gorge. Visit the top attractions on the Washington side of the Columbia River Gorge and 2 amazing wineries on this guided, Gorge/Wine Tour. Visit the Columbia Gorge Interpretive Center Museum, viewpoints, Beacon Rock, and the Washington Shore Visitor Complex of Bonneville Dam. 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. Discover the postcard-perfect scenery and great wines of the Columbia River Gorge during this flexible-length sightseeing trip from Portland. Gaze in wonder at the Gorge’s towering cascades including Multnomah Falls, enjoy the charming town of Hood River, and make stops at two local vineyards for included tastings. Round-trip hotel transport is also covered.
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* A traveler said: "Our tour guide was Carrie. She was amazing! We saw beautiful waterfalls. It started out raining but ended up being a great sunny day for wine taing."


Portland Brewery Bike Tour
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Portland Brewery Bike Tour

star-5
235
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$70.77
From
$70.77
Explore beautiful central Portland and sample some of the city’s iconic brews on this afternoon bike tour. Accompany your expert guide on a leisurely bike ride to several classic Portland microbreweries, including Lucky Lab and Rogue, for some fun and informative beer tasting.
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* A traveler said: "Amazing!! Outstanding beer!! Bike was great and the ride was super easy and educational! Jay is officially the best tour guide I’ve ever had in my life!!!! Highly recommend!!!!!"


Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

star-5
55
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$95.00
From
$95.00
Sailors will enjoy a two hour sunset sail aboard a beautiful yacht in the heart of the Columbia River Gorge. Sailors can interact with the captain, learn to sail, steer the boat, winch in the jib sheets, or just relax on the deck as we navigate up and down the mighty Columbia in the wake of Lewis and Clark.
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* A traveler said: "We had beautiful weather and the owners were very gracious and informative. We would love to do it again."


Exclusive Mount Hood & Columbia River Gorge Air Tour

Exclusive Mount Hood & Columbia River Gorge Air Tour

star-5
14
  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$249.00
Price varies by group size
From
$249.00
Price varies by group size
See the snowy peaks of Mount Hood and the dense forests and epic waterfalls that surround it with this private flight tour. Your pilot will take you and your group of up to three passengers up along the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state.
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* A traveler said: "What an awesome experience. Spencer was great and even though a little hazy from fire…incredible ~ trip of a life time."


Portland Afternoon City Tour

Portland Afternoon City Tour

star-4.5
76
  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size
See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland unique with stops at the International Portland Rose Garden, Pittock Mansion and Lan Su Chinese Garden. Walk away with a better appreciation for and knowledge of Oregon's largest city.
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* A traveler said: "Very fun trip. It’s a must if you want to explore Portland’s history. The guide was very informative and friendly"


Food Carts of Portland Bike Tour: local flavors and stories

Food Carts of Portland Bike Tour: local flavors and stories

star-5
11
  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Combine two of Portland's quintessential experiences—cycling and food carts—with this small-group guided tour. You'll visit Portland's first major food cart pod, Cartopia, cycle through the flower-filled neighborhoods of Ladd's Addition and Hawthorne, and make a stop at the Scout Beer Tap House, all with a local guide to show you the way.
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* A traveler said: "If you would like to see the many sides of Portland and try the delicious food cart fair this is the tour. We had a great time, Dustin was our host and was very knowledgeable about the rich history of Portland, and his beard was magnificent. Anyways, we had the greatest time 10/10 recommend. P.s. my 67 yo mother was able to do it!"


Willamette Valley Wine Tour from Portland with Lunch
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Willamette Valley Wine Tour from Portland with Lunch

star-5
234
  • 7 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$190.00
From
$190.00
Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.
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* A traveler said: "Great transportation with a knowledgeable guide. Nice choice of 3 wineries. Good choice of wines without feeling like we were just there to drink. Easy to order wine and have it sent home. Fun day with a nice group of folks."


Downtown Portland Bike Tour
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Downtown Portland Bike Tour

star-5
202
  • 3 hours
  • Free Cancellation
From
$50.26
From
$50.26
Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.
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* A traveler said: "The tour guide, the history of Portland and the awesome bike ride around downtown and over the bridges"


Downtown Portland Airplane Tour

Downtown Portland Airplane Tour

star-5
26
  • 20 minutes
  • Free Cancellation
  • Taking safety measures
From
$96.00
Price varies by group size
From
$96.00
Price varies by group size
Get stellar views of downtown Portland from inside an airplane with this aerial experience for up to three passengers. You'll fly over iconic sights such as the Portland, Oregon sign, the Moda Center, the Rose Quarter, and Providence Park, with the chance to take aerial photos of downtown Portland, the Willamette River, and the city's many bridges.
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* A traveler said: "An absolutely amazing experience. Totally worth it and recommend! Best time to book would be at 8pm, you get to watch the sunset as you see the glowing lights of Portland city. Adam did a great job in flying us over the Portland area and highlighting the main areas of Portland. Thank you so much Adam."


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