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Top Portland Cruises, Sailing & Water Tours

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13 Tours and Activities

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Sailing Trips

NEW TO VIATOR

Sailing Adventures On a Classic 38' Yacht in the Heart of the Columbia Gorge

Sailors will enjoy a private two hour sail aboard a beautiful yacht in the heart of the Columbia River Gorge. Each person 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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  • 2 hours
  • Free Cancellation
From  
$60.00
From  
$60.00
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  • 2 hours
  • Free Cancellation

Day Cruises

NEW TO VIATOR

2-Hour Columbia River Gorge Sunset Dinner Cruise

No dinner can compare! Cruise along the Columbia River through the Historic Scenic Area aboard this authentic Sternwheeler. Our Executive Chef will delight with our seasonal menu featuring local ingredients, while Captain Tom will share with you the history and folklore that makes the Gorge unique. Boarding 5:30pm, Cruising 6:00pm-8:00pm.Highlights• Enjoy 2-hour cruise on an authentic sternwheeler• Cruise under the Bridge of the Gods• Live narration from our captain• Freshly prepared three-course dinner• Includes bread, salad, choice of entree and house dessert.• Private candlelit table• Wine, beer and cocktails available for purchase• Spectacular scenery of the Columbia Gorge
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  • 2 hours
  • Free Cancellation
From  
$77.00
From  
$77.00
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  • 2 hours
  • Free Cancellation

Dinner Cruises

2.5-Hour Sunset Dinner Cruise Through Downtown Portland

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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  • 2 hours 30 minutes
  • Free Cancellation
From  
$99.00
From  
$99.00
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  • 2 hours 30 minutes
  • Free Cancellation

Lunch Cruises

2-Hour Lunch Cruise Through Downtown Portland

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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  • 2 hours
  • Free Cancellation
From  
$63.00
From  
$63.00
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  • 2 hours
  • Free Cancellation

Day Cruises

NEW TO VIATOR

2-Hour Columbia River Gorge Sightseeing Cruise

Join us for a sightseeing cruise through the heart of the Columbia River Gorge. Learn about its formation, landmarks and natural wonders with Captain's narration. Snacks and beverages from our full-service bar are available for purchase on board.The sights include:The Bridge of the GodsBonneville DamNative American Fishing PlatformsWind MountainWind Surfers/Kite BoardersSkamania Lodge & Interpretive Center
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  • 2 hours
  • Free Cancellation
From  
$44.00
From  
$44.00
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  • 2 hours
  • Free Cancellation

Historical & Heritage Tours

NEW TO VIATOR

Bigfoot Jet-Boat Adventure, Portland To The Columbia Gorge

Bigfoot is the hide-and-seek champion of the world. With the help of the star of Cliff Barackman, Animal Planet’s Finding Bigfoot, we will try our best to find him. Travel from Portland to the Heart of the Columbia Gorge on this seven-hour round trip excursion. See sights such as Beacon Rock, Bridge of the Gods, Multnomah Falls, Bonneville Locks, Bonneville Dam, and more. We will explore the history and lore of Bigfoot and his presence in the Pacific Northwest. Learn about known sightings along the river June – September and get the inside scoop on this mysterious creature’s habits.Cruise Dates and TimesJune 15th- September 30thDaily 9:00am – 4:00 pmThis is a covered Jet Boat, dress for the weather, you will not get rained on as it is covered. Please be prepared with a sweatshirt or jacket, as it can be cooler in the morning. Feel free to bring a lunch, snacks or drinks. There is no food available on board, but we do stop in Cascade Locks where you can purchase lunch.
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  • 7 hours
  • Free Cancellation
From  
$122.00
From  
$122.00
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  • 7 hours
  • Free Cancellation

Brunch Cruises

2-Hour Champagne Brunch Cruise Through Downtown Portland

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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  • 2 hours
  • Free Cancellation
From  
$72.00
From  
$72.00
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  • 2 hours
  • Free Cancellation

Day Cruises

City Lights and Bridge Tour

One of Portland's many nicknames is Bridgetown, not much of a surprise given that the city is split by a river crossed by 10 bridges. With this tour, you'll hop aboard a pontoon and head from the southernmost of the city's bridges, the Sellwood Bridge, making your way north. You'll pass through downtown, eventually coming to the last bridge within the inner city: the towering Freemont Bridge, before heading back south.
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  • 1 hour
  • Free Cancellation
From  
$59.00
From  
$59.00
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  • 1 hour
  • Free Cancellation

Day Cruises

NEW TO VIATOR

2-Hour Columbia River Gorge Sunday Champagne Brunch Cruise

Escape to the Columbia Gorge on this 2-hour cruise through the "heart of the Columbia Gorge." Enjoy a delicious Northwestern Brunch Buffet with complimentary champagne. Travel through history on an authentic sternwheeler. See the sights and listen to live captain's narration of Oregon's rich history. Sit back, relax and go with the rivers flow. We will take care of the rest.- Features- Two-hour brunch cruise from Cascade Locks, Oregon- Bottomless champagne, mimosas, or sparkling cider included- Enjoy a delicious Northwest buffet prepared onboard- Live historical narration played throughout the vessel- Access to all three decks as well as captain's wheelhouseBoarding 9:30amCruising 10:00am - 12:00pm
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  • 2 hours
  • Free Cancellation
From  
$72.00
From  
$72.00
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  • 2 hours
  • Free Cancellation

Sailing Trips

Private Sailing Charter for 2 to 12 People by the Hour

Take to the waters of the Willamette River with a private sailing trip in Portland for up to 12 friends. Climb aboard a 40' cruising yacht to see Portland from a different perspective. Choose an hour-long tour to sail under the city's bridges, or book a longer excursion to get all the way to Lake Oswego or the Willamette Falls. Bring along whatever snacks and beverages you'd like to enjoy during your private cruise, or allow us to arrange catering.
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  • 1 hour
  • Free Cancellation
From  
$499.00
From  
$499.00
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  • 1 hour
  • Free Cancellation

Dinner Cruises

Columbia River Gorge Tour and Portland Spirit Dinner Cruise

Experience the best of nature and culture in the Pacific Northwest on an 8-hour tour of the Columbia River Gorge National Scenic Area followed by an evening dinner cruise on the Willamette River. Depart from Portland for an afternoon spent chasing waterfalls, and then return to the city to watch its lights sparkle from aboard the Portland Spirit cruise ship. This small-group tour is capped at 14 participants.
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  • 8 hours
From  
$150.00
From  
$150.00
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  • 8 hours

Dinner Cruises

Small-Group Oregon Wine Tasting Tour and Dinner Cruise

Wine and dine your way through the day on a tour that includes wine tastings in Oregon's Willamette Valley region followed by an evening dinner cruise on the Willamette River. Depart from Portland to visit local vineyards and sample the valley's distinct pinot noir, then complete your evening aboard a cruise featuring locally sourced entrees and live entertainment. This small-group tour is capped at 14 participants.
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  • 8 hours
From  
$253.00
From  
$253.00
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  • 8 hours

Wine Tasting & Winery Tours

NEW TO VIATOR

Raft Whitewater & Taste Wine: Columbia Gorge All-Inclusive Tour from Portland

The perfect combination of outdoor adventure and Northwestern culture, our small-group whitewater & wine tour takes place in world-class scenery. Raft the White Salmon River with a family-owned whitewater team committed to protecting the region's rivers. Later, head to world-class wine outfits along the Columbia Gorge National Scenic Area. Join a few other travelers and our TripAdvisor 'Hall of Fame' guides on a real exploration of our wild home. Don't worry about a thing--we'll take care of it all!On the water, splash through class III and IV rapids and experience the power the river while you learn about the region's unique ecosystems. Dry off, change clothes, and make your way to Hood River where we’ll taste wines like locals at two beloved boutique wineries. In an intimate setting, learn local wine making history and the art of viticulture.Our tours have been recognized by National Geographic Traveler, CNN, Huffington Post, and more!
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  • 10 hours
  • Free Cancellation
From  
$299.00
From  
$299.00
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  • 10 hours
  • Free Cancellation


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(888) 651-9785
(888) 651-9785