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Top Oregon Cruises, Sailing & Water Tours

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21 Oregon Cruises, Sailing & Water Tours

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

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

Dinner Cruises

2.5-Hour 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  
US$99.00
From  
US$99.00
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  • 2 hours 30 minutes
  • Free Cancellation

Day Cruises

2-Hour Columbia River Gorge Sightseeing Cruise

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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  • 2 hours
  • Free Cancellation
From  
US$44.00
From  
US$44.00
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  • 2 hours
  • Free Cancellation

Day Cruises

2-Hour Columbia River Gorge Dinner Cruise

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

Sailing Trips

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  
US$70.00
From  
US$70.00
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  • 2 hours
  • 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  
US$150.00
From  
US$150.00
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  • 8 hours

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

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  
US$253.00
From  
US$253.00
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  • 8 hours

Wine Tasting & Winery Tours

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  
US$299.00
From  
US$299.00
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  • 10 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  
US$59.00
From  
US$59.00
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  • 1 hour
  • Free Cancellation

4WD, ATV & Off-Road Tours

Rogue River Scenic Float

Spend the day on Oregon’s Rouge River on a 5-hour rafting trip. Meet your guide in Ashland for a shuttle ride to your rafting location. Start with a safety briefing and then embark on your rafting adventure down 6 miles (9.6 km) of scenic class I-II rapids. Your guide handles paddling and steering so you can sit back and enjoy the ride. Stop midway for a snack and have lots of opportunities to get out of the raft to swim if you want. Kayaking can be an option deepening on the weather conditions. You return to the departure point and the end of the trip.
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  • 5 hours
From  
US$95.00
From  
US$95.00
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  • 5 hours

Day Cruises

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  
US$72.00
From  
US$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  
US$499.00
From  
US$499.00
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  • 1 hour
  • Free Cancellation

White Water Rafting

Rogue River Half-Day Intro to Whitewater

Beginner paddlers are perfectly suited to this introduction to whitewater on the Rogue River. During this half-day tour, novices will enjoy full instruction and safety briefings before heading out on the 5.5-mile (9-kilometer) stretch of river, filled with exciting but manageable whitewater. Stop halfway to relax on dry land and have a snack before navigating the rest of the Class I through Class IV rapids on the river.
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  • 5 hours
From  
US$95.00
From  
US$95.00
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  • 5 hours

Nature & Wildlife

Guided Kayak Tour of Yaquina Bay - 12:00pm

The perfect adventure for your family vacation at the Oregon Coast. Our guided kayak tours offer an incredible opportunity to get up close and personal with the wildlife, fishing community, and landmarks of Yaquina Bay and the Newport Bayfront. No experience is necessary. Available for ages 6 and up (children under 13 must be accompanied by an adult).Our passionate, certified guides will introduce you to the fishing fleet that brings in more fresh seafood than any other port on the West Coast. Wildlife, including sea lions, harbor seals, eagles, and so much more await you during this unique two-hour kayak trip that is perfect for singles, couples, groups, and families.All proceeds from our kayak tours help support our other programs, such as youth camps, kayak classes, and free family boating events? That's right, by enjoying a couple of hours kayaking in Yaquina Bay, you'll help us ensure that everyone has access to safe, affordable boating activities and education.
...  More
  • 2 hours
  • Free Cancellation
From  
US$40.00
From  
US$40.00
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  • 2 hours
  • Free Cancellation

4WD, ATV & Off-Road Tours

Upper Klamath 1 Day

When seeking adventure in Ashland, this white-water rafting tour delivers. Hit Class I to IV rapids along the Upper Klamath—your guide delivers paddling instructions and support as you fly down one of the most exciting white-water rafting courses in southern Oregon. This full-day trip includes breakfast, lunch, and transportation from downtown Ashland.
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  • 9 hours
From  
US$185.00
From  
US$185.00
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  • 9 hours

Nature & Wildlife

Guided Kayak Tour of Yaquina Bay - 3:00pm

The perfect adventure for your family vacation at the Oregon Coast. Our guided kayak tours offer an incredible opportunity to get up close and personal with the wildlife, fishing community, and landmarks of Yaquina Bay and the Newport Bayfront. No experience is necessary. Available for ages 6 and up (children under 13 must be accompanied by an adult).Our passionate, certified guides will introduce you to the fishing fleet that brings in more fresh seafood than any other port on the West Coast. Wildlife, including sea lions, harbor seals, eagles, and so much more await you during this unique two-hour kayak trip that is perfect for singles, couples, groups, and families.All proceeds from our kayak tours help support our other programs, such as youth camps, kayak classes, and free family boating events? That's right, by enjoying a couple of hours kayaking in Yaquina Bay, you'll help us ensure that everyone has access to safe, affordable boating activities and education.
...  More
  • 2 hours
  • Free Cancellation
From  
US$40.00
From  
US$40.00
Learn More
  • 2 hours
  • Free Cancellation

4WD, ATV & Off-Road Tours

Rogue River All Day

This 12 mile stretch of river combines both of our half-day trips into a relaxing and adventurous all day excursion on the Rogue. This trip departs Ashland once a day, seven days a week, when four or more river enthusiasts are ready to go. Guests leave the Ashland area by 9:00 a.m. and return approximately by 4:00 p.m. Private groups and different time schedules can be easily arranged with advance notice. Special family and group rates are also available for your Rogue River rafting adventure.
...  More
  • 6 hours
  • Free Cancellation
From  
US$155.00
From  
US$155.00
Learn More
  • 6 hours
  • Free Cancellation

Nature & Wildlife

Guided Kayak Tour of Yaquina Bay - 6:00pm

The perfect adventure for your family vacation at the Oregon Coast. Our guided kayak tours offer an incredible opportunity to get up close and personal with the wildlife, fishing community, and landmarks of Yaquina Bay and the Newport Bayfront. No experience is necessary. Available for ages 6 and up (children under 13 must be accompanied by an adult).Our passionate, certified guides will introduce you to the fishing fleet that brings in more fresh seafood than any other port on the West Coast. Wildlife, including sea lions, harbor seals, eagles, and so much more await you during this unique two-hour kayak trip that is perfect for singles, couples, groups, and families.All proceeds from our kayak tours help support our other programs, such as youth camps, kayak classes, and free family boating events? That's right, by enjoying a couple of hours kayaking in Yaquina Bay, you'll help us ensure that everyone has access to safe, affordable boating activities and education.
...  More
  • 2 hours
  • Free Cancellation
From  
US$40.00
From  
US$40.00
Learn More
  • 2 hours
  • Free Cancellation

4WD, ATV & Off-Road Tours

Williamson River Fly Fishing

The Williamson River offers the chance at catching the biggest trout of your life every single day. Minimal crowds, beautiful scenery.
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  • 4 to 10 hours
  • Free Cancellation
From  
US$300.00
From  
US$300.00
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  • 4 to 10 hours
  • Free Cancellation

Day Cruises

The Paddled Pub - Afternoon Float

Oregon is famous for its craft beer scene, but creative beer enthusiasts shouldn't settle for sipping local beers in a regular old pub. Do one better with this river float pub adventure, from Grants Pass, where you can cruise the Rogue River and sip craft beer along the way. Ride in a custom boat that feels like a local pub, and take in the stunning sights as you sip.
...  More
  • 3 hours
  • Free Cancellation
From  
US$84.00
From  
US$84.00
Learn More
  • 3 hours
  • Free Cancellation


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