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How to Spend 2 Days in Portland

How to Spend 2 Days in Portland

Two days in Portland gives you enough time to see multiple sides of the city, from its food culture to its interesting neighborhoods, lush natural beauty, and active lifestyle. Here are a few ways to create an itinerary that suits your interests.

Day 1: Sightseeing and Local Experiences

Morning: Book a hop-on hop-off trolley tour to see Portland at your own pace, which allows you to visit the attractions that most interest you such as Powell’s Books or Pioneer Courthouse Square. If you prefer to explore with a guide, opt for a morning city tour or a coffee and doughnuts tour.

Afternoon: Enjoy Portland’s culinary delights on a food carts tour, a breweries or urban wineries bike tour, or a food tour of a specific neighborhood such as downtown or Mississippi Avenue. Alternatively, see places from the cult hit Portlandia on a tour of the show’s film locations.

Night: Head to the once-seedy Old Town district on a haunted pub tour that includes beer samples, or learn how to take photos at the trickiest time of day on a nighttime photography tour, where a photographer guide gives you tips on capturing shots at dusk and dark.

Day 2: Get Out and Active

Morning: Discover the natural wonders just outside Portland on a morning tour to Latourell Falls, Bridal Veil Falls, and Multnomah Falls, the tallest waterfall in Oregon. Or stay in the city to take a guided hike of Forest Park, one of the largest urban forests in the country.

Afternoon: Do as the locals do with a bike tour of Portland that takes you along the Willamette River waterfront, through the green spaces of the Park Blocks, and into the popular Pearl District. Or, for something more adventurous, head to the White Salmon River in Washington for whitewater rafting.

Night: Admire the city lights of Portland from the water on a dinner cruise along the Willamette River that includes Pacific Northwest-inspired cuisine and live entertainment with a full bar on board. Or book an evening Segway tour of downtown to zip through this district without the daytime crowds.

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8 Tours and Activities

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Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland
Likely to Sell OutLikely to Sell Out

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

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344
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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  • 3 hours 30 minutes
  • Free Cancellation
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size

2.5-Hour Dinner Cruise Through Downtown Portland

2.5-Hour Dinner Cruise Through Downtown Portland

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90
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
$110.00
From
$110.00

Portland Morning City Tour

Portland Morning City Tour

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95
Explore Portland on a 3.5-hour city sightseeing tour that travels from downtown Portland to the Pearl District to Nob Hill. Take a tour of the Pittock Mansion and see Lan Su Chinese Garden, a collaboration between Portland and sister-city Suzhou, China. Stroll through the International Rose Test Garden, located in Washington Park and boasting more than 7,000 rose plants with 550 varieties represented. Learn about the history and culture of Portland, which has been growing rapidly in recent years. Your tour includes pickup and drop-off from downtown Portland hotels.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$85.00
Price varies by group size
From
$85.00
Price varies by group size

Haunted Pub Tour

Haunted Pub Tour

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85
Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$45.00
Price varies by group size
From
$45.00
Price varies by group size

Portland Brewery Bike Tour

Portland Brewery Bike Tour

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244
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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  • 3 hours
  • Free Cancellation
From
$70.77
From
$70.77

Essential Portland Bike and E-Bike Tour!

Essential Portland Bike and E-Bike Tour!

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137
Take a spin around the City of Roses with this bike tour of essential Portland. Pedal through the city's historic Old Town, along the river on the Waterfront Esplanade, through the Park Blocks with their many green spaces and the hip Pearl District. Learn about the spirit of Portland from knowledgeable guides as you see the city as many of the locals do—by bike.
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  • 2 hours
  • Free Cancellation
From
$39.75
From
$39.75

Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

Full Day Columbia River Gorge Waterfalls and Wine Tasting Combo

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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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  • 8 hours 30 minutes
  • Free Cancellation
From
$180.00
Price varies by group size
From
$180.00
Price varies by group size

Willamette Valley Wine Tasting from Portland

Willamette Valley Wine Tasting from Portland

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74
Experience the diversity of flavors out of the Willamette Valley on this wine-tasting tour from Portland. In a small group, wind through the verdant hills of Portland’s surrounding wine region en route to three select vineyards. Your tasting adventure includes unique wine flights, snacks and a behind-the-scenes look at local viticulture.
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  • 6 hours 30 minutes
  • Free Cancellation
From
$159.00
From
$159.00