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Portland Pearl District Tours and Tickets

22 results

Best Seller

Portland City Tour: Views and News (Our Best Selling Tour!)

Whether you're a history buff, a nature lover, or simply looking to explore the city's sights, this tour promises an enjoyable overview of Portland's unique charm. As you drive through historic districts, your guide will provide fascinating commentary on Portland's evolution from a dense forest, to rugged pioneer "Stumptown," to the lively tourist destination it is today. One of the highlights of the tour is a visit to the historic Pittock Acres, where you can admire the beautiful landscape and catch a magnificent view of Mt. Hood. Another not-to-be-missed stop is the International Rose Test Garden, home to over 300 colorful varieties of roses, offering a sensory experience unlike any other. We will cross the Willamette River on an iconic bridge, then explore unique east side locations beloved by locals. No matter the route, you'll witness both historic and emerging neighborhoods, a testament to Portland's rich heritage, architectural diversity, and continual evolution.

Portland City Tour: Views and News (Our Best Selling Tour!)

3 hours

Streetcar Around Portland to Pearl, Slabtown, and Waterfront

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see and learn about what makes Portland so special, with accompaniment of a passionate local, and 2.5–4 miles of slow-paced walking (4–7 km). Starting at Director Park at the edge of the Cultural District in Portland, we will begin our exploration with short streetcar segments interspersed by leisurely walks through several districts. Learn about the Art Museum, visit the Pearl District, explore the historically industrial Slabtown. See the mural district and the space-age buildings in the South Waterfront and into the University District. Walk park blocks and fountains that made the name for Portland’s urban planning, and also brought us into conflict over racial and cultural ideals. Explore how Portland’s activist spirit has challenged its government and structures, before returning you to the center of the city, Pioneer Square.

Streetcar Around Portland to Pearl, Slabtown, and Waterfront

Free Cancellation
3 hours

2-Hour Sunset River Cruise - Portland, Oregon

Portland River Tours delivers a premier river experience through carefully curated routes featuring iconic landmarks such as the Steel Bridge and the White Stag now the Portland Oregon neon sign, paired with engaging commentary on the city’s history, architecture, and culture. Enjoy our spacious, well-appointed boats designed for comfort, supported by eco-conscious operations and a strong commitment to exceptional service. Choose a premium private charter for up to six guests for an intimate luxury experience, or join a shared cruise with up to 18 passengers—offered daily—for a vibrant and social outing on Portland’s scenic waterways.

2-Hour Sunset River Cruise - Portland, Oregon

Free Cancellation
2 hours

Price varies by group size

Likely to Sell Out

Portland, Oregon City Tour: Parks, Plazas and Views

Portland, Oregon City Tour: Parks, Plazas and Views

Free Cancellation
3 hours

Likely to Sell Out

Portland Afternoon City Tour

See the highlights of Portland in just one afternoon, without having to sort out transportation on this tour. 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 and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and more.

Portland Afternoon City Tour

Free Cancellation
3 hours 30 minutes

Price varies by group size

Keep Portland Weird Neighborhood Culture Tour

Keep Portland Weird Neighborhood Culture Tour

4 hours

Essential Portland Oregon Bike and E-Bike Tour!

Essential Portland Oregon Bike and E-Bike Tour!

Free Cancellation
2 hours

Portland's Best Chocolate and Coffee Walking Tour

Portland's Best Chocolate and Coffee Walking Tour

Free Cancellation
2 hours 30 minutes

Portland Urban Wine Tasting Tour

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this wine tour special? We’ve met with the wine experts themselves and did all the research for you, so the tastings and snacks are curated and included. You’ll try 10+ wines at two winery tasting rooms plus one wine bar, including a variety of white, rosé, and red, and snack small bite pairings. Highlights: - Taste 4 Oregon wines paired with artisan popcorn at an approachable winery while learning why Oregon wine is special. - Explore 2 trendy Portland neighborhoods, blending old and modern architecture with rich history. - Dine on bruschetta paired with wine at a family-run winery. - End your evening sipping Bordeaux in a secret wine bar where you might just uncover a hidden surprise. - Learn from your tour guide and wine experts. *This tour is 21+ ONLY.

Portland Urban Wine Tasting Tour

Free Cancellation
3 hours

Likely to Sell Out

'The Best of Portland' City Tour: Small-Group Sightseeing Tour

'The Best of Portland' City Tour: Small-Group Sightseeing Tour

Free Cancellation
4 hours

Portland's Famous Bridges & Riverfront History Cruise

Explore Portland from a unique vantage point on the water, cruising beneath its iconic bridges while spotting bald eagles, ospreys, sea lions, and other Pacific Northwest wildlife. Led by a US Coast Guard–licensed captain and a Oregon-certified professional guide, each tour blends natural beauty with Portland’s rich 200-year maritime history. Guests may reserve a premium private charter for up to six people for an intimate luxury experience, or join a shared cruise with up to 18 passengers—available daily—for a lively and accessible way to discover the city’s scenic waterways.

Portland's Famous Bridges & Riverfront History Cruise

Free Cancellation
2 hours

Price varies by group size

Discover Portland Half-Day Small-Group City Tour

Visit many of Portland's highlights in just half a day with this small-group tour of the city. You'll make stops along the way to see the thousands of flowers at the International Rose Test Gardens and take in the views from the elegant Pittock Mansion. You'll also pass plenty of the city's most interesting sights and neighborhoods, making this tour a great option for those who want to orient themselves.

Discover Portland Half-Day Small-Group City Tour

Free Cancellation
3 hours

Likely to Sell Out

Portland Morning City Tour

Being short on time doesn’t mean you can’t see the best of Portland. This morning tour showcases some of the city’s most popular attractions in just half a day, including Pioneer Courthouse Square, shopping areas such as the Pearl District and NW 23rd, the Lan Su Chinese Garden, and more. Seasonal stops at the International Rose Test Garden and the World Forestry Center add to the fun.

Portland Morning City Tour

Free Cancellation
3 hours 30 minutes

Price varies by group size

City of Portland & Columbia Gorge Waterfalls: Our two best tours!

As you drive through Portland’s historic districts, your guide will share how “Stumptown” evolved from dense forest to frontier town to today’s vibrant destination. Visit Pittock Acres for a stunning view of Mt. Hood and the International Rose Test Garden, home to 300+ colorful varieties. Cross an iconic bridge to explore east side locations beloved by locals. After lunch (not included), travel the historic highway through the Columbia River Gorge. Experience the awe of Multnomah Falls, where twin cascades invite you to feel the mist as you cross a stone bridge. Discover the rustic charm of a historic inn among old-growth trees. A serene forest walk leads to Latourell Falls, plunging past cloud basalt in a dazzling display of nature’s power. Additional waterfalls and viewpoints will follow, chosen based on weather conditions. Throughout the day, your guide brings both city and wilderness to life with stories, legends, and insights into Oregon’s culture, history, and natural wonders.

City of Portland & Columbia Gorge Waterfalls: Our two best tours!

6 hours 30 minutes

2-Hour Wildlife & Nature River Cruise on the Beautiful Willamette

2-Hour Wildlife & Nature River Cruise on the Beautiful Willamette

Free Cancellation
2 hours

Forest Park Carbon Gravel Bike and E-Bike Tour

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old Town through the bustling Pearl District & Nob Hill as your guide highlights historical and cultural hotspots. Leave the city behind as you pedal into America’s largest urban forest – Forest Park. Carved into the slopes of the West Hills, cruise the stunning car-free gravel path which traverses the entire park and offers a scenic half-day trip all within city limits. The 11 mile bike and pedestrian path through the 5000 acre park is enshrouded with towering trees. Catch glimpses of the city below as you zip through the temperate forest. Return the way you came or head over the St Johns Bridge into North Portland for amazing views of the West Hills and the Willamette River from Overlook. 28 miles - This tour appeals to fit beginner and experienced gravel riders on our Carbon Gravel Bikes as well as new adventurers on our Gravel E-bikes.

Forest Park Carbon Gravel Bike and E-Bike Tour

Free Cancellation
3 hours 30 minutes

Portland Hop-On Hop-Off Pink Trolley Tour with Gray Line - 1 or 2 Day Pass

Portland Hop-On Hop-Off Pink Trolley Tour with Gray Line - 1 or 2 Day Pass

Free Cancellation
55 minutes

Private Portland Discovery Tour

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

Private Portland Discovery Tour

Free Cancellation
3 hours

Likely to Sell Out

Portland Sightseeing Tour Including Columbia Gorge Waterfalls

Portland Sightseeing Tour Including Columbia Gorge Waterfalls

Free Cancellation
8 hours 30 minutes

Price varies by group size

Private Afternoon Portland City Tour

Private Afternoon Portland City Tour

Free Cancellation
4 hours 30 minutes

Price varies by group size

Likely to Sell Out

Private Morning Portland City Tour

Private Morning Portland City Tour

Free Cancellation
4 hours 30 minutes

Price varies by group size

Private Vacation Photography Session with Local Photographer in Portland

Portland’s slogan may be “Keep Portland Weird”, but other adjectives like “stunning”, “vibrant”, and “creative” are just as accurate. Discover the city’s creative and refined sites as you visit different backdrops for this private vacation photography session. A local photographer will take your group to unique staging locations where you’ll capture your vacation memories. You’ll receive your photos within 5 days of your shoot.

Private Vacation Photography Session with Local Photographer in Portland

Free Cancellation
1 hour

Portland Pearl District

5.0

(2,004)

Portland

Know before you go

Calm residential area of the Portland Pearl District.

The Pearl is a must for foodies and nightlife enthusiasts.
You can see the Pearl’s major attractions in a few hours, or spend a few days thoroughly exploring the district.
Explore with a tour guide to discover the Pearl’s off-the-beaten-path attractions.
The neighborhood’s theaters, escape games, and entertainment venues provide family-friendly fun.

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