Portland’s top tours deliver practical sightseeing at its finest. Walking tours of downtown hit all the must-sees, including Pioneer Courthouse Square, while bike tours let you pedal between the city’s famous food carts and eateries – a perfect combo of exercise and eating. For natural wonders, the Columbia River Gorge tour packs in several majestic waterfalls in just half a day. I especially love the spooky Dead of Night Ghost Tour, which mixes local history with spine-tingling stories in Portland’s oldest neighborhoods. Let’s explore our favorite Portland tours, starting with the very best.
Key Points
- For first-time visitors, the Downtown Walking Tour and Historic Heart Walking Tour offer rundowns of Portland’s iconic landmarks and cultural hotspots.
- The Guided Foodie Bike Tour and Ice Cream and Culinary Tours provide immersive experiences showcasing the city’s diverse food and beverage scene.
- Wine enthusiasts can explore the region’s renowned wineries through the Urban Wine Tasting Tour and Willamette Valley Full-Day Wine Tour.
- Nature lovers can experience the stunning landscapes of the Columbia Gorge Waterfalls Tour and Waterfalls, Wine, and Timberline Tour.
- For a unique perspective, the Ultimate Dead of Night Ghost Tour offers a chilling exploration of Portland’s haunted past.
Portland (Downtown): Sights & Highlights Walking Tour
One of the best ways to explore Portland’s vibrant downtown is through the “Portland (Downtown): Sights & Highlights Walking Tour“. This 2-hour guided walk takes visitors on a journey through the heart of the city, showcasing its iconic landmarks, cultural hotspots, and local charm.
Participants will stroll past the picturesque Pioneer Courthouse Square, admire the grand architecture of the Arlene Schnitzer Concert Hall, and discover the unique shops and eateries that line the lively streets.
Along the way, the knowledgeable guide provides insightful commentary, sharing the rich history and stories that make Portland so special.
Whether you’re a first-time visitor or a local looking to rediscover your city, this walking tour offers an engaging and immersive experience that’s not to be missed.
With its perfect blend of sightseeing and local insights, the “Portland (Downtown): Sights & Highlights Walking Tour” is an excellent way to get a taste of the city’s vibrant downtown.
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Portland (Waterfront): Sights & Highlights Walking Tour
Explore the vibrant waterfront of Portland on the “Portland (Waterfront): Sights & Highlights Walking Tour”. This guided excursion takes you along the Willamette River, showcasing the city’s dynamic riverfront.
You’ll stroll past the iconic Salmon Street Springs fountain, a popular gathering spot. Admire the Hawthorne Bridge, one of Portland’s historic landmarks. Discover the Vera Katz Eastbank Esplanade, a scenic pedestrian pathway with stunning views of the city skyline.
Explore the bustling Saturday Market, where you can browse local artisan crafts and sample delicious food. The tour also includes a visit to the International Rose Test Garden, known for its breathtaking floral displays.
Throughout the walk, your knowledgeable guide will share fascinating insights about Portland’s history and culture. Whether you’re a first-time visitor or a local, this tour offers a comprehensive introduction to the city’s waterfront highlights.
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Portland: Ultimate Dead of Night Walking Ghost Tour
The “Portland: Ultimate Dead of Night Walking Ghost Tour” offers a chilling exploration of the city’s haunted past. Priced at $34 per person, the 1-hour tour takes participants to exclusive locations not included in standard tours, where they’ll hear ghost stories and dark history, including tales of both benevolent and malevolent spirits.
The tour includes five locations, such as the historic Benson Hotel, known for its ghostly legend of a woman in a turquoise dress.
Led by a live, knowledgeable guide, the tour provides a well-researched look into Portland’s haunted past, including sadistic acts and murderers. Participants can expect to skip the line through express security check, but should be able to walk more than a mile.
Comfortable shoes and weather-appropriate clothing are recommended, and smoking, alcohol, drugs, and video recording aren’t allowed.
With an overall rating of 4.7/5 based on 6 reviews, the tour is praised for its captivating stories and historical context.
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Portland : Highlights Walking Tour With A Guide
Discover the vibrant heart of Portland on this guided walking tour that showcases the city’s iconic landmarks and hidden gems.
Led by a knowledgeable local guide, you’ll explore the city’s historic Old Town, bustling Pearl District, and scenic Waterfront Park. Along the way, you’ll learn about Portland’s rich history, unique culture, and thriving food and art scenes.
Highlights include the iconic Portlandia statue, Powell’s City of Books, the Lan Su Chinese Garden, and the picturesque Willamette River.
You’ll also discover lesser-known gems like the Benson Bubblers, a series of public drinking fountains, and the city’s quirky food cart pods. Throughout the tour, your guide will provide insider tips and recommendations to help you make the most of your time in Portland.
Whether you’re a first-time visitor or a local looking to rediscover your city, this highlights walking tour is the perfect way to learn about the unique charm and character of Portland.
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Portland: Downtown Food Tour
What better way to take in Portland’s vibrant culinary landscape than by embarking on a mouthwatering downtown food tour? This 3-hour experience offers an opportunity to explore the city’s innovative restaurants, food carts, and local landmarks.
Priced at $101.97 per person, the tour covers a distance of approximately 1.5 miles, with all food and drink tastings included.
Led by an expert guide, the tour provides insight into Portland’s rich history and the evolution of its renowned food scene. Participants can expect to discover downtown treasures and sample diverse culinary offerings.
The flexible booking and free cancellation policy up to 24 hours in advance make this tour an appealing option. However, it’s important to note that the tour isn’t suitable for children under 8 and any dietary restrictions must be communicated in advance.
With an overall rating of 2.3/5 based on 3 reviews, the tour seems to offer a generally informative and enjoyable experience, though some customers have reported issues with cancellations and no-shows.
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Portland: Urban Wine Tasting Tour
Although Portland is renowned for its vibrant culinary scene, the city’s thriving urban wine culture is also a must-explore attraction.
The Portland: Urban Wine Tasting Tour offers visitors a comprehensive 2.5-hour experience, guiding them through three renowned winery tasting rooms and two trendy neighborhoods. Priced at a reasonable $139 per person, the tour allows guests to sample over 10 different Oregon wines, including whites, rosés, and reds, paired with 10 small bite pairings.
Participants can expect to learn about the winemaking process and local grape varieties from the tour guide and winery experts. With a limited group size of 10, the tour provides an intimate and personalized experience.
While the tour isn’t ADA accessible, it’s an excellent choice for wine enthusiasts aged 21 and above who want to explore Portland’s vibrant urban wine scene.
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Portlandia Prowl Amazing Race & Tour
The Portlandia Prowl Amazing Race & Tour offers a unique and thrilling way for visitors to explore the quirky charm of Portland. This 2-hour activity allows participants to solve clues, tackle quirky challenges, and discover hidden gems around the city, all while working as a team.
Priced from £19.22 per person, the experience caters to private or small groups and is family and dog-friendly, with a mix of indoor and outdoor activities.
While the tour has the potential to be an engaging and interactive way to experience Portland, recent customer feedback suggests that the execution may fall short. A single review cited disappointment with outdated locations, lack of organization, and backtracking during the activity, leading to the experience not meeting expectations.
Those interested in the Portlandia Prowl should consider the pros and cons carefully before booking, as the activity may not live up to its promise of a thrilling and well-organized adventure.
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Willamette Valley Wine Tour
Visitors to Portland can explore the renowned Willamette Valley on a comprehensive 8-hour wine tour. Priced from £18,823 per person, the Willamette Valley Wine Tour offers a customer-centric experience, with all reservations and planning handled by the tour provider.
Pickup is included from various locations in the Portland metro area, and there’s free cancellation up to 24 hours in advance.
The tour takes guests to the Yamhill County, Dundee, and Newberg regions, each known for their exceptional Pinot Noir, Chardonnay, and sparkling wines. A live guide provides insights into the wine regions, while comfortable 15-passenger vans with high rooftops ensure a comfortable journey.
Amenities like water, alcohol, food, and gratuities are all included, making for a stress-free experience.
Reviews praise the knowledgeable and friendly guide, as well as the personalized tour experience that caters to participant preferences.
Whether you’re a wine enthusiast or simply looking to explore the Willamette Valley, this tour offers an unparalleled opportunity to savor the region’s finest vintages.
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Private Back-Country Distillery, Brewery, or Pub Tour
For those looking to explore Portland’s thriving craft beverage scene, a private back-country distillery, brewery, or pub tour offers an immersive and tailored experience.
These tours provide an opportunity to venture off the beaten path and discover hidden gems, sampling unique and locally-produced spirits, beers, and more. Guests can expect to visit small-batch producers, learn about their production processes, and engage in tastings and pairings in an intimate setting.
Many tour providers offer customizable itineraries, catering to individual preferences and interests, whether it’s a focus on award-winning whiskeys, craft IPAs, or artisanal ciders. Participants can also expect knowledgeable guides who offer insights into the region’s rich history and vibrant beverage culture.
These private tours are an excellent way to delve deeper into Portland’s thriving craft beverage scene, away from the crowds and with a personalized touch.
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Waterfalls, Wine, and Timberline Tour
Setting out on a Waterfalls and Wine, plus Mt. Hood’s Timberline Tour is an 8-hour adventure that showcases the stunning natural beauty and vibrant winemaking culture of Portland, Oregon.
Priced from SEK2,065 per person, this limited group tour (up to 13 participants) offers a comprehensive experience, including hotel pickup and drop-off, a gourmet food cart lunch, and bottled water.
Highlights of the tour include visits to Multnomah Falls, Timberline Lodge, and local boutique wineries for tastings and purchases.
Along the way, guests will enjoy a scenic drive through the Columbia River Gorge and Hood River Valley, witnessing breathtaking vistas and architectural marvels.
The tour also includes a stop at a local produce stand, allowing visitors to indulge in fresh fruits and vegetables.
With an overall rating of 5/5 based on 3 reviews, this tour is praised for its knowledgeable and humorous guide, as well as the stunning natural landscapes and delightful wine experiences.
Guests are encouraged to bring a passport or ID, dress appropriately, and have a reusable water bottle on hand.
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Portland: Walking Pizza Tour
Offering a delightful way to explore Portland’s vibrant pizza culture, the Portland: Walking Pizza Tour invites participants on a 2-hour culinary adventure. Priced at £60.07 per person, this tour allows visitors to taste a minimum of four slices of the city’s best pizza, showcasing diverse styles and local specialties.
Led by knowledgeable guides, the tour takes guests through historic neighborhoods, providing insider insights into the local pizzaiolos and their techniques. Catering to various dietary needs, the tour offers gluten-free and vegan options, ensuring an inclusive experience.
With a comfortable walking pace, the tour is also wheelchair accessible, making it accessible to all. Customers can reserve now and pay later, and enjoy free cancellation up to 24 hours in advance for a full refund.
The tour’s overall rating of 4.3/5 based on 6 reviews highlights the consistently positive feedback from a variety of travelers, including couples, friends, solo explorers, and families.
Whether you’re a pizza enthusiast or simply seeking a unique way to learn about Portland’s vibrant food scene, the Portland: Walking Pizza Tour is a must-try experience.
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From Portland: Columbia Gorge Waterfalls Tour
Departing from the vibrant streets of Portland, the Columbia Gorge Waterfalls Tour takes visitors on a captivating 4-hour journey to explore the natural wonders of the Pacific Northwest.
Priced from Kč 2,128 per person, this tour is limited to just 12 participants, ensuring a personalized experience led by an expert guide.
Travelers will marvel at the cascading Latourell, Horsetail, and the iconic Multnomah Falls, the tallest at 620 feet. Along the way, they’ll drive the Historic Columbia River Highway, stop at the Crown Point Vista House for panoramic views, and have free time to explore Multnomah Falls’ historic lodge.
With free cancellation up to 24 hours in advance and a reserve now, pay later option, this tour is both flexible and convenient.
Customers consistently praise the knowledgeable guides and the tour’s ability to showcase Oregon’s breathtaking landscapes.
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Guided Walking Tour of Downtown Portland, Oregon
Visitors to downtown Portland can enjoy the city’s vibrant culture and architectural marvels on this engaging 2-hour walking tour. Covering 1.5 miles, the tour guides participants through the heart of the city, highlighting its iconic landmarks, public squares, and artistic expressions.
Led by experienced, knowledgeable guides, the tour delves into Portland’s captivating history, from its pioneer roots to its modern progressive identity. Guests will witness the city’s innovative spirit, manifested through murals, sculptures, and the smallest park in America.
The tour’s cultural significance is undeniable, as it reveals Portland’s dynamic atmosphere and its influential role in U.S. cultural dialogues. With a non-refundable cancellation policy and a price of £3044 per person, this walking tour offers a comprehensive and immersive experience for those eager to explore the fascinating facets of downtown Portland.
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Portland: Columbia River Gorge Waterfalls Afternoon Tour
The Columbia River Gorge Waterfalls Afternoon Tour whisks visitors away from the vibrant streets of downtown Portland to explore the region’s magnificent natural wonders. This 3.5-hour guided tour takes guests along the Historic Columbia River Highway, showcasing breathtaking views of waterfalls and rock formations.
Key highlights include stops at the Portland Women’s Forum, Crown Point Vista House, Latourell Falls, and the iconic Multnomah Falls – the second-highest year-round waterfall in the United States.
A knowledgeable local guide provides insightful commentary throughout the journey, sharing the area’s rich history and natural significance.
The tour is priced at Kč 2,032 per person and includes hotel pickup and drop-off from various downtown locations. Guests can cancel for a full refund up to 24 hours in advance.
With an impressive 4.9/5 rating based on 60 reviews, this tour offers an unforgettable experience for those seeking to enjoy the stunning landscapes of the Columbia River Gorge.
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Portland: Guided Ice Cream Walking Tour With Tastings
Exploring Portland’s vibrant ice cream scene, this 2-hour guided walking tour takes participants on a delectable journey through the city’s top parlors. Priced at $55 per person, the tour allows visitors to taste 12 different ice cream flavors across 4 separate establishments.
Along the way, guests will learn about Portland’s rich ice cream culture and history, while engaging with skilled artisans and discovering their techniques. The tour is suitable for various dietary preferences, including dairy-free and vegan options, and is wheelchair accessible.
Starting at Elephants Delicatessen, the tour operates rain or shine, ensuring a memorable experience regardless of the weather. With an overall rating of 4.8 out of 5 based on 4 reviews, the tour has received positive feedback for its knowledgeable and friendly guides, as well as the generous amount of ice cream provided.
Whether you’re a local or a visitor, this guided ice cream walking tour is a must-do for those seeking to indulge in Portland’s vibrant culinary scene.
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Portland: Secret Food Tour With Local Guide
For those seeking a deeper dive into Portland’s vibrant culinary scene, the Portland: Secret Food Tour with Local Guide offers an immersive 3-hour experience. Priced at £75.00 per person, the tour is limited to 10 participants and conducted in English.
It takes guests on a delicious journey through the city’s historic landmarks and hidden gems, highlighting the intersection of local produce and global flavors. Participants can expect to sample five international dishes, from a local breakfast favorite in Pioneer Square to Tonkotsu ramen in downtown and unique donuts from Voodoo.
The tour also includes a carefully crafted beverage, allowing guests to fully enjoy Portland’s renowned food culture. With a 5/5 rating based on 8 reviews, the tour has received positive feedback for its knowledgeable guides and diverse culinary experiences.
However, it’s important to note that the tour may not be suitable for those with mobility impairments or wheelchair users.
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From Portland: Willamette Valley Full-Day Wine Tour
Venturing beyond Portland’s vibrant culinary scene, the From Portland: Willamette Valley Full-Day Wine Tour offers a captivating exploration of the region’s renowned winemaking heritage.
Priced from $210 per person, this 7.5-hour small-group experience transports visitors to the picturesque Willamette Valley, where they’ll visit 3-4 carefully selected wineries.
Throughout the day, participants can savor local wines, including pinots, chardonnays, and Rieslings, while learning about the geography and climate that contribute to the area’s exceptional vintages.
Complementing the wine tastings is a picnic-style lunch, allowing guests to fully enjoy the serenity of wine country.
With round-trip transportation, knowledgeable guides, and free cancellation up to 24 hours in advance, this tour provides a seamless and enjoyable way to discover the Willamette Valley’s winemaking heritage.
Customer reviews praise the personalized attention and the opportunity to explore small, family-owned wineries, making this an appealing choice for wine enthusiasts visiting Portland.
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Portland: Guided Bike Tour With Brewery Visits
The Portland: Guided Bike Tour With Brewery Visits offers an engaging 3-hour exploration of the city’s vibrant craft beer scene and historic neighborhoods. Priced from $65 per person, the small-group tour is limited to 10 participants, ensuring an intimate experience.
Participants can explore bike-friendly streets and landmarks like the Blumenauer Bicycle and Pedestrian Bridge and Lone Fir Cemetery, where original brewmasters are honored. The tour includes stops at two renowned breweries – Migration Brewing and Rogue Eastside Pub & Pilot Brewery – where guests can sample local beers and learn about the brewing process.
Inclusions like a multispeed or single-speed bike, pint glass souvenir, and rain gear (if needed) ensure a comfortable and memorable experience. With a 4.5/5 rating based on 2 reviews, this tour is an excellent way to discover Portland’s rich beer culture and picturesque surroundings.
Participants must be at least 21 years old and 4’11” tall.
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Portland: Food Carts, Pods, & Patios Tour
Portland’s vibrant food cart scene is a must-explore experience for any visitor. The “Portland: Food Carts, Pods, & Patios Tour” offers a delectable 3-hour adventure through the city’s global cuisine. For $109 per person, you’ll visit 5-7 food carts, including two pods and a brewery, savoring hearty servings of Slavic, Mexican, and Burmese delights.
The tour starts at Cartopia, where you’ll enjoy welcome refreshments and a food tasting. You’ll then explore the neighborhood on foot, visiting a food market and a local bar for beer and more tastings.
The tour culminates at the Goat Blocks, one of Portland’s largest patios, where you can sip on local craft beer.
With a maximum group size of 10 and flexible booking options, this tour promises an immersive culinary experience. Just note that it’s not suitable for vegans, gluten-free, or lactose-intolerant individuals.
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Hop-On Hop-Off Gray Line Pink Trolley Tour – 1 Day Ticket
Explore Portland’s vibrant cityscape with the Hop-On Hop-Off Gray Line Pink Trolley Tour. This 55-minute narrated tour covers 10 strategic stops, including iconic landmarks like Pioneer Square, Washington Park, and the Pearl District.
With a 1-day or 2-day pass, you’ll have the flexibility to hop on and off as you please, discovering cultural sites and natural beauty along the way.
Highlights include free entrance to the International Rose Test Garden and the opportunity to explore the Portland Art Museum and the Museum of Contemporary Craft.
The scenic Willamette River and Waterfront Park also await, providing a picturesque backdrop to your sightseeing adventure.
Accessible to wheelchair users and with a knowledgeable English-speaking guide, this tour offers an informative and convenient way to experience the best of Portland.
At just $32 per person, it’s a budget-friendly option that delivers excellent value.
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Portland: Sightseeing Tour With Columbia Gorge Waterfalls
While exploring the stunning natural beauty surrounding Portland, the Portland: Sightseeing Tour With Columbia Gorge Waterfalls provides an unforgettable experience.
This guided tour whisks visitors away from the city and into the breathtaking Columbia River Gorge, known for its dramatic cliffs, lush forests, and cascading waterfalls.
Guests will have the chance to witness the thundering Multnomah Falls, one of Oregon’s most iconic natural wonders. The tour also includes stops at other picturesque waterfalls, offering ample opportunities for photo ops and taking in the serene surroundings.
Throughout the journey, the knowledgeable guide shares insights into the region’s geology, history, and wildlife, enriching the overall experience.
Whether you’re a nature enthusiast or simply seeking a scenic day trip from Portland, this sightseeing tour is an excellent choice.
With transportation and logistics handled, visitors can sit back, relax, and enjoy the Pacific Northwest’s magnificent natural beauty.
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Portland Craft Beer Tour (East Side)
For those seeking to experience Portland’s vibrant craft beer scene, the Portland Craft Beer Tour (East Side) offers an engaging and educational adventure. This guided tour takes visitors on a journey through the city’s thriving east side, showcasing some of the best craft breweries in the region.
Participants will visit a carefully curated selection of breweries, each with its own unique character and distinct flavors. From the hop-forward IPAs to the smooth, malty lagers, the tour guides provide insights into the brewing process and the stories behind each hotel.
Guests will have the opportunity to sample a variety of craft beers, learning about the nuances and complexities that make Portland’s beer scene so renowned.
Along With the beer tastings, the tour also includes behind-the-scenes access to the breweries, allowing visitors to gain a deeper appreciation for the art and science of craft beer making.
The knowledgeable guides ensure that the experience is both informative and enjoyable, providing a comprehensive introduction to Portland’s thriving craft beer culture.
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Portland: Columbia River Gorge Waterfalls Morning Tour
This 3.5-hour Portland: Columbia River Gorge Waterfalls Morning Tour takes visitors on a scenic drive along the Columbia River Highway, showcasing some of the region’s most awe-inspiring natural wonders.
Starting at $85 per person, the tour includes stops at the Portland Women’s Forum, Crown Point Vista House, Latourell Falls, and the iconic Multnomah Falls – the second-highest year-round waterfall in the USA.
Guests will be transported in comfortable Mercedes-Benz Sprinter vans, with pickup included from 57 downtown Portland hotel locations. An English-speaking guide provides comprehensive narratives on the landscape, history, and natural features along the way, emphasizing the picturesque views and nature exploration.
With an overall rating of 4.8/5 based on 136 reviews, the tour is praised for its knowledgeable and engaging guides, comfortable experience, and excellent value for money.
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Portland’s Historic Heart: A Walking Tour of the City Center
After exploring the stunning natural landscapes of the Columbia River Gorge, visitors can turn their attention to the historic heart of Portland.
The “Portland’s Historic Heart: A Walking Tour of the City Center” takes participants on a journey through the city’s downtown, showcasing its iconic landmarks and rich history.
The tour starts at Pioneer Courthouse Square, the city’s “living room,” and winds through the charming streets, stopping at the Lan Su Chinese Garden, a serene oasis in the urban landscape.
Guests will also visit the Portland Art Museum, one of the oldest art museums on the West Coast, and admire the ornate architecture of the Benson Hotel.
The tour culminates at the Willamette River, where visitors can take in the stunning views of the city skyline.
This walking tour provides a comprehensive introduction to Portland’s historic core, allowing visitors to enjoy the city’s vibrant culture and appreciate its unique blend of past and present.
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Portland: Guided Foodie Bike Tour
What better way to explore Portland’s vibrant food scene than on a guided Foodie Bike Tour? This 3-hour adventure takes you on a cycling journey through the city, stopping at local hotspots to savor the flavors of Portland.
The tour is limited to just 10 participants, ensuring a personalized experience as you discover the city’s localvore philosophy.
You’ll start at one of two locations, then cycle to a local coffee shop, Ranger Chocolate Co., Cartopia for lunch and street food, and Fifty Licks Ice Cream for dessert.
Along the way, your knowledgeable guide provides insights into the city’s food culture and over 500 food trucks. For an additional fee, you can even enjoy an optional beer stop.
The tour covers 7-8 miles of medium-paced riding, suitable for those 10 years and older. Dietary options are available, and the cancellation policy allows for a full refund up to 24 hours in advance.
With rave reviews, this Foodie Bike Tour is a must-do for any culinary enthusiast visiting Portland.
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Sum Up
Portland offers a wide range of tours to explore its diverse attractions. From walking tours showcasing the city’s sights and highlights to specialized tours focusing on food, craft beer, and even ghost experiences, there’s something for every traveler. Visitors can discover the city’s downtown, waterfront, and historic heart, as well as venture out to the stunning Columbia River Gorge. With so many options, visitors can tailor their experience to their interests and make the most of their time in Portland.