Craft Beer and City Walking Tour of Portland West Side

If you’re looking to combine your love of craft beer with an authentic stroll through Portland’s most vibrant neighborhoods, this 3-hour walking tour might just be what you need. Operated by Terran Travels, this experience offers a taste of Portland’s renowned brewing culture alongside an engaging exploration of the city’s architecture and history, all for $59 per person. It’s perfect for those who appreciate good beer but also want a sense of place and story behind the city’s streets.

Two things we really like about this tour: first, the chance to sample three distinct breweries—each with its own character and history—and second, the opportunity to walk through districts rich in architectural and cultural significance, from the Pearl to Old Town and the West End. The combination of beverage tastings and local storytelling makes for a comprehensive experience that’s both fun and educational.

A potential consideration is that the tour runs approximately three hours, which means you’ll want to come prepared for some walking and standing. Also, since only adults 21 and over are allowed, it’s not suitable for families with young children. If you’re a beer enthusiast or a curious traveler interested in Portland’s history and architecture, this tour offers a well-balanced introduction.

This experience suits visitors who enjoy craft beer and are comfortable walking moderate distances. It’s also ideal for those who want a guided, social outing that combines local flavor with city sights. If you prefer private or chauffeur-driven tours, this one might not be the best fit, but for those who appreciate a small-group, immersive experience, it’s a solid choice.

Key Points

• Affordable and well-organized: At $59, it offers good value for three hours of guided tastings and exploration.
• Authentic Portland experience: Visits to historic neighborhoods and iconic landmarks provide context and color.
• Variety of breweries: Sample a range of beer styles at three different locations, including Portland’s first-beyond-Bend brewery.
• Educational component: Learn about Portland’s architecture, history, and its legendary craft beer scene.
• Small group setting: Max of 25 travelers allows for a more personal experience and interaction with the guide.
• Accessibility and scheduling: Starts at 3 pm, near public transportation, with confirmation immediately upon booking.

A Detailed Look at the Tour Experience

Starting Point: Kells Irish Restaurant & Pub

The tour begins at Kells Irish Restaurant & Pub in downtown Portland, a venerable hotel since 1990, housed in a historic building from 1889. This lively Irish pub not only sets a convivial tone but also offers a glimpse into Portland’s diverse hospitality heritage. Meeting here at 3 pm, you’ll check in with your guide and get ready to walk through some of Portland’s most interesting neighborhoods.

Deschutes Brewery – The First Stop

Your first taste of Portland’s craft scene is at Deschutes Brewery’s Portland Public House, nestled inside the 1919 G.G. Gerber Building in the Pearl District. This spot is noteworthy because it marks Deschutes’ first location outside Bend, signaling its significance in Portland’s beer landscape. The brewery’s historic setting adds a layer of authenticity, and the 30-minute visit includes a beer tasting with admission included.

We loved the way this stop connects Portland’s industrial past with its lively present. The building’s architecture tells stories of the early 20th century, while the brewery’s modern brewing methods highlight Portland’s innovative spirit. Beer tastings here cover the range of styles, giving you a broad sense of what Portland brewers excel at.

Al’s Den – Hidden Underground Charm

Next, you’ll head to Al’s Den, an underground bar beneath a tiny 1900 flatiron building. This spot is a local favorite, with history that goes from a tire store to a bathhouse, and now a lively underground tavern. The setting feels intimate and a little rebellious, perfect for enjoying drinks, food, and music under the sidewalk.

The 30-minute visit here, with included admission, showcases a more eclectic side of Portland’s bar scene. It’s a place that’s full of character, with a story that adds depth to your tasting experience. We found that the underground atmosphere enhances the sense of discovery—an authentic slice of local life.

Key Landmarks and Neighborhoods

The tour takes you through some of Portland’s most iconic sights, including the world’s largest independent bookstore, historic Romanesque Revival armory, and the floating dancefloor—one of only three in the US. The guide shares stories about the city’s psychedelic past, its drag queen legacy, and unique infrastructure like the dual lift bridge, all adding layers of Portland’s eclectic identity.

Other landmarks include the White Stag sign, a symbol of Portland’s sportswear roots, and the Foucault pendulum, which adds a scientific curiosity to the mix. The tour also touches on more somber sites like the memorial to camp victims, bridging the city’s cultural history with its social fabric.

Final Stop: Kells Irish Restaurant & Pub

Your tour concludes back at Kells Irish Pub, giving you a familiar and welcoming place to unwind. By now, you’ve sampled some excellent beers and learned about Portland’s neighborhoods and history, all while walking through lively streets filled with local character.

Why the Tour Offers Great Value

For just $59, you receive three beer tastings at different breweries, guided commentary, and the chance to explore Portland’s core neighborhoods. The included beer tasting experience at each stop means no surprise extra charges—this helps you budget better while enjoying authentic Portland brews.

While food isn’t included, you’re encouraged to eat beforehand; Portland’s vibrant food scene is another adventure you can explore around the tour. The small-group setting ensures you can ask questions, get personalized insights, and feel part of a friendly, social atmosphere.

Practicalities and Tips

• Start time at 3 pm makes it convenient for an afternoon activity, leaving you free later in the evening.
• Walking moderate: You should be comfortable walking about a mile spread out over the tour.
• Age restriction: Only adults 21+ are allowed, so plan accordingly if traveling with younger family members.
• Transportation: The tour is designed to be walkable from the start point; no transport is included or needed to get between stops.
• Confirmation: You get instant confirmation, and cancellations are free up to 24 hours beforehand—perfect for a flexible schedule.

Final Thoughts: Who Will Love This Tour?

This tour is best for beer lovers who want more than just a tasting; they want to learn about Portland’s neighborhoods, architecture, and history while enjoying local brews. It suits travelers who appreciate small-group settings and are comfortable walking moderate distances. It’s a great way to get a taste of Portland’s vibrant brewing culture combined with city highlights, making it ideal for those new to Portland or returning visitors who want a curated, social experience.

If you’re seeking a laid-back, engaging overview that combines beer, culture, and city stories, this tour hits the mark. Plus, it’s a fantastic way to meet fellow travelers in a lively yet relaxed environment—without the hassle of navigating Portland’s streets on your own.

Frequently Asked Questions

Is this tour suitable for people who don’t drink alcohol?
No, as only adults 21+ are allowed, and alcohol tastings are included at every brewery. If you don’t drink, this might not be the right tour for you.

How long is the walking involved?
You’ll walk approximately 1 mile through Portland’s neighborhoods, which is manageable for most people with moderate fitness.

Are meals included?
No, food is not included. It’s recommended to eat before the tour, but you can enjoy food at the stops like Al’s Den or nearby restaurants afterward.

Can I cancel the tour?
Yes, cancellations are free if made at least 24 hours in advance, with a full refund.

What’s the group size?
The tour accommodates up to 25 travelers, offering a more personal experience.

Where does the tour start and end?
It begins at Kells Irish Restaurant & Pub in downtown Portland and ends at McMenamins Al’s Den, about a mile away. Feel free to ask your guide for directions.

Is the tour accessible for people with mobility issues?
While it involves walking, the terrain is mostly city sidewalks; travelers should have moderate physical fitness.

What’s included in the price?
The price covers all beer tastings and a guiding service. Gratuities and food are not included.

Is this experience available year-round?
While the specific availability isn’t detailed, tours like this typically run in favorable weather months; check with the provider for scheduling.

Can I join if I am traveling alone?
Absolutely. The small-group format makes it easy to meet others, and solo travelers often find this a great way to connect.

This Craft Beer and City Walking Tour offers a delightful blend of Portland’s brewing prowess, historic neighborhoods, and local culture. For those eager to sample Portland’s best beers while exploring its streets and stories, it’s a well-rounded, enjoyable choice.