Top 10 Walking Tours in Portland

Destination: Portland.
HEY. Do you want to see Portland through the eyes of its BIGGEST FAN? Are you curious about communities that prioritize PEOPLE, IMAGINATION, and CRAFT BEERS? Are you ready to embark on an ALL YOU CAN PORTLAND BUFFET through a walking tour featuring LOCAL HOTSPOTS and COOL STORIES? Then I’ve got the adventure for you: THIS TOUR. This walking tour explores where the locals go for Portland's nightlife! I show you the soul of the city by immersing you in its neighborhood culture. This means checking out a neighborhood district, drinking taps from neighborhood breweries, and getting the neighborhood perspective by interacting with someone who lives here! People who find this tour meaningful: 1. People who prefer a Drink, Eat, Drink night rather than a Drink, Drink, Drink night. 2. People who prefer to explore with welcoming friends rather than alone. 3. People who enjoy open-minded discussions and appreciate collecting new perspectives. LET'S GET WEIRD.
Known For: Portland Spring Break, Portland City Tours, Portland Walking Tours, Portland Half-day Tours, Portland Small Group.
Duration: Around 3 hours.

Destination: Portland.
The Taste of Hawthorne walking food and farm tour is designed for foodies by foodies. You’ll experience one of Portland's most eclectic and historic neighborhoods, just 10 minutes from downtown, and taste your way around the world right here in Portland from lunch to late-night bites and specialty sips. The food tour takes place on SE Hawthorne Blvd which is a quintessential Portland street lined with vintage shops, boutiques, hat stores, record stores, cafés and food from here and around the world. It’s ripe with global fare made with local ingredients. You'll learn our local history while enjoying the curated menu and you’ll meet the owners and chefs behind it all. Vegetarians and gluten-freers have their own curated menus and we can also accommodate people who don’t drink alcohol or like spicy food. You'll also have the unique opportunity to tour a backyard urban farm with fruit and nut trees, berries, veggies and the Chicken Schitts - Moira, Twyla, Alexis and Stevie.
Known For: Portland Small Group, Portland Food & Drink, Portland Walking Tours, Portland New Product, Portland Culinary Tours, Portland Dessert Tours, Portland Half-day Tours.
Duration: Around 3 hours and a half.

Destination: Portland.
Come breakfast with us! Delve into three of Portland’s most acclaimed drinks and morsels. On this two hour tour you will experience Portland's coffee culture, our iconic artisanal donuts, and deliciously crafted chocolates. The perfect way to start any vacation in the Rose City. Our guides will share with you Portland's history in the third wave coffee movement, while leading you on a 1.5 mile walk through Portland's downtown. Embrace fantastic donut creations in entirely new flavor combinations as you learn about the origins of the donut and how it became a Stumptown staple. Finally we will visit chocolate makers, were we will learn more about chocolate varietals and their unique flavor profiles. Dietary restrictions: we CAN provide substitutions for vegetarians, non-alcohol guests, vegan, gluten free, or dairy allergies. All allergies and dietary restrictions must be indicated in advance at time of ticket purchase.
Known For: Portland Private and Luxury, Portland Food & Drink, Portland Small Group, Portland Half-day Tours, Portland Coffee & Tea Tours, Portland Chocolate Tours , Portland Walking Tours.
Duration: Around 3 hours.

Destination: Portland.
Let’s have fun strolling the delightful and historic Mississippi district, while eating brunch! This neighborhood is a perfect way to experience a food tour in Portland. The Mississippi district has been revived in recent years, while retaining its charm from yesteryear. Although there is a story tucked away in the past, and it will be told. These days however, it’s a Portland hotspot laden with music venues, quirky shops, cozy pubs, and eateries galore, ranging from casual to upscale and all things in between. You will not leave hungry! In this special brunch food tour, we will walk a total of .8 miles through the North Albina district and down Mississippi St, admiring vintage homes and historical brick buildings, all of which ooze charm., And of course, the hottest hipster hangouts, all while we visit six engaging foodie spots. All ages are welcome on this tour. The perfect tour for families!
Known For: Portland Private and Luxury, Portland Food & Drink, Portland Street Food Tours , Portland Small Group, Portland Culinary Tours, Portland Half-day Tours, Portland Walking Tours, Portland Excellent Quality.
Duration: Around 3 hours.

Destination: Portland.
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.
Known For: Portland Wine Tours, Portland Private and Luxury, Portland Half-day Tours, Portland Walking Tours, Portland New Product, Portland Small Group, Portland Spring Break, Portland Wine Tastings, Portland Excellent Quality, Portland Food & Drink.
Duration: Around 3 hours.

Destination: Oregon.
There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for you or with a companion. From stunning waterfalls to iconic viewpoints, this is your chance to experience the Pacific Northwest at its finest. Book your tour today and let the magic of Multnomah Falls and the Gorge’s natural wonders captivate you!
Known For: Oregon Private and Luxury, Oregon Top Product, Oregon Private Sightseeing Tours, Oregon Eco Tours, Oregon Half-day Tours, Oregon Bus Tours, Oregon Hiking Tours, Oregon New Product, Oregon Walking Tours, Oregon Nature Walks, Oregon Nature and Wildlife Tours.

Destination: Portland.
This is Portland’s elevated sushi night out: a small-group, omakase-style progressive dinner across three top sushi spots downtown. Instead of tiny samples, you’ll sit down at each stop for chef-selected dishes—crafted to highlight different styles, cuts, and techniques—so you leave genuinely full and seriously impressed. Over 2–3 hours, you’ll enjoy a curated progression that can include nigiri, sashimi, specialty rolls, and seasonal plates (selection varies by night). Your guide keeps it fun and approachable while explaining what you’re eating, how to spot quality, and how to order with confidence the next time you’re at a sushi bar. All food is included, and group size is capped so the experience stays personal and high-touch. —and if you have dietary needs (gluten-free or vegan), message us after booking so we can plan your best possible menu. Why this is worth it: you’re getting a guided, chef-curated sushi progression at three restaurants in one night—without the guesswork.
Known For: Portland Romantic Tours, Portland Small Group, Portland Walking Tours, Portland Private and Luxury, Portland Culinary Tours, Portland Excellent Quality, Portland Night Tours, Portland Food & Drink.

Destination: Portland.
Portland’s historic Mississippi District is home to killer live music venues, eclectic shops, and some of the best restaurants, bars and food carts in any city – especially if you know what to look for. On our walking food tour of Mississippi Avenue, that’s exactly what I’ll show you! Some of the delicious food and drinks we'll sample: - Perfectly cooked egg sandwiches on fresh-baked sourdough. - Locally roasted coffee or craft cocktail (or coffee cocktail!). - Mouth-watering cake & brioche donuts with seasonal ingredients. - Deliciously authentic cubanos and sweet plantains with mojitos. - Melt-in-your-mouth brisket & more from the West Coast’s #1 BBQ spot. Come hungry, thirsty, and curious! The food is the star of this tour, but you’ll also learn about historic Mississippi Ave and the city of Portland. This neighborhood is weird and wonderful, and I’ll share some of the most interesting tidbits along the way.
Known For: Portland Private and Luxury, Portland Food & Drink, Portland Street Food Tours , Portland Half-day Tours, Portland Walking Tours, Portland Small Group, Portland Likely to Sell Out, Portland Seasonal, Portland Likely To Sell Out.
Duration: Around 3 hours.

Destination: Portland.
Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a different approach to coffee roasting and brewing. Across from downtown Portland, the industrial neighborhood has transformed from manufacturing and warehouses to the heart of passionate creators: artists, chocolate makers, food innovators, and every kind of free spirit. Portland has the most coffee roasters of any city in the world, and we would argue some of the most earnest and unique origins and barista artistry is happening right where Around Portland Tours makes its home. The tour in total is 1.5-3 miles (2-5 km) of walking, tasting and learning. You'll also discover a lot about Portland and how these artisans are nourished. We keep groups small, so you'll have an intimate experience with your passionate guides. Ask about larger private groups.
Known For: Portland Small Group, Portland Walking Tours, Portland Food & Drink, Portland Cultural Tours, Portland Coffee & Tea Tours.
Duration: Around 2 hours.

Destination: Portland.
On this ALL-INCLUSIVE 3-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion and the International Rose Test Gardens. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 29 notable bridges. Your guide will return you to your departure location at the end of the tour.
Known For: Portland City Tours, Portland Ports of Call Tours, Portland Shore Excursions, Portland Private Sightseeing Tours, Portland Walking Tours, Portland Private and Luxury, Portland Historical Tours, Portland Port Pickup, Portland Half-day Tours, Portland Bus Tours, Portland Luxury Car Tours.
Duration: Around 3 hours.