Pioneer Square Tours

Experience highlights of the Portland area on this full-day sightseeing tour, including the blossoming food cart culture, diverse neighborhoods, Pioneer Courthouse Square, and the unspoiled beauty of the Columbia River Gorge. Immerse yourself in a guided tour of Portland’s fascinating history and quirky contemporary culture.

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. 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 unique with stops at the International Portland Rose Garden, Pittock Mansion and Lan Su Chinese Garden. Walk away with a better appreciation for and knowledge of Oregon's largest city.

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.

See the best of the Pacific Northwest on this guided Portland city tour. Pass top attractions including the Lan Su Chinese Garden, Pittock Mansion, the International Rose Test Gardens, and Powell’s Books. Your guide will provide commentary, beverages, and snacks while you take in views of nearby Mount Adams, Mount Hood, Mount St. Helens, and Mount Rainier.

Pay tribute to Portland’s myth-laden landmarks with a fun scavenger hunt adventure! This competition adds pizzazz to a walking tour with a friendly race through Portland to solve clues, complete challenges, and track down some of the city’s hidden gems. Don’t forget your smart phone and sleuthing sensibility! Note: Price is per individual, but each team must book together to join in the same adventure.

Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.

On this 3.5-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion, the International Rose Test Gardens, and the Portland Aerial Tram. 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. You'll get another great view of the city riding the Aerial Tram (*PORTLAND AERIAL TRAM CURRENTLY CLOSED TO PUBLIC DUE TO COVID-19*). 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 22 notable bridges. Your guide will return you to your departure location at the end of the tour. Book our Explore Columbia River Gorge Half-Day Small-Group Tour as well, and receive $10 cash back.

Want to see a bit of Portland and get some exercise while you're at it? Try a walking tour in the center of the city. You can choose from three tours based on your interests: the first covers the city's architecture and parks, the second focuses on the arts scene, and the third is dedicated to what makes Portland weird.

Come explore the unique history and diverse culture of the entertainingly eccentric city of Portland! Enjoy a fascinating and informative narration by your local guide, highlighting the colorful past and present of Portland’s many historic churches, diverse modern architectural wonders, abundant city parks, bountiful boutiques and world famous culinary hot spots.

More than just a basic city tour, Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. Not only will you experience the best Portland sites, including Pioneer Courthouse Square, Pittock Mansion, Lan Su Chinese Gardens and the International Rose Test Garden, but you will also find out what makes the citizens of Portland so colorful, and learn the cultural history of this unique Pacific Northwest city. Today the 26th largest city in the US is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Our tour will take you into the heart of the city where you will experience what makes the City of Roses so unique. Hundreds of food carts, the world’s largest independent bookstore, and a huge urban forest are just a few points of interest that you will encounter.

More than just a basic city tour, Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. Not only will you experience the best Portland sites, including Pioneer Courthouse Square, Pittock Mansion, Lan Su Chinese Gardens and the International Rose Test Garden, but you will also find out what makes the citizens of Portland so colorful, and learn the cultural history of this unique Pacific Northwest city. Today the 26th largest city in the US is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Our tour will take you into the heart of the city where you will experience what makes the City of Roses so unique. Hundreds of food carts, the world’s largest independent bookstore, and a huge urban forest are just a few points of interest that you will encounter.

Come walk around the bustling streets of Downtown Portland with your local guide and discover why Portland is the coffee and donut capital of the world! We'll visit several genuinely local craft coffee houses for an interactive look at different styles and flavors of coffee. Plus we’ll munch on a bunch of locally-made donuts from shops you can only find right here in Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donuts fix, and have fun!