Begin your journey in the heart of downtown Portland at Pioneer Courthouse Square, often referred to as the "City's Living Room." This iconic urban park, built atop the city's first courthouse, serves as a hub of cultural events and gatherings, mirroring the city's founding in 1845. Here, you'll learn about the historic significance of the area, more about how Portland was founded, and what makes it such a key landmark of the city. Next, venture to Powell's Books, the world's largest independent bookstore, established in 1971. Here, history comes to life in countless pages, and you'll discover the city's enduring commitment to literature and culture that has defined Portland for generations. Enjoy exploring other downtown landmarks along the way.

Escape the city's hustle and bustle for an afternoon of natural serenity and stunning vistas. Explore Forest Park, a lush nature oasis within the city that invites you to take a leisurely stroll amidst towering trees and tranquil trails.

Stop at the historic Pittock Mansion, where sweeping panoramic views of Portland await, providing a perfect blend of nature and history. Get a a glimpse into early 20th-century history of our vibrant city and the Pittock family.

Enjoy a stunning visit to the International Rose Test Garden, the world's largest public rose garden. Walk through the vibrant blooms of the park, learning first-hand why Portland is called the Rose City.

Time permitting, guests will delve into serenity at the Japanese Garden, a tranquil escape within Washington Park. Walk through paths surrounded by native Japanese flora and fauna, learn the rich history of the Gardens, and immerse yourself into the ancient culture and practices.

Stroll through Portland's charming Pearl District and NW Portland. In the Pearl District, immerse yourself in the neighborhood's transformation from an industrial hub to a thriving epicenter of art, commerce, and dining. Stroll along streets lined with historic warehouses, now reborn as vibrant art galleries, boutique shops, and delectable eateries, while learning about the district's pivotal role in Portland's urban revitalization. As you continue your journey into Northwest Portland, be captivated by the picturesque Victorian homes that define this neighborhood, evoking the city's rich historical roots and architectural heritage.

Journey through two of Portland's most vibrant neighborhoods, the Alberta Arts District and the Mississippi District, both steeped in history and brimming with creativity. Begin your adventure in the Alberta Arts District, known for its rich cultural heritage and artistic spirit. Explore eclectic boutiques, enchanting art galleries, and marvel at the kaleidoscope of colorful murals that tell the story of this district's transformation from a historic streetcar suburb to a dynamic arts and entertainment hub. Next, traverse the lively streets of the Mississippi District, where a bustling atmosphere and thriving community blend seamlessly with the district's historical roots.

Enjoy an immersive journey through the vibrant neighborhoods of Hawthorne and Belmont in SE Portland. As you wander through these eclectic districts, you'll be enchanted by the quirky shops, vintage stores, and captivating street art that paint a vivid portrait of their unique culture. These districts both served as streetcar hubs for the city's public transportation lines back in the late 19th century, and are known for their historic architecture today. Discover the soul of these communities and gain insight into the vibrant and artistic heart that defines Hawthorne and Belmont as some of Portland's most vibrant neighborhoods.