5-Day Oregon Adventure: Portland, Coast, and Cascades Itinerary

Begin with a morning walk across the historic Portland Steel Bridge, then enjoy a hearty breakfast at Mother's Bistro & Bar. Afterward, take the Portland Downtown Coffee & Donut Tour to sample more of the city's best.

Explore the city's eerie past on the Portland Underground Shanghai Tunnel Tour with Beer Tasting. For lunch, head to Lardo for their famous sandwiches. Afterward, take a relaxing Portland Willamette River 2.5-hour Dinner Cruise.

For dinner, experience the vibrant atmosphere and Peruvian flavors at Andina Restaurant. Conclude the evening with the Portland Ghosts Boos and Booze Haunted Pub Crawl, a spirited tour of Portland's haunted bars.

Embark on the Portland Columbia River Gorge Waterfalls Morning Tour to witness the majestic Multnomah Falls and other natural wonders. Enjoy a packed breakfast from Sweedeedee to fuel your adventure.

After the tour, indulge in a wine and dine experience at Mt. Hood Wine and Waterfalls Full-Day Tour. Savor the local wines and the beauty of the Columbia River Gorge. Return to Portland in the late afternoon.

For dinner, head to Le Pigeon, a renowned spot for its inventive French-inspired cuisine. Afterward, take a leisurely stroll through the vibrant Pearl District and enjoy the neighborhood's art galleries and boutiques.

Depart from Portland for a day trip to Cannon Beach. Enjoy breakfast at a local cafe and then spend the morning marveling at the iconic Haystack Rock and exploring the charming town.

For lunch, indulge in the coastal flavors at a local seafood restaurant. Afterward, take a relaxing walk on the beach or visit one of the nearby state parks.

Dine at a restaurant with a view, enjoying the sunset over the Pacific Ocean. Return to Portland in the evening, savoring the memories of a day well spent on the Oregon coast.

Begin with a visit to the Oregon Museum of Science and Industry (OMSI), where you can explore interactive exhibits. Enjoy breakfast at Blue Star Donuts or Grassa for a hearty start.

For lunch, experience the flavors of Russia at Kachka, known for its innovative take on traditional dishes. Spend the rest of the afternoon at the Pittock Mansion, enjoying the historic house and the panoramic views of the city.

Conclude your trip with a memorable dinner at Clyde Common, located in the heart of downtown. Reflect on your Oregon adventure as you enjoy the local, seasonal menu.