Diverse Landscapes of Oregon: 5-Day Adventure Itinerary

Indulge in a delicious breakfast at Tasty n Alder before embarking on the Portland City Tour Views and News to get an overview of the city's history and culture.

For lunch, experience the food cart culture of Portland on the Portland Food Carts, Pods, & Patios Tour. In the afternoon, visit the iconic Pittock Mansion for panoramic views of the city.

Enjoy a gastronomic journey at Le Pigeon, a renowned restaurant known for its innovative dishes. After dinner, take a leisurely walk along the South Park Blocks.

Depart from Portland for a full-day wine tour in the Willamette Valley with the From Portland Willamette Valley Full-Day Wine Tour. Enjoy the scenic vineyards and savor the local wines.

For a gourmet lunch, stop at The Painted Lady, a Michelin-starred restaurant in Newberg. Afterward, continue your wine tasting journey in the valley.

Return to Portland and have a relaxed dinner at Andina Restaurant, known for its Peruvian cuisine. End the day with a nightcap at Clyde Common.

Embark on a day trip to the Oregon Coast with a visit to Cannon Beach and the iconic Oregon Coast Day Tour Cannon Beach and Haystack Rock. Enjoy the stunning views and breathe in the fresh ocean air.

For a memorable lunch, dine at Driftwood Restaurant & Lounge in Cannon Beach. Afterward, take a leisurely walk on the beach and explore the charming town.

Head back to Portland and have a casual dinner at Lechon, a popular spot for Latin American cuisine. After dinner, take a stroll along the waterfront at Tom McCall Waterfront Park.

Start your day with a guided delicious donut tour and tastings with the Portland Guided Delicious Donut Tour with Tastings. Indulge in the local favorite at Blue Star Donuts.

For lunch, experience the vibrant food scene of Portland on the Portland Food Walking Tour. In the afternoon, visit the Portland Art Museum to explore the local and international art collections.

Conclude your Oregon adventure with a memorable dinner at Little Bird Bistro, known for its French-inspired cuisine. Afterward, take a haunted pub crawl with the Portland Ghosts Boos and Booze Haunted Pub Crawl to learn about the city's darker history.