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Ultimate 5-Day Oregon Adventure with Portland Highlights Itinerary
Last updated: 2024 Jun 14City Sights and Culinary Delights
Morning
Begin your Oregon adventure with a hearty breakfast at Mother's Bistro & Bar. Afterward, take a stroll through the iconic Pearl District, known for its galleries, boutiques, and restaurants. Visit the world's largest independent bookstore, Powell’s City of Books, and lose yourself in the endless aisles of literature.
Afternoon
For lunch, indulge in the famous sandwiches at Lardo. Post-lunch, take a guided tour of the Portland Underground Shanghai Tunnel Tour with Beer Tasting, delving into the city's intriguing history. Follow this with a visit to the serene Portland Japanese Garden to unwind.
Evening
As the sun sets, enjoy a sophisticated dinner at Departure Restaurant + Lounge, offering stunning views of the city. End your evening with a leisurely walk across the Portland Steel Bridge, admiring the city lights and the river below.
Bedtime
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Waterfalls and Gorge Wonders
Morning
Kick off the day with a fresh brew and breakfast at Blue Star Donuts. Then, gear up for a day of natural splendor with a visit to the majestic Multnomah Falls and the historic Vista House.
Afternoon
For lunch, enjoy the vibrant flavors of Southeast Asia at Pok Pok. Post lunch, continue your waterfall exploration with visits to Latourell Falls and Wahkeena Falls.
Evening
Savor a delightful dinner at Andina Restaurant, known for its Peruvian-inspired dishes. Cap off the evening with a visit to the Portland Pearl District, exploring its art galleries and boutiques.
Bedtime
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Museums, Science, and Scenic Cruises
Morning
Start with a leisurely breakfast at Sweedeedee, a cozy spot known for its pastries. Then, engage in the interactive exhibits at the Oregon Museum of Science and Industry (OMSI), perfect for all ages.
Afternoon
For lunch, enjoy the innovative dishes at Tasty n Alder. Post-lunch, embark on the Portland 2-hour Lunch Cruise on the Willamette River to enjoy the city's skyline from a different perspective.
Evening
Dine at Imperial Restaurant, which offers a menu focused on local ingredients and bold flavors. Afterward, take a serene Portland Champagne Brunch Cruise on Willamette River to end the day with relaxation and beautiful views.
Bedtime
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Donuts, Helicopters, and Historic Pubs
Morning
Have a fun-filled morning with the Portland Guided Delicious Donut Tour with Tastings, visiting the best donut spots in the city. Then, enjoy a casual breakfast at Grassa, known for its fresh pasta and sandwiches.
Afternoon
For an adventurous afternoon, take to the skies with the From Portland City Lights Nighttime Helicopter Tour, offering breathtaking views of the city. Afterward, savor the flavors of Thailand at Pok Pok for lunch.
Evening
Explore the eerie side of Portland with the Portland Ghosts Boos and Booze Haunted Pub Crawl, visiting historic pubs and hearing chilling tales. Conclude the evening with a memorable dinner at Le Pigeon, known for its inventive dishes and intimate setting.
Bedtime
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Mountains, Books, and Final Bites
Morning
Enjoy a breakfast with a view at Clyde Common, located in the Ace Hotel. Then, head out for a day trip to the serene Mt. Hood, where you can explore the alpine beauty and enjoy various outdoor activities.
Afternoon
For lunch, return to the city and have a laid-back meal at Little Bird Bistro. Spend your afternoon exploring the charming Pittock Mansion, with its rich history and panoramic views of the city.
Evening
Conclude your Oregon adventure with a final dinner at Ava Gene's, which celebrates the flavors of Italy with a focus on local, seasonal produce. Afterward, take a leisurely walk through the Portland Pearl District, reflecting on the memorable journey you've had.
Bedtime
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