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Ultimate 7-Day Portland Adventure Itinerary Itinerary
Last updated: 2024 Jun 14City Arrival and Culinary Delights
Morning
Begin your Portland journey with a hearty breakfast at Tasty n Alder, known for its innovative dishes. Afterward, take a walk through the iconic Pearl District, exploring the neighborhood's art galleries and boutiques.
Afternoon
For lunch, indulge in the famous sandwiches at Lardo. Spend your afternoon visiting the serene landscapes and stunning waterfalls of the Columbia River Gorge, including the majestic Multnomah Falls.
Evening
Dine at Departure Restaurant + Lounge, offering panoramic views of the city. End your night with a stroll through the vibrant Pioneer Square, enjoying the live music and street performances.
Bedtime
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Portland Pearl District
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Columbia River Gorge
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Multnomah Falls
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Pioneer Square
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Historic Tours and Haunted Tales
Morning
Start with a guided tour of the mysterious Portland Underground Shanghai Tunnel, learning about the city's hidden history. Grab a coffee at Stumptown Coffee Roasters to energize for the day.
Afternoon
Enjoy a lunch cruise on the Willamette River, taking in the city's skyline. Afterward, join the Portland Ghosts, Poltergeists, and Psychopaths Walking Tour to uncover the darker side of Portland.
Evening
Savor the flavors of the Pacific Northwest with dinner at Le Pigeon, known for its inventive dishes. Cap off the night with the Portland Afternoon City Lights Nighttime Helicopter Tour, admiring the city's illuminated landmarks from above.
Bedtime
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Portland Underground Shanghai Tunnel Tour with Beer Tasting
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Portland Discover the Haunted History of the City at Night
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From Portland City Lights Nighttime Helicopter Tour
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Museum and Market Day
Morning
Explore the wonders of science at the Oregon Museum of Science and Industry (OMSI). Afterward, enjoy a casual breakfast at Pine State Biscuits located in the OMSI neighborhood.
Afternoon
Visit the vibrant Portland Saturday Market, where you can find unique crafts and enjoy local food. For lunch, try the Asian street food at Luc Lac Vietnamese Kitchen.
Evening
Dine at Andina Restaurant, offering a blend of traditional and modern Peruvian cuisine. Finish the day with a leisurely walk through the Portland Pearl District, exploring its shops and art galleries.
Bedtime
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Oregon Museum of Science and Industry (OMSI)
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Portland Pearl District
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Wine, Dine, and Waterfalls
Morning
Embark on a journey through the picturesque Willamette Valley, known for its wineries. Enjoy tastings and vineyard views as you sample some of Oregon's best wines.
Afternoon
For lunch, head to Bollywood Theater for a taste of Indian street food. Afterward, take a scenic drive to the stunning Latourell Falls and Vista House for panoramic views of the Columbia River Gorge.
Evening
Return to Portland and dine at Toro Bravo, known for its Spanish-inspired small plates. End the night with a scoop of artisanal ice cream at Salt & Straw, famous for its unique flavors.
Bedtime
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Willamette Valley
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Latourell Falls
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Vista House
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Portland's Natural Beauty and Urban Eats
Morning
Start your day with a delicious breakfast at Blue Star Donuts, known for its gourmet flavors. Then, journey to the serene Portland Japanese Garden, followed by a visit to the tranquil International Rose Test Garden.
Afternoon
Enjoy a leisurely lunch at Grassa, specializing in handcrafted pasta. Spend your afternoon exploring the quirky shops and boutiques of the Portland Pearl District and Nob Hill (Northwest Portland) neighborhoods.
Evening
Dine at Little Bird Bistro, offering a cozy atmosphere and a menu featuring local ingredients. Cap off the night with a visit to Powell’s City of Books, where you can get lost in the world's largest independent bookstore.
Bedtime
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Portland Japanese Garden
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International Rose Test Garden
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Portland Pearl District
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Powell’s City of Books
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Mount Hood Majesty and Gourmet Goodness
Morning
Embark on the Portland Mount Hood Wine and Waterfalls Full-Day Tour, where you'll visit the majestic Mt. Hood and breathtaking waterfalls. Enjoy a wine tasting and a delicious lunch with vineyard views.
Afternoon
Return to the city and take a well-deserved rest. Later, enjoy a sumptuous dinner at Pok Pok, known for its authentic Thai flavors and vibrant atmosphere.
Evening
Experience the lively nightlife of Portland by exploring the bars and breweries of the Distillery Row and Central Eastside neighborhoods.
Bedtime
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Portland Mount Hood Wine and Waterfalls Full-Day Tour
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Madeira Pico Arieiro to Pico Ruivo Hike
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Farewell to Portland - Iconic Sights and Flavors
Morning
Savor a delightful breakfast at Sweedeedee, known for its pastries and rustic dishes. Then, visit the historic Pittock Mansion, where you can enjoy panoramic views of the city and learn about Portland's history.
Afternoon
For lunch, head to Grassa for some of the best handmade pasta in the city. Spend your afternoon exploring the quirky shops and boutiques of the Portland Pearl District and Nob Hill (Northwest Portland) neighborhoods.
Evening
Dine at Mother's Bistro & Bar, a Portland institution known for its comfort food. End your trip with a delightful Portland Willamette River 2.5-hour Dinner Cruise, taking in the city's skyline and bridges one last time.
Bedtime
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Pittock Mansion
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Portland Pearl District
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Portland Willamette River 2.5-hour Dinner Cruise
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