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Portland's Diverse Delights: 5-Day Adventure

Portland's Diverse Delights: 5-Day Adventure Itinerary

Last updated: 2024 Jun 14

City's Iconic Sights & Tastes

Morning
Start with a delightful breakfast at Tasty n Alder, known for its innovative dishes. Afterward, embark on the City of Portland Tour Historic and Iconic Sights to get an overview of the city's history and landmarks.
Afternoon
For lunch, head to Lardo for their famous sandwiches. Spend the afternoon exploring the Portland Pearl District, visiting the iconic Powell’s City of Books and enjoying the art at the Portland Art Museum.
Evening
Dine at Departure Restaurant and Lounge, offering stunning city views. Afterward, take the Portland City Lights Nighttime Helicopter Tour for a unique perspective of the city after dark.
Bedtime
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Visit Portland City Tour Views and News in Portland
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City of Portland Tour Historic and Iconic Sights

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Visit Portland Pearl District in Portland
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Portland Pearl District

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Waterfalls & Wine Wonders

Morning
Enjoy a morning coffee at Stumptown Coffee Roasters before departing on the Portland Columbia River Gorge Waterfalls Morning Tour. Witness the majestic Multnomah Falls and other natural wonders.
Afternoon
Have a relaxed lunch at Pine State Biscuits, then continue to the Willamette Valley for the Portland Mount Hood Wine and Waterfalls Full-Day Tour. Savor local wines amidst the beautiful vineyards.
Evening
Return to the city and dine at Imperial, known for its Pacific Northwest cuisine. Conclude the day with a leisurely walk through the Portland Japanese Garden, a serene oasis in the urban landscape.
Bedtime
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Visit Portland Columbia River Gorge Waterfalls Morning Tour in Portland
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Portland Columbia River Gorge Waterfalls Morning Tour

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Visit Multnomah Falls in Portland
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Multnomah Falls

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Historic Haunts & Haute Cuisine

Morning
Begin with breakfast at Pine Street Market, a food hall with various options. Then, delve into the city's past on the Portland Underground Shanghai Tunnel Tour with Beer Tasting.
Afternoon
For lunch, head to Grassa for some of the best pasta in town. Spend the afternoon at the Oregon Museum of Science and Industry (OMSI), exploring its interactive exhibits.
Evening
Dine at the renowned Le Pigeon, where the menu is a celebration of local, seasonal ingredients. Afterward, join the Portland Ghosts Boos and Booze Haunted Pub Crawl for a spirited evening.
Bedtime
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Visit Portland Underground Shanghai Tunnel Tour with Beer Tasting in Portland
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Portland Underground Shanghai Tunnel Tour with Beer Tasting

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Visit Oregon Museum of Science and Industry (OMSI) in Portland
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Oregon Museum of Science and Industry (OMSI)

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Mountain Majesty & Culinary Craft

Morning
Grab a quick bite at Blue Star Donuts before heading out on the Portland Mt. Hood Day Tour. Marvel at the grandeur of Mt. Hood and enjoy the alpine air.
Afternoon
Have a hearty lunch at Screen Door, known for its Southern cuisine. Post-lunch, take a leisurely drive to the charming town of Hood River and explore its boutiques and galleries.
Evening
Return to Portland and dine at Bamboo Sushi NW, a sustainable sushi spot. Cap off the night with a sweet treat from Salt & Straw, offering unique ice cream flavors.
Bedtime
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Visit Portland Mt. Hood Day Tour in Portland
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Portland Mt. Hood Day Tour

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Visit Madeira Pico Arieiro to Pico Ruivo Hike in Portland
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Mt. Hood

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River Rhythms & Farewell Feast

Morning
Enjoy breakfast at Nuvrei, a patisserie with a European touch. Then, set sail on the Portland Willamette River 2.5-hour Dinner Cruise, taking in the city skyline from the water.
Afternoon
For lunch, indulge in the flavors of Andina Restaurant, serving authentic Peruvian cuisine. Afterward, explore the vibrant Portland Soul of the City Walking Tour, gaining insights into the local culture.
Evening
Conclude your Portland journey with a grand dinner at Lechon, offering a menu inspired by South American flavors. Raise a toast to the trip at Clyde Common, a popular spot for craft cocktails and a lively atmosphere.
Bedtime
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Visit Portland Willamette River 2.5-hour Dinner Cruise in Portland
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Portland Willamette River 2.5-hour Dinner Cruise

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Visit Portland, Oregon Soul of the City Walking Tour in Portland
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Portland Soul of the City Walking Tour

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