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Portland's Diverse Delights: An 8-Day Exploration

Portland's Diverse Delights: An 8-Day Exploration Itinerary

Last updated: 2024 Jun 14

City Icons and Waterfront Wonders

Morning
Begin your Portland adventure with a visit to the iconic Pittock Mansion. After taking in the city views, head to Urban Steel Kitchen + Bar for a hearty breakfast.
Afternoon
Spend your afternoon exploring the Portland Pearl District, with its art galleries and boutiques. For lunch, enjoy the vibrant atmosphere and delicious food at The Fields Bar & Grill.
Evening
As the sun sets, take a leisurely stroll across the Portland Steel Bridge and then indulge in a fine dining experience at Departure Restaurant + Lounge, known for its Asian fusion cuisine and rooftop views.
Bedtime
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Portland Pearl District

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Waterfalls and Wine

Morning
Embark on a scenic drive to the Columbia River Gorge and visit the majestic Multnomah Falls. Enjoy breakfast with a view at The Eastburn.
Afternoon
Continue your gorge exploration and stop by the historic Vista House. For lunch, unwind at Noble Rot, a restaurant with a focus on local, seasonal ingredients and an impressive wine list.
Evening
Return to the city and spend the evening in the vibrant atmosphere of the Portland Pearl District. Dine at Bar Casa Vale, an establishment known for its Spanish-inspired cuisine and extensive sherry selection.
Bedtime
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Multnomah Falls

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Historic Treasures and Haunted Tales

Morning
Delve into Portland's history with a visit to the Oregon Museum of Science and Industry (OMSI). Enjoy a morning coffee at Quality Bar.
Afternoon
Take a guided tour of the Portland Underground Shanghai Tunnel and then have lunch at Leaky Roof Gastro Pub, a cozy spot with a diverse menu.
Evening
Join the Portland Ghosts Boos and Booze Haunted Pub Crawl for a spine-tingling evening. Conclude with dinner at Slow Bar, known for its relaxed ambiance and Pacific Northwest cuisine.
Bedtime
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Oregon Museum of Science and Industry (OMSI)

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Portland Underground Shanghai Tunnel

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City Sights and Scenic Spots

Morning
Start your day with a guided Portland Half Day City Sightseeing Tour to get an overview of the city's highlights. Enjoy a quick bite at McMenamins Blue Moon Tavern & Grill.
Afternoon
After the tour, visit the serene Portland Japanese Garden for a peaceful afternoon. For lunch, head to Holman's Bar & Grill for their famous burgers.
Evening
Witness the sunset at Pittock Mansion and then have a sophisticated dinner at Portland City Grill, known for its panoramic views and Pacific Northwest cuisine.
Bedtime
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Portland Half Day City Sightseeing Tour

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Portland Japanese Garden

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Mountains and Museums

Morning
Embark on a day trip to the Mt. Hood and enjoy the morning exploring the area. Grab breakfast at The Fields Bar & Grill.
Afternoon
Visit the Mt. Hood National Forest and have a picnic lunch amidst nature. Afterward, make your way to the International Rose Test Garden for a colorful afternoon.
Evening
Return to the city and spend a relaxing evening at River Pig Saloon, a laid-back spot with a great selection of drinks and comfort food.
Bedtime
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Mt. Hood

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Coastal Adventure and Culinary Delights

Morning
Take a day trip to the From Portland Oregon Coast Adventure Day Tour with Pickup and enjoy the morning exploring the rugged coastline. Have breakfast at a local cafe along the way.
Afternoon
Visit the famous Cannon Beach and Haystack Rock and savor a beachside lunch. Return to Portland in the late afternoon.
Evening
Dine at Proof•Reader Whiskey + Craft + Kitchen, Restaurant & Bar, a gastropub with a wide selection of whiskeys and a menu that highlights local flavors.
Bedtime
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Cannon Beach and Haystack Rock

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Donuts, Downtown, and Dinner Cruises

Morning
Start with a sweet morning on the Portland Guided Delicious Donut Tour with Tastings. Afterward, take a walk through the Portland Pearl District and enjoy the local shops and galleries.
Afternoon
For lunch, experience the unique flavors of Portland's food carts on the Portland Food Carts, Pods, & Patios Tour. In the afternoon, relax on the water with the Portland 2-hour Lunch Cruise on the Willamette River.
Evening
Continue the river theme with the Portland Willamette River 2.5-hour Dinner Cruise. Enjoy a sumptuous meal with live entertainment as you cruise the city's waterways.
Bedtime
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Portland Guided Delicious Donut Tour with Tastings

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Portland Pearl District

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Final Flavors and Farewells

Morning
Enjoy a leisurely breakfast at North 45 Pub, known for its European-inspired dishes. Spend the morning exploring the local farmers' market or visiting any favorite spots from your trip.
Afternoon
For a final taste of Portland, indulge in the Portland All-Inclusive Walking Food Tour. Sample a variety of cuisines and bid adieu to the city with a satisfied palate.
Evening
Reflect on your journey over a farewell dinner at Cassidy's Restaurant, a classic Portland establishment with a menu that pays homage to the region's culinary heritage.
Bedtime
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Portland All-Inclusive Walking Food Tour

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