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Portland 5-Day Adventure: Waterfalls, Wine, and City Sights

Portland 5-Day Adventure: Waterfalls, Wine, and City Sights Itinerary

Last updated: 2024 Jun 14

City Sights and Culinary Delights

Morning
Start your day 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 rich history and vibrant culture.
Afternoon
For lunch, savor the flavors of the Pacific Northwest at Andina Restaurant, a renowned spot for Peruvian cuisine. In the afternoon, visit the iconic Pittock Mansion for panoramic views of the city and its surroundings.
Evening
Enjoy a memorable dinner at Le Pigeon, a top-rated restaurant offering a unique dining experience. Afterward, take a leisurely stroll in the charming Alphabet District.
Bedtime
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Visit Pittock Mansion in Portland
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Alphabet District

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Waterfalls and Wine

Morning
Indulge in a delicious brunch at Toro Bravo, a local favorite for Spanish-inspired dishes. Then, set out on the "Portland Columbia River Gorge Waterfalls Morning Tour" to witness the stunning beauty of Multnomah Falls and other cascades.
Afternoon
For a late lunch, stop by Screen Door for some Southern comfort food. Afterward, continue your waterfall exploration with the "Portland Columbia River Gorge Waterfalls Afternoon Tour."
Evening
Conclude the day with a wine-tasting experience at Departure Restaurant + Lounge, offering a diverse selection of local and international wines. Enjoy the panoramic views of the city from this iconic rooftop bar.
Bedtime
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Visit Multnomah Falls in Portland
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Bikes, Brews, and Views

Morning
Fuel up for the day with a hearty breakfast at Pine State Biscuits, known for its mouthwatering biscuit sandwiches. Then, embark on the "Bike Portland Bridges, Neighborhoods, Poetry, and Roses" tour to explore the city's vibrant cycling culture.
Afternoon
For lunch, head to Lardo for their famous sandwiches and a laid-back atmosphere. Afterward, enjoy a guided bike tour with brewery visits to sample some of Portland's best craft beers.
Evening
End the day with a scenic dinner at Imperial Restaurant, known for its farm-to-table cuisine. Take a leisurely walk along the South Park Blocks and enjoy the greenery in the heart of the city.
Bedtime
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South Park Blocks

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Mountain Majesty and Ghostly Tales

Morning
Start your day with a delightful breakfast at Sweedeedee, a cozy spot known for its pastries and hearty dishes. Then, embark on the "Portland Mt. Hood Day Tour" to explore the majestic Mt. Hood and its surrounding beauty.
Afternoon
For lunch, enjoy a picnic with local provisions from Salt & Straw, a unique ice cream shop with creative flavors. In the afternoon, take a leisurely walk in the International Rose Test Garden.
Evening
Experience the city's spooky side with the "Portland Ghosts Boos and Booze Haunted Pub Crawl." Afterward, enjoy a late dinner at Clyde Common, a popular spot for its communal dining experience.
Bedtime
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Visit Madeira Pico Arieiro to Pico Ruivo Hike in Portland
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Mt. Hood

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International Rose Test Garden

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River Cruises and Farewell Feasts

Morning
Enjoy a leisurely brunch cruise on the Willamette River with the "Portland Champagne Brunch Cruise." Savor a delicious meal while taking in the scenic views of the city.
Afternoon
Spend your afternoon on the water with the "Portland Willamette River 2.5-hour Dinner Cruise." Relax and enjoy a sumptuous dinner as you glide along the river.
Evening
For your final night in Portland, have a memorable farewell dinner at Le Pigeon, known for its innovative and exquisite cuisine. Raise a glass to a wonderful stay in the City of Roses.
Bedtime
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