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Portland's Diverse Delights: 6-Day Exploration

Portland's Diverse Delights: 6-Day Exploration Itinerary

Last updated: 2024 Jun 14

Rivers, Ghosts, and Gourmet Beginnings

Morning
Start your Portland adventure with a delightful Portland Champagne Brunch Cruise on Willamette River as you savor the morning and the city's iconic waterways. Afterward, enjoy a serene walk at the Portland Japanese Garden, a tranquil oasis in the heart of the city.
Afternoon
For lunch, experience the unique flavors of the Portland Food Carts of the Eastside Bike Tour. This guided tour will take you to the best food carts in the city, allowing you to sample a variety of local dishes. Afterward, take a leisurely ride across the Portland Steel Bridge to enjoy the views of the city and the river.
Evening
Dine at The Woodsman Tavern, known for its rustic ambiance and excellent cuisine. After dinner, embark on the Portland Underground Shanghai Tunnel Tour with Beer Tasting to learn about the city's intriguing history. End the evening with a drink at The Knock Back, a cozy neighborhood bar with a great selection of spirits.
Bedtime
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Visit Portland Champagne Brunch Cruise on Willamette River in Portland
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Portland Champagne Brunch Cruise on Willamette River

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Visit Portland Japanese Garden in Portland
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Portland Japanese Garden

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Waterfalls, Wines, and Literary Bridges

Morning
Begin your day with the breathtaking Multnomah Falls and then continue to Latourell Falls for a morning of natural wonders. For breakfast, enjoy the view and a meal at Flying Elephants at Fox Tower. Post breakfast, take a scenic drive to the Vista House for panoramic views of the Columbia River Gorge.
Afternoon
After the morning's adventure, indulge in the Mt. Hood Wine and Waterfalls Full-Day Tour. This tour will take you to the picturesque wineries of the Willamette Valley, where you can enjoy tastings of local wines. Along the way, you'll also visit the stunning Wahkeena Falls and other natural attractions.
Evening
Return to the city and have dinner at The Observatory, a restaurant known for its innovative cuisine and extensive wine list. Afterward, take a leisurely walk across the Hawthorne Bridge and explore the vibrant Portland Pearl District, known for its art galleries and boutiques.
Bedtime
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Visit Multnomah Falls in Portland
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Multnomah Falls

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Latourell Falls

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Historic Haunts and Evening Elegance

Morning
Start your day with a guided City of Portland Tour Historic and Iconic Sights to get an overview of the city's history and landmarks. After the tour, enjoy a hearty breakfast at Radio Room, a local favorite with a diverse menu.
Afternoon
Spend your afternoon at the Oregon Museum of Science and Industry (OMSI), exploring its interactive exhibits and hands-on activities. For lunch, head to The Fireside, where you can enjoy a meal in a cozy, fireplace-lit setting.
Evening
Dine in style at Expatriate, a restaurant known for its global-inspired small plates and creative cocktails. After dinner, take a leisurely stroll through the Portland South Waterfront area, enjoying the views of the city skyline and the Willamette River.
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 Oregon Museum of Science and Industry (OMSI) in Portland
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Oregon Museum of Science and Industry (OMSI)

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Gorge-ous Day and Ghostly Night

Morning
Embark on the From Portland Columbia Gorge Waterfalls Tour to witness the majestic waterfalls and stunning landscapes of the Columbia River Gorge. Enjoy a picnic breakfast at one of the scenic stops along the way.
Afternoon
After returning to the city, have a late lunch at Paddy's, a classic Irish pub with a warm and welcoming atmosphere. Spend the rest of your afternoon exploring the haunted history of Portland on the Portland Ghosts Boos and Booze Haunted Pub Crawl. Visit historic pubs and hear chilling tales of the city's past.
Evening
For dinner, head to The Solo Club, a stylish spot offering a menu inspired by the flavors of the Mediterranean. Afterward, enjoy a nightcap at Church Bar, known for its craft cocktails and intimate setting.
Bedtime
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Visit From Portland Columbia Gorge Waterfalls Tour in Portland
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From Portland Columbia Gorge Waterfalls Tour

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Visit Portland Ghosts Boos and Booze Haunted Pub Crawl in Portland
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Portland Ghosts Boos and Booze Haunted Pub Crawl

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Mountains, Museums, and Culinary Capers

Morning
Take a day trip to the majestic Mt. Hood with the Portland Mt. Hood Day Tour. Explore the mountain's beauty and enjoy the crisp alpine air. Have breakfast at Taylor Street Tavern, a local favorite known for its hearty fare.
Afternoon
Return to the city and spend your afternoon at the Portland Art Museum, exploring its impressive collection of art. For lunch, visit McMenamins Market Street Pub, where you can enjoy a meal in a historic building with a unique atmosphere.
Evening
Dine at There Be Monsters, a restaurant with a laid-back vibe and a menu that focuses on local, seasonal ingredients. After dinner, take a leisurely walk through the Portland Old Town Chinatown, the historic heart of the city, and explore its shops and galleries.
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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Portland Mt. Hood Day Tour

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Books, Bites, and Beautiful Endings

Morning
Start your day with a visit to Powell’s City of Books, the world's largest independent bookstore. Explore its many floors and enjoy the literary atmosphere. For breakfast, head to Library Taphouse & Kitchen, a gastropub with a great selection of beers and a menu that includes both classic and innovative dishes.
Afternoon
After browsing books, take a guided Portland Guided Delicious Donut Tour with Tastings to sample some of the city's best donuts. This tour will take you to several local bakeries, where you can try a variety of flavors and styles. For a more substantial lunch, visit C-Bar PDX, a modern American restaurant with a focus on seasonal, locally-sourced ingredients.
Evening
Conclude your trip with a memorable dinner at Rontoms, a hip, industrial-chic spot known for its creative cocktails and a menu that includes both small and large plates. After dinner, enjoy a final drink at HOME, A Bar, a cozy, welcoming bar with a laid-back vibe. Reflect on your time in Portland and savor the memories of a wonderful trip.
Bedtime
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Visit Powell’s City of Books in Portland
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Powell’s City of Books

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Visit Portland Guided Delicious Donut Tour with Tastings in Portland
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Portland Guided Delicious Donut Tour with Tastings

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