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Ultimate 14-Day Pacific Northwest Road Trip from Portland to San Francisco

Ultimate 14-Day Pacific Northwest Road Trip from Portland to San Francisco Itinerary

Last updated: 2024 Jun 14

Portland City Delights and Donut Indulgence

Morning
Start your Pacific Northwest adventure with a guided "Portland City Tour Views and News," immersing yourself in the city's vibrant culture and history. After the tour, treat yourself to a delicious breakfast at the iconic Pine State Biscuits.
Afternoon
Spend the afternoon exploring the "Portland Pearl District" and visit the famous Powell’s City of Books. For lunch, enjoy the unique flavors of the region at Tasty n Alder.
Evening
In the evening, take a leisurely stroll through the "Portland Japanese Garden" and enjoy the serenity of the surroundings. Conclude your day with a delightful dinner at Andina Restaurant, known for its Peruvian cuisine.
Bedtime
Find amazing hotels in Portland, Oregon.

Waterfalls and Wine in the Columbia River Gorge

Morning
Embark on a "Portland Columbia River Gorge Waterfalls Morning Tour" to witness the beauty of Multnomah Falls and Latourell Falls. Enjoy a picnic brunch amidst nature.
Afternoon
After the waterfalls, head to the "Willamette Valley" for a "From Portland Willamette Valley Full-Day Wine Tour." Indulge in the region's finest wines and savor a vineyard lunch.
Evening
Return to Portland and relax with a sophisticated dinner at Le Pigeon, a renowned spot for French-inspired cuisine.
Bedtime
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City Biking and Culinary Exploration

Morning
Start your day with the "Essential Portland 2-Hour Guided Bike Tour," a refreshing way to see the city. Afterward, enjoy a casual brunch at Toro Bravo.
Afternoon
Spend the afternoon strolling through the "South Park Blocks" and visit the Portland Art Museum. For a sweet treat, stop by Blue Star Donuts.
Evening
In the evening, experience the diverse food scene of Portland with a "Portland Food Walking Tour," sampling a variety of local delicacies.
Bedtime
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Haunted History and Haute Cuisine

Morning
Delve into the mysterious past of the city with a "Portland Underground Shanghai Tunnel Tour with Beer Tasting."
Afternoon
Enjoy a leisurely lunch at Lardo and then take a "Portland Discover the Haunted History of the City at Night" tour to learn about the paranormal side of Portland.
Evening
Conclude the day with a fine dining experience at Le Pigeon, known for its innovative dishes and intimate atmosphere.
Bedtime
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Donuts, Books, and Bridges

Morning
Indulge in a "Portland Guided Delicious Donut Tour with Tastings," exploring the city's best donut shops.
Afternoon
After satisfying your sweet tooth, spend the afternoon browsing the shelves at Powell’s City of Books and take a scenic "Bridge City Tour View Portland by land & river."
Evening
Enjoy a relaxed dinner at Clyde Common, a popular spot for its seasonal and locally sourced menu.
Bedtime
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City Parks and Cultural Gems

Morning
Take a leisurely walk through "Washington Park" and visit the "International Rose Test Garden" and the "Portland Japanese Garden."
Afternoon
For lunch, enjoy a picnic in the park or dine at Imperial Restaurant. Spend the rest of the afternoon at the "Oregon Zoo" or the "Portland Children's Museum."
Evening
Have a cozy dinner at Little Bird Bistro, known for its French-inspired dishes and warm ambiance.
Bedtime
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Museum Day and River Cruise

Morning
Explore the "Oregon Museum of Science and Industry (OMSI)" and enjoy the interactive exhibits.
Afternoon
For lunch, head to Grassa for a comforting bowl of pasta. In the afternoon, take a "Portland Willamette River 2.5-hour Dinner Cruise" for a scenic and relaxing experience on the water.
Evening
Dine on the cruise and enjoy the city lights reflecting on the river.
Bedtime
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Mt. Hood Majesty and Gorge Grandeur

Morning
Embark on a "Portland Mt. Hood Day Tour" to explore the stunning landscapes of the region.
Afternoon
Enjoy a hearty lunch at Tasty n Alder in the charming town of Hood River. Visit the "Columbia River Gorge" and take in the breathtaking views.
Evening
Return to Portland and have a relaxed dinner at Clyde Common.
Bedtime
Find amazing hotels in Portland, Oregon.

City Sights and Culinary Delights

Morning
Take a "Portland City + Waterfall Combo" tour for a full day of sightseeing.
Afternoon
Enjoy a late lunch at Andina Restaurant, known for its upscale Peruvian cuisine. Spend the afternoon shopping and exploring the "Pearl District."
Evening
Have a memorable dining experience at Le Pigeon, a must-visit for food enthusiasts.
Bedtime
Find amazing hotels in Portland, Oregon.

Falls, Flowers, and Fine Dining

Morning
Visit the iconic "Multnomah Falls" and the "Columbia River Gorge" on a "Portland Columbia River Gorge Waterfalls Morning Tour."
Afternoon
Have a leisurely lunch at the historic Multnomah Falls Lodge and then explore the "Hood River Fruit Loop" and the "Fruit Loop Lavender Farm."
Evening
Enjoy a farm-to-table dinner at Imperial Restaurant, savoring the flavors of the region.
Bedtime
Find amazing hotels in Portland, Oregon.

Gardens, Ghosts, and Gourmet

Morning
Spend the morning at the "Portland Japanese Garden" and the "International Rose Test Garden."
Afternoon
For lunch, enjoy a picnic in the "Washington Park" or dine at Grassa. In the afternoon, take a "Portland Ghosts Boos and Booze Haunted Pub Crawl" for a spooky and entertaining experience.
Evening
Conclude the day with a fine dining experience at Le Pigeon, a culinary gem in the city.
Bedtime
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Art, Arboretum, and Authentic Eats

Morning
Explore the "Portland Art Museum" and the "Pittock Mansion" for a dose of culture and history.
Afternoon
Enjoy a casual lunch at Lardo and then spend the afternoon at the "Hoyt Arboretum," surrounded by nature.
Evening
Have a laid-back dinner at Tasty n Alder, known for its diverse and flavorful dishes.
Bedtime
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City Farewell with Food and Fun

Morning
Take a "Portland Walking Pizza Tour" to sample some of the city's best slices.
Afternoon
Spend the afternoon shopping for souvenirs in the "Pearl District" and the "Downtown Waterfront." For a late lunch, head to Grassa.
Evening
Have a festive farewell dinner at Le Pigeon, celebrating the end of your Portland adventure.
Bedtime
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Departure Day Explorations

Morning
On your last day in Portland, visit the "Portland Saturday Market" for some local crafts and treats.
Afternoon
Enjoy a final lunch at Tasty n Alder before heading to the airport. If time allows, take a quick stroll through the "Lan Su Chinese Garden."
Evening
Depart for your next destination with fond memories of your Pacific Northwest road trip.
Bedtime
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