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Portland Coastal Escape and Wine Country Wonders Itinerary

Last updated: 2024 Jun 14

Coastal Serenity and Culinary Delights

Morning

Begin your day with a scenic drive to the beautiful Cannon Beach on the Oregon Coast. Enjoy the morning breeze and the iconic Haystack Rock as you explore the sandy shores. For breakfast, savor the coastal flavors at Newmans at 988, known for its elegant ambiance and Pacific Northwest cuisine.

Afternoon

After the beach, head to the Gearhart Golf Links for a relaxing round of golf. The course offers stunning views and a serene atmosphere. For lunch, indulge in the fresh seafood at The Wayfarer Restaurant & Lounge, located in Cannon Beach itself.

Evening

Conclude your coastal day with a visit to the Ecola State Park for a short hike and breathtaking views of the coastline. As the sun sets, make your way back to Portland and enjoy a sumptuous dinner at Expatriate, known for its inventive cocktails and Asian-inspired dishes.

Bedtime

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Waterfalls and Gorge Wonders

Morning

Embark on a morning journey to witness the majestic Multnomah Falls and other stunning cascades on the Columbia River Gorge Waterfalls Tour.

Afternoon

Enjoy a delightful lunch at Flying Elephants at Fox Tower, known for its gourmet sandwiches and salads. Afterward, visit the historic Vista House to take in panoramic views of the Gorge.

Evening

Head back to Portland and savor a hearty dinner at The Woodsman Tavern, an ideal spot to relish Pacific Northwest comfort food. End the day with a serene walk at the Latourell Falls, where the falls plunge dramatically close to the trail.

Bedtime

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4.83
Multnomah Falls
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4.90
Columbia River Gorge
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Historic Tours and Evening Helicopter Thrills

Morning

Begin with the City of Roses Tour Historical and Iconic Portland Sights to learn about the city's rich history and iconic landmarks. Grab a morning coffee at Stumptown Coffee Roasters to fuel your day.

Afternoon

Enjoy a leisurely lunch at The Solo Club, offering a sophisticated menu with global influences. Post-lunch, immerse yourself in the literary world at Powell’s City of Books, one of the largest independent bookstores in the world.

Evening

Experience the city from a different perspective with the From Portland City Lights Nighttime Helicopter Tour. After the thrilling ride, unwind with a sumptuous dinner at Expatriate, known for its inventive cocktails and Asian-inspired dishes.

Bedtime

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4.90
City of Roses Tour Historical and Iconic Portland Sights
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4.60
Powell’s City of Books
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River Cruises and Haunted Pub Crawl

Morning

Start with a delightful Champagne Brunch Cruise on Willamette River to kick off a relaxing day on the water.

Afternoon

After the cruise, explore the city's dark past on the Portland Underground Shanghai Tunnel Tour with Beer Tasting. For lunch, head to Radio Room for a casual yet delicious meal.

Evening

As the night falls, join the Portland Ghosts Boos and Booze Haunted Pub Crawl to visit some of the city's most haunted bars. Enjoy the eerie tales and a drink at each stop. Conclude the night with a late dinner at The Fireside, known for its cozy ambiance and wood-fired dishes.

Bedtime

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4.82
Champagne Brunch Cruise on Willamette River
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4.41
Portland Underground Shanghai Tunnel Tour with Beer Tasting
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Day Trip to Salem and Wine Country

Morning

Take a day trip to the nearby city of Salem. Explore the Oregon State Capitol and the beautiful Willamette Valley wine region. Enjoy a wine tasting and a leisurely lunch at one of the local vineyards.

Afternoon

Visit the Hallie Ford Museum of Art to appreciate the diverse art collections. Take a relaxing walk in the Bush's Pasture Park before heading back to Portland.

Evening

Return to Portland and dine at Paddy's, an Irish pub with a warm and welcoming atmosphere. Enjoy traditional Irish dishes and live music as you reminisce about the day's adventures.

Bedtime

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4.69
Oregon State Capitol
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4.85
Willamette Valley
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Mount Hood and Local Flavors

Morning

Embark on a full-day Portland Mt. Hood Day Tour to witness the grandeur of Mount Hood and its surrounding attractions. Enjoy breakfast at Tasty n Alder before the journey.

Afternoon

Have a satisfying lunch at The Knock Back, known for its burgers and craft cocktails. Post-lunch, explore the quaint town of Government Camp and its alpine charm.

Evening

Return to Portland and indulge in a dinner at Bar Maven, offering a fusion of global flavors and a vibrant bar scene. Conclude the day with a relaxed walk at the Portland Steel Bridge, admiring the city lights and the bridge's industrial beauty.

Bedtime

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4.85
Portland Mt. Hood Day Tour
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4.46
Portland Steel Bridge
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Oregon Coast Wonders

Morning

Depart from Portland for a day trip to Cannon Beach. Witness the iconic Haystack Rock and enjoy the serene coastal atmosphere. Have breakfast at Fireside, a cozy spot with a variety of morning delights.

Afternoon

Explore the charming town and its art galleries. For lunch, savor the fresh seafood at The Wayfarer Restaurant & Lounge. Afterward, take a walk on the sandy shores and breathe in the salty air.

Evening

As the day winds down, enjoy a delightful dinner at Newmans at 988, known for its elegant ambiance and Pacific Northwest cuisine. Witness a beautiful sunset on the beach before heading back to Portland.

Bedtime

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Cultural Delights and Evening Farewell

Morning

Begin with a visit to the Portland Art Museum to immerse yourself in the local and international art. Grab a quick breakfast at Stumptown Coffee Roasters before the museum.

Afternoon

For lunch, head to The Woodsman Tavern for a taste of their renowned smoked meats and whiskey selection. Afterward, take a leisurely walk in the Pioneer Square, also known as "Portland's living room."

Evening

Conclude your trip with a memorable dinner at Le Pigeon, an intimate spot with a focus on local, seasonal ingredients. Raise a glass to a fantastic journey at one of Portland's top dining destinations.

Bedtime

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