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Travel AI

5-day trip to Portland, Oregon Itinerary

Last updated: 2024 Jun 14

Exploring the City of Roses

Morning

Start your day with a delicious breakfast at Tasty n Alder. Afterward, embark on the City of Roses Tour Historical and Iconic Portland Sights to discover the rich history and iconic landmarks of Portland. Visit the International Rose Test Garden to admire the beautiful roses and enjoy the stunning views of the city.

Afternoon

For lunch, head to Pok Pok and indulge in their famous Thai street food. In the afternoon, take a leisurely stroll through the Portland Japanese Garden and immerse yourself in the tranquility of the traditional Japanese landscape.

Evening

Enjoy a delightful dinner at Le Pigeon, known for its innovative and creative cuisine. Afterward, join the Portland Ghosts Boos and Booze Haunted Pub Crawl to explore the haunted side of Portland while enjoying drinks at some of the city's most haunted pubs.

Bedtime

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Waterfalls and Gorge Adventure

Morning

Start your day with a hearty breakfast at Pine State Biscuits. Then, embark on the Portland Columbia River Gorge Waterfalls Morning Tour to witness the breathtaking beauty of the Columbia River Gorge and visit iconic waterfalls such as Multnomah Falls and Latourell Falls.

Afternoon

Enjoy a scenic lunch at Screen Door, known for its Southern comfort food. Afterward, take a Portland Underground Shanghai Tunnel Tour with Beer Tasting to explore the hidden tunnels beneath the city and learn about Portland's intriguing history.

Evening

For dinner, savor the flavors of the Pacific Northwest at Andina Restaurant, offering delicious Peruvian cuisine. End the day with a relaxing evening stroll along the Portland Pearl District and visit local art galleries and boutiques.

Bedtime

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Coastal Escape

Morning

Start your day with a delightful breakfast at Sweedeedee. Then, embark on the Oregon Coast Day Tour Cannon Beach and Haystack Rock to explore the stunning Oregon Coast, visit the picturesque Cannon Beach, and marvel at the iconic Haystack Rock.

Afternoon

Enjoy a seafood lunch at Bamboo Sushi, known for its sustainable and delicious sushi. Afterward, take a leisurely walk along the beach and soak in the coastal beauty.

Evening

Head back to Portland and treat yourself to a mouthwatering dinner at Ox Restaurant, specializing in Argentine-inspired cuisine. Afterward, unwind at Clyde Common, a trendy bar known for its craft cocktails and cozy ambiance.

Bedtime

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Outdoor Adventures

Morning

Start your day with a refreshing breakfast at Blue Star Donuts. Then, embark on the Essential Portland 2-Hour Guided Bike Tour to explore the city's neighborhoods, bridges, and parks on a guided bike ride.

Afternoon

Enjoy a picnic lunch at Lardo, known for its delicious sandwiches and flavorful sides. Afterward, visit the Washington Park and explore its beautiful gardens, including the Rose Garden and the Japanese Garden.

Evening

For dinner, experience the vibrant flavors of Russian cuisine at Kachka. Afterward, head to Departure Restaurant + Lounge for a rooftop dining experience with panoramic views of the city.

Bedtime

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Culinary Delights

Morning

Start your day with a scrumptious breakfast at Voodoo Doughnut, known for its unique and creative donut flavors. Then, embark on the Portland Guided Delicious Donut Tour with Tastings to sample a variety of delectable donuts from different local shops.

Afternoon

Enjoy a leisurely lunch at Grassa, specializing in handmade pasta dishes. Afterward, explore the vibrant food cart scene in Portland with the Portland Food Carts, Pods, & Patios Tour and indulge in a variety of international cuisines.

Evening

For your final dinner in Portland, savor the flavors of Spanish cuisine at Toro Bravo Inc.. End your trip on a sweet note with a visit to Salt & Straw, a popular ice cream shop known for its unique and delicious flavors.

Bedtime

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