New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Portland's Natural Wonders and Culinary Delights

Portland's Natural Wonders and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Waterfalls and Gorge Exploration

Morning
Begin your Portland adventure with a hearty breakfast at Flying Elephants at Fox Tower, known for its delicious pastries and coffee. After breakfast, head out to witness the majestic Multnomah Falls, one of Oregon's most iconic natural attractions. Take a leisurely hike to the top for a stunning view.
Afternoon
For lunch, enjoy the vibrant atmosphere and diverse menu at The Woodsman Tavern. Post-lunch, continue your waterfall exploration with visits to Latourell Falls and Wahkeena Falls. Take in the beauty of the Columbia River Gorge as you drive along the historic highway.
Evening
Conclude the day with a delightful dinner at Expatriate, offering a unique blend of global flavors. After dinner, visit the historic Vista House to witness the breathtaking panoramic views of the Gorge at sunset.
Bedtime
Find amazing hotels in Portland.

City Sights and Cultural Delights

Morning
Start your day with a guided tour of the Portland Japanese Garden, known as one of the most authentic Japanese gardens outside of Japan. After the serene morning, enjoy a light breakfast at The Observatory with its scenic views.
Afternoon
Immerse yourself in the literary paradise of Powell’s City of Books, the world's largest independent bookstore. For lunch, head to Radio Room in the vibrant Alberta Arts District, known for its creative comfort food.
Evening
Explore the contemporary art at the Portland Art Museum and then take a leisurely stroll through the Portland Pearl District, home to galleries, boutiques, and restaurants. Enjoy a sophisticated dinner at The Fireside, known for its seasonal Pacific Northwest cuisine.
Bedtime
Find amazing hotels in Portland.

Historic Landmarks and Evening Cruise

Morning
Begin with a visit to the iconic Pioneer Square, also known as "Portland's living room." Enjoy breakfast at McMenamins Market Street Pub, a local favorite with a historic ambiance.
Afternoon
Explore the rich history of Portland at the Pittock Mansion, offering a glimpse into the city's past. For lunch, head to Library Taphouse & Kitchen and savor their wide selection of local brews and pub fare. Afterward, take a guided tour of the Portland Underground Shanghai Tunnel with beer tasting, a unique experience delving into the city's dark past.
Evening
Conclude the day with a memorable Portland Willamette River 2.5-hour Dinner Cruise. Enjoy a sumptuous meal with live entertainment as you cruise along the river, taking in the city lights and skyline.
Bedtime
Find amazing hotels in Portland.

Willamette Valley Wine and Countryside

Morning
Embark on a full-day Portland Mount Hood Wine and Waterfalls Full-Day Tour. Discover the picturesque Willamette Valley, known for its world-class wines and stunning countryside. Enjoy tastings at select wineries and savor the flavors of the region.
Afternoon
As part of the tour, indulge in a delightful lunch paired with local wines, surrounded by the vineyards and rolling hills. Learn about the winemaking process and the history of the valley from knowledgeable guides.
Evening
Return to Portland with a newfound appreciation for Oregon's wine country. For your final dinner in the city, experience the warm hospitality and exquisite dishes at Karam Restaurant and Bar, offering a fusion of Mediterranean and Middle Eastern cuisine.
Bedtime
Find amazing hotels in Portland.

Top Oregon Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?