New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Serene Sights and Culinary Delights: 5-Day Portland Exploration

Serene Sights and Culinary Delights: 5-Day Portland Exploration Itinerary

Last updated: 2024 Jun 14

Riverfront Rendezvous and Urban Wonders

Morning
Begin your Portland journey with a serene morning at the Portland Japanese Garden, immersing yourself in the tranquility of nature. Afterward, savor a delightful breakfast at Blue Star Donuts, known for their unique and gourmet flavors.
Afternoon
Explore the city's iconic landmarks with a visit to the Portland Steel Bridge and the historic Pittock Mansion, offering panoramic views of the city. For lunch, indulge in the innovative dishes at Departure Restaurant and Lounge, known for its modern Asian cuisine and rooftop dining experience.
Evening
Conclude your day with a leisurely stroll in the vibrant Portland Pearl District, home to art galleries, boutiques, and upscale dining. Enjoy a sumptuous dinner at Andina Restaurant, where you can savor the flavors of Peru in a lively atmosphere.
Bedtime
Find amazing hotels in Portland.
Visit Portland Japanese Garden in Portland
star4.87

Portland Japanese Garden

Book Now
Visit Portland Steel Bridge in Portland
star4.46

Portland Steel Bridge

Book Now
next arrow

Waterfront Wonders and Culinary Cruises

Morning
Embark on a morning of majestic waterfalls with a guided tour to the Columbia River Gorge, including stops at the breathtaking Multnomah Falls and the historic Vista House. For breakfast, enjoy the comfort food at Pine State Biscuits, a local favorite.
Afternoon
After the tour, return to the city and board the Portland 2-hour Lunch Cruise on the Willamette River, where you can enjoy a delightful meal while taking in the scenic views. Post-cruise, take a sweet detour to Salt & Straw for some of the city's most innovative ice cream flavors.
Evening
Experience the city's evening lights from a different perspective with the From Portland City Lights Nighttime Helicopter Tour. Afterward, enjoy a dinner at Tasty n Alder, offering a menu of international flavors in a lively, communal setting.
Bedtime
Find amazing hotels in Portland.
Visit Columbia River Gorge in Portland
star4.90

Columbia River Gorge

Book Now
Visit Multnomah Falls in Portland
star4.83

Multnomah Falls

Book Now
next arrow

Falls, Flavors, and Underground Tales

Morning
Start your day with a visit to the majestic Latourell Falls and the historic Bonneville Dam in the Columbia River Gorge. For breakfast, enjoy the Southern-inspired dishes at Screen Door, known for its famous fried chicken and waffles.
Afternoon
Delve into the city's intriguing past with the Portland Underground Shanghai Tunnel Tour with Beer Tasting. Afterward, enjoy a leisurely lunch at Grassa, a pasta-centric eatery in the heart of downtown.
Evening
As the sun sets, join the Portland Ghosts Boos and Booze Haunted Pub Crawl to uncover the city's eerie history while visiting local pubs. Conclude the evening with a late-night bite at Lardo, specializing in sandwiches and hand-cut fries.
Bedtime
Find amazing hotels in Portland.
Visit Latourell Falls in Portland
star4.90

Latourell Falls

Book Now
Visit Bonneville Dam in Portland
star4.94

Bonneville Dam

Book Now
next arrow

Donuts, Districts, and Delights

Morning
Satisfy your sweet tooth with the Portland Guided Delicious Donut Tour with Tastings, where you'll sample some of the city's best donuts from renowned shops. After the tour, take a morning walk through the Portland Pearl District and enjoy the neighborhood's art and architecture.
Afternoon
For lunch, head to Nong's Khao Man Gai, a local favorite known for its signature dish, Thai chicken and rice. Post-lunch, visit the Oregon Museum of Science and Industry (OMSI) for an interactive and educational experience.
Evening
Dine at Le Pigeon, an intimate restaurant with a focus on local, seasonal ingredients and a celebrated wine list. After dinner, take a leisurely walk to the nearby Portland Steel Bridge to enjoy the city lights reflecting on the water.
Bedtime
Find amazing hotels in Portland.
Visit Portland Guided Delicious Donut Tour with Tastings in Portland
star4.90

Portland Guided Delicious Donut Tour with Tastings

Book Now
Visit Portland Pearl District in Portland
star4.72

Portland Pearl District

Book Now
next arrow

Coastline, Culture, and Culinary Capstone

Morning
Conclude your Portland journey with a day trip to the coast on the From Portland Oregon Coast Adventure Day Tour with Pickup. Explore the stunning beaches, rock formations, and the charming town of Cannon Beach. Enjoy a beachside breakfast and coffee to start your day.
Afternoon
Return to the city and spend your final afternoon exploring the International Rose Test Garden and the adjacent Portland Japanese Garden once more, soaking in the beauty and tranquility. For lunch, enjoy the sustainable and innovative sushi at Bamboo Sushi NW.
Evening
As the sun sets on your trip, reminisce over a memorable dinner at Toro Bravo Inc, known for its Spanish-inspired small plates and lively atmosphere. End the evening with a stroll through the Portland Pearl District, taking in the vibrant nightlife and the local art scene.
Bedtime
Find amazing hotels in Portland.
Visit From Portland Oregon Coast Adventure Day Tour with Pickup in Portland
star4.89

From Portland Oregon Coast Adventure Day Tour with Pickup

Book Now
Visit International Rose Test Garden in Portland
star4.76

International Rose Test Garden

Book Now
next arrow

Top Oregon Travel Videos

Adjacent Cities

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