New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Portland's Best: A 7-Day Adventure Itinerary

Last updated: 2024 Jun 14

City of Roses Welcome

Morning

Start your Portland adventure with a delightful breakfast at Mother's Bistro & Bar, known for its cozy atmosphere and delectable dishes. After fueling up, take a leisurely stroll through the serene International Rose Test Garden, where you can admire over 10,000 rose bushes. Don't miss the chance to capture the breathtaking views of the city from the garden.

Afternoon

For lunch, head to Tasty n Alder, a modern steakhouse offering a diverse menu. Afterward, immerse yourself in the vibrant arts scene of Portland with a visit to the Portland Art Museum, home to an extensive collection of artworks. Spend the afternoon exploring the museum's diverse exhibits.

Evening

Indulge in a sophisticated dinner at Departure Restaurant + Lounge, known for its panoramic city views and Asian-inspired cuisine. After dinner, take a stroll through the iconic Pioneer Square, often referred to as Portland's living room, and soak in the lively atmosphere.

Bedtime

Find amazing hotels in Portland, Oregon.

Waterfront Wonders

Morning

Enjoy a scrumptious breakfast at Sweedeedee, a charming cafe known for its delectable pastries and cozy ambiance. Afterward, embark on the Portland Willamette River 2.5-hour Dinner Cruise, where you can savor a delightful meal while taking in the stunning views of the city's waterfront.

Afternoon

For a unique experience, join the Portland Underground Shanghai Tunnel Tour with Beer Tasting, which offers a fascinating glimpse into Portland's history. After the tour, grab a quick bite at Lardo, known for its mouthwatering sandwiches and casual vibe.

Evening

Head to Imperial Restaurant for a memorable dinner featuring Pacific Northwest-inspired dishes. Afterward, take a leisurely walk along the Portland Steel Bridge, one of the city's iconic landmarks, and enjoy the shimmering city lights.

Bedtime

Find amazing hotels in Portland, Oregon.

Waterfalls and Wine

Morning

Start your day with a delightful brunch at Toro Bravo, known for its Spanish-inspired cuisine. Afterward, embark on the Portland All-Inclusive Walking Food Tour, where you can sample a variety of local culinary delights.

Afternoon

Indulge in a wine-tasting experience with the From Portland Willamette Valley Character Wineries tour. Explore the picturesque vineyards and savor the region's finest wines. For a late lunch, stop by Andina Restaurant, offering a fusion of Peruvian and Northwest flavors.

Evening

Enjoy a relaxing dinner at Little Bird Bistro, known for its French-inspired cuisine and intimate ambiance. Afterward, take a stroll through the charming Pearl District, known for its art galleries and boutiques.

Bedtime

Find amazing hotels in Portland, Oregon.

Columbia Gorge Adventure

Morning

Start your day with a hearty breakfast at Blue Star Donuts, known for its unique and delicious donut creations. Then, embark on the Portland Columbia River Gorge Waterfalls Morning Tour, where you can witness the awe-inspiring beauty of the region's waterfalls.

Afternoon

For lunch, enjoy a casual meal at Grassa, a popular spot for handcrafted pasta dishes. Afterward, continue your exploration of the Columbia Gorge with a visit to the Bonneville Dam and the Vista House, offering panoramic views of the gorge.

Evening

Return to Portland and treat yourself to a delightful dinner at Le Pigeon, known for its innovative and artful dishes. Afterward, take a leisurely walk through the enchanting Portland Japanese Garden, known for its tranquil beauty.

Bedtime

Find amazing hotels in Portland, Oregon.

Mount Hood Majesty

Morning

Enjoy a leisurely breakfast at Nong's Khao Man Gai, known for its signature chicken and rice dish. Then, embark on the Portland Mt. Hood Day Tour, where you can explore the stunning landscapes of the region and enjoy outdoor activities such as hiking or snowshoeing.

Afternoon

For lunch, stop by Pok Pok, known for its authentic Thai street food dishes. Afterward, continue your exploration of the area with a visit to the iconic Timberline Lodge, a National Historic Landmark.

Evening

Return to Portland and savor a memorable dinner at Clyde Common, known for its seasonal and locally sourced menu. Afterward, enjoy a relaxing evening at Luc Lac Vietnamese Kitchen, a popular spot for late-night eats and craft cocktails.

Bedtime

Find amazing hotels in Portland, Oregon.

City Sights and Sounds

Morning

Start your day with a delicious breakfast at Salt & Straw, known for its innovative ice cream flavors. Then, embark on the City of Portland Tour Historic and Iconic Sights, where you can explore the city's iconic landmarks and learn about its rich history.

Afternoon

For lunch, head to Kachka, a renowned spot for authentic Russian cuisine. Afterward, continue your exploration with a visit to the Oregon Museum of Science and Industry (OMSI), where you can enjoy interactive exhibits and hands-on activities.

Evening

Enjoy a delightful dinner at Imperial Restaurant, known for its Pacific Northwest-inspired dishes. Afterward, take a stroll through the vibrant Pearl District, known for its art galleries and boutiques.

Bedtime

Find amazing hotels in Portland, Oregon.

Farewell to Portland

Morning

Start your final day in Portland with a leisurely breakfast at Luc Lac Vietnamese Kitchen, known for its delicious banh mi sandwiches. Then, explore the Portland Pearl District, known for its art galleries and boutiques.

Afternoon

For lunch, enjoy a casual meal at Tasty n Alder, a modern steakhouse offering a diverse menu. Afterward, take a stroll through the serene Portland Japanese Garden, known for its tranquil beauty.

Evening

Conclude your Portland adventure with a memorable dinner at Le Pigeon, known for its innovative and artful dishes. Afterward, take a leisurely walk along the Portland Steel Bridge, one of the city's iconic landmarks, and enjoy the shimmering city lights.

Bedtime

Find amazing hotels in Portland, Oregon.