New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

5-Day Portland Adventure: River Cruises, Waterfalls, and Culinary Delights

5-Day Portland Adventure: River Cruises, Waterfalls, and Culinary Delights Itinerary

Last updated: 2024 Jun 14

Riverfront Indulgence and Haunted History

Morning
Begin your Portland journey with a delightful Portland Champagne Brunch Cruise on Willamette River as you savor the morning sun and iconic city skyline. Afterward, take a leisurely walk through the Portland Pearl District, known for its art galleries, upscale businesses, and fine dining.
Afternoon
For lunch, experience the diverse flavors of Portland's food scene on an Portland All-Inclusive Walking Food Tour. Afterward, immerse yourself in the city's history and hauntings on the Portland Underground Shanghai Tunnel Tour with Beer Tasting.
Evening
Dine at the elegant Departure Restaurant + Lounge, offering modern Asian cuisine and stunning views of the city. Conclude the evening with the Portland Ghosts Boos and Booze Haunted Pub Crawl, where you'll hear chilling tales while enjoying the city's vibrant nightlife.
Bedtime
Find amazing hotels in Portland.
activity-image

Portland Champagne Brunch Cruise on Willamette River

star4.82

click to access prices

activity-image

Portland Pearl District

star4.72

click to access prices

activity-image

Portland Food Walking Tour

star4.93

click to access prices

activity-image

Portland Underground Shanghai Tunnel Tour with Beer Tasting

star4.41

click to access prices

activity-image

Portland Ghosts Boos and Booze Haunted Pub Crawl

star4.13

click to access prices

Waterfalls and Wine

Morning
Embark on a morning journey to the majestic Columbia River Gorge, where you'll witness the awe-inspiring Multnomah Falls and other natural wonders. Enjoy a picnic breakfast in this scenic setting.
Afternoon
Return to the city and have lunch at Lardo, known for its delicious sandwiches. Spend the rest of the afternoon exploring the Portland Japanese Garden and the serene International Rose Test Garden.
Evening
Indulge in a sophisticated dinner at Andina Restaurant, offering Peruvian cuisine with a modern twist. Afterward, take a stroll through the vibrant Portland Pearl District and enjoy the local art scene.
Bedtime
Find amazing hotels in Portland.
activity-image

Columbia River Gorge

star4.90

click to access prices

activity-image

Multnomah Falls

star4.83

click to access prices

activity-image

Portland Japanese Garden

star4.87

click to access prices

activity-image

International Rose Test Garden

star4.76

click to access prices

activity-image

Portland Pearl District

star4.72

click to access prices

City Sights and Cultural Delights

Morning
Start your day with a hearty breakfast at Tasty n Alder, known for its innovative dishes. Then, take a Portland Half Day City Sightseeing Tour to visit iconic landmarks such as Pioneer Square and the historic Portland Steel Bridge.
Afternoon
Enjoy a leisurely lunch at Pok Pok, an award-winning restaurant serving authentic Thai street food. Afterward, explore the exhibits at the Oregon Museum of Science and Industry (OMSI), a must-visit for science enthusiasts.
Evening
Dine at Clyde Common, located in the heart of downtown Portland, and savor their seasonal, European-style dishes. Cap off the night with a visit to the Portland Art Museum, one of the oldest art museums on the West Coast.
Bedtime
Find amazing hotels in Portland.
activity-image

Portland Half Day City Sightseeing Tour

star5.00

click to access prices

activity-image

Pioneer Square

star4.72

click to access prices

activity-image

Portland Steel Bridge

star4.46

click to access prices

activity-image

Oregon Museum of Science and Industry (OMSI)

star4.65

click to access prices

activity-image

Portland Art Museum

star4.82

click to access prices

Donuts, Distilleries, and Downtown Delights

Morning
Embark on a sweet journey with a Portland Guided Delicious Donut Tour with Tastings, visiting renowned spots like Blue Star Donuts and more. After satisfying your sweet tooth, take a stroll through the historic Portland Pearl District and enjoy the local boutiques and galleries.
Afternoon
For lunch, head to Kachka, an acclaimed restaurant serving modern Russian cuisine. Post-lunch, explore the vibrant downtown area and visit the Powell’s City of Books, the world's largest independent bookstore.
Evening
Enjoy a sophisticated dinner at Le Pigeon, known for its innovative and eclectic menu. Afterward, experience the city's nightlife at downtown bars and lounges, or catch a live performance at a local venue.
Bedtime
Find amazing hotels in Portland.
activity-image

Portland Guided Delicious Donut Tour with Tastings

star4.90

click to access prices

activity-image

Portland Pearl District

star4.72

click to access prices

activity-image

Powell’s City of Books

star4.60

click to access prices

Coastal Wonders and Culinary Capstone

Morning
Conclude your Portland adventure with a day trip to the coast. Choose between the From Portland Oregon Coast Adventure Day Tour with Pickup or the Oregon Coast Day Tour Cannon Beach and Haystack Rock to explore the stunning shoreline and enjoy a beachside breakfast.
Afternoon
Return to the city and have a late lunch at Grassa, a casual spot known for its house-made pasta. Spend the rest of the afternoon at leisure, perhaps visiting local shops or enjoying a coffee at a neighborhood cafe.
Evening
For your final dinner in Portland, dine at Toro Bravo, a Spanish-inspired eatery with a lively atmosphere. Raise a toast to your trip and reminisce about your favorite moments in the City of Roses.
Bedtime
Find amazing hotels in Portland.
activity-image

From Portland Oregon Coast Adventure Day Tour with Pickup

star4.89

click to access prices

activity-image

Oregon Coast Day Tour Cannon Beach and Haystack Rock

star4.89

click to access prices

Top Oregon Travel Videos

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