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Portland, Oregon

Culinary & Nightlife

Our most recommended Portland, Oregon Culinary & Nightlife

Portland: 2.5 Hour Dinner Cruise Through Downtown

1. Portland: 2.5 Hour Dinner Cruise Through Downtown

Try out the best way to dine in Portland on the Willamette River enhanced by dazzling city sights and lights. You'll enjoy an evening featuring a 2.5 hour cruise, Northwest cuisine (locally sourced and prepared fresh on board), live piano music and narration of the sights on the outer decks. Partake in freshly baked bread, house salad, your choice of entrée (poultry, beef, seafood or vegetarian) and New York cheesecake dessert. After dinner, head out onto the observation deck to admire the city’s skyline lit up at night. Cruise along the scenic Willamette River, then pass by the impressive Steel Bridge. Along the way, learn about the landmarks from the onboard narration. 

Portland: 2 Hour Lunch Cruise Through Downtown

2. Portland: 2 Hour Lunch Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with some freshly baked bread, followed by your choice of entrée (poultry, beef, seafood, or vegetarian). Salad and dessert options are available for additional purchase on board. After lunch, head out onto the observation deck to admire the city’s impressive skyline. Cruise along the scenic Willamette River to Milwaukie and back through Downtown Portland under several bridges. Along the way, learn about the landmarks from the historical narration on the outer decks.

Portland: Underground Donut Tour

3. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

Portland: Mount Hood Wine and Waterfalls Full-Day Tour

4. Portland: Mount Hood Wine and Waterfalls Full-Day Tour

Enjoy a full-day tour of the beautiful landscapes of the wine-growing regions near Portland. Discover breathtaking sights like the Columbia Gorge and Multnomah Falls. Enjoy a mouth-watering lunch and a winetasting experience at a local winery.  Be picked at your accommodation in Portland and relax in comfort aboard a Mercedes Sprinter van as you travel through the verdant landscape of the Willamette Valley which is known for its hazelnuts, berries, evergreen trees, and Pinot Noir wine. Ride into the foothills of the western Cascades and ascend to the tree line on Mount Hood, the highest peak in Oregon. Spend an hour at the historic Timberline Lodge, built by local artisans during the Great Depression.  Explore the interpretive displays, go hiking, or play in the snow, before heading thorugh the Hood River Valley to a picturesque winery. Eat a farm-to-table lunch while enjoying a wine tasting at a boutique vineyard with a view of Mount Hood.  Learn about wine production in the region and visit 1 other winery in the Columbia Gorge or Columbia Valley areas. Travel through the Columbia Gorge and admire the towering basalt cliffs, before stopping for half and hour at Multnomah Falls. Have time to walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterward, head back to Portland to be dropped off at your hotel.

Portland: 2 Hour Champagne Brunch Cruise Through Downtown

5. Portland: 2 Hour Champagne Brunch Cruise Through Downtown

Hop onboard the vessel and be escorted to your private table. Start off with a refreshing glass of champagne, sparkling cider, or an orange juice. Then enjoy a delicious plated brunch made up of breakfast and lunch favorites, accompanied by a dessert buffet. After brunch, head out onto the observation deck to admire the city’s impressive skyline. Cruise along the scenic Willamette River, then pass by the Steel Bridge. Along the way, learn about the landmarks from the onboard narration while sipping on more champagne.

From Portland: Willamette Valley Full-Day Wine Tour

6. From Portland: Willamette Valley Full-Day Wine Tour

Learn about wine and enjoy the flavors of northwest Oregon on a wine tour of the lush Willamette Valley, home to over 400 wineries. Characterized by its range of varietals and ideal climate for pinot noir grapes, explore the picturesque beauty of the valley with a local tour guide. Departing from downtown Portland, head to a unique wine-growing region just southwest of the city. Get picked up from your hotel and introduced to a hand-picked selection of 3 to 4 wineries in the picturesque Willamette Valley. Let an expert guide your way from winery to winery, as they fill you in on the dense and intriguing history of the valley's wine scene. Learn about the Willamette Valley's geography and climate, and how they relate to the winemaking process. Stroll through beautiful vineyards at each winery. Taste a variety of wines, including regionally famous pinots, chardonnays, and Rieslings. Each tour varies depending on the season, group, and offerings. But the 3-4 wineries visited can include The Four Graces, Alexana, Lemelson Vineyards, Cana's Feast Winery, WillaKenzie Estate, Lenné Estate, and Argyle Estate. Along with the wine, feast on a delicious wine country picnic-style lunch.

Bend: Half-Day Brews & Views Canoe Tour on the Cascade Lakes

7. Bend: Half-Day Brews & Views Canoe Tour on the Cascade Lakes

Take in the stunning views of the Cascades Lakes while sampling some of Oregon’s most celebrated artisanal beverages. After getting all geared up, you’ll head off towards the lake with your naturalist guide and get to paddling through the pristine mountain waters. Gaze out across the crystal-clear lake, situated on the foot of snow-capped peaks. All the while, taste delicious local craft beers while learning about their production. Your guide will highlight the hidden spots on these beautiful lakes that might not initially meet the eye. You will spend over 2 hours on the water exploring areas accessible exclusively by boat, including fingers, coves, bays, and wetlands created by ancient volcanic activity and erosion. You can even pop into the lake for a dip if you get too toasty. After your excursion, you’ll be transferred back to the meeting point in Bend, having soaked up some of Oregon’s foremost natural beauty.

Discover Portland: Half-Day Small Group City Tour

8. Discover Portland: Half-Day Small Group City Tour

Take a guided tour of Portland in a small group. Throughout the tour, you'll enjoy beautiful vistas as you drive the hills and bridges in a comfortable, climate-controlled vehicle. Your guide will pick you up at Director Park, then give you background on the landmarks you pass. Learn the city's history as you wander the neighborhoods of central Portland. Stop at the International Rose Test Garden, where you'll have 20 minutes to walk among the 550 rose varieties. Then, you'll ascend even higher into the hills to Pittock Mansion, which provides the best view of Portland and 5 stratovolcanoes, in clear weather. As you navigate the city, take in views of the parks, gardens, bridges, and trees of this lush city.

Portland: 5-Hour Willamette Valley Wine Tour with Tastings

9. Portland: 5-Hour Willamette Valley Wine Tour with Tastings

Oregon is home to some of the most beautiful vineyards in the world and its wineries are particularly well known for a distinctive Pinot Noir. The heart of the vineyard area is located in the North Willamette Valley on gentle hills that give way to expansive views of the vines and valley below. This 6-hour Oregon wine tour will show you 3 of the Willamette Valley’s finest wineries and vineyards. Enjoy the chance to visit their tasting rooms and sample the wines, too. The wine region in the north Willamette Valley, which was once known for fruit orchards and nurseries, has transformed into one of the country’s premier cool-climate varietal producers. The unique relationship between volcanic soils, elevation, and protective micro-climates has produced top Pinot Noir for decades.

Portland: Food Carts of the Eastside Bike Tour

10. Portland: Food Carts of the Eastside Bike Tour

Meet your tour guide in the thriving industrial district, where you'll be fitted for a bike and helmet before heading out on a culinary experience through some of the more than 60 food cart pods in Portland. Sample favorites spanning a range from Oregon farm-to-table delights, to snacks appropriate for late-night cravings. As you set out, your guide will learn about your food preferences and you will visit the first permanent food cart pod, anywhere. Take a neighborhood ride of between 8-12 miles (13-19 km) to three more favorite food cart pods. Learn about the fascinating tale of how Portland came to be the epicenter of the food cart craze. Bike up a gentle hill to the Hawthorne neighborhood, part of Portland's hometown story and the heart of all that's delicious, funky, and hippie. Delve into the city's foodie history, dating back to the early 1900s, and stop at a special coffee food cart made in a unique vehicle to savor a caffeinated beverage. Your guide will select food for the group to sample at each pod, including samples from carts that were favorites as the scene was being established, and others that have come more recently to be major characters in the Portland food scene. Each dish will tell a little bit more of the food cart story. You'll have the option to purchase beer or dessert before the group starts the ride back to the meeting point; a downhill coast to allow full stomachs to settle. Once back, you will be offered a map of the carts visited during the ride, and others to try beyond.

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What people are saying about Portland, Oregon

What an amazing day and great way to experience the true beauty in Oregon! Our guide at Terran Travels was Ben. He was friendly, knowledgeable and fun! Multnomah Falls was spectacular and the views on the way to Mt. Hood were breathtaking. The wineries we stopped at, especially Wy'East vineyards for lunch was beautiful and had have great wine! We really enjoyed the stop at the fruit stand and had fun exploring the shop and garden. Look no further, this is your tour!

Overall good experience with relaxing and interesting cruise down the river. With options for both air conditioning in the middle deck and outdoor viewing on the upper deck, it made for a good cruise. The food and drinks we good and I would highly recommend this cruise for and afternoon activity.

This is such a great tour... some walking, a little learning about the city of Portland and a lot of donuts! What more could you ask for? Ian was a wonderful guide.

It was a fun day, with beautiful scenery, good wine, great food and lovely company! Our guide, Cher, kept us on track and was very knowledgeable.

Great day, many stops. Enjoyed wine tasting, tour of Mt Hood was excellent.