Top Portland Seasonal & Special Occasions

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

This tour is currently running on a modified itinerary due to a wildfire in the Columbia River Gorge. Visit the top attractions on the Washington side of the Columbia River Gorge and 2 amazing wineries on this guided, Gorge/Wine Tour. Visit the Columbia Gorge Interpretive Center Museum, viewpoints, Beacon Rock, and the Washington Shore Visitor Complex of Bonneville Dam. After lunch, we will visit 2 vineyards in the region for some amazing wine tasting and learn about the region history and culture as it has developed in the wine industry in the area. Discover the postcard-perfect scenery and great wines of the Columbia River Gorge during this flexible-length sightseeing trip from Portland. Gaze in wonder at the Gorge’s towering cascades including Multnomah Falls, enjoy the charming town of Hood River, and make stops at two local vineyards for included tastings. Round-trip hotel transport is also covered.

Experience highlights of the Portland area on this full-day sightseeing tour, including the blossoming food cart culture, diverse neighborhoods, Pioneer Courthouse Square, and the unspoiled beauty of the Columbia River Gorge. Immerse yourself in a guided tour of Portland’s fascinating history and quirky contemporary culture.

Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.

The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.The best wineries in Oregon lie just under an hour’s drive from Portland in the Willamette Valley, a thriving wine region known for its outstanding Pinot Noir. The Willamette Valley is one of the world’s leading Pinot producers, and with over 550 wineries and 22,000 vineyard acres planted, it is the largest and most important wine region in Oregon.

Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.

Donuts are big business in Portland, and with this bicycle tour, you’ll get to visit some of the city's most popular donut shops and sample their confections. Possible stops include NOLA Doughnuts, Coco Donuts, Fills Donuts, and Delicious Donuts. You'll also get to visit Portland's most famous donut makers, Voodoo, where you'll skip the oftentimes long lines and head straight in for a Bacon maple bar.

Start your day off right with a 2-hour brunch cruise along the Willamette River. Board the boat in the late morning and soak in the scenery of northern Oregon as your boat glides away from Portland. When you’re ready, help yourself to a buffet brunch accompanied by sparkling wine or apple cider. You can walk around the deck or sit near the cabin windows to view the stunning landscape.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Explore beautiful central Portland and sample some of the city’s iconic brews on this afternoon bike tour. Accompany your expert guide on a leisurely bike ride to several classic Portland microbreweries, including Lucky Lab and Rogue, for some fun and informative beer tasting.

Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.