Top Portland Holidays - page 2

Indulge your senses and savor the finest wines on our Willamette Valley Full-Day Wine Tour from Portland! This unforgettable journey promises a day of delight, where lush vineyards, world-class wineries, and award-winning vintages come together to create the perfect wine adventure. Your journey begins as you depart Portland traveling into the stunning Willamette Valley. The picturesque landscapes and scenic vineyards will captivate your heart from the moment you arrive. Our expertly curated tour takes you to renowned wineries, where you'll have the chance to taste a diverse selection of wines to experience the best of the region. Forget the hassle of driving and let us take care of transportation. Sit back and enjoy the company of fellow wine enthusiasts on this memorable journey. Whether you're a wine connoisseur or a novice, this tour promises an experience that will leave you with lasting memories of California's wine country.

Enjoy in the beauty and bounty of Willamette Wine Valley on this 8 hours tour from Portland. Perfect for all level of wine enthusiast – from newcomers to veteran–this tour offers the insight of expertly trained guides and visits up to 3 vineyards to sample unique varieties including renowned pinots, chardonnays and rieslings. The Northern Willamette Valley wine country is just an hour’s drive from the Portland, Oregon metro area. This close proximity to Portland, Oregon creates a perfect opportunity for a day of touring Oregon’s wine country with Sea to Summit Tours & Adventures. Tasting fees are not included.

The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests in harmonious praise and triumph of a day’s hunting well done! Embark on a meticulously curated journey spanning 7 hours, traversing through the rugged beauty of the Willamette Valley while experiencing some of the most badass distilleries and breweries in the region. And fear not, for this invitation extends to sassy or wild women alike! These are not pearl district hipster lounges, but rather, some of the most unique destinations to grab a beer or whiskey in the Willamette Valley; artisans that are off the beaten path, have small batch mentalities, or farm the ingredients that go directly into their craft. Your adventure awaits with a trifecta of brewery or distillery visits, curated to your desired experience, and transportation in one of our spacious and upfitted vehicles. Take a photo/video tour of our fleet online and book your adventure!

We’re definitely Keeping It Weird on the Underground Donut Tour - Portland Holiday Edition. Come join us as we take a stroll through downtown Portland and try some of the best donuts you'll ever have in your life. Seriously, these donuts are amazing. The tour starts near the PSU campus where we try an assortment of donuts. Next, we take a leisurely walk through the park towards downtown Portland. Along the way you'll learn about Portland history, both for donuts as well as the larger restaurant industry. Depending on what's open that day, we may stop at one of several donut shops downtown, so make sure to bring your appetite. We'll stop along the way to admire the holiday lights and decorations, specifically in Pioneer Square. Lastly, we'll stop at the place that started it all, Voodoo Doughnuts. Don't worry though, because we can skip the line. Along the way, we'll sprinkle in some humor, history, and fun for the whole family. What's not to love? We hope you can make it!

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.

Explore Portland's vibrant nightlife on a two-hour guided bike tour, where laughter and good vibes flow alongside refreshing drinks. The Classic Crawl takes you through the city's coolest neighborhoods and stops at three local bars, showcasing everything from neon-lit dives to quirky favorites. Perfect for groups looking to celebrate special occasions or simply enjoy a fun night out, this tour features onboard music and group photos to capture the memories. Come ready to pedal and dress up for the occasion—costumes are encouraged. - A private tour means no compromises! This unique experience is for you and the friendly, familiar faces you bring along. - Two-hour guided bike tour through Portland's neighborhoods. - Visit three unique bars and enjoy a lively atmosphere. - Group photos and music provided for a memorable experience. - Minimum group size of 6 and maximum of 15 riders.

On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and can get you private tastings with the winemakers themselves and line up wineries that specifically make wines that will suit your tastes and budget. If you're not careful you will learn a lot about the geology, the agricultural significance, our history and why we grow those finicky cool climate wine grapes out here. This Private Wine Tour will be fun, educational and if we do our job right it will be filled with moments that become lasting memories.

Winery hop through the Willamette Valley, known for its Pinots, with this small-group tour. You will visit three different tasting rooms where you’ll get the chance to sample wine safely, without having to worry about driving. You’ll also stop for lunch along the way, included in the price of the tour.

Wine-lovers rejoice, this one’s for you! Enjoy a full year of wine-tasting experiences and exclusive discounts on purchases from more than 450 wineries across the United States’ renowned wine-making regions. With convenient access to a concierge service that helps you get the best value out of the priority pass, your year of wine-tasting and vineyard tours is as easy as raising a glass.

Chef Sarah brings warmth, patience, and step-by-step guidance to this sushi-making class set in a lively local brewery. With quality ingredients and a laid-back atmosphere, she makes learning sushi approachable and fun for everyone — no experience needed. Whether you're a local looking for a fresh night out or a traveler craving something creative, this hands-on class delivers bold flavors, new skills, and plenty of good vibes. Come for the sushi, stay for the brews and the fun.

This experience combines the antioxidant-rich benefits of vinotherapy with a results-driven Caudalie Vinosource Hydra Facial. Guests begin with a wine-infused soak to relax the body and prep the skin, followed by a targeted facial designed to deeply hydrate, soothe, and restore radiance—delivering both indulgent relaxation and visible, glowing results. As the only wine spa in the USA, this is a truly one-of-a-kind experience you won’t find anywhere else.

Visit Mount Hood and many of the highlights of the Columbia Gorge in just one day with this private tour from Portland. You’ll visit Timberline Lodge on Mount Hood, four Columbia Gorge Waterfalls (including famous Multnomah Falls), and get the chance to stop by two wineries in the region, with lunch included along the way.

The Columbia Gorge NSA features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. In the early 1900s, Portlanders would drive their Model T cars along the Columbia River Highway to gaze at waterfalls. There is said to be over 4000 waterfalls; many are hidden away, but many are just a short hike off the Historic Highway. On this afternoon half-day tour you'll make new friends while exploring "waterfall alley", including views of the Vista House and a stop at Multnomah Falls, the tallest waterfall in Oregon and most visited site in the Pacific Northwest. Your expert guide will teach you about the natural history, cultural history, and wine background of the area, as you drive the Historic Columbia River Highway Scenic Byway. You'll continue on to stop at a vineyard in the Columbia Gorge American Viticultural Area (AVA). Tasting fees included.

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family owned boutique wineries, which reflect the best of Willamette Valley. This private tour takes you deep into the heart of Willamette Valley to explore the cult wines, best quality for value wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories and plenty of good wine to remember us by. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Your guide will also take you to and join you for lunch at one of the valley's celebrated lunch spots. Our ALLISON private tour isn't simply about providing a driver, but creating a unique educational and immersive experience specifically with ALLISON INN & SPA clients in mind.

Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local wine lovers with an opportunity to do food pairings at a vineyard or seperate lunch stop. Gain an inside perspective about the growing region, the winemaking process and the history of this valley at each vineyard during your tasting. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is limited to 10 people in a small joinable group, but usually much smaller in our modern and comfortable 15 passenger vans.

From fiery deaths to watery graves: In this 1.5 mile cemetery walking tour, we weave what we know of the peoples who lived here for millennia with verifiable stories of recent centuries. We can only guess, based on our psychics’ readings and eerie coincidences we have observed, where people here before us feared to walk and canoe at night. As a wise person wrote, every story ends as a ghost story. Our ghosts are legion. We now call it Oregon; “ourigan” was ancestral home to hundreds of thousands. They have left a darkness here, expressed with stories from the earliest days of our written history to modern times. Starting with early disasters, we will tell ghost stories we have collected, from fiery deaths to those in the waters of nearby river; from self-inflicted to deaths brought by the state or a rich man’s guilt. Our route takes us through the inner eastside, where more of Portland’s disasters have happened than any other part of the city & where many early settlers are buried.

My name is Jonas with Hidden Vineyards Wine Tours. We visit boutique gems and legacy wineries in Oregon’s Willamette Valley countryside. Custom pickup from your designated address with private elevated luxury transportation. We have a custom built wine tour Sprinter van, with leather captain chairs, swivel seats, waters and snacks. Three vineyards are included as well as a stop for lunch. Tasting and gratuity not included. Minimum 4 guests to book. Cheers!

* Bring a Camera! The views of Multnomah Falls, the Columbia River Gorge, and the Hood River Valley are spectacular photo opportunities and also provide the perfect backdrop for selfies and group photos. * Experience a 2.5 – 3.0 hour on the Hood River Excursion Train through the Hood River Valley. * Taste the Wine! Sample wines in one of Oregon’s fastest growing wine-producing region. * Unwind and Celebrate! Treat yourself, friends and loved ones to stunning scenery, relaxed tastings, and comfortable settings.

Taste your way through Oregon's celebrated Willamette Valley wine country on this private, guided tour from Portland. Your driver will pick you up from your downtown hotel and take you out for a day of winery visits, where you'll have the chance to sample locally produced wines right where they are made.

Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries. During your full day wine tour experience there will be an opportunity to partake in food pairings at a vineyard or a separate lunch stopall with a guide/driver to help make your experience safe, fun, and informative.

This day isn’t just about sipping wine — it’s about celebrating the amazing women in your life and creating unforgettable moments together! Whether it’s a birthday bash, a bachelorette blowout, your annual girls’ getaway, or Tuesday (we don’t judge)—let us kickstart your adventure through Oregon’s stunning Willamette Valley with the perfect blend of bubbles, bonding, and boutique fun. The Wine Experience: Instead of rushing through wine tastings, we slow it down and deep dive into two unforgettable wine adventures. You might find yourself chatting with a vineyard owner, sampling pours at one of the area’s incredible women-owned wineries, or soaking up the energy at one of the valley’s most upbeat, offbeat, and Instagram-worthy spots. The Couture Experience: After the wine, the celebration continues! You and your crew will be whisked away to one of your exclusive private experiences — glass in hand, laughter flowing, and memories in the making.

Once we have secured your date, you will be in touch with your personal host for the day. We will provide a complementary itinerary or a complementary consultation of an already prepared itinerary. Your host will not only be an expert guide, but your guide will have worked every aspect of wine production and the front of house experience. Our hosts are all CPR certified. We pride ourselves in introducing our guests to boutique wineries, less than 8,000 cases of wine produced in a given year. Let us introduce you to world class wine you won't find on most shelves around the world.

Overlapping the Columbia Gorge National Scenic Area, and straddling the Oregon & Washington border, are the Columbia Gorge and Columbia Valley American Viticultural Areas (AVA). The Columbia Gorge AVA is the lovechild of the Columbia Valley and Willamette Valley AVAs. The Columbia Valley AVA is the largest AVA in the Pacific Northwest, and known for big reds with a bright mouthfeel. Come see the natural beauty of the Columbia Basin and Columbia Gorge through wine tasting. Your guide will teach you about the natural history, cultural history, and wine background of the area. Lunch is included; wine is not.

Go bar hopping with a local resident with this casual, friendly walking tour of Portland's local bars. Your enthusiastic local guide will take you and your group to some of his favorite local haunts, with a heavy focus on interacting with locals and checking out the city's neighborhood vibes.