Top Oregon Holidays

Combine a fun night out with ghostly tales of the city during this Portland Haunted History Pub Crawl Experience. This pub crawl takes you to multiple pubs, including Kells Irish Restaurant and Pub and Shanghai Tunnel Bar as you pass by city highlights such as the Benson Hotel. Hear spooky stories of ghosts and paranormal activity from your guide during the evening.

Experience a unique spa treatment that combines Oregon wine, self-care, and relaxation at the only vinotherapy spa in the United States.

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this wine tour special? We’ve met with the wine experts themselves and did all the research for you, so the tastings and snacks are curated and included. You’ll try 10+ wines at two winery tasting rooms plus one wine bar, including a variety of white, rosé, and red, and snack small bite pairings. Highlights: - Taste 4 Oregon wines paired with artisan popcorn at an approachable winery while learning why Oregon wine is special. - Explore 2 trendy Portland neighborhoods, blending old and modern architecture with rich history. - Dine on bruschetta paired with wine at a family-run winery. - End your evening sipping Bordeaux in a secret wine bar where you might just uncover a hidden surprise. - Learn from your tour guide and wine experts. *This tour is 21+ ONLY.

Chef Sarah brings a cozy, down-to-earth vibe to this pasta-making class in Portland, making it easy for anyone to dive in and have fun with no experience needed. You’ll learn real pasta techniques in a relaxed, hands-on setting as you mix and knead fresh egg-free dough using simple ingredients like flour, water and salt. While your dough rests, you’ll work as a group with a prepared batch to practice rolling and cutting pasta with a machine. Then, Chef Sarah will show you approachable hand-shaping techniques that prove fresh pasta does not require special equipment. As you shape your dough, she’ll demonstrate how to make a rich butter sage sauce with garlic, lemon and olive oil, then cook the fresh noodles you cut together. At the end of class, you’ll sample the pasta made during the session and take home a full batch of fresh pasta to cook within the next three days.

You will enjoy a behind the scenes look at how this local award-winning chocolate maker creates their incredibly savory product. You’ll learn about how various beans from different regions of the world help make these chocolates and experience how the process works. Perhaps the highlight will be forming your own chocolate bar into a mold that will be packaged to take home with you. At the end, everyone will enjoy some wine or hot chocolate along with tasting their various samples. If you choose to purchase some chocolate bars, we have arranged special wholesale pricing for you.

Sample three of The Rose City's craft breweries, and learn Portland architecture and history, as you walk through the Pearl, Old Town, and West End districts. Taste the entire range of beer types, in the city that consistently ranks in the top three for number of breweries.

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated 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. 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. Our wine tour company, Wine History Tours, is centered in the heart of the valley, and our primary drivers are all industry insiders with years of experience and connections. This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible. McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.

Visit the top attractions in the Columbia River Gorge National Scenic Area and Mt. Hood National Forest on this day trip from Portland. After spending the morning chasing waterfalls and marveling at 500-pound fish at Bonneville Fish Hatchery, enjoy free time for lunch in historic downtown Hood River. After lunch, we will visit a vineyard in the region for a wine tasting and drive more than halfway up the side of Mt. Hood to explore Timberline Lodge

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with the floating brothel, from fiery deaths to watery graves, we explore it all. The city of Portland Oregon was built on an ancient crossroads; known as a place to step into alternate worlds. What visit to the city would be complete without lifting the veil, for at least a minute, between the living and the spirit worlds? Weaving in historical tales with what fiction authors and filmmakers (including Twilight author Stephenie Meyer) with local ties have written about this place, we tell the stories of darkness, death and the liminal space that comes beyond. Our 1.5 mile (2.5 km) walking tour along the waterfront will include luminous views of the city lights along the river, encounters with our local corporeal spirits (the crows!), and plenty of recommendations to extend your gothic experience to restaurants, cafes and bars nearby.

Immerse yourself in the beauty and bounty of Willamette Valley's renowned wine country on this full-day, small-group tour from Portland. Perfect for all levels of wine enthusiasts—from newcomers to connoisseurs—this tour whisks you to three or four top-rated vineyards. Sample a range of varietals (tasting fees own expense), enjoy a picnic lunch, and benefit from door-to-door service.

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

Skip the dry history tours and lean into Portland's more eccentric side on this pub tour in the Hawthorne and Division neighborhoods. Combine beer with art as you try local brews and visit the area's most famous murals. Learn about local legends, from Bigfoot sightings to exploding whales, that you wouldn't discover on your own.

A full-day private tour of Oregon wine country offers a personalized travel and tasting experience. Visit four small-production wineries and learn about the wine-making process—sometimes from the winemakers themselves. Your guide gives you palette notes during each tasting and drives you and your group of up to four people safely between vineyards.

The Northern Willamette Valley's close proximity to Portland creates a perfect opportunity to join others on a small group public tour of Oregon’s wine country with Sea to Summit Tours, Portland Oregon's original tour and adventure company. Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001

Do you want to taste the best wines in Willamette Valley? Our custom private tours are designed to take couples and groups of friends deep into the heart of Willamette Valley to explore the cult wines, highest-rated 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. 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. This private tour isn't simply about providing a driver, but ushering you into the best experience of Willamette Valley wines and wineries possible. McMinnville, Salem, Newberg, Dundee, and other pickup locations are all serviceable.

We offer premium, curated wine experiences that are perfect for travelers, wine lovers, and private groups. Explore beautiful vineyard landscapes while enjoying expertly guided tastings at 2 -4 hand selected boutique and estate wineries. Our tours can be customized to fit your desires, whether you’re interested in gourmet food pairings, private luxury experiences, or special event packages. Enjoy our transparent pricing with no hidden fees and comfortable vehicle for a relaxing day in wine country. - Explore 3-5 boutique and estate wineries with expert guides - Tailored private luxury tours for couples and groups - Enjoy exclusive reserve tastings and artisan food pairings - Flexible half-day and full-day options available

Get taken to three (3) wineries in the Willamette Valley, with some fun local guides who are there to make this day all about you, who will also be your drivers. They will take you to the best wineries in the area, some they know well, in a casual, laid back and fun atmosphere. Their safety and your enjoyment are their biggest priorities. We will be visiting 3 wineries from the list depending on availability. Parrett Mountain Cellars, Potter's Vineyard, Blakeslee Estate, Meraviglioso, Laurel Ridge and Hawks View Cellars. You’ll also get tours of the vineyards, and a boxed lunch included.

Our service offers six hours of entertainment with door-to-door service, and the ability to cover up to 90 miles of travel. Enjoy games, trivia, karaoke, fun lights, and the option to wear inflatable costumes. We provide pick-ups from homes and hotels in Knappa, Astoria, Gearhart, Warrenton, or Seaside. The best part is you won’t have to worry about driving under the influence, as we'll drop you back at your home or hotel.

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.

Bend, Oregon is one of the most well known craft beer towns in this country. With over 35 craft breweries, the beer scene is a way of life around here. We will visit three of our favorite breweries in town, each with their own unique and fun vibe as well as styles of beer. You will also enjoy several flight tastings, providing you plenty of beer to compare tasting notes from the different breweries. Join us for a great afternoon of touring, lots of tasting and hopefully making some new friends while enjoying the Bend beer scene like a local.

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries Willamette Valley has to offer? Our *Winter Special* wine tour is designed to get you to the handful of tasting rooms who offer world-class wines, amazing hospitality and also have the cozy fireplace ambiance to make your getaway memorable, restful or simply magical. On this tour, we will go to three wineries at a relaxed pace; or, if desired, four wineries at a fast clip. We will stop for lunch at one of the celebrated sandwich spots in the valley and your guide will join you for lunch. If wine by the fire is what you are after, then look no further!

Experience the Willamette Valley, Oregon's largest wine region, on this wine-tasting tour from Portland. In a small group, head south of Portland to the Willamette Valley wine region, famed for its Pinot Noir. Spend the day tasting different wines (at your own expense) at three select wineries and learn about the region, and Oregon’s wine industry, from your guide.