Top Oregon Seasonal & Special Occasions

Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.

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, 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

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.

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 up to 3 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

With more breweries than any other city in the US, Portland is a beer drinker’s dream. It can be hard to decide where to start, so this craft brewery tour takes you to a handful of the best on the city’s East Side, a neighborhood known for its innovation but off the radar of many tourists. Challenge your taste buds and find your new favorite brew, from West Coast IPAs to seasonal lagers and barrel-aged beers.

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.

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.

Crash through the rapids on a whitewater rafting trip with your friends or family. This Deschutes River tour is an exhilarating full day adventure. Enjoy exciting rapids, deep canyons, placid pools, and a delicious barbecue lunch. No prior experience is necessary; professional guides support you every step of the way.

See the snowy peaks of Mount Hood and the dense forests and epic waterfalls that surround it with this private flight tour. Your pilot will take you and your group of up to three passengers up along the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state.

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.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, and a historic lodge.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.

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.

Join this walking pub tour and learn about the unbelievably weird people and events that take place in Portland. Topics include: UFO sightings, Bigfoot, cults, an exploding whale, beard competitions, hijackings, hipsters, protests and more. Our expert local tour guide will regale you with wild (but true!) stories about our beloved city. If you’re visiting Portland and want to see the city from a local’s perspective, we’ve got you covered. The tour is located outside of the downtown business district in a vibrant, walkable neighborhood. We stop at 3 funky pubs that are off the beaten path, away from overcrowded tourists traps. These local favorites have oddities covering the walls, unique artwork and one even has a 12 foot tall skeleton! Skip the places in all the books and come let us show you our favorites places. The tour explores the Hawthorne neighborhood, known for its abundant artwork, dive bars, food carts, and vintage stores.

Our service provides up to six hours of entertainment and door-to-door service and can cover up to 90 miles of travel. You can enjoy trivia with prizes, karaoke, and fun lights, and even have the option to wear blow-up costumes. We offer pick-ups from homes and hotels in Knappa, Astoria, Gearhart, Warrenton, or Seaside. The best part is that you won't have to worry about driving under the influence, because we'll drop you off right back at your home or hotel. Notable sights: The oldest tavern, the spookiest tavern. The brewery made from an old jail, the largest screen to watch your favorite games, the best craft breweries, and a distillery within 2 coastal towns. 6 hours of fun 90 miles of transportation blow up costumes, lights and karaoke

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 Domaine Serene. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Go wine tasting through the Willamette Valley on your own terms, with an expert local guide with over three decades of experience. With this tour, you'll visit around four estate wineries, with the option to customize your tour to suit your preferences. You'll also have the chance to stop for an included picnic lunch along the way, which you can enjoy during one of your tastings.

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.

The Oregon coast is one of the most majestic geologic formations that was formed by lava flows millions of years ago. We depart to the coast and have lunch in the charming town of Cannon Beach and do hiking and exploring on the coast. Explore the majestic Oregon coast, view the amazing Haystack Rock formation, and during low tide gaze at starfish and clams. We will also explore Oswald State Park for lite trail walking and see the stunning cliffs of Manzanita point. This is a joinable small group tour for 2 persons or more, door to door service. Please dress for the season, expect a full day beginning 10am and back to Portland by 6pm.

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.

This is an amazing way to see the most spectacular Oregon wonders like Multnomah Falls, Vista Point driving thru the breathtaking and rugged beauty of the Columbia Gorge. We will see various waterfalls like Multnomah Falls, Latourell Falls , a lunch stop in the quaint historic downtown Hood River, a wine tasting stop at one of the amazing Vineyards in the Columbia Gorge AVA. This is ideal if you want to do some scenic, nature stops with light trail walking and also enjoy a vineyard stop, its absolutely the most amazing way to spend 8 hours.

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 and stop for an included lunch along the way, all with a guide/driver to help make your experience safe, fun, and informative.