Top Portland Private and Luxury - page 2

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.

Taste the best of Portland with this scrumptious foodie adventure with stops at multiple local hot spots. Meet-up with your group at the swanky Heathman Hotel to start your morning adventure. Along the way, you can learn about the Portland food scene, visit a few hidden foodie gems, and enjoy breakfast and lunch dishes before indulging your sweet tooth with a tasty dessert.

With its famous food carts in abundance of restaurants running the gamut from funky to chichi, Portland is a great place for foodies. This small walking tour takes you all around downtown Portland, with stops at a selection of great local eating spots. You can expect to taste all sorts of treats. Typical examples include local seafood, wine, and beer, delicious desserts, and seasonal farm-to-table delights!

Discover lava tube caves, old-growth forests, waterfalls, and more on a guided tour of Mt. St. Helens. The park’s vastness and variety of attractions can be overwhelming on your own, but by visiting with a guide you don’t miss any of the highlights. Plus, you can learn about the area’s geology, ecology, and history—much of which you might miss if visiting the park on your own.

Take a scenic cruise along the Willamette River while you learn about Oregon's history. Your captain will take you on a 44-mile journey, showing you historic attractions such as the Wheatland Ferry Crossing, which first began operations back in 1845. This tour is totally private and up to six passengers can be accommodated.

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 enough time to stop for a nice sit down lunch. 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.

Visit the wineries of the Willamette Valley safely, without having to designate a driver, by booking this private, guided tour of the celebrated wine region. Your driver will take you to different wineries, where you'll get to sample as little or as much wine as you choose. As this is a private tour, you can customize your stops to suit your preferences.

Visit the northwestern Oregon Coast without renting a car by booking this small-group tour from Portland. Your local guide will be on hand to provide commentary as you make your way along the Pacific Coast, and can help you and the other members of the group decide on what stops you want to make along the way.

Experience Oregon from the sky with this aerial tour above some of the state’s most dramatic scenery. This flight for up to three people will take you above the Columbia River Gorge, over the Mt. Hood National Forest and back. Note that prices are for the entire plane ride, so bring a couple friends and make a day of it.

See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences. 

Explore the Columbia River Gorge and Mt Hood on a small-group tour from Portland with a guide who shows you the highlights of this vast nature destination. Stop at scenic viewpoints and a waterfall, have lunch in Hood River, and ascend Mt Hood to visit Timberline Lodge—a National Historic Landmark. Learn about the history and geography of Oregon, and get great photo ops as well.

Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.

Portland's downtown is dotted with outdoor sculptures. Some immense and famous, some hidden in plain sight. The outdoor sculptures of Portland exemplify Portland's unique character, charm, and history in a number of ways. Take a self-guided GPS audio walk and discover Portland in a new and interesting way! Downtown Portland is a busy place on a weekday, but people are friendly. You may run into street musicians, homeless people, food carts, and more! The tour starts in the middle of Pioneer Square, known as "Portland's Living Room." The tour is ready whenever you are and the audio plays automatically at exactly the right time and place using your smartphone's GPS and the VoiceMap mobile app, which also works offline.

See the highlights of the Columbia River Gorge with a local guide by your side on this private of the region. You'll get the chance to take in the views from numerous viewpoints, visit both Multnomah Falls and Latourell Falls, and spend time learning about hydropower and fish hatching at Bonneville Dam, all in just half a day.

Discover the nature, history, and tastes of the Columbia Gorge in a single day on a small-group tour from Portland. Highlights include a hike through Columbia River Gorge National Scenic Area, a visit to the Columbia Gorge Discovery Center & Museum (admission included), and a stop at Multnomah Falls. The excursion concludes with a tour of the historic Sunshine Mill Winery (tasting at own expense).

Get a bird's eye view of Portland, Oregon with this airplane tour over the city. In the span of about 40 minutes, you'll fly over iconic sights such as the Portland Sign and the Tilikum Crossing Bridge, sailing south over the Willamette River to Oregon City, where you'll soar over gigantic Willamette Falls.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

Escape the city for half a day—and explore the scenic highlights of the popular Columbia River Gorge—on this private tour. Pick between morning and afternoon start times, set off in a luxury Mercedes, and head into nature. You’ll discover stretches of the 74-mile (119-kilometer) highway, and immerse yourself in the Pacific Northwest scenery. Discover waterfalls like Latourell Falls and Multnomah Falls, admire Beacon Rock, stop at scenic viewpoints, and more.

Columbia Gorge and Mount Hood Private Day Tour Experience the Columbia River Gorge and Mount Hood in just one day with this private tour from Portland. You'll meet your driver downtown and head out to the Gorge, stopping to take in the views at Vista House and Multnomah Falls before continuing toward Mount Hood National. Here you'll get to visit the historic Timberline Lodge, right on the mountain, before heading back to Portland.

Oregon is home to some of the most beautiful vineyards in the world not only known for its distinctive Pinot Noir but many other varietals such as Pinot Gris, Chardonnay, Riesling and more. Your experience will take place in the heart of the Willamette Valley, home to renowned, award winning wineries. Oregon's Willamette Valley has elevated itself as a renowned wine & culinary destination. The agricultural regions in Oregon offer a plethora of chef inspired ingredients that pair beautifully with Oregon wine varietals. Join us on our Elevated Wine / Epicurean tour experience pairing seasonal food and wine at some of the area's beautiful Estates and boutique wineries. Enjoy an unforgettable sensory experience of food and wine and how they create a harmonious culinary event. On this private tour you will have two winery tastings selected for you that feature a variety of exclusive wines chosen to enhance the flavor profiles of small plates expertly prepared by each Winery Chef.

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.

Just a short drive from Portland sit two of Oregon's most celebrated areas of natural beauty: Mount Hood and the Columbia River Gorge. This tour will take you to both in a private vehicle just for your party. You'll also get to visit the town of Hood River and the nearby Hood River Valley, known for its orchards and fruit stands.

This is not your traditional wine tour; we customize to meet your needs and interests. Carmine, your tour guide, will interact with you before the tour to ensure that your wine country experience is memorable. With 30 years of cultivating grapes and making wines. You have the option to tap his expertise. This tour holds (USA Today)'s Top 20 American wine tours in 2023 & 2020 & “Best Winery Tour Operator in the Pacific Northwest” & “Best Wine Tasting Experience – Willamette Valley” (2022 LUXlife), and “Wine Tour Operator of the Year” (2022, 2023- Corporate LiveWire) Willamette Valley is nature’s masterpiece for growing cool-climate grapes, like Pinot Noir. 950+ wineries are located in this region that produce elite world-class wines. A trip to wine country with Oregon Winemaker Tours is perfect for singles, couples, or small groups. Relax and leave the driving to us while you enjoy a small but mighty gourmet wine pairing lunch with some of the world’s best wines. Cheers!