Top Oregon Classic Car Tours

Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.

Embark on an unforgettable journey with our exclusive vineyard, stable and historic Governor's farm house. Your tour begins with seamless pickup from the airport, your hotel, or anywhere along the Portland to Eugene, OR corridor. Dive into the charm of West Hills Vineyards, where your adventure begins at the stunning West Hills Stables—home to a state-of-the-art dressage facility and a remarkable collection of Classic Cars. Explore the scenic beauty of Holmes Gap Vineyard, and conclude your day with a delightful wine tasting and gourmet meal in the historic Oregon Governor's farmhouse, built in 1857. Don’t miss this chance to indulge in luxury, history, and world-class wines!

Soar over the Columbia River Gorge on a sightseeing flight that takes you from Portland to the scenic gorge. Ideal for visitors who are short on time but don’t want to miss any of the highlights, these 20 minutes of flying time show you more than you could see on a full-day ground excursion. Plus, the aerial view provides great photo opportunities.

Explore Oregon’s rocky northern coastline, dotted with beaches and sea cliffs, on a scenic full-day trip from Portland. Travel the picturesque US Highway 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Enjoy panoramic coastal views, geological wonders, and wind-swept beaches without the hassle of self-driving, and learn more from your guide than you would going alone.

Located east of Portland, the Columbia River Gorge is home to rugged cliffs, and majestic waterfalls. On this convenient half-day tour, travel outside the city to the gorge to see several waterfalls, including Multnomah Falls, one of the tallest waterfalls in the country, and Latourell Falls, as well as sweeping views from Vista House.

Discover Mount Saint Helens from a unique vantage point on a private flight tour from Troutdale. Once airborne, soar over the Colombia River Gorge and Portland. Have your camera ready as the plane flies above and around Mt. Saint Helens' crater and see the destruction from its 1980 eruption. Note: The flight route is dependent on weather and may change last minute.

See the snowy peaks of Mount Hood and the surrounding dense forests and waterfalls from unparalleled views on this small-group flight. After boarding your flight, your pilot soars over the Columbia River, past Multnomah Falls and Latourell Falls, and right up to Mount Hood, the highest point in the state. These are views you can't find anywhere else.