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Discover Mount Hood, Columbia Gorge waterfalls, and wine tasting on this private full-day tour from Portland, including lunch, snacks, and scenic stops.

The Private Mt Hood Waterfall Tour with Lunch and Wine offers a comprehensive day of natural beauty and regional charm for around $554 per person. Departing from Portland, this 8 to 9-hour private experience showcases Mount Hood, the Columbia Gorge waterfalls, and two local wineries, all in a single day. The tour includes hotel pickup in an air-conditioned vehicle, making for a comfortable journey through some of Oregon’s most stunning scenery.
What sets this tour apart is its private nature, ensuring an intimate experience with personalized attention from a knowledgeable guide. With lunch, snacks, bottled water, and a glass of wine at one vineyard included, it offers a balanced mix of sightseeing, leisure, and regional indulgence. The tour is ideal for those who appreciate scenic drives, cultural stops, and a touch of wine tasting—all with the convenience of seamless logistics and flexible stops.
While the tour’s pace is well-managed, it’s best suited for travelers comfortable with a full day of outdoor exploration and multiple stops. The private format ensures you avoid crowds and enjoy tailored conversations about the area’s geology, history, and natural features.

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The tour begins at 9:00am from 523 NE 19th Ave in Portland, where you are picked up in a private, air-conditioned vehicle. The journey first takes you to Mount Hood, the tallest peak in Oregon and a volcano that dominates the skyline. Mount Hood is notable not only for its natural beauty but also for its accessibility—it’s the most climbed stratovolcano in the Cascades, with Timberline Lodge just below its summit.

The first stops include Mount Hood and Timberline Lodge. The mountain offers sweeping views and the potential for photo opportunities of this iconic landmark. The lodge, a National Historic Landmark built during the Great Depression as a Works Progress Administration project, provides a chance to explore interpretive displays and enjoy breathtaking vistas. You can choose to walk around, take photos, or relax in the lodge’s food and drink venues.
Timberline Lodge is unique because it operates year-round as the only ski resort in the U.S. open every month of the year. Visitors often appreciate the expansive architecture, the history, and the scenic mountain backdrop.
Next, the tour moves into the Columbia River Gorge, an 85-mile-long natural corridor renowned for its waterfalls, mountains, and vibrant plant communities. The guide leads you through several key stops that highlight the area’s diversity, including the Bonneville Dam, the largest hatchery in Oregon, and the lowest point of the Pacific Crest Trail.
A highlight here is the stop at Multnomah Falls, the tallest waterfall in Oregon, with a combined height of 620 feet. The waterfall’s dramatic plunge makes it one of the region’s most photogenic spots. Nearby, visitors can also see a rock formation once called Thor’s Hammer, a geological feature with a crown-shaped building and a waterfall.
Another notable stop is a hidden beauty along the route, which the guide points out as a quick but memorable sight. The Sandy River crossing offers views of a glacier-fed waterway known for Steelhead and Chinook salmon runs, with dams on the river removed since 2007 to restore its health.

The day’s indulgence continues with a visit to two local wineries. At the first vineyard, a glass of wine is included, providing a relaxed tasting experience amid scenic vineyard views. The Wy East Pinot Grigio, mentioned in reviews, stands out as a favorite for fans of white wine, though guests are free to enjoy additional tastings at the second vineyard at their leisure.
Lunch is provided during the day, offering a chance to unwind and savor regional flavors. The inclusion of snacks, bottled water, and the wine makes this part of the tour both refreshing and flavorful.
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Further along the route, travelers encounter the lowest point of the Pacific Crest Trail at the Columbia River crossing, notable for its Native American legend describing the region’s geology. The Devil’s Tower-like monolith—the fifth largest free-standing volcanic plug in the world—is visible during the drive, adding to the geological richness of the excursion.
The route also includes a quick visit to a quaint waterfall known for its quirky charm, which many find especially memorable. The guide ensures each stop is manageable, allowing ample time for photos and brief explorations.

This private tour offers the convenience of hotel pickup in Portland, with most travelers able to participate. The level of physical activity is moderate, with some walking and outdoor viewing at various stops. The tour’s pacing is designed to combine sightseeing with relaxation, and the full-day schedule keeps a good balance between activity and leisure.
The tour ends back at the original meeting point in Portland, usually around 5:00 to 6:00 pm. Tips are appreciated but not included, and the tour is fully customizable for your group.

At $554 per person, this tour offers a comprehensive package of private transportation, guided sightseeing, wine tasting, and meals. Booking generally requires 8 days in advance, aligning with the high-demand nature of this curated experience. Cancellations are free if made at least 24 hours before the scheduled start, offering flexibility in case of weather issues or change of plans.
This experience is ideal for those seeking a tailored day of natural beauty, cultural insight, and regional wines. It suits visitors who prefer private, customizable tours over crowded group excursions, and who appreciate scenic drives, outdoor exploration, and wine tastings. The tour balances active sightseeing with relaxing moments, making it suitable for a wide range of travelers.
The combination of iconic landmarks, scenic waterfalls, and regional wines makes this private tour a well-rounded option for those wanting a personalized day in Oregon. The knowledgeable guides enhance the experience with insightful commentary, and the inclusion of lunch and wine adds a touch of luxury.
While the cost is higher than some group tours, the intimacy, flexibility, and curated stops justify the price for many. If you value a customized experience with easy logistics and a focus on natural beauty and regional flavors, this tour delivers on all counts.
“Awesome tour! Our guide was incredibly knowledgeable about the area and its history. Stopped at some beautiful locations for food and wine as well.”
What is included in the tour price?
The price includes private transportation, lunch, snacks, bottled water, a glass of wine at one vineyard, and guidance throughout the day.
Can I cancel the tour?
Yes, free cancellation is available if canceled at least 24 hours before the start time, with a full refund.
Is this tour suitable for children or those with limited mobility?
The tour involves some walking and outdoor stops, so it may not be suitable for those with mobility concerns. Most travelers can participate comfortably.
What is the tour duration?
The tour lasts approximately 8 to 9 hours, starting at 9:00 am and returning in the early evening.
Are wine tastings included at both wineries?
Wine tastings are included at one vineyard, where a glass of wine is provided. Tastings at the second vineyard are at your leisure and not included in the price.
What stops are made at waterfalls?
You will visit Multnomah Falls, the tallest waterfall in Oregon, along with other waterfalls like the one with a crown-shaped building and a quirky waterfall along the route.
What highlights are unique to this tour?
Highlights include a private visit to Mount Hood, Timberline Lodge, multiple waterfalls, a geological monolith, and wine tasting, all within a personalized itinerary.
Is lunch included?
Yes, a lunch is provided as part of the tour, along with snacks and bottled water for the day.
Where does the tour end?
The tour concludes back at the meeting point in Portland around early evening.
What should I bring?
Comfortable shoes for walking, weather-appropriate clothing, and camera gear are recommended to capture the stunning scenery.
Who operates this tour?
The experience is offered by Terran Travels, known for curated private tours in the Portland area.