If you’re eyeing a day of breathtaking scenery, local flavors, and a good dose of relaxation around Portland, this Private Multnomah Falls, Train Ride, & Wine Tour might be just what you’re after. It promises an immersive experience blending iconic sights with leisurely tastings, all within a well-paced 8.5-hour window.
What immediately attracts us to this tour are its focus on stunning vistas and wine tasting—two very different pleasures that come together seamlessly. We also appreciate that it’s a private experience, meaning your group gets a more personalized touch, and the logistics are taken care of with hotel pick-up and drop-off. But, a heads-up: at $660 per person, it’s not cheap, so you’d want to be sure this combines the best of what Oregon has to offer for your buck.
This tour is ideal for those who want a luxurious, curated day out—whether you’re a nature lover, a wine enthusiast, or someone looking to tick major Oregon sights off your list in style. If you’re traveling with a crew that enjoys good scenery coupled with a relaxed pace, this could be a perfect fit. However, be prepared for a long day on the move, and note that lunch isn’t included, so plan to bring snacks or dinner afterward.
- Key Points
- A Closer Look at the Itinerary and What to Expect
- Starting Strong at Multnomah Falls
- Scenic Drive to Mount Hood and the Hood River Area
- Fruit and Vineyard Visits
- Wine Tasting and Unwinding
- What This Tour Means for You
- Transportation & Logistics
- Weather and Flexibility
- Who Should Consider This Tour?
- The Sum Up
- FAQ
- More Private Tours in Portland
- More Tours in Portland
- More Tour Reviews in Portland
- More Portland experiences we've covered
Key Points

- Comfortable Private Tour: Focused on a small, private group, with Mercedes-Benz Sprinter Van transport.
- Varied Experiences: Combines nature, scenic train rides, and wine tasting for a well-rounded adventure.
- Photo Opportunities Galore: From Multnomah Falls to the Columbia River Gorge, it’s perfect for photography lovers.
- Includes a Scenic Train Ride: 2.5-3 hours on the Hood River Excursion Train through the Hood River Valley.
- Wine Tasting in Hood River: Tastes of local wines with knowledgeable guides, in one of Oregon’s fastest-growing wine regions.
- Flexible & Easy: Pickup and drop-off in Portland downtown, with bottled water included.
A Closer Look at the Itinerary and What to Expect

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Starting Strong at Multnomah Falls
Your day begins early, around 9:00 am, with hotel pickup in Portland. The first stop is Multnomah Falls, arguably Oregon’s most famous waterfall. Standing at 620 feet, it’s a sight that truly lives up to its reputation. The falls are fed by underground streams originating from Larch Mountain, and their grandeur is best appreciated in person.
The tour offers about 30 minutes here, which is enough time to snap some photos, soak in the views, and take a quick walk if you’re feeling energetic. The best part? It’s free to visit, and the views are genuinely spectacular. We loved the way the falls seem to tower as if plucked from a fairytale, making it a perfect photo backdrop for selfies or group shots.
Scenic Drive to Mount Hood and the Hood River Area
Next, the journey takes you to a local Hood River restaurant for lunch and a bit of exploring the downtown scene. After fueling up, you step aboard the Mount Hood Railroad for a 2-hour scenic train ride. This is the core of the experience, offering 3 miles of beautiful Hood River Valley views. As the train winds along a 3% grade switchback track, you’ll see lush orchards, mountain vistas, and the Columbia River from a different perspective.
The train ride is included in the price and provides a relaxed, comfortable way to take in the landscape without the hassle of driving. It’s a highlight for many, especially those who enjoy train journeys or want a slower pace. One reviewer mentioned it was “a ride of a lifetime,” emphasizing how charming and photogenic the route is.
Fruit and Vineyard Visits
Following the train, your guide will take you to The Fruit Company, a family-run operation specializing in gourmet fruit. With over 70 years of experience, their products have earned accolades, including Oprah’s seal of approval. Here, you can taste, see, and learn about Oregon’s fruit-growing heritage—an authentic glimpse into local agriculture and craftsmanship.
Next up is Mt. Hood Winery, where you’ll find over 65 wineries along a scenic 40-mile stretch of the Columbia River. While the tasting is casual, it’s a chance to sample local wines and hear from experts about the region’s unique terroir. The setting itself is relaxed and scenic, ideal for unwinding after a busy morning.
Wine Tasting and Unwinding
The tour includes a wines tasting flight—a nice touch that lets you discover some of Oregon’s vibrant wine scene without needing to plan separately. Our impressions from others are positive, highlighting the knowledgeable guides and the quality of the wines sampled. It’s a laid-back experience, perfect for celebrating the day or just enjoying the scenery with a glass in hand.
If wine interests you, we've examined these other wine experiences in Portland
- Mt Hood, Waterfalls, and Wine Tour with Tasting Fees Included
- Private Oregon Wine Tour – Bring Up To 10 People – Three Wineries
- Portland: Wine Tasting + Vinotherapy Tub Soak at The Wine Spa
- Willamette Valley Wine Tour from Portland
- Portland Urban Wine Tasting Tour
- Private – Willamette Valley Wine Tour From Portland (tasting fees included)
What This Tour Means for You

The value of this experience depends on what you’re looking for. For $660, you’re getting a comprehensive blend of Oregon highlights—iconic waterfalls, expansive mountain views, a scenic train route, and local wines. The transport, guide, and tastings are all included, which simplifies planning and ensures you won’t be rushing or missing out.
One aspect worth noting is the lack of lunch included. The tour provides a chance to dine at a Hood River restaurant after Multnomah Falls, but if you’re a big eater or have dietary preferences, plan accordingly. Also, most reviews seem favorable, praising the knowledgeable guides and the overall relaxed vibe.
The tour’s pacing is well considered—long enough to enjoy each stop but not so long that you feel bogged down. It’s suitable for travelers who want a luxurious, curated experience without the hassle of organizing transportation or multiple bookings.
Transportation & Logistics
Using a Mercedes-Benz Sprinter Van, the ride is comfortable and offers plenty of room for scenic viewing. The pickup and drop-off from downtown Portland makes things easy, especially if you’re based there. The entire day runs smoothly, with bottled water included to keep you refreshed.
Weather and Flexibility
Since this experience relies heavily on scenic views, good weather is a must. If canceled due to poor weather, you’ll be offered a different date or full refund, which adds peace of mind. For those worried about timing, the 24-hour cancellation policy is straightforward—cancel early and get a full refund.
Who Should Consider This Tour?
This experience is best suited for travelers who value comfort, convenience, and a mix of nature and wine. It’s ideal for couples, friends, or small groups looking for a stylish day out without the stress of planning every detail. If you’re someone who loves photography, this tour offers plenty of picture-perfect moments.
It’s also an excellent choice for those wanting an introduction to Oregon’s natural beauty and local wines in a relaxed setting. If you’re traveling with someone who appreciates scenic views and good wine, this tour could be a highlight of your trip.
However, if you prefer a more active or adventurous outdoor experience, or if budget is a major concern, this may not be the best fit. The tour’s focus on comfort and scenic indulgence makes it less suited for those seeking high-energy activities or a strictly budget-friendly outing.
The Sum Up

If your idea of a perfect day includes picture-perfect waterfalls, a scenic train ride, and local wines, then this Private Multnomah Falls, Train Ride, & Wine Tour offers a polished, enjoyable way to explore Oregon. The guided aspect ensures you’ll learn about the region’s highlights, while the relaxed pace allows you to take in the views without feeling rushed.
The tour is especially valuable for those who want a curated experience with all logistics handled, making it feel exclusive and stress-free. The quality of the guide, the stunning scenery, and the wine tastings create a well-rounded taste of Oregon’s best.
While it’s a pricier option, the combination of sights, comfort, and personalized service can make it worth it—particularly for travelers craving a bit of luxury in their exploration. It’s a solid choice if you’re after a memorable, picture-worthy day in the Columbia River Gorge and Hood River region.
Private Multnomah Falls, Train Ride, & Wine Tour
FAQ

Is transportation included in the tour?
Yes, the tour provides transport by a Mercedes-Benz Sprinter Van, with pick-up and drop-off at downtown Portland hotels.
How long is the train ride?
The train ride lasts approximately 2.5 to 3 hours, offering scenic views of Hood River Valley and the surrounding landscape.
What is included in the wine tasting?
A wine tasting flight is included at one Hood River winery, giving you a chance to sample local wines in a relaxed setting.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund. The experience also offers free cancellation, with weather cancellations handled by the provider.
Is lunch included on the tour?
No, lunch is not included. You’ll have the opportunity to visit a Hood River restaurant after the waterfall stop.
Is this tour suitable for children?
While not explicitly targeted at families, most travelers can participate. The focus is on scenery, train ride, and wine tasting, so older children or teens might enjoy it more than very young kids.
What should I bring?
Bring your camera, some snacks or extra water for the day, and dress appropriately for the weather. The tour doesn’t cover meals, so plan to eat afterward or bring light snacks.
This tour balances scenic beauty with cultural indulgence—perfect for those wanting a taste of Oregon’s natural and culinary delights without the hassle. Whether it’s your first visit or a repeat trip, it offers a nice slice of what makes this region special.
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