Rolls-Royce & Bentley Chauffeured All-inclusive Wine Tasting Tour

A Luxury Wine Tasting Journey in Portland in a Rolls-Royce

Imagine cruising through Oregon’s famous Willamette Valley in a classic Rolls-Royce, with its elegant lines and interior that feels more like a lounge than a car. For four to six hours, two to four lucky guests are chauffeured to some of the region’s most prestigious wineries, with tasting fees included and a personal guide to elevate the experience. The tour, priced at $599.99 per group, offers a blend of luxury, scenic beauty, and expert wine tasting — a perfect choice for those seeking a memorable, stylish outing that goes well beyond your average vineyard visit.

What makes this experience particularly appealing are the high-end touches: a hand-built British marque as your chauffeur, customized itineraries, and the chance to sample Oregon’s finest wines in a setting of genuine sophistication. We also love that the tour is minority-owned, adding a layer of authenticity and support for diverse businesses. The inclusion of a snack, like a charcuterie board or meatballs, makes the whole outing feel like a special occasion. The flexibility to extend beyond four hours or customize your stops* means you can tailor the day exactly to your interests.

That said, this experience isn’t for everyone. It’s a luxury price point and best suited for those who appreciate finer things and are looking for a more exclusive, private experience. Also, be aware that starting in 2024, visits to Sokol Blosser Winery are no longer included, due to some business disagreements — so if that’s a must-see for you, you might want to plan accordingly or ask about alternatives.

If you’re after a luxurious, personalized wine adventure that offers more than just tasting — such as the thrill of arriving in style and enjoying expert guidance — this tour could be just the ticket. It’s especially well-suited for couples celebrating a special occasion, wine enthusiasts wanting to explore Oregon’s top vineyards, or anyone craving a luxury experience with authentic regional flavors.

Key Points

• Luxury transportation in a hand-built Rolls-Royce adds a special touch to your wine tour.
• Premium wineries like Domaine Serene, ROCO, and Adelsheim are included, known for their award-winning wines.
• The tasting fee and a snack are included, making it a hassle-free, all-in-one experience.
• Flexible itinerary allows customization and extension beyond the initial four hours.
• The private, personalized nature ensures a more intimate and tailored experience.
• Minority-owned business supporting diverse local entrepreneurs.

An In-Depth Look at Portland’s Rolls-Royce Wine Tour

The Overall Experience: A Blend of Elegance and Authenticity

This tour offers more than just wine tasting; it creates a sense of occasion. Starting with pickup anywhere in the Portland Metro Area, you can kick off the day feeling pampered, knowing your driver (Lee, according to reviews) will be attentive and knowledgeable. The drive itself is a highlight — a combination of highway and scenic farm roads that only locals know, ensuring a relaxed, scenic start to your adventure.

The real star here is the car. We loved how the classic Rolls-Royce immediately elevates the experience, turning a typical winery visit into a glamorous outing. The car’s interior is comfortable, plush, and exudes elegance, making every mile feel like a special occasion. As one reviewer shared, “Lee is a good driver, and is friendly and attentive. Interesting to hear about the car.” That personal touch is part of what makes this tour so memorable.

The Wineries: Top Quality, Exclusive Tastings

Your first stop in Dundee is at a prestigious Oregon winery, where you’re greeted by a sommelier in a secluded lounge with vineyard views. The tasting here includes award-winning wines and, crucially, is part of the package — no extra fees. The tasting features current releases and rarities, giving you a chance to experience Oregon’s best.

One guest remarked: “The wine was delicious, and sites beautiful,” emphasizing the quality and setting. The inclusion of a snack, such as a charcuterie board or meatballs, adds a casual, tasty touch to what might otherwise be a more formal tasting experience.

Return Journey: A Relaxed and Scenic Drive Back

After a couple of hours at the winery, your chauffeur will drive you back to Portland. The journey is about an hour, giving you time to reflect on the day’s highlights or simply enjoy the scenery. The personalized touch here is the flexibility — if you want to visit more wineries or extend your time, that’s entirely possible.

What We Love Most

Two aspects stand out: First, the personalized, intimate atmosphere that only a private, chauffeur-driven experience can provide. You won’t be part of a large group; instead, you’re treated as guests in a luxury setting. Second, the quality of the wines and the views, which are truly some of the best Oregon has to offer, presented in a setting of unmatched sophistication.

A Few Considerations

The price point might be a barrier for some, and the limited inclusions (tasting fees, snack) mean it’s best suited for those who value premium service and scenery over budget options. Also, the change in winery visits starting 2024 means you’ll want to check current plans if Sokol Blosser is high on your list.

Who Would Enjoy This Tour?

This tour is perfect for wine lovers who also appreciate luxury — whether you’re celebrating a special event or simply want to indulge in a unique, high-end experience. It’s also ideal for couples or small groups seeking a memorable day in scenic Oregon, delivered with personalized service. If you value expert guidance and a stylish way to travel, then this tour hits the mark.

The Sum Up: Is This for You?

If you’re someone who enjoys luxury, personalized service, and exquisite wine, this tour offers tremendous value. You’ll arrive at top wineries in style, taste a selection of award-winning wines, and do so in an environment that feels both exclusive and authentic. It’s a delight for those who want a special experience that goes beyond the usual wine tastings — blending elegance with regional charm.

However, if you’re on a tight budget or prefer more casual, group-oriented tours, this might not be the best fit. The cost reflects the luxury and customization, and the focus on high-end wineries and a private vehicle makes it a premium experience.

In the end, this tour is about making memories in style, with the comfort of knowing your day is tailored to your desires. Whether celebrating a milestone or simply wanting to indulge your senses, it’s a special way to enjoy Portland’s renowned wine country.

FAQ

Is pickup offered for this tour?
Yes, the tour includes pickup from any location within the Portland Metro Area, making it convenient and hassle-free.

How long does the tour last?
Typically, the experience runs from 4 to 6 hours, depending on the itinerary and customization. Most of the time is spent enjoying tastings and the scenic drive.

What is included in the price?
Your fee covers private transportation in a Rolls-Royce, tasting fees at selected wineries, and one snack item like a charcuterie board or meatballs. Tips are not included.

Are the wineries visited included in the package?
Yes, the tour visits reputed wineries like Domaine Serene, ROCO, and Adelsheim, with tasting fees covered in the package. Note that starting 2024, Sokol Blosser is no longer part of the itinerary.

Can I customize the itinerary or extend the tour?
Absolutely. The tour is flexible, and you can extend beyond four hours or request visits to additional wineries.

Is this experience suitable for non-drinkers or those with dietary restrictions?
The primary focus is wine tasting, but dietary restrictions are not explicitly addressed. The included snack offers some variety, but you might want to inquire directly if you have specific needs.

What happens in case of bad weather?
The experience is weather-dependent. If canceled due to poor conditions, you’ll be offered a different date or a full refund.

This wine tour in a Rolls-Royce isn’t just about the wine — it’s about the experience of elegance, regional flavor, and personal attention. Whether celebrating or just treating yourself to something extraordinary, it’s a memorable way to explore Oregon’s renowned wine country.