If you’re considering a trip to Upstate New York and love tasting wines in scenic settings, the Canandaigua Wine Trail Experience might just be what you’re after. While I haven’t taken this exact tour myself, I’ve looked into it thoroughly, and it’s clear this is a well-loved way to explore the Finger Lakes’ vibrant wine scene. With a perfect 5.0 rating from over a hundred reviews, it’s definitely making a good impression on those who’ve gone before.
What immediately caught my eye are two standout features: the personalized, small-group feel with a cap of just 12 travelers, and the knowledgeable regional guide who doubles as your driver. Both promise a relaxed, engaging atmosphere, far from the rushed feeling of larger tours. Another strong point is the variety of wineries visited—ranging from small, boutique micro-facilities to larger, award-winning vineyards—giving you a well-rounded taste of what the Finger Lakes has to offer. That said, a potential consideration is the price point—at around $245 per person, some might wonder if it’s worth it. But, when you factor in private transport, expert guiding, and multiple tastings, the value seems justified.
Whether you’re a seasoned wine enthusiast or just looking to enjoy a laid-back day out with friends, this tour offers a lot. It’s especially suited for those who appreciate a more intimate experience, want to avoid the hassle of driving, and enjoy learning about local wine culture from someone who knows the region well.
Key Points

- Small group size ensures a personal experience and more interaction.
- Round-trip hotel transfers make logistics simple, especially if you’re staying nearby.
- Expert guide doubles as a regional guide, offering insights beyond just wine.
- Visit to four distinct vineyards, including micro-facilities, for a wide range of tastings.
- Includes a delightful lunch, adding a relaxed break and local flavors.
- Ideal for wine lovers wanting an educational yet fun day in the Finger Lakes.
When we think about a wine tour in the Finger Lakes, countless details can make or break the experience. The Canandaigua Wine Trail tour aims to blend scenic beauty, quality wine tastings, and a touch of local charm—all within a half-day to full-day outing. Here’s what you need to know before booking.
The Itinerary Breakdown: What to Expect
Starting Point and Transportation
The tour begins at the Finger Lakes Gaming and Racetrack in Farmington, NY. From there, an intimate group (max 12 travelers) gets whisked away in a comfortable vehicle, with the option of hotel pick-up if requested. The benefit of this setup is obvious: no need to worry about driving. A knowledgeable driver—often a local—guides the trip, sharing stories and highlights about the Finger Lakes along the way.
The First Stop: Arbor Hill Grapery & Winery
Our journey kicks off at Arbor Hill, a family-owned spot that’s been producing wines sourced from nearby vineyards. Here, you get around an hour to explore their extensive wine portfolio. The reviews suggest this is a charming, cozy start, although some visitors noted that the wines and service may vary—some found the wine selection to be quite good, while others were less impressed.
The Second Stop: Heron Hill Tasting Room on Canandaigua Lake
Next, you’ll head to the sister tasting room of the famous Keuka winery, situated on a hill overlooking Canandaigua Lake. The renovated Century Barn provides a stunning backdrop for your educational tasting. Expect to learn about the wines as you enjoy the views—probably one of the more picturesque stops on the tour. This location consistently earns praise for its setting and quality.
The Third Stop: Inspire Moore Winery & Vineyard
Here, you’ll encounter a more boutique experience. This micro-winery in Naples emphasizes small-batch, intensely flavored wines made onsite. The modern, chic vibe of Inspire Moore makes it stand out, and the tasting is often described as creative and memorable.
The Full-Day Option: Casa Larga Vineyards
For those opting for the full-day experience, Casa Larga offers a chance to explore award-winning wines in a stunning vineyard setting. The Colaruotolo family has been in operation for over 35 years, and visitors often comment on the diversity of their portfolio and the unique experience of tasting at a family-run estate.
Lunch: A Taste of Local Flavors
The tour includes a stop at Nolans at the northern end of Canandaigua Lake for a relaxed outdoor dining experience. The restaurant is praised for its friendly service, outstanding customer care, and the quality of the food paired with wine. An occasional substitution might be Roots Cafe in Naples, which offers a similar laid-back vibe.
What Makes This Tour Stand Out?

The main draw here is the mix of professionalism and personalization. The small group size means you’ll have more opportunity to chat with the guide, ask questions, and get tailored insights. The guide’s role as a regional expert often enhances the experience far beyond just tasting wine—they’ll likely share stories about local culture, history, and winemaking nuances.
Another aspect worth highlighting is the diversity of wineries visited. From small, family-run micro-facilities to larger, award-winning vineyards, the variety ensures you gain a comprehensive view of what the Finger Lakes wine scene offers. The inclusion of exclusive, small-batch vintages makes it especially appealing to folks who appreciate unique, less widely available wines.
The Realities and Considerations

While many reviews are glowing, there are a few points worth mentioning. One reviewer commented that Arbor Hill’s wines and service were less impressive than other stops, describing the wine as “pretty awful” in some cases. This points to the fact that taste is subjective, and not every winery will be a home run for everyone.
Price-wise, at around $245 per person, this tour isn’t the cheapest option in the region, but the cost includes transportation, guiding, tastings, and lunch—factors that add up if you were to do all independently. The value hinges on how much you value the convenience, education, and personalized attention.
Timing-wise, the tour runs approximately 5 to 6 hours, which is a comfortable chunk of the day. The group size and guided nature mean you won’t feel rushed, and you’ll have enough time at each stop to savor your tastings and enjoy the scenery.
The Experience: The Good and the Not-so-Good

From reviews, the guiding consistently stands out as excellent. Travelers appreciate guides like Ron, Scott, Gary, and Bill, who are described as knowledgeable, friendly, and attentive. Their local insights enhanced the visit, making the experience more than just wine tasting.
The scenery is another highlight—rolling hills, waterfront vistas, and lush vineyards make each stop visually pleasing. If you love combining nature with your wine adventures, this tour delivers.
On the downside, some visitors found Arbor Hill’s wine selection to be less memorable, and the serving style (plastic cups) isn’t fancy—it’s practical, but some might prefer more refined tastings. Also, the tour is only as good as the wineries visited; if a particular stop doesn’t resonate, it can impact overall enjoyment.
Canandaigua Wine Trail Experience
“It was very nice having a driver on all those ups and downs of the local roads. Im used to flat terrain, and definitely didnt want to drive. Our dr…”
Who’s This Tour Best For?

This experience suits wine enthusiasts craving a personalized, relaxed day in the Finger Lakes. It’s also perfect if you prefer not to drive and want someone knowledgeable to guide you through the region’s wine culture. The small group setting makes it ideal for couples, friends, or small families who enjoy meaningful conversations and scenic settings.
If you’re not particularly into wine or prefer a more active, adventurous experience, this might not be the best fit. Also, keep in mind the price if you’re on a tight budget—while the value is clear, it’s a splurge compared to self-guided visits.
The Canandaigua Wine Trail Experience combines scenic beauty, quality wine tastings, and expert guidance into a highly rated package. With a focus on small-group intimacy and a diverse lineup of wineries, it offers a more refined, educational spin on wine touring in the Finger Lakes. The inclusion of a lovely lunch and scenic stops makes it a well-rounded day trip that balances fun, learning, and relaxation.
For those who want a slice of authentic regional culture without the stress of driving or organizing, this tour delivers. It’s especially appealing for travelers seeking a laid-back, personable, and scenic way to explore New York’s original wine country.
Is this tour suitable for beginners?
Absolutely. The tastings are educational, and guides are friendly and knowledgeable, making it accessible even if you’re new to wine.
What’s included in the price?
The price covers driver/guide, tastings at four wineries, and lunch if you select the full-day option. Hotel pickup is available upon request.
Can I bring my own drinks?
No, food and drinks are included only if specified. Tastings are provided at each winery.
How long does the tour last?
It typically runs 5 to 6 hours, giving you plenty of time to enjoy each stop without feeling rushed.
What wineries will we visit?
Stops include Arbor Hill Grapery & Winery, Heron Hill Tasting Room, Inspire Moore Winery, and Casa Larga Vineyards. The itinerary may vary slightly.
Is transportation included?
Yes, especially if you request hotel pickup. The tour features hassle-free round-trip transfers.
Is it family-friendly?
This tour is designed for ages 21 and up, given the wine tastings involved.
What should I wear?
Casual, comfortable clothing suitable for the weather, plus shoes you don’t mind getting a little dirt or wine on.
How many people are in the group?
Limited to 12 travelers, ensuring a more personalized experience.
What happens in case of bad weather?
The tour requires good weather. If canceled due to rain or storms, you’ll be offered a different date or a full refund.
If you’re after a laid-back, intimate way to explore Finger Lakes wines and scenery, the Canandaigua Wine Trail Experience looks like a pretty solid choice. It pairs beautiful views with expert-guided tastings—just remember to go in with an open mind and a curious palate.
