Long Island Winery Tour - Visiting Osprey’s Dominion Vineyards: The First Stop

Long Island Winery Tour

Experience Long Island's vineyards with Winston Wine Tours, including private pickup, wine tastings at Osprey's Dominion and Duck Walk Vineyards, and live music.

Explore Long Island’s Vineyard Scene with Winston Wine Tours

Long Island Winery Tour - Explore Long Island’s Vineyard Scene with Winston Wine Tours

The Long Island Winery Tour offers a personalized experience for wine lovers looking to enjoy the region’s acclaimed vineyards. Priced at $100 per person, this tour lasts roughly 4 to 6 hours, making it perfect for a relaxed day of tasting and sightseeing. With private pickup available anywhere on Long Island in a sedan or SUV, your journey starts with ease and comfort.

What sets this tour apart is the flexibility it offers: you can select either a guided tasting experience or arrange your own tastings after transportation. The tour includes visits to Osprey’s Dominion Vineyards, known for its sprawling lawns and scenic views, and Duck Walk Vineyards North, where live music adds a lively touch. This tour fits well for celebrations like birthdays or bachelorette parties, thanks to its private nature and customizable options.

While the price covers all fees, it’s worth noting that driver gratuity is not included, so tipping is customary. The tour is designed to suit most travelers, with the convenience of mobile tickets and pickup service ensuring a smooth day through Long Island’s wine country.

Key Points

Long Island Winery Tour - Key Points

  • Price: $100 per person, with options for guided tastings or self-selected tastings
  • Duration: About 4 to 6 hours, ideal for a leisurely day
  • Stops: Visits to Osprey’s Dominion Vineyards and Duck Walk Vineyards North
  • Transport: Private pickup in Sedans or SUVs anywhere on Long Island
  • Highlights: Wine tastings, live music, scenic vineyard views, and lunch options at Osprey’s

Visiting Osprey’s Dominion Vineyards: The First Stop

Long Island Winery Tour - Visiting Osprey’s Dominion Vineyards: The First Stop

At Osprey’s Dominion Vineyards, the tour includes 3 to 5 wine tasting flights of Long Island wines. The highlight here is the beautiful, sprawling lawn overlooking the vineyards, which provides a perfect backdrop for enjoying your tastings. The venue also hosts lunch and live music, making it a relaxing spot to savor local wines surrounded by nature.

The initial stop typically lasts around 1 hour, during which you can choose to sample different wines based on your preference. Admission is included in the tour, and the setting encourages a laid-back atmosphere. The vineyard’s scenic landscape and the opportunity to indulge in local wines make this a memorable start to the day.

Sampling at Duck Walk Vineyards North

The second vineyard visit requires booking the two vineyard option, which includes Duck Walk Vineyards North. Similar to Osprey’s, this stop offers 3 to 5 wine tasting flights of Long Island wines, with the added bonus of live music that adds a lively ambiance to the experience.

This part of the tour lasts about 1 hour, but the admission ticket is not included in the base price, indicating that guests can opt in or out depending on their preferences. The emphasis on the local wine selection and the lively environment makes this stop a favorite for those wanting to enjoy good music along with their tastings.

Customizable Tasting Options and Flexibility

Long Island Winery Tour - Customizable Tasting Options and Flexibility

A key feature of this tour is its flexibility: guests can choose to participate in guided tastings or simply book transportation and explore the wineries independently. This flexibility allows for a more tailored experience, whether you prefer a structured tasting or more freedom to explore each vineyard at your own pace.

Plus, you can select your desired start time, which enables you to plan the day around your schedule. The tour’s private nature ensures your group is the only one participating, providing a more intimate experience compared to larger group tours.

Logistics: Pickup, Transport, and Accessibility

Long Island Winery Tour - Logistics: Pickup, Transport, and Accessibility

Winston Wine Tours provides private pickup anywhere on Long Island, with transportation in a sedan or SUV. This convenience saves the hassle of arranging your own transfers and ensures your party stays together comfortably.

The tour is designed to be accessible, with service animals allowed and proximity to public transportation being noted. Most travelers can participate, making this experience suitable for a wide range of guests, and the most travelers can participate comfortably.

What’s Included and What’s Not

Long Island Winery Tour - What’s Included and What’s Not

The included features consist of wine tastings at the vineyards with live music, private pickup, and all fees and taxes. However, the driver gratuity remains not included, so tipping your driver is customary after the tour.

Guests should also be aware that wine tastings cost extra at the venues; for example, at Osprey’s Dominion, tasting flights are priced at $10 for 3 tastings and $15 for 5 tastings. This means that while the tour provides access and transport, the actual tastings may carry additional costs depending on what you choose.

Tour Reviews and Feedback Highlights

Long Island Winery Tour - Tour Reviews and Feedback Highlights

The tour garners a solid 4.4 out of 5 from five reviews, with praise for the friendly driver, beautiful winery environments, and the fun atmosphere created by live music. One review notes that the wineries are generally nice, and the experience is enhanced by spending time with friends.

Some feedback suggests that the cost may feel high relative to the number of wineries and tastings included, especially since tasting prices at Osprey’s are around $10 to $15. Still, the overall vibe and the guided service are appreciated, especially for celebrating special occasions like birthdays or bachelorette parties.

Booking and Cancellation Policy

Long Island Winery Tour - Booking and Cancellation Policy

Booking typically requires about 23 days in advance, which allows for planning ahead. The tour offers free cancellation, with a full refund available if canceled at least 24 hours before the scheduled start. Cancellations made less than 24 hours prior are not refundable, so planning carefully is advisable.

Summary of the Tour Experience

The Long Island Winery Tour by Winston Wine Tours offers a relaxed, private outing through some of Long Island’s most scenic vineyards. With stops at Osprey’s Dominion and Duck Walk Vineyards North, it combines wine tasting, live music, and beautiful views into a memorable day. The tour excels in flexibility, allowing guests to choose their start time and tasting style, making it ideal for small groups celebrating special moments.

While the cost may seem steep relative to the amount of tastings included, the convenience of private transportation and the scenic vineyard environments make this a worthwhile choice for those wanting a curated wine experience on Long Island.

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Long Island Winery Tour



4.5

80% 5-star

“The wineries were nice, spending time with friends was great but it was way too expensive for the number of wineries and the number of tastings. Fo…”

— Virginia L, Nov 2021

Frequently Asked Questions

Is pickup available for this tour?
Yes, private pickup is offered anywhere on Long Island in a sedan or SUV.

Can I book just transportation without wine tastings?
Yes, you can book transportation only and choose your own tastings at the vineyards independently.

Are the vineyards different every time?
The vineyards visited may change based on availability, but the tour typically includes stops at Osprey’s Dominion and Duck Walk Vineyards North.

How long does the tour last?
The total duration ranges from 4 to 6 hours, allowing plenty of time for tastings, lunch, and relaxation.

Are live music and lunch included?
Live music is included at both vineyards, with lunch available at Osprey’s Lawn.

Is this tour suitable for all travelers?
Most travelers can participate, and service animals are allowed. The tour’s flexibility makes it accessible for many.

What is the price per person?
The cost is $100 per person, covering transport, taxes, and vineyard visits.

What should I tip the driver?
Driver gratuity is not included and typically left as a tip based on service.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the tour starts.

Is the tour suitable for celebrations?
Absolutely, it’s a popular option for birthdays and bachelorette parties due to its private and flexible setup.

What’s the main appeal of this tour?
The combination of scenic vineyards, live music, and personalized service makes for a memorable, relaxed day in Long Island’s wine country.