Begin your private escape into New York’s northern wine region with a curated journey through Westchester’s most distinguished winery estates. Traveling in a Mercedes S-Class, Cadillac Escalade, one of our Luxury SUVs, or a Sprinter Van, you glide into the quiet elegance of Westchester’s rolling landscapes as your chauffeur provides seamless transitions between tastings. This region is known for its intimate boutique vineyards and pastoral charm, featuring standout destinations such as South Salem Winery, Benmarl Winery (often enjoyed on Westchester wine itineraries for its artistic atmosphere and heritage), Millbrook Vineyards, and the historic Brotherhood Winery, America’s oldest operating winery. Each estate offers artisanal craftsmanship, scenic grounds, and varietals that reflect the character of the Hudson Highlands.
As you move between estates, your chauffeur waits at every stop, storing your wine purchases, picnic boxes, and tasting-room finds so you can explore at your own pace. Enjoy vineyard strolls, curated flights, and cellar-door hospitality without any concern for parking, routing, or timing. With its refined atmosphere and relaxed countryside rhythm, Westchester’s wine circuit offers a sophisticated escape—perfect for couples, friends, or small groups seeking a polished, vineyard-to-vineyard tasting experience just outside Manhattan.
Continue your exploration north along the Hudson River, where the terrain opens into sweeping valley views and some of the region’s most celebrated wine destinations. The Hudson Wine Trail is home to impressive estates such as Robibero Winery, Whitecliff Vineyard, Magnanini Winery, Tousey Winery, and Milea Estate Vineyard, each offering a distinct expression of the valley’s terroir. From riverfront tasting decks to hillside vineyards and European-inspired estates, this route showcases the diversity and sophistication that have made the Hudson Valley one of America’s rising wine regions.
At each stop, you’ll enjoy tailored tastings, expansive outdoor settings, and opportunities to explore cellars, barrel rooms, and scenic vineyards. Your chauffeur remains curbside, ensuring smooth movement between properties so you can fully savor the wine, the scenery, and the relaxed tempo of valley life. The Hudson Wine Trail offers an elevated blend of natural beauty, refined winemaking, and serene river views—an ideal addition to a full-day, luxury wine country journey.
100 Brotherhood Plaza Drive, Washingtonville
845-496-3661 | brotherhood-winery.com
| Vehicle Type | Capacity Without Guide | Capacity With Guide | Price (No Guide) | Price (With Guide) | Notes |
|---|---|---|---|---|---|
| Luxury Black Sedan | 3 | 2 | $881.93 *All Taxes & Fees Included | $1,861.85 *All Taxes & Fees Included | *Requires 24 Hours advanced booking. *Reservations may be canceled up to 24 hours before pickup for a full refund. |
| Luxury Black SUV (Suburban, Tahoe, Navigator) | 6 | 5 | $1,077.91 *All Taxes & Fees Included | $2,057.83 *All Taxes & Fees Included | *Requires 24 Hours advanced booking. *Reservations may be canceled up to 24 hours before pickup for a full refund. |
| Cadillac Escalade ESV | 6 | 5 | $1,273.90 | $2,253.82 *All Taxes & Fees Included | *Requires 24 Hours advanced booking. *Reservations may be canceled up to 24 hours before pickup for a full refund. |
| White Stretch Limousine | 8 | 7 | $1,567.87 *All Taxes & Fees Included | $2,547.80 *All Taxes & Fees Included | *1 Bottle of champagne included. |
| Black Stretch Limousine | 8 | 7 | $1,567.87 *All Taxes & Fees Included | $2,547.80 *All Taxes & Fees Included | *1 Bottle of champagne included. *Requires 24 Hours advanced booking. *Reservations may be canceled up to 24 hours before pickup for a full refund. |
| Mercedes S580 | 3 | 2 | $1,567.87 *All Taxes & Fees Included | $2,547.79 *All Taxes & Fees Included | *Requires 24 Hours advanced booking. |
| 14 Passenger Standard Van | 14 | 13 | $1,763.86 *All Taxes & Fees Included | $2,743.78 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 14-Passenger Mercedes Executive Sprinter Van | 14 | 13 | $2,057.83 *All Taxes & Fees Included | $3,037.75 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 7-Passenger Mercedes Sprinter Jet Luxury Van | 7 | 6 | $2,204.82 *All Taxes & Fees Included | $3,184.74 *All Taxes & Fees Included | *1 Bottle of champagne included. |
| 14-Passenger Mercedes Sprinter Limo Van | 14 | 13 | $2,694.78 *All Taxes & Fees Included | $3,674.70 *All Taxes & Fees Included | *1 Bottle of champagne included. *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 18-Passenger Mercedes Sprinter Limo Van | 18 | 17 | $2,841.77 *All Taxes & Fees Included | $3,821.69 *All Taxes & Fees Included | *1 Bottle of champagne included. *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 23 Passenger Executive Mini Bus | 23 | 22 | $2,645.78 *All Taxes & Fees Included | $3,625.70 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 27 Passenger Executive Mini Bus | 27 | 26 | $2,694.78 *All Taxes & Fees Included | $3,674.70 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 36 Passenger Executive Bus | 36 | 35 | $2,939.76 *All Taxes & Fees Included | $3,919.68 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 40 Passenger Van Hool Luxury Coach (Bathroom) | 40 | 39 | $3,674.70 *All Taxes & Fees Included | $4,654.62 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| 56 Passenger Setra Luxury Coach Bus | 56 | 55 | $3,919.68 *All Taxes & Fees Included | $4,899.60 *All Taxes & Fees Included | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| Mercedes Maybach | 3 | 2 | $2,939.76 | $3,919.68 | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| Rolls Royce Cullinan | 3 | 2 | $5,879.52 | $6,859.44 | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
| Rolls Royce Phantom | 3 | 2 | $5,879.52 | $6,859.44 | *Call in advance for availability. (929)650-0655. *Requires 48 Hours advanced booking. *Reservations may be canceled up to 48 hours before pickup for a full refund. |
The tour is 9 hours in total, with the option to add additional hours directly in the booking form. The experience is fully customizable based on your interests and preferred pace.
Travel time from Manhattan to the Long Island wineries is approximately 2–3 hours each way (4–6 hours round trip). The remaining 3–5 hours are spent at selected wineries for tastings and leisure, with about 1.5 to 2 hours at each venue. Typically, the itinerary includes 2–3 wineries, depending on traffic conditions and overall timing.
Yes. The route can be fully customized based on your preferences, timing, and interests.
You may choose specific wineries, adjust the number of stops, allocate more time at select venues, or incorporate scenic drives, lunch reservations, or additional stops along the way. Final routing and timing are optimized on the day of travel based on traffic conditions to ensure a smooth and relaxed experience.
Absolutely. Your chauffeur and guide will coordinate photo stops and brief walk-throughs at key points of interest, based on time, safety, and traffic conditions.
Non-alcoholic beverages and light snacks are allowed in all vehicles. Alcohol is only permitted in partitioned vehicles (limousines and Sprinter Limo categories) in accordance with regulations.
We recommend booking as early as possible, especially during peak seasons such as holidays, weekends, and summer months, to ensure the availability of your preferred vehicle.
Yes. Reservations may be canceled, but eligibility for a refund depends on the timing of your cancellation. Most bookings can be canceled up to 24–48 hours in advance for a refund, depending on the vehicle type and service date. Reservations canceled after the cutoff time may be subject to full charges. Please review the cancellation terms provided during booking or contact us directly for assistance with modifying or canceling your reservation.
Yes. All listed rates include all taxes and fees. Prices shown are based on pick-up from Downtown Manhattan.
All Manhattan Classic Tours are priced per vehicle and based on time, not per person. The rate depends on the vehicle you select and the total hours booked. Each vehicle has a maximum passenger capacity, and guests may fill the vehicle up to that limit at no additional per-person cost.
Final pricing varies only based on your pick-up and drop-off locations. Hourly rates remain the same.
The tour may begin and end at any address you choose. You are not required to return to your starting point unless you prefer to.
We pick up from your hotel, residence, office, or any designated address. Coverage includes all NYC boroughs, New Jersey, Connecticut, Pennsylvania, and all regional airports.
Tips are not included and are optional. Gratuities are never added automatically and may be offered at your discretion.
Yes. You can add additional hours directly in the booking form. The total will update automatically.
A professional guide is $100 per hour with a 3-hour minimum. The standard nine-hour tour guide cost is $900 plus tax.
Simply select the Guide Option in the booking form and choose the number of hours you prefer.
A tour without a guide includes a private chauffeured experience focused on seamless transportation and timing.
Your professional chauffeur will follow the planned route, handle all driving, navigation, and traffic considerations, and ensure smooth transitions between wineries and stops. While chauffeurs are happy to assist with logistics—such as coordinating arrival times, waiting on-site, and adjusting pacing—they are not permitted to provide detailed historical commentary, winery narratives, or guided tasting explanations.
This option is ideal for guests who prefer a relaxed, independent experience while enjoying the comfort, privacy, and reliability of a professionally managed journey.
A guided tour includes everything offered in the chauffeured experience, with the added benefit of a professional, licensed guide accompanying you throughout the day.
Your guide provides curated commentary during the drive, shares background on the wine regions and wineries visited, assists with timing and reservations, and helps tailor the pacing of the day to your preferences. At each stop, the guide facilitates smooth transitions, offers context about the venue and tasting options, and ensures the itinerary flows comfortably.
This option is ideal for guests who want a more enriched, informative, and thoughtfully curated experience, while still enjoying the privacy and comfort of a private journey.
Some vehicle types can accommodate folding wheelchairs. For guests requiring additional accessibility accommodations, please contact us in advance so we can recommend the most suitable option.
Yes. Service animals are permitted on all tours and in all vehicle types in accordance with ADA guidelines. Please notify us in advance so we can ensure the most comfortable vehicle setup for both you and your service animal. Emotional support animals are not classified as service animals and may be accommodated on a case-by-case basis.
Yes. The tour operates rain or shine.
All transportation is climate-controlled for comfort, and winery visits continue regardless of weather conditions. In cases of severe or unsafe weather, routing or timing may be adjusted to ensure a smooth and enjoyable experience while maintaining safety and comfort.
No matter the occasion, Vogue Ride ensures you travel in unmatched comfort, safety, and sophistication.
