Detailed Drivers is a 5.0-star rated Hamptons car service featured in Forbes and Entrepreneur, providing flat-rate Mercedes-Benz Sprinter Van (10-14 passengers) Hamptons wine tours combining the South Fork's iconic Wölffer Estate (Sagaponack) and Channing Daughters (Bridgehampton) with North Fork wine country via the Shelter Island ferry route. Our TLC-licensed chauffeurs coordinate vineyard reservations, lunch bookings at Love Lane Kitchen or The North Fork Table & Inn, and ferry timing. Sprinter Van wine tours start at $240/hr with a 3-hour minimum, typical 6-hour combined South Fork + North Fork days run approximately $1,440 flat — no surge during harvest season, summer weekends, or holiday demand.
Preferred choice for assistants,
corporate planners, and travel managers who need it done right.

































| Vehicle | Rate | Min Booking | Capacity | 6-hr Day |
|---|---|---|---|---|
| Executive Sedan | $120/hr | 2 hours | Up to 3 | $600 |
| Cadillac Escalade ESV | $125/hr | 2 hours | Up to 6 | $750 |
| Mercedes-Benz S-Class | $230/hr | 2 hours | Up to 3 | $900 |
| Mercedes-Benz Sprinter Van | $240/hr | 3 hours | 10-14 | $1,440 |
Includes TLC-licensed chauffeur, tolls, ferry fare if applicable, climate-controlled cabin, wine-case storage, vineyard reservation coordination.
The Hamptons (South Fork) has two must-visit vineyards plus several smaller producers. Most tours combine with North Fork stops.
The flagship South Fork vineyard and Hamptons wine country's most-visited destination. Known for Summer in a Bottle rosé (iconic pink bottle), estate sparkling wines, and pinot noir. The expansive grounds include a beautiful tasting room, outdoor patio seating, and The Stable — an on-site bar and casual restaurant. Reservations essential on weekends.
139 Sagg Road, Sagaponack NY 11962
Natural wine focus with Italian varietals (Pinot Grigio, Friulano, Tocai). Known for experimental, small-batch production. Features outdoor sculpture gardens with pieces by co-founder Walter Channing. More intimate atmosphere than Wölffer with lower summer volumes. Reservations recommended.
1927 Scuttlehole Road, Bridgehampton NY 11932
Wölffer Estate's sister restaurant and wine bar in Amagansett — good stop for an evening wine flight after beach time. Smaller than the Sagaponack estate, more casual.
10 Montauk Highway, Amagansett NY 11930
The smaller South Fork counterpart to Duck Walk North on the North Fork. Mostly closed to the public for events but worth noting for specialty bookings.
231 Montauk Highway, Water Mill NY 11976
Most Hamptons wine tours combine the South Fork's Wölffer + Channing Daughters with 3-4 North Fork vineyards via the Shelter Island ferry route. The ferry crossing is scenic, typically faster than driving around via the LIE during summer, and creates a memorable mid-day break.
Top North Fork vineyards combined with Hamptons stops: Pindar Vineyards (Peconic), Paumanok (Aquebogue), Macari Vineyards (Mattituck), Castello di Borghese (Cutchogue), Sparkling Pointe (Southold — méthode champenoise only). Full North Fork details on our dedicated North Fork Wine Tour page.
Long Island wine country is divided into two distinct AVAs: the Hamptons (smaller, includes Wölffer and Channing Daughters) and the North Fork (larger, 40+ wineries). A typical Sprinter wine tour day visits 4–5 wineries across both regions.
9 AM Hamptons-area pickup → drive 35 miles north via Sunrise Hwy and CR-105 to the North Fork → Macari Vineyards (Mattituck) opens at 10 AM → Bedell Cellars (Cutchogue) → lunch at the North Fork Table & Inn (Southold) or Love Lane Kitchen (Mattituck) → Lenz Winery → Paumanok Vineyards (Aquebogue) → return Hamptons by 6 PM. Sprinter Van $240/hr × 8 hr = $1,600. The North Fork is more relaxed and family-friendly than Napa-style wine country.
For groups wanting to stay close to home base: Wölffer Estate Vineyard (139 Sagg Rd, Sagaponack) — flagship rosé tasting, sandwich plates → Channing Daughters Winery (1927 Scuttlehole Rd, Bridgehampton) → Duck Walk Vineyards (Water Mill) → ending at the Wölffer Wine Stand (Sagg Rd, summer-only) for sunset rosé. 6-hour tour. Executive Sedan $600 or SUV $720; Sprinter for groups $1,200.
North Fork wine tour combined with lunch in Greenport (waterfront village at the eastern tip of the North Fork). Sprinter Van pickup → 3 winery stops (Bedell, Macari, Lieb Cellars) → lunch at Industry Standard or Frisky Oyster (Greenport) → afternoon walk on Greenport waterfront → optional Bug Light Lighthouse stop → return Hamptons via Shelter Island Ferry (or back via Sunrise Hwy). Full-day Sprinter $1,800–$2,000.
Friday wedding-weekend wine tour for the bridal party + close family. Standard 5-hour Sprinter package: 1 PM hotel pickup → Wölffer Estate (private group tasting if booked ahead) → Channing Daughters → Topping Rose House for late-afternoon cocktails → return to wedding venue or hotel by 6 PM. $200/hr × 5 hr = $1,000.
Off-season North Fork wine tours are a Hamptons local favorite — wineries are quieter, tasting room staff have time to walk through estate-only releases, and many wineries offer winemaker meet-and-greets only available in the off-season. Same Sprinter pricing year-round. Pair with a Greenport oyster lunch at Little Creek Oyster Farm.
Everything you need to know about our luxury car service
A Hamptons wine tour from Detailed Drivers starts at $240/hr for a Mercedes-Benz Sprinter Van (10-14 passengers, 3-hour minimum — $720 minimum). Typical 6-hour South Fork + North Fork combined day runs $1,440 flat. Smaller groups: Cadillac Escalade ESV at $150/hr ($450 minimum) handles 3-6 guests. Couples: Executive Sedan at $120/hr. Includes TLC-licensed chauffeur, tolls, Shelter Island ferry fare if routing through, climate-controlled cabin, wine-case storage. No surge during summer weekends or harvest season.
The Hamptons (South Fork) has two standout wineries: Wölffer Estate Vineyard (Sagaponack — known for Summer in a Bottle rosé, estate sparkling, Stable restaurant on-site) and Channing Daughters Winery (Bridgehampton — natural wine focus, Italian varietals like Pinot Grigio, Friulano, Tocai, sculpture gardens). South Fork wine country is smaller than the North Fork, so most Hamptons wine tours combine 1-2 South Fork stops with North Fork vineyards via the Shelter Island ferry.
Two routes: (1) Shelter Island ferry via North Haven → Shelter Island → Greenport (45-60 minutes including two short ferry crossings, scenic route) or (2) Direct via Riverhead (60-80 minutes each way, no ferries). Detailed Drivers handles ferry coordination automatically — your chauffeur times the ferry schedule, and ferry fees are included in the flat rate. Most groups prefer the ferry route for the experience plus time savings during summer LIE traffic.
Most Hamptons wine tours start with Wölffer Estate (Sagaponack) in the morning, take the Shelter Island ferry to the North Fork for 3-4 more vineyard stops (Pindar, Paumanok, Macari, Castello di Borghese), lunch at Love Lane Kitchen (Mattituck) or The North Fork Table & Inn (Southold), then return via ferry. Total 8-10 hours. For Hamptons-only tours, Wölffer + Channing Daughters + lunch is a 4-5 hour day.
Peak Hamptons wine tour season runs June through early October, with harvest weekends in September-October being especially popular. Spring (May-June) and early fall (September) offer the best weather with lighter crowds. Book 2-3 weeks ahead for summer weekends, 1 week for weekdays. Winter tours available — vineyards have heated indoor tasting rooms but Hamptons foot traffic is lighter.
Yes. Wölffer Estate, Channing Daughters, and most North Fork vineyards require reservations on weekends during peak season. Detailed Drivers coordinates tasting appointments 1-2 weeks ahead of your tour date — provide your preferred vineyards at booking. Lunch reservations at Love Lane Kitchen, The North Fork Table, or The Stable at Wölffer can also be coordinated.
Call (888) 420-0177 or visit detaileddrivers.com/reservations. Provide date, pickup (any Hamptons village or NYC), group size, and preferred vineyards. Your chauffeur will build the final itinerary with reservations confirmed. Book 2-3 weeks ahead for summer weekends.
Last Updated: August 2026