Vineyard Tours
Groups Welcome
Safe Designated Driver
Flexible Itineraries
Luxury Wine Tours in The Hamptons
The Hamptons and North Fork are home to some of the finest vineyards on Long Island. With Hamptons Drive, your group can enjoy the day without anyone needing to drive. We plan custom wine tour itineraries, provide a professional chauffeur, and ensure every stop is relaxed, safe, and on schedule.
From intimate couples' tastings in Sagaponack to bachelorette weekends across the North Fork, our fleet fits every group size and occasion. Tasting rooms, views, and a chauffeured ride — the perfect East End experience.
Popular South Fork Stops
- • Wölffer Estate Vineyard — rosé, live music, and sunset tastings
- • Channing Daughters Winery — artistic blends and sculpture gardens
- • Close to Southampton, Bridgehampton, and Sagaponack homes
Popular North Fork Stops
- • Bedell Cellars — sustainable, award-winning reds
- • Macari Vineyards — family estate with expansive grounds
- • Sparkling Pointe — Long Island sparkling wines and waterfront views
Vehicles for Your Wine Tour
Choose the right vehicle for your group size and vineyard itinerary.
Premium SUV
Up to 6 passengers
Ideal for couples, families, or small groups. Cadillac Escalade or Suburban with leather seating and climate control.
Stretch Limousine
Up to 8 passengers
Classic choice for celebrations and wine-tasting groups. 5-hour minimum.
Executive Sprinter Van
Up to 14 passengers
Best for corporate outings, bachelorette parties, and larger groups. 5-hour minimum.
All wine tours are custom-quoted based on stops, duration, and group size. Contact us for a tailored itinerary and exact pricing.
Featured Hamptons & North Fork Vineyards
A few of our clients' favorite tasting-room destinations. We are happy to add others to your itinerary.
Wölffer Estate Vineyard
Sagaponack, South Fork
Elegant rosé and red tastings in a beautifully landscaped estate setting.
Channing Daughters Winery
Bridgehampton, South Fork
Artistic, boutique winery known for experimental blends and sculpture gardens.
Bedell Cellars
Cutchogue, North Fork
Sustainable, award-winning wines with a polished tasting room.
Macari Vineyards
Mattituck, North Fork
Family-run estate with expansive grounds, ideal for group tastings and picnics.
Kontokosta Winery
Greenport, North Fork
Waterfront views and boutique wines at the edge of Long Island Sound.
Sparkling Pointe
Southold, North Fork
méthode champenoise sparkling wines and grand tasting salon.
Wine Tour FAQs
How much does a Hamptons wine tour cost?
Pricing depends on group size, number of tasting stops, and total time. Sprinter vans and stretch limousines require a 5-hour minimum. Call (631) 418-5600 or request a quote for exact group pricing.
Can we visit both North Fork and South Fork wineries in one day?
Yes, but we recommend planning realistically. North Fork vineyards are clustered along Route 48 and Route 25, while South Fork favorites like Wölffer and Channing Daughters are closer to Sagaponack and Bridgehampton. A full day allows 3 to 4 stops comfortably.
Do your chauffeurs wait at each winery?
Yes. Your chauffeur stays with the vehicle and is available between stops, so your group can relax and enjoy tastings without worrying about driving or parking.
What vehicle is best for a Hamptons wine tour?
Couples and small groups enjoy our Cadillac Escalade SUVs. For bachelorette parties, corporate outings, or groups of 6 to 14, our Mercedes Sprinter executive van or stretch limousine is the most popular choice.
Are your wine tour vehicles stocked?
Every vehicle includes complimentary bottled water, phone chargers, and climate-controlled leather seating. Let us know if you would like a custom itinerary or special event setup.
Reserve Your Wine Tour
Tell us your group size, preferred vineyards, and date. We will build a custom itinerary and quote.
Book Your Luxury Ride
Reserve your premium transportation in The Hamptons. We'll confirm your booking within 30 minutes.
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Prefer to plan over the phone? Call (631) 418-5600 or text us on WhatsApp to design your Hamptons wine tour itinerary.