Winery Tours in Southold

Discover the Best Winery Tours in Southold

Immerse yourself in the charm of Southold with our upscale winery tours that showcase the best of Long Island wine country. NY NJ VIP Bus Service provides all-inclusive wine-tasting packages featuring deluxe transportation, handpicked winery stops, and a seamless experience across Long Island and New Jersey. Whether you’re marking a special occasion or just enjoying the weekend, our Southold winery tours offer the perfect mix of luxury, leisure, and local flavor. Known for its coastal beauty and historic charm, Southold sets the scene for a relaxing wine-filled day.

Winery Tours in Southold with NY NJ VIP Bus Service

Escape to the vineyards with NY NJ VIP Bus Service and explore our high-end winery tours in Southold. We blend elegant travel with visits to some of the most beloved wineries in Long Island and New Jersey. Whether you’re with a partner, a group of friends, or planning a unique celebration, our Southold winery tours create an experience filled with scenic views, smooth rides, and exceptional wines.

Sip, Savor, and Celebrate in Style with our Winery Tours in Southold


Here’s what you can expect when you book a Southold winery tour with NY NJ VIP Bus Service:

âś” High-End Vehicles: Ride in comfort with features like plush interiors, LED lighting, premium audio systems, and full climate control.
âś” Tailored Vineyard Visits: Craft your own route with options like Castello di Borghese and Pindar Vineyards, just minutes from Southold.
âś” Worry-Free Travel: Our experienced chauffeurs handle the road while you enjoy tastings and time with your group.
âś” Ideal for Events: Our Southold winery tours are a perfect match for birthdays, bachelorette parties, or team celebrations.

Benefits of Our Winery Tours in Southold


Hop-On, Hop-Off Flexibility

  • Custom Routes: Choose your own destinations within the New York City metro area, including popular spots like Central Park, the High Line, and Times Square.
  • Unlimited Stops: Make as many stops as you like. Whether you’re visiting client sites or entertainment venues, our bus will wait curbside for you.

Capacity and Comfort

  • Spacious Interior: Our buses can accommodate up to 34 people, with perimeter seating and 9' ceilings that allow for standing and mingling.
  • Social Layout: The front half of the bus features seating that faces each other, fostering a more interactive and social environment.

Expert Planning

We handle the logistics, from selecting the best wineries to managing timeframes.

Memorable Experiences

Create lasting memories with loved ones as you explore stunning vineyards and savor exceptional wines.

Professional Service

  • Friendly Drivers: Our drivers are punctual, professional, and ready to make your event stress-free and enjoyable.
  • Designated Driver: Enjoy your corporate outing knowing you have a reliable designated driver taking care of your transportation.

Entertainment at Your Fingertips

  • You’re the DJ: Play your own music with our surround sound system. Just bring your smartphone and playlist, and we’ll handle the rest.
  • Surround Sound System: Experience high-quality audio for your event playlist, ensuring the perfect soundtrack for your corporate outing.

All-Season Enjoyment

Whether it’s spring blossoms or vibrant fall foliage, our tours showcase the best of wine country’s beauty.

Safe Celebrations

Enjoy wine tastings without worrying about driving – we’ve got it covered!

Featured Southold Winery Tours

âś” Duck Walk Vineyards – A Southold staple offering fruit-forward wines and beautiful tasting areas near the water.
âś” Mattebella Vineyards – Focused on sustainable practices, this boutique vineyard offers a personal and refined tasting experience.
âś” Sparkling Pointe – Specializing in méthode champenoise sparkling wines, this elegant vineyard near Southold is perfect for bubbly lovers.
âś” One Woman Winery – A small but mighty vineyard with handcrafted wines made by a single female winemaker in Southold.

Why Choose NY NJ VIP Bus Service for Winery Tours in Southold?

âś” Roomy & Refined Rides: Travel with up to 34 passengers in our spacious and stylish fleet.
âś” Reliable Drivers: Our skilled chauffeurs make your Southold winery journey smooth and on schedule.
âś” Customized Trips: We personalize each tour to fit your celebration, guest list, and wine preferences.
âś” 24/7 Customer Support: From planning to drop-off, we’re here around the clock to ensure a flawless tour.

FAQs About Winery Tours in Southold

  • What is the largest winery on Long Island?

    Pindar Vineyards, spanning over 300 acres, is the largest winery on Long Island. They produce 23 varietals and blends, making it a favorite stop for wine lovers.

  • What time of year is best for wine tours?

    Spring and fall are the most popular times for winery tours. Spring offers fresh blooms and budding vines, while fall provides stunning foliage and harvest season excitement.

  • What is the oldest winery on Long Island?

    Castello di Borghese is the first vineyard and winery on Long Island, known for its elegant and nuanced Bordeaux-style wines.

  • Can you wear jeans to a wine tour?

    Yes! Jeans are perfectly acceptable. Opt for darker denim for upscale wineries and remember to dress in layers, as many tours include outdoor experiences.

  • How many people can your buses accommodate?

    Our buses range in size and can accommodate small groups of 10 to larger parties of 30+.

Book Your Winery Tours Today!

Experience the perfect blend of elegance, comfort, and adventure with NY NJ VIP Bus Service’s winery tours. Whether you’re exploring Long Island’s vineyards or discovering the charm of New Jersey wine country, we’ll ensure your journey is as memorable as your destination.


Call Now:   (732) 833-7508

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Sip, savor, and celebrate – the perfect winery tour awaits!

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