Cheers to the Holidays: Luxury Limo Tours for Long Island’s Winter Wineries 2025
The holiday season on Long Island brings an entirely new kind of beauty — quiet vineyards dusted with frost, tasting rooms glowing with warmth, and the peaceful hum of winter cheer. While summer is often considered the prime season for wine lovers, winter offers something truly special: intimacy, comfort, and cozy luxury.
This year, celebrate the festive season differently with Long Island Limo Rental. Our Long Island winter winery limo tours let you explore the North Fork and Hamptons wineries in style, safety, and total comfort — no driving stress, no parking struggles, just a relaxed day of wine, laughter, and holiday memories.
Discover Long Island’s Winter Wineries in Comfort
Long Island is home to more than 40 wineries across the North Fork and Hamptons. While many travelers visit during the harvest months, locals know that the winter season is the best-kept secret for wine tasting. The crowds are smaller, staff have more time to engage, and you’ll get one-on-one experiences that feel personal and premium.
Some of the most inviting winter wineries on Long Island include:
- Macari Vineyards (Mattituck) – Famous for its private “winter bungalow” tastings that come with blankets, charcuterie, and heated luxury.
- Kontokosta Winery (Greenport) – A stunning waterfront property open year-round, offering cozy indoor tastings with Sound views.
- Bedell Cellars (Cutchogue) – A historic estate winery known for its world-class Merlots and modern tasting room open through the season.
- Duck Walk Vineyards (Southold) – Perfect for festive holiday outings, offering spiced dessert wines and family-friendly vibes.
Our holiday wine tour limo packages make exploring these destinations easy and enjoyable. Your chauffeur handles the driving, while you and your guests simply sip, chat, and soak in the scenery.
Why Choose a Private Holiday Wine Tour Limo
Booking a holiday wine tour limo in Long Island gives you much more than just transportation — it transforms your day into an experience of pure indulgence.
Comfort & Warmth
Our limousines feature plush interiors, leather seats, climate control, and refreshments to keep you cozy even on chilly winter days.
Flexible Schedule
Design your own itinerary. Visit two or three wineries, stop for lunch, or spend extra time at your favorite tasting room. Your chauffeur stays with you from pickup to drop-off — no waiting for rides or worrying about directions.
Group-Friendly Options
From a romantic couple’s outing to a group of friends or a company retreat, our private wine limo packages scale to fit your needs.
Professional Chauffeurs
Our drivers are local experts who know the wineries, winter routes, and scenic spots. They’ll make sure your holiday wine tour runs smoothly, safely, and right on time.
Sample Itinerary: A Perfect Winter Wine Day
10:00 a.m. – Pickup from Your Home or Hotel
Start your journey in one of our luxury limousines or executive sprinter vans. Sit back, relax, and enjoy the ride as the North Fork countryside comes alive with winter charm.
11:00 a.m. – Macari Vineyards, Mattituck
Enjoy the famous “Winter Bungalow” experience — a private outdoor pod with heaters, blankets, and a full wine-tasting flight paired with local cheese boards.
1:00 p.m. – Kontokosta Winery, Greenport
Sip Chardonnay and Rosé overlooking the Long Island Sound. The views here are breathtaking year-round, but there’s something magical about the winter serenity.
3:00 p.m. – Bedell Cellars, Cutchogue
Conclude your tasting adventure with Bedell’s smooth Merlot and Cabernet Franc. Enjoy photo ops around the estate before your ride home.
5:30 p.m. – Return Home or Dinner Stop
Your chauffeur will drop you safely at your preferred location. For those looking to extend the evening, you can add a stop at one of the many North Fork farm-to-table restaurants or seaside taverns.
The Holiday Advantage: Why Winter Works Best
1. Fewer Crowds, More Connection
Winter brings fewer tourists and more authentic moments. You’ll be able to chat with winemakers, get insider recommendations, and enjoy private, quiet tastings.
2. Off-Season Specials
Many wineries offer discounted tastings or winter promotions. Combine these with Long Island Limo Rental’s flexible limo packages and you get unbeatable value.
3. Cozy Atmosphere
Picture this: soft music inside your limo, warm cupholders, holiday lights twinkling outside, and a glass of local red in hand — this is what makes Long Island winter winery limo tours unforgettable.
4. Perfect Holiday Gift or Getaway
A private wine limo tour makes an incredible gift for couples, families, or coworkers. Surprise your loved ones with something unique — a day of tasting, exploring, and celebrating.
How to Plan Your Holiday Wine Tour
Step 1: Choose Your Group
Whether it’s two people or ten, we have the perfect vehicle from our Fleet.
Step 2: Pick Your Wineries
Browse our recommendations or ask our team for suggestions based on your preferred wine styles.
Step 3: Book Early
Winter weekends fill quickly around the holidays. Reserve through our Online Quote & Reservation system for confirmed availability.
Step 4: Dress Smart
Bring layers and boots if you plan to take outdoor photos. Inside the limo, you’ll be warm and relaxed.
Step 5: Let Us Handle the Details
We’ll coordinate timing with the wineries, manage parking, and make sure your route is smooth and scenic.
Why Choose Long Island Limo Rental
At Long Island Limo Rental, we’re more than just a transportation company — we’re your hosts for unforgettable moments.
- Expert Local Drivers: Familiar with every North Fork and Hamptons winery.
- Luxury Fleet: From stretch limos to sprinter vans — all immaculately maintained.
- Custom Packages: Tailored itineraries, flexible timing, and door-to-door service.
- Holiday Extras: Ask about champagne service, festive décor, or personalized pick-ups.
We pride ourselves on creating travel experiences that feel personal, polished, and unforgettable.
Explore our Services or visit our Blog for more ideas on special-occasion limousine tours.
FAQ: Winter Winery Limo Tours on Long Island
Q1: Are wineries open in winter?
Yes! Many North Fork wineries such as Macari, Kontokosta, and Bedell remain open with winter hours from 11 a.m. – 5 p.m.
Q2: Can I customize the route?
Absolutely. You can select your favorite wineries or let our experts design a route based on wine type, distance, or group preference.
Q3: What’s included in the limo package?
Private luxury vehicle, professional chauffeur, bottled water, ice, and full-day service. Tasting fees are handled separately at the wineries.
Q4: How many people can fit in one limo?
We accommodate groups of all sizes — from couples to parties of 10+ with our executive vans and stretch limos.
Q5: What if weather conditions change?
Our chauffeurs are trained for all weather. We monitor forecasts and adjust your schedule for safety and convenience.
Q6: Can this be a corporate or team outing?
Yes — our holiday wine tour limo packages are popular with local businesses for year-end celebrations and client appreciation events.
Final Toast
Winter on Long Island offers a different kind of beauty — crisp air, peaceful landscapes, and warm hospitality. Whether you’re planning a romantic date, a friends’ getaway, or a corporate retreat, a Long Island winter winery limo tour turns a simple outing into a holiday experience you’ll talk about all year.
Celebrate safely, travel in comfort, and raise a glass to good wine and great company.
Book your holiday wine tour limo today with Long Island Limo Rental.
→ Reserve Online Now
→ Call us +1-631-887-5544 for assistance or visit our Contact Page.