A Practical Take on the Private Arrival Transfer from NYC Airports to Long Island
If you’re heading to Long Island and want a smooth start to your trip, a private transfer from JFK or LaGuardia might be worth considering. Based on reviews and the details available, this service seems to deliver reliable, personalized transportation without the hassle of hailing a cab or navigating public transit after a long flight.
What we especially appreciate about this service is the flat fee, which means no surprises with meters or hidden costs, and the personalized experience with a private driver. However, it’s worth noting that gratuity isn’t included, and if you have more than one large bag or oversized luggage, you’ll want to check ahead—these details can matter when planning your ride.
This service appears to be best suited for travelers who value convenience and reliability when arriving after a long flight, especially if you’re heading to Nassau or Suffolk County. It’s also a good pick if you prefer to skip the taxi lines and enjoy a door-to-door experience. Let’s unpack what makes this transfer stand out and whether it’s the right fit for your trip.
Key Points

- Reliable and Trusted: Winston Winston Transportation has been trusted since 1973, so they’re experienced in handling airport arrivals smoothly.
- Personalized Service: You get a private vehicle, meaning no sharing rides or waiting for other passengers.
- Flat Fee Transparency: No meter surprises—just a straightforward $90 per person, with taxes and fees included.
- Flexible Vehicle Options: Choose between a sedan or SUV, suitable for different group sizes.
- Punctuality and Reviews: Multiple travelers have praised their on-time pickups and helpful staff, which can make your arrival less stressful.
- Luggage Considerations: Each passenger can bring one suitcase and one carry-on, but oversized luggage might need prior approval.
The Experience and What You Can Expect

When booking this private transfer, you’re selecting a service that emphasizes door-to-door convenience. After booking, you’ll be contacted to confirm your details, including your airline and arrival time. On the day of your arrival, a driver will meet you at JFK or LaGuardia, ready to assist with your luggage and guide you to your destination.
The vehicle options are a clean sedan or minivan, both suited for comfort and space. If you’re traveling with a group or family, the SUV can comfortably accommodate up to six passengers, making it a practical choice for those heading to Long Island with more luggage or extra friends.
What makes this service particularly appealing is the personalized experience. Travelers have repeatedly highlighted the professionalism and friendliness of drivers. One reviewer mentioned, “The overall experience was first class,” which really speaks to the quality of service you can expect.
The transfer time varies between 30 minutes to about an hour and a half, depending on your specific destination within Nassau or Suffolk County. Some of the reviews noted how helpful and quick the service was, even amid flight delays or cancellations, which is a big plus for nervous travelers or those with tight schedules.
Prefer personalized experiences? Here are other private options we've covered in Long Island
Why It Stands Out

Many reviews praise Winston Winston Transportation for its timeliness and helpful staff. As one traveler put it, “They bailed me out. They were able to pick me up in 15 minutes from me calling them.” This sort of responsiveness can be a real lifesaver when your flight lands late or if you’re in a hurry.
The service’s longevity—being in operation since 1973—means they have a lot of experience smoothing out the complexities of airport arrivals. Travelers have described their drivers as friendly, punctual, and professional, which adds a level of comfort during what can otherwise be a stressful moment.
The flat fee structure is also a real advantage. Unlike traditional taxis, where meters can add up quickly or charges can vary, knowing exactly what you’ll pay beforehand helps you plan your budget. Taxes and fees are included in the $90 price per person, although gratuity isn’t. It’s worth considering tipping your driver for their service, especially if they’ve gone above and beyond.
The Practical Details
Booking is straightforward and typically done about 5 days in advance, which is convenient for most travelers planning ahead. The service caters to Nassau and Suffolk County, with pickups from JFK or LaGuardia, and can handle most travelers’ needs with a maximum of three passengers in a sedan or six in an SUV.
Luggage restrictions are clear: one suitcase and one carry-on per person. If you have larger or more items, it’s best to check with the operator ahead of time. The service is also accessible for service animals, which can be helpful if you’re traveling with a trained companion.
While child seats aren’t provided, you are welcome to bring your own, and they can store them for an additional fee if needed. Children under 16 need to be accompanied by an adult, making this a straightforward choice for adult travelers and families alike.
Who Should Consider This Service?

If you prize reliability and personalized attention after a flight into New York, this transfer could be a perfect match. It’s especially suited for those arriving at JFK or LaGuardia and heading directly to Long Island, whether for business, leisure, or a special event.
Travelers who dislike waiting in taxi queues or are concerned about hidden costs will find the flat fee and private setting appealing. If you’re traveling with a group or family and have several pieces of luggage, the SUV option adds extra comfort and space.
This service shines when punctuality and professionalism are priorities, and it’s consistently praised for its helpful staff and smooth pickups. If you’re flying into New York and want to start your trip with ease, this could be a smart choice.
The Downsides and Things to Consider

No service is perfect, and this transfer is no exception. The main consideration is the additional charge for locations further east—if your destination is on the farther end of Long Island, expect a possible extra fee.
While the cost of $90 per person may seem fair for a private transfer, keep in mind that larger groups or those with extra luggage might want to compare this with other options. Also, gratuity isn’t included, so factor that into your budget.
Lastly, the luggage policy—one suitcase and one carry-on per person—is standard but may be limiting if you’re traveling with oversized equipment or numerous bags. Always check ahead to confirm if you have special luggage needs.
Final Thoughts: Is This Transfer Right for You?
For travelers who value efficiency and comfort, this private transfer offers a straightforward, stress-free way to start your Long Island trip. The long-standing reputation of Winston Winston Transportation, combined with consistently positive reviews, suggests you’ll be in good hands.
If you’re arriving at JFK or LaGuardia and want to avoid the unpredictability of taxis or shared shuttles, this service could be a real time-saver. It’s especially worthwhile if you’re traveling with a group, have lots of luggage, or simply prefer a more personalized, hassle-free experience.
However, if you’re on a tight budget or have unconventional luggage needs, you might want to explore alternative options or confirm details with the provider in advance.
In general, this transfer strikes a good balance between price and reliability, making it a solid choice for many travelers heading to Long Island.
Private Arrival Transfer: NYC Airports (JFK) (LGA) to Long Island
“WINSTON AIRPORT TRANSPORTATION was AWESOME. They bailed me out. They we're able to pick me up in 15 minutes from me calling them. The dispatcher on…”
FAQ
How far in advance should I book this transfer?
Most travelers book about five days ahead, which helps ensure availability and smooth coordination, especially during busy travel times.
What is included in the price?
The $90 per person fee covers a one-way private transfer, all taxes, and fees. Gratuity, however, is not included and is optional.
What vehicles are available?
You can choose between a sedan or an SUV. The sedan is suitable for up to three passengers, while the SUV can accommodate up to six.
Are there luggage restrictions?
Yes, each traveler can bring one suitcase and one carry-on bag. Oversized or excessive luggage might require prior approval, so check with the operator.
Can I bring a service animal?
Yes, service animals are allowed, making this service accessible for travelers with specific needs.
Does the driver wait if my flight is delayed?
While not explicitly stated, reviews suggest the service is punctual and helpful, so they likely accommodate delays when contacted.
Is this service suitable for families?
It’s suitable for small groups and families, especially with the SUV option. Remember, child seats are not provided, so bring your own if needed.
What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, giving you flexibility if your plans change unexpectedly.
If you’re heading to Long Island and want a smooth, reliable start to your trip, this private transfer offers peace of mind and comfort. It’s a solid choice for those who prioritize hassle-free travel from the airport to their destination.
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