By car
The LIE to exit 70, then Route 27 east. Leave before two or after eight.
Mynt Models · New York
Itinerary ideasfrom New York
Six routes out of the city, each with the crossing, the hours and the company worked out. Pick one from the chart, or read straight through.
The premise
Where New York goes when it leaves
Manhattan is unusual among great cities in how quickly it can be left behind. Ninety-seven miles of parkway puts you on the Atlantic; an hour in the air reaches an island thirty miles offshore; three and a half hours reaches the Bahamas before the afternoon is out.
The constraint is almost never distance — it is whether the days at the other end have been thought about at all. What follows are six routes we arrange most often from New York, each a starting point rather than a fixed programme.
The routes
Six ways out of the city
Itinerary 01 — Long Island, New York
New York toThe Hamptons
Ocean, and ninety-seven miles of parkway
- Journey
- 2h 10m
- Distance
- 97 mi
- Season
- May – Sep
- Nights
- Two
The crossing
Getting to the Hamptons
Close enough to leave after lunch, far enough that nobody expects you back. The East End is the shortest route out of Manhattan that still changes the register entirely.
By seaplane
East 23rd Street Skyport to East Hampton, low over the Sound.
By helicopter
Downtown Manhattan Heliport direct. The Friday-evening option.
By rail
The Cannonball from Penn Station, Fridays in season, no change.
The register
What the Hamptons asks of you
The East End does not reward effort. Its social code prizes ease above almost everything — the worn linen over the new one, the dinner that appears to have been assembled without planning. Arriving visibly impressed is the one reliable way to be read as a visitor. A companion who understands that makes the weekend considerably easier: conversation at a Georgica table moves quickly and settles on nothing for long, and what is wanted is someone who can follow it without needing it explained.
40.9634° N, 72.1848° W
The run
Arrival, in order
Arrive and unpack
The house on Georgica Pond. Unpack properly rather than living from the case — it turns a trip into a stay.
An hour in the Atlantic
Main Beach is four minutes away and near-empty by six. Colder than it looks until late July.
Dinner in East Hampton
A table on Newtown Lane, booked well ahead. Seasonal, unshowy, and better outside if the evening allows.
A drink, then the terrace
Somewhere small and within walking distance. Then the house, the last of the wine, and ninety-seven miles of distance from the telephone.
On arrival
Four things worth the afternoon
Itinerary 02 — Massachusetts
New York toNantucket
Thirty miles out, and deliberately so
- Journey
- 1h 05m
- Distance
- 216 nm
- Season
- Jun – Sep
- Nights
- Three
The crossing
Getting to Nantucket
Further from the mainland than people expect, and organised entirely around that fact. Thirty miles of open water filters a crowd more effectively than any door policy.
Private jet
Teterboro to Nantucket Memorial. The standard arrangement in season.
Scheduled charter
Seasonal direct services from JFK, running from June.
By yacht
Through the Sound and round Point Judith. A genuine pleasure in settled weather.
Car and fast ferry
Five hours to the Cape, then an hour on the water. Only if the car is wanted.
The register
What Nantucket asks of you
The island runs on understatement. Cobbles, grey shingle, no traffic lights, and a strictly enforced absence of anything that looks new. Evening dress means a jacket, not a statement. A companion calibrated for Manhattan needs to dial it down about two notches — and the women arranged for island weeks already know that before the wheels touch. What works here is ease at a long table and comfort with an afternoon that has nothing in it.
41.2835° N, 70.0995° W
The run
Arrival, in order
Land and settle
Ten minutes from the airfield to Hulbert Avenue. The house will be open and the windows already up.
The water at Steps Beach
A short walk down. The Sound is flat and warm by late afternoon, and quieter than Children’s Beach.
Dinner on India Street
Booked three weeks out. Small rooms, low ceilings, and an evening that moves at the island’s pace.
The wharf, then back
Straight Wharf after the tables clear. The walk home through town takes about eleven minutes.
On arrival
Four things worth the afternoon
Itinerary 03 — Eleuthera, The Bahamas
New York toHarbour Island
Three and a half hours, then eleven minutes in a launch
- Journey
- 3h 20m
- Distance
- 1,100 mi
- Season
- Nov – May
- Nights
- Four
The crossing
Getting to Harbour Island
A three-mile cay off the top of Eleuthera that has spent forty years perfecting a very specific kind of informality. The last stretch is the one that changes everything.
Private jet
Teterboro direct to North Eleuthera. Customs on arrival takes minutes.
Commercial and hop
JFK to Nassau, then a short hop north. Daily through the winter.
The launch
Three Island Dock across the cut to Dunmore Town. The proper way to arrive.
By yacht
Most arrive on their own keel. The anchorage is tight and expects notice.
The register
What Harbour Island asks of you
Golf carts instead of cars. No jackets, ever. Dinner at eight in something linen that cost a great deal and is not supposed to look like it. The island rewards ease and punishes performance, which makes the choice of companion unusually consequential. What works is someone genuinely relaxed in a small, observant community — content to spend an afternoon doing nothing in particular, and entirely uninterested in being looked at.
25.5000° N, 76.6333° W
The run
Arrival, in order
Land, and cross
Through North Eleuthera in under ten minutes, then the launch across the cut. A cart meets the dock.
Unpack at the house
Above the beach on the eastern shore, or in town if the harbour side is preferred.
The pink sand at low light
Three miles of it, almost empty after five. The colour is real and most obvious in the last hour.
Dinner in Dunmore Town
A ten-minute cart ride, and a kitchen doing the same six things exceptionally well for thirty years.
On arrival
Four things worth the afternoon
Itinerary 04 — Colorado
New York toAspen
Four and a half hours to eight thousand feet
- Journey
- 4h 30m
- Distance
- 1,730 mi
- Season
- Dec – Mar
- Nights
- Four
The crossing
Getting to Aspen
A small town containing a very large amount of money, with strong feelings about how that money behaves. Old skiwear is admired. New everything is noticed.
Private jet
Teterboro to Sardy Field. A demanding approach — hold a Denver alternate.
Commercial
JFK via Denver or Salt Lake, then a short hop into the valley.
Eagle, then Highway 82
Seventy miles up the Roaring Fork. Often faster when Sardy is closed.
In the valley
Aspen is eight blocks wide. A car is useful only for Snowmass.
The register
What Aspen asks of you
Dinner is early by Manhattan standards — eight o’clock, and the room is quiet by eleven; the altitude accounts for most of that. Conversation is unhurried and runs long, which makes the company more consequential than the table. A companion who skis is an advantage but not a requirement: a great many good days here are spent entirely off the mountain. What matters is ease at a long table and comfort with four unhurried days.
39.1911° N, 106.8175° W
The run
Arrival, in order
Land at Sardy Field
Through the FBO in minutes. The drive in runs along the river and is the best introduction the valley offers.
Unpack on Red Mountain
Or the West End, if walking into town matters more than the view back across it. The fire will be lit.
Into town, on foot
Eight blocks, worth a slow circuit before dark. The light off the snow at this hour is remarkable.
Dinner on Hyman Avenue
Booked well ahead — the good rooms are small and the season is short. Order lightly on the first night.
On arrival
Four things worth the afternoon
Itinerary 05 — Ottauquechee Valley
New York toWoodstock, Vermont
Two hundred and sixty-eight miles, and the drive is the point
- Journey
- 4h 45m
- Distance
- 268 mi
- Season
- Sep – Oct
- Nights
- Two
The crossing
Getting to Vermont
The least performative place within a day of Manhattan, and it stays that way by being slightly inconvenient to reach. There is no scene to be seen at.
By car, the Taconic
Eighty-five miles of parkway built for touring in the thirties, and largely unchanged.
Private jet
Teterboro to Lebanon, New Hampshire, then forty minutes across the river.
By rail
The Vermonter to White River Junction. Scenic for the last two hours.
The interstate
I-91 the whole way. Ninety minutes faster and entirely without merit.
The register
What Vermont asks of you
Nothing is required of you socially — but two nights in a village of four hundred people, with no events and nothing scheduled, puts the whole weight of the weekend on the company. It is the itinerary most often chosen by clients who already know the companion well, and the least suited to a first arrangement. Where it works, it works better than anywhere else on this list.
43.6245° N, 72.5187° W
The run
Arrival, in order
North on the Taconic
No trucks, no billboards, and long climbing curves through the Hudson highlands. The best road on the eastern seaboard.
Lunch in the Berkshires
Cut east at Hillsdale into Great Barrington. An hour is enough — a long lunch makes a late arrival.
Cross into Vermont
North on Route 7, then the river road above Brattleboro. The landscape changes within a mile of the line.
Arrive Woodstock
In along the Ottauquechee with the light going. Unpack properly; the inn will hold dinner.
On arrival
Four things worth the afternoon
Itinerary 06 — Rhode Island
New York toNewport
Three hours to the last of the Gilded Age
- Journey
- 3h 15m
- Distance
- 180 mi
- Season
- Jun – Sep
- Nights
- Two
The crossing
Getting to Newport
A working harbour wrapped around a stretch of the most extravagant houses ever built in America. In season it is the best sailing on the eastern seaboard.
By car
I-95 to Route 138 and over the Pell Bridge. Straightforward outside a regatta weekend.
By yacht
Up the Sound and round Point Judith. Newport Harbour is the point of the trip.
Private jet
Teterboro to Newport State. Ten minutes from the airfield to Bellevue Avenue.
By helicopter
Direct from Manhattan, and the usual arrangement for a single night.
The register
What Newport asks of you
Newport keeps two worlds side by side and is relaxed about both: a serious sailing town by day, and by evening a set of houses that have been entertaining in the same rooms for a hundred and thirty years. Dress is nautical rather than formal. The social calendar is dense in July and August, and an invitation-led weekend here asks for a companion who is genuinely easy in a crowd and does not need managing.
41.4901° N, 71.3128° W
The run
Arrival, in order
Arrive and settle
A house off Bellevue, or the harbour side if the boats matter more than the lawns.
Ocean Drive
Ten miles round the point with the water on three sides. Slowly, and stop at Brenton.
Drinks on the harbour
Bannister’s or Bowen’s as the fleet comes in. The best hour of a Newport day.
Dinner, then the wharf
A table on Thames Street, and a walk back along the water afterwards.
On arrival
Four things worth the afternoon
The company
Who the arrangement is for
Every itinerary on this page assumes two people. The difference between a good trip and a memorable one is rarely the house or the table — it is whether the person opposite is genuinely easy company across four unscheduled days.
An outgoing, authentic and playful girlfriend for an FMTY travel GFE arrangement makes everything better. The women arranged through Mynt Models for travel are selected for exactly that.
Questions
On arranging travel from New York
How far in advance should a trip be arranged?
Three to four weeks is comfortable for most of these routes and two is usually workable. The constraint is rarely the companion — it is the house and the table. Christmas and New Year in Aspen, and the foliage fortnight in Vermont, need several months.
Does a companion travel out with me, or meet me there?
Either. Travelling out together tends to make the first evening easier, and on a driving itinerary it is the itinerary. Where discretion favours separate arrivals, that is arranged without comment.
Are flights and transfers arranged as part of the booking?
They can be. The concierge will hold private aviation, a launch or a car alongside the arrangement where a client prefers a single point of contact.
Can an itinerary be adjusted?
These are starting points, not fixed programmes. Every element is adjusted around a client's dates and preferences before anything is confirmed.
Arrange the journey
Going to the Hamptons soon?
Planning a trip to the Bahamas, or a visit to Vermont? Arrange a beautiful, smart and friendly companion to join you, and ensure the experience is unforgettable. An outgoing, authentic and playful girlfriend for a FMTY travel GFE arrangement makes everything better.