Rip Van Winkle Flyeradmin


Experience Elegant Travel and Dining
Aboard the Rip Van Winkle Flyer

Passengers embarking on the Rip Van Winkle Flyer are transported on a journey back to the sophisticated atmosphere of the early days of railroading.

The crème of the fleet at the Delaware & Ulster Railroad, the Rip Van Winkle Flyer harkens visitors to a period when life’s pace was more measured and good conversation was cherished entertainment.

A genuine “period piece,” the Rip Van Winkle Flyer lets visitors experience an elegant portion of railroad history on what many experts consider to be the finest collection of train cars on the East Coast.

Dome, Tavern and Observation Cars, the art deco railcars, with their trademark curves and attention to detail, pay testimony to the heyday of passenger train travel. Topping off a voyage on these lovingly restored cars, Rip Van Winkle Flyer trips are accompanied by a midday gourmet meal.

THE MENU, based on seasonal availability, features a fresh salad accompanied by entrees such as Chicken Marsala or Beef Burgundy. Rounding out the dining choices are sides like roasted new potatoes and seasonal vegetables. Spring water, coffee and tea are the beverages offered. Patrons may bring their own wine. The meal is followed by equally delectable desserts such as carrot cake or chocolate ganache.

Passengers have the option of riding aboard The Olive Branch, a 1949 luxury streamlined Tavern Car, a Dining Car, the Observation Car or the Dome Car. Seating is arranged at tables of two or four to encourage old-fashioned camaraderie between passengers.

THE FLYER DEPARTS ON SPECIFIC DATES THROUGHOUT THE SEASON. Tour companies charter the train and we invite individuals to join us whenever there is space available on those dates. Almost all of the trips are luncheon excursions and depart at 11:00 AM. The menu changes with each trip and always includes a full meal in the style of the famed dinner trains. Warm bread, salads, entrees such as Stuffed Pork Loin and our signature Chicken Pot Pie, desserts and coffee service are all sure to satisfy. Linens and china, fresh flowers and spectacular scenery from our over-sized windows help to make every trip memorable. We don’t serve alcohol on the train but you are welcome to bring a bottle of wine with you. There is a nominal corking fee.

THE PRICE PER PASSENGER DEPENDS ON WHERE ON THE TRAIN YOU CHOOSE TO DINE. Unless you select a table for two you will be seated with other passengers at a table for four. This is the true style of railroad dining and often leads to new friendships being formed. All seating options are subject to availabilty on a specific trip.

Seating Options

DINNER IN THE DINER – THE EAST BRANCH This railcar offers comfortable straight back chairs and seating at tables for two or tables for four. All seats in The East Branch are $60 per person and includes your train ticket, meal and taxes.

THE OBSERVATION CAR – NYC #61 – New York Central Car #61 is a round end observation car. This railcar offers comfortable straight back chairs and seating at tables for two or tables for four. All seats in “61” are $75 per person and includes your train ticket, meal and taxes.

PRIVATE DINING for four to eight people is available in the tail end of the Observation Car. The view is specatacular as it wraps around you on your trip through the moutains. The fee is $250 plus $75 per person.

BIRTHDAY PARTIES, ANNIVERSARY CELEBRATIONS AND EVERY GATHERING of close friends and family take on a special feel when shared at our Banquet Table in the Observation Car. We’ll customize the size, setting and menu to meet your needs.

THE VISTA DOME – LOCUST GROVE DINING CAR – Our glass enclosed dining room sits high above the tracks of the D&U. Booth seating allows for two, three or four passengers to share a meal in unparalelled style while taking in the 360 degree view. Vista Dome seating is $95 per person for three or four at a table and $125 per person at a table for two.

TRACK LEVEL DINING IN THE LOCUST GROVE DINING CAR – Our richly appointed dinning room in the lower level of the Vista Dome features plush high backed chairs and large windows that offer a wonderful view. Tables for four are available for $85 per person.


If you would like to experience
The Golden Age of Railroading

aboard the Delaware & Ulster Railroad’s Rip Van Winkle Flyer please select a date from this list of available departures. When you contact us we’ll tell you of the menu and seating choices that are available that day. You’ll be asked to make one pre-paid reservation with a credit card for your party. Reservations cancelled less than 72 hours prior to departure are not refundable.


2016 Departures
of the
Rip Van Winkle Flyer:
All trains leave
at 11:00 AM

Purchase Tickets Here