Author: , November 4th, 2016


greenport-five-welcomeGreenport, New York is located on the far east side of the north shore of Long Island. There is just one small village to the east of it, Orient Point where you can take the Ferry over to New London, Connecticut and on up to Boston or Ptown. Greenport was founded in 1682 and was incorporated in 1838. It was first a ship building and whale and fishing village.

Of course that is all past history however when visiting there, it is interesting to read all about the history and visit many of the places. We have been there over a dozen times in the past 15 years and always look forward to our visits there. The population is only about a couple of thousand. Most all of the homes are very old but kept up beautifully.

greenportIn the summertime, tourists and visitors flock to Greenport. It is only about 100 miles east of New York City. You can drive or best to take the train or bus out to Greenport. You can walk all around town so a car is really not necessary.

They have great restaurants and we do think that we have dined at all of them over the years. Two of our favorites are Claudio’s (pictured at top) which has been in business there since 1870. They have three locations there including one right downtown and one on the wharf. their website is:

Another great restaurant is Lucharitos Mexican restaurant which is also located right downtown. It is one of the few restaurants that has a solid 5 Star rating and we certainly agree with that consensus! Their website is: Whether you are into fresh seafood or Mexican you cannot go wrong dining at these two restaurants.

There of course are a lot of other restaurants to dine.

Greenport books up in the summer so be sure and make your reservations early. We recommend:





All of these accommodations are within walking distance of downtown and close to the sights, museums, galleries and historical places in Greenport. For one of the best websites to visit before visiting Greenport is:

greenportThat will give you a great start before visiting there. The Arts are alive and well in Greenport and you will find everything that you expect in large cities. We have found that everyone is extremely friendly.

While there, but sure and visit the wineries as the north shore of Long Island is full of wineries and the beaches are wonderful. Greenport really has it all!

On a very personal note, our dear friend, Tom Monsell who has lived his entire life in Greenport recently passed away. We were there in August to help him celebrate his Birthday. We have many fond memories of our times with Tom in Greenport and with Tom when he would visit us here at our home.

His dear friend, Gail Horton is the executor of his estate and has been a very close friend of Tom’s for nearly 50 years. She contributes so much for the community of Greenport. She is a real jewel.

Don and RayAlways remember to have fun when traveling, meet new people and talk to everyone!

TRAVELING IN OUR FABULOUS GAY WORLD is written by Donald Pile and Ray Williams, Award-winning, Celebrity travel columnists who write for gay publications from coast to coast (And now legally married).

Proud members of the IGLTA. You can email them at and visit their website at

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Featured Property: Wells House B&B, Greenport, New York

Author: , August 27th, 2010

Periodically we’ll feature one of our properties here to let our readers know about some great gay friendly places to stay.

Gay Friendly Long Island Bed and Breakfasts, Hotels, and Vacation Rentals

Wells House B&B - Greenport, New YorkCirca 1859. Recently renovated Wells House with meticulous care for its historic integrity, this Italianate sea captain’s home is listed in the National Register and boasts original marble fireplace mantles, wide plank floors and a red mahogany curved banister. Relax beyond the iron gates amid a Victorian ambiance and peacefully secluded grounds with shade trees, flowers, a stone patio and two private covered porches.

Each of the window sets were removed and worked tirelessly by hand; over 80 windows were restored and as they always have been when no screws were used.

The Wells House original wide blank pine floors are in amazing condition and just beautiful to behold. The wide soffits that surround the Wells House are ideal, and the corbels you see have been painstakingly painted by hand in 3 of the primary colors of the Wells House exterior.

Any visitor will be transported immediately back to the 19th century upon entering the Wells House property… leaving the 21st century’s problems on the sidewalk.

See the Wells House B&B Expanded Listing on Purple Roofs Here