Stay Like A Local
Signature Connections
The town of Greenport, a beacon of the bucolic North Fork, is surrounded by wineries and farm stands and bursting at the seams with restaurants and boutiques marked by resolute mom-and-pop charm. From our inn’s doorstep, we invite you to unplug and settle into the village life: see through a local’s eyes, taste what is homegrown, listen to the harborfront’s rhythm, and do not leave until you’ve lived.
Welcome Toast
Family-owned vineyard + winery on the North Fork of Long Island, NY with sweeping views of the vineyard from the tasting room and a collection of age-worthy wines.
Exclusive to The Harbor Front Inn Guest:
- Welcome Toast, Harbor Front Inn guests will be welcomed with a glass of Macari Vineyards own sparkling wine
Please contact the Front Desk to request excursion.
Wine Tour
Explore the first founding vineyard on the North Fork with a guided tour by Owner, Giovanni Borghese of Castello Di Borghese Vineyard & Winery. This hour-long tour will take you through the vines, private wine cellar, barrel room, & tasting room. Learn about the process of wine-making and end with a delicious tasting of 3 wines (a red, white, & rose).
Exclusive to The Harbor Front Inn Guest:
- Hour-tour with owner Giovanni Borghese
- Discount rate of $60, per tour
- Tours at 12pm, 1pm, 2pm or 3pm
- Guests up to 6 people per tour
Please contact the Front Desk to request excursion.
Sailing Charter
Easterly Sailing offers charters for up to six guests. Experience the excitement of sailing on beautiful bays on a sleek 33-foot, racing boat. Glide through the pristine waters at the helm, actively participating in sailing the boat. Or lean back and enjoy. The choice is yours!
Exclusive to The Harbor Front Inn Guest:
- Receive $50 off any sailing excursion
Please contact the Front Desk to request excursion.
Sailing Excursion
Sit back in our comfy beanbag chairs under the silence of sails while sipping rosé. Feel the wind in your hair as you delight in the sound of the water passing by. Allow the crew to take care of your every need so you can be fully present. A trip on Layla is an intimate adventure you’ll be talking about for years to come.
Exclusive to The Harbor Front Inn Guest:
- Receive $50 off any sailing excursion
Please contact the Front Desk to request excursion.
Sunset Sail
Peconic Water Sports is the premier water sports company serving Eastern Long Island. We provide a world-class menu of water sports activities including water sports charter boats, wakeboarding, waterskiing, wake surfing, tubing, fishing charters, boat rentals, a boat club and more.
Exclusive to The Harbor Front Inn Guest:
- Save 10% off a sunset sail
Please contact the Front Desk to request excursion.
Art-fully Included
VEME Studios Art Bar is open, and guests can order from a menu of mediums. Including Clay, Painting, drawing and more, for up to a 2 hour experience. The Art Bar is like a normal bar, except they’re serving art instead of alcohol! Pick your preferred medium off the menu, sit at one of our art tables and get creative.
Exclusive to The Harbor Front Inn Guest:
- Guests receive 10% off of Art Bar or any Workshops
Please contact the Front Desk to request excursion.
Whiskey Experience
Ricks, Racks, Whisk(e)y & Thieves: one-of-a-kind experience for all whiskey lovers as you immerse yourself in an afternoon of whiskey innovation. Learn how distillers from Kentucky to Scotland to Greenport make the magic happen, making spirit into whiskey before it hits the shelves.
Exclusive to The Harbor Front Inn Guest:
- Guests receive a 10% discount on the Ricks, Racks, Whisk(e)y & Thieves Experience
- Welcome whiskey
- Tour of distillery
- Whiskies thieved from barrels maturing in our rickhouse
- Symposium on barrel staves and char levels
- 10% discount off all bottles purchased the day of reservation
Please contact the Front Desk to request excursion.
Bespoke Gin Session
Learn how to properly nose and taste spirits with Matchbook’s team of spirit experts. This unique experience takes you through the journey of spirits coming to life.
Exclusive to The Harbor Front Inn Guest:
- Tour of the distillery
- Blend your own full size, 750ml bottle of gin
- A custom-made cocktail with your creation for you to enjoy
- Available only on Saturdays at 1pm & 3pm at the Matchbook Distilling Apothecary Tasting Room, session is approx. 60 mins
- Must be booked by Friday before or up to 1 day in advance
- Tours are limited to 6 people. Ages 21+ only
- Guests receive a 20% discount on experience
Please contact the Front Desk to request excursion.
En Mid Palate
En Mid Plate is the perfect way to spend the afternoon. Hosted by Matchbook’s team of spirit experts for an up close and personal experience through the journey of spirits coming to life. As the harvest season carries on come see, smell, taste, and enjoy the beautiful Apothecary Pop Up at Matchbook Distilling Co.
Exclusive to The Harbor Front Inn Guest:
- Tour of distillery
- Welcome cocktail
- Cheese + Meat board
- Flight of four Matchbook spirits of your choice
- 10% discount off all bottles purchased day of reservation
- Guests receive a 10% discount on experience
Please contact the Front Desk to request excursion. Must be booked by Friday before or up-to 1 day in advance.
Farm Tour
A family-owned and operated organic farm using biodynamic practices, known locally for their incredible lettuces.
Exclusive to The Harbor Front Inn Guest:
- Tour of farm with owner Farmer Ira Haspel
- Learn about biodynamic farming practices
- See (and maybe even nibble on….) lettuce varietals and heirloom tomatoes
Please contact the Front Desk to request excursion.
Oysterpond Tour
Learn how oysters are raised, selected and shucked on a daily basis led by local oyster farmer at Oysterponds Shellfish Co., located in the picturesque town of Orient, said to produce “the epitome of East End oysters.”
Exclusive to The Harbor Front Inn Guest:
- Tour lasts 30-45min
- Must book one week in advance
- Transportation not provided
Please contact the Front Desk to request excursion.
