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Lauren & Ian

August 23, 2025 • Southold, NY

Lauren & Ian

August 23, 2025 • Southold, NY

Things to Do

Our Favorite Vineyards

Croteaux Vineyards

1450 S Harbor Rd, Southold, NY 11971

(631) 765-6099

Enjoy rose and sparking wine on their grass lawn.


McCall Wines

22600 NY-25, Cutchogue, NY 11935

(631) 734-5764

Our favorite pinot noir!


Paumanok Vineyards

1074 Main Rd, Aquebogue, NY 11931

(631) 722-8800

Nice outdoor area!


Lenz Winery

38355 NY-25, Peconic, NY 11958

(631) 734-6010

Beautiful outdoor seating area!


Mattebella Vineyards

46005 NY-25, Southold, NY 11971

(631) 655-9554

The BEST charcuterie board you can find!


Greenport Harbor Brewery

42155 Main Rd, Peconic, NY 11958

(631) 477-1100

Pro tip, order the pretzel :)

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Visit Downtown Greenport

Walk around downtown Greenport and visit the famous Carousel, grab a bite to eat in town and stop in the local shoppes. You can even take the 10 minute ferry ride to Shelter Island.


Antique Carousel

115 Front St, Greenport, NY 11944


Goldberg's Famous Bagels

131 3rd St, Greenport, NY 11944

*Try the french toast bagel!


The Frisky Oyster

27 Front St, Greenport, NY 11944

*Our favorite dinner spot


1943 Pizza Bar

308 D Main St, Greenport, NY 11944

*Delicious brick-oven pizza


Brix & Rye

308 A Main St, Greenport, NY 11944

*Cocktail bar and serves 1943 pizza!

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Other Eats

Southold Fish Market

64755 NY-25

Southold, NY 11971

**Our favorite lunch spot; the best local seafood!


The Halyard

58775 County Rd 48, Greenport, NY 11944


Southold Social

56125 Main Rd, Southold, NY 11971

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Visit Love Lane

Take a walk on Love Lane in Mattituck to visit some local shoppes and restaurants.


North Fork Doughnut Co.

100 Love Ln, Mattituck, NY 11952


Love Lane Kitchen

240 Love Ln, Mattituck, NY 11952


Lombardi's Love Lane Market

170 Love Ln, Mattituck, NY 11952

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Tanger Outlets Riverhead

Tanger Outlets Riverhead

1770 W Main St, Riverhead, NY 11901

(631) 369-2732

Cherry Creek Golf Links

The only reason Ian will wake up on a Saturday at 4am...to golf!

900 Reeves Ave, Riverhead, NY 11901

(631) 369-6500