FRIDAY
Music at the Flower Farm | North Fork Flower Farm, 48455 Middle Road, Southold, 631-769-9678
Rites of Spring Music Festival presents this free indoor concert featuring Gabriele Leite on guitar and Renan Proença on percussion at 5 p.m.; registration required; no more than two tickets allowed. For more information, look here.
Sunset Fridays | Palmer Vineyards, 5120 Sound Ave., Riverhead, 631-722-9463
Unwind with wine, live music, and a wood-fired oven pizza truck at Palmer from 5:30-8:30 p.m.; reservations recommended. To book, click here.
SATURDAY
Long Island Garlic Festival | Waterdrinker North Fork, 4560 Sound Ave., Riverhead, 631-878-8653
The 23rd annual Garlic Festival runs from 10 a.m.-5 p.m. on 9/13 and 9/14 and includes live music, vendor market, access to field activities like mini golf and more. Tickets are $20 per person; for more information, check here.
Sailing: Southold Yacht Club exhibit | Southold Historical Museum, 55200 Main Road, Southold, 631-765-5500
It’s the final weekend to catch this exhibit dedicated to the history of the Southold Yacht Club, which started in 1938. The exhibit is open on 9/13 and 9/14 from 1-4 p.m.; admission is $5 per person or $10 for families, which includes entry to the Maple Lane Complex and the Nautical Museum at the Horton Point Lighthouse. For more details, click here.
One-Act Festival | Jamesport Meeting House, 1590 Main Road, Jamesport, 631-722-5170
The Corchaug Repertory Theatre’s slate of original one-act plays runs on 9/13 at 7 p.m. and on 9/14 at 4 p.m.; tickets are $20 and are available at the door or here.
Endless Summer Soiree | Strong’s Water Club & Marina, 2255 Wickham Ave., Mattituck, 631-529-6347
This annual fundraiser for the East End Arts and Humanities Council kicks off at 6 p.m. with live music, local food and drink, silent auction and more. Tickets are $175 and can be reserved here.
SUNDAY
Squish and Sip | Pindar Vineyards, 37645 Main Road, Peconic, 631-331-6200
Grape stomping, vineyard talk and a lunch with wine pairings are on the agenda at this harvest event from 10 a.m.-3 p.m.; tickets are $149 per person and may be obtained here.
Pig Roast and Raffle | Our Lady of Ostrabrama R.C. Church, 3000 Depot Lane, Cutchogue, 631-734-6446
From 3-7 p.m. enjoy pork, chicken, ribs, salad, corn on the cob and watermelon at this BBQ fundraiser, and a raffle of over $15K in prizes. BBQ tickets $40, kids under 12 free; raffle tickets $100 each. For more details and to buy tickets, look here.
ELIH Foundation 5K Family Walk/Run | Indian Island County Park, Cross River Drive, Riverhead, 631-852-3232
The 9th annual ELIH Foundation 5K race kicks off at 9 a.m.; a free kids’ fun run starts at 8:30 a.m.; cost is $30 for adults, $10 for kids ages 6-12, with price increases after 9/13. To sign up, click here.
Oktoberfest | Greenport Harbor Brewing Company, 42155 Main Road, Peconic, 631-477-1100
From 1 to 5 p.m., celebrate Oktoberfest in Peconic with the Die Spitzbuam German oompah band, a costume and stein holding contest, and a special menu. For more details, look here.