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30 Things to Do on Long Island this May

Does anyone else feel like this winter was 500 years long? We do. Which means this list is about 500 years in the making. We couldn’t be happier that it’s finally over (no thanks to you, April!), and I know we’re getting a little ahead of ourselves here, but May means Memorial Day Weekend and MDW means summer’s finally on the horizon.
Here’s how to keep busy this May:

1. Observe national small business week and advance your own professional development by attending the U.S. Small Business Association’s first-ever virtual conference, where you’ll have the chance to learn from industry leaders and seasoned veterans –– from anywhere. Free, registration required • May 1-3, anywhere

2. Conquer a mile, 5 km, or 10km during the Long Island Marathon Weekend. Not up for running? Come spectate and cheer us on! • May 4-6, East Meadow

Join us in Port Jefferson on May 9th to networking with us and other young professionals from all over LI.

3. Dress up as your favorite Star Wars character and trawl for beer with Brew Crew Cycles in honor of Star Wars Day • May 4, Riverhead

4. Show off your derby style, enjoy the races, and taste your way through the barrels of bourbon and beer at Bourbon at Belmont • May 5th, Elmont

5. Celebrate the great outdoors by volunteering at a local state park for I Love My Park Day • May 5, various

6. Looking for a different kind of Cinco de Mayo? Put your detective skills to work and join Hotel Indigo for a murder mystery dinner • May 5, Riverhead

7. Study of the art and science of leadership and get the insights you need to be a better team leader at PMI Long Island’s chapter meeting, The Leader’s Compass • May 9, Farmingdale

8. Expand your network with LiiNCS: join us at Brewology to connect with young professionals from all over Long Island • May 9, Port Jefferson

9. Equip yourself with new tools, insights, and connections to help you run a better business at the Long Island Business Expo • May 10, Uniondale

10. Date night in Bellport: enjoy a showing of A Chorus Line, choreographed by Mitzi Hamilton, the real-life Inspiration for the character Val, at the Gateway • May 11-26, Bellport

11. Let your inner child loose and enjoy over 100 attractions and deep-fried everything (we’re coming for you, donut burgers!) at the Empire State Fair • May 11-20, Uniondale

12. Experience the music, songs, and dances of East Asia at the Southampton Cultural Center’s Spring Performing Arts Festival • May 12, Southampton

13. Rally as a team and run for the health of it to benefit the Visiting Nurse Service & Hospice of Suffolk • May 12, Northport

14. Treat mom on the East End with a special Mother’s Day tasting at Pindar Vineyard • May 13, Peconic

Bourbon and the races? Yes, please!

15. Not much for wine? Make mom feel like royalty for day with Afternoon Tea in the Rose Garden at Sands Point Preserve • May 13, Sands Point

16. Gather tips and strategies to promote your business and elevate your brand from the RVC Chamber of Commerce • May 14, Rockville Centre

17. Exchange business cards and connect with local professionals at Swap the Biz’s  networking breakfast • May 15, Melville

18. Rock out at the 9th annual Montauk Music Festival • May 17-20, Montauk

19. Put your teamwork to the test with an escape room experience. Save 30% on admission for ten • Ronkonkoma

20. Send your tastebuds on a mini food tour with the Patchogue Chamber of Commerce’s Breakfast Crawl (and tag us in your ‘grams so we can eat vicariously) • May 19, Patchogue

21. Get to know the local craft beer community (and the amazing brews they craft) at the Great South Bay Brewfest • May 19, Bay Shore

22. Farmers markets all over the island make their comeback this month! Rejoice and find your local spot for fresh goodness. Kick off the season at Westhampton’s opening day • Westhampton, May 19

23. Immerse yourself in the local art scene at the Huntington Village Art Walk • May 20, Huntington

24. Tee up to benefit the Southampton Historical Museum with the Sebonack Golf Club • May 22, Southampton

25. Make your own garden and take it to go at the Tap Room’s Plant Nite • May 22, Patchogue

26. Avoid ocean parkway traffic and enjoy the always-exciting Jones Beach Airshow aboard a cruise with Freeport Water Taxi (or dust off your bicycles and ride on down –– and don’t miss the afterparty!) • May 26-27, Freeport

27. Do MDW on the east end and sample local sips at Dan’s Rosé Soiree, presented by Porsche • May 27, Southampton

Survey says this night is going to be a ton of fun. Sign up early to guarantee your seat!

28. Take a holiday weekend paddle on Carman’s river • May 27, Brookhaven

29. Get your yoga flow & a cuppa joe on rock and roll Sunday • May 27, Huntington

30. Put your knowledge of the region to the test with LiiNCS’ first-ever Long Island Feud Night sponsored by Hedgehog. Break into randomly assigned teams to compete to win exciting prizes • May 31, Holbrook

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