Best Summer Events & Festivals in Southampton

When summer arrives in Southampton, New York, the town transforms into a vibrant celebration of culture, community, music, and philanthropy. From beachfront concerts to high-society galas, the Town of Southampton and its charming hamlets and villages—like Sag Harbor, Bridgehampton, and the Village of Southampton—host a dazzling array of events that make summer here unlike anywhere else.

Whether you're a long-time resident or just visiting for the season, these standout events in 2025 are sure to elevate your East End experience.

Few settings rival Ponquogue Beach for sunset entertainment. Throughout the summer, the town hosts its Free Summer Concerts and Movies at Ponquogue Beach presenting a curated lineup of live music performances and family-friendly movies set against the backdrop of the Atlantic Ocean. It's the ideal way to end a sun-soaked day—barefoot in the sand, cool drink in hand, and local talent setting the tone.

The Decorators-Designers-Dealers (D-D-D) Sale and Auction Gala is a perennial favorite among Southampton's philanthropic circles. With stunning home décor and antique finds up for grabs, plus wine and silent auctions, this cocktail party benefits the Southampton Fresh Air Home and supports children with physical disabilities. Tickets start at $250, offering access to what is undoubtedly one of the most elegant social events of the season.

Father's Day weekend brings the spring installment of the Sag Harbor Arts & Crafts Fair. With more than 50 artisans showcasing handmade jewelry, photography, home décor, and fine art, this two-day waterfront fair is ideal for a scenic stroll and some unique gift hunting. Located steps from historic Main Street and the marina, it's a perfect stop during a Sag Harbor day trip.

Nothing says summer in the Hamptons like fireworks over Shinnecock Bay. The American Picnic is a high-society affair with all-American charm—think gourmet picnic spreads, food trucks, carnival games for kids, and a spectacular fireworks show courtesy of the world-famous Grucci family. Tickets ($500 for adults, $200 for children) support the Southampton Fresh Air Home.

The Village of Southampton's 4th of July Parade is a cherished tradition—one of the largest East End holiday parades—dates back over a century and continues to embody the spirit of small-town Americana with the Hamptons' polish. Marching bands, scouts, veterans, antique cars, and flag-waving families line the streets for a morning of pageantry and patriotism. Hosted by the Commission on Veterans' Patriotic Events, the parade honors those who have served, bringing generations of locals and visitors together.

Though technically a bit to the north of Southampton, across the Great Peconic Bay, boating enthusiasts will want to celebrate Independence Day weekend on the water at Strong's Water Club, where boaters go head-to-head in the annual "Dress Your Boat" contest. The best-dressed boats in red, white, and blue win prizes—and bragging rights—while spectators enjoy a lively, nautical-themed afternoon. Creativity and patriotic flair are encouraged in this family-friendly competition, perfect for those looking to make a style statement.

A sensory celebration of Hellenic culture, the Hamptons Greek Festival is a four-day extravaganza featuring traditional Greek food, pastries, live music, and folk dancing. Set on the lush grounds of the Dormition of the Virgin Mary Church, this annual festival attracts locals and weekenders alike, serving up souvlaki, baklava, and an unparalleled sense of community spirit.

One of the most anticipated galas of the Hamptons season, this year's Southampton Hospital Foundation Summer Party—A Night in Marrakesh—promises exotic flair with a Moroccan-inspired evening under the tents. Guests will enjoy an elegant sit-down dinner, cocktails, dancing to the band Overdrive, and a cause that benefits Stony Brook Southampton Hospital. It's a magical fusion of indulgence and philanthropy.

Summer 2025 in Southampton is brimming with opportunities to celebrate, give back, and soak in the charm of Long Island's storied South Fork. Whether it's lounging on the lawn for live music, toasting at a black-tie benefit, or embracing community traditions like the Fourth of July parade, there's no shortage of ways to enjoy the season.

From the hamlets of Hampton Bays and Bridgehampton to the historic Village of Southampton and artistic Sag Harbor, every corner of the township contributes to a calendar of events that's as dynamic as the community itself. If you're planning your summer in the Hamptons, mark your calendars now—these signature events are where memories are made.

If you're interested in learning more about the Southampton luxury real estate scene, contact broker Harald Grant today. Whether buying or selling, allow Harald and his team's experience and expertise to help you craft your next high-end Hamptons real estate transaction.