DREAMLAND DREAMBIG

July 17

Join the Nantucket Dreamland at the Siasconset Casino for a night of gaming, glamour and gratitude in support of the Dreamland's programming, world-class performing arts and live performances. nantucketdreamland.org

NANTUCKET ANTIQUES SHOW

July 17-20

The Antiques Council's annual show boasts some of the finest in fine arts and antiques, with 28carefully selected antiques, dealers, and art galleries represented from around the world. thenantucketshow.com

AAN Gala

July 18

An island tradition, the Artists Association of Nantucket's Gala features prominent art collectors and donors for a lively auction at the Great Harbor Yacht Club, with a tribute to island painter Jan Purdy Metcalf. nantucketarts.org

MARIA MITCHELL ASSOCIATION CIRCUS

July 23

The show must go on. The Maria Mitchell Association's Stargazer Gala hits the big top at Tom Nevers Field for "A Night at the Circus," with additional circus performances July 24-26. mariamitchell.org

SWIM ACROSS AMERICA NANTUCKET

July 25

Swim Across America makes a splash again on Nantucket, bringing over 400 swimmers, volunteers and spectators for its annual race in benefit of the Nantucket Cottage Hospital, Palliative and Supportive Care of Nantucket and Mass General Cancer Center. swimacrossamerica.org

A NANTUCKET NIGHT

8/1

The Oldest House (6-10 p.m.)

Set against the storied backdrop of the Oldest House, A Nantucket Night invites guests to explore the Nantucket Historical Association’s world-class scrimshaw collection, inspired by the organization’s 2026 exhibition Wider World & Scrimshaw, which celebrates the craft of scrimshaw and its far-reaching global influences. nha.org

DRAGONFLY NANTUCKET

8/1

Great Harbor Yacht Club (5:30-8 p.m.)

Now in its ninth year, the Dragonfly Nantucket fundraiser gathers the island for an uplifting, elegant evening under the tent at the Great Harbor Yacht Club. Founded by Kate Kling to transform loss into purpose, the event blends heartfelt storytelling, warm community spirit and inspiring momentum to champion mental health on Nantucket. Proceeds directly support Fairwinds. fairwindscenter.org

RAFAEL OSONA'S ANNUAL AMERICANA FINE ART & MARINE SALE

8/1-2

American Legion Hall

A centerpiece of Nantucket’s summer art scene, Rafael Osona’s two-day auction dazzles with museum-quality folk art, maritime treasures and 19th-century scrimshaw. The sale showcases expertly curated lots with standout craftsmanship, inviting collectors and those who are simply curious to discover works that tell the story of the sea and American design. rafaelosonaauction.com

JIMMY BUFFETT'S ESCAPE TO MARGARITAVILLE

7/9-8/22

Bennett Hall

Kick off a mini-vacation without leaving the island as the Theatre Workshop of Nantucket brings Jimmy Buffett’s Escape to Margaritaville to life with sun-soaked vibes, big laughs and sing-along favorites. From “Cheeseburger in Paradise” to “Margaritaville,” this romantic comedy is perfect for Parrotheads and anyone craving a feel-good summer night. theatrenantucket.org

NANTUCKET GARDEN CLUB ANNUAL HOUSE AND GARDEN TOUR

8/5

(11 a.m.-4 p.m.)

Themed “Promenade on the Point,” the Nantucket Garden Club’s 70th annual House and Garden Tour invites guests to explore a collection of Brant Point’s most picturesque private homes and meticulously curated gardens. This summer tradition features a tour through charming historic and contemporary properties adorned with exquisite floral arrangements. nantucketgardenclub.org

NANTUCKET PRESERVATION TRUST ANNUAL AUGUST FETE

8/6

Codfish Park

An annual celebration of Nantucket’s architectural heritage, the Nantucket Preservation Trust’s fête invites you into the charm of Codfish Park, where classic beach cottages open their doors just steps from the Atlantic. The evening flows into an elegant gathering at the Siasconset Casino, where signature cocktails mingle with live music. nantucketpreservation.org

BOSTON POPS ON NANTUCKET

8/8

Jetties Beach (7 p.m.)

The 29th annual Boston Pops concert lights up Jetties Beach with a spectacular seaside concert perfect for all ages. Yachtley Crew joins the Boston Pops on tour for sing-along yacht rock favorites, orchestral showstoppers and a sunset party that crescendos into a drone show over the night sky. Proceeds support Nantucket Cottage Hospital. nantuckethospital.org

TIM RUSSERT SUMMER GROOVE

8/15

Nantucket Boys & Girls Club (6-11 p.m.)

Honoring the legacy of journalist Tim Russert, the Tim Russert Summer Groove transforms the Boys & Girls Club into an elegant summer soirée complete with a lawn cocktail reception, a seated dinner by Island Kitchen, a live auction and dancing under the stars. Proceeds fuel year-round youth programming on the island. nantucketboysandgirlsclub.org