As the warmer months approach, Nantucket Island blossoms with a vibrant array of events and festivals that celebrate its rich culture, history, and natural beauty. Whether you’re a local resident or planning a visit, here’s a curated guide to the island’s most anticipated happenings from May through August 2025. (Nantucket Festivals)
🌸 May: A Blooming Start to the Season
Nantucket Wine & Food Festival
May 14–18
Indulge in a five-day celebration featuring world-class wines, gourmet cuisine, and exclusive events like the Champagne & Caviar Seminar, Grand Tastings, and the Island Gala. (2025 Events – Nantucket Wine & Food Festival)
Figawi Race Weekend
May 23–26
Kick off the summer with this iconic sailing regatta from Hyannis to Nantucket, accompanied by lively parties and a festive atmosphere throughout Memorial Day weekend. (Figawi)
🎬 June: Arts and Outdoor Adventures
Nantucket Film Festival
June 25–30
Celebrate the art of storytelling with screenings, panels, and the renowned Screenwriters Tribute, attracting filmmakers and enthusiasts from around the globe. (Nantucket Film Festival)
Race for Open Space
June 28
Participate in a 5K run/walk supporting the Nantucket Conservation Foundation’s efforts to preserve the island’s natural habitats. (Our Nantucket Summer Photo Album — Kristy & New England in 2025 …)
🎆 July: Summer in Full Swing
Independence Day Festivities
July 4
Experience a quintessential Nantucket Fourth of July with morning parades, family-friendly activities, and a spectacular evening fireworks display over the harbor. (9 Fourth of July Entertaining Tips from Victoria Hagan)
Nantucket Garden Festival
July 8–10
Explore the island’s horticultural beauty through garden tours, workshops, and lectures focusing on sustainability and conservation. (Nantucket Festivals)
Nantucket Dance Festival
July 8–12
Enjoy performances by world-class dancers and participate in community classes, all supporting the Nantucket Dance Theater’s youth programs. (Nantucket Dance Festival 2025)
Nantucket Comedy Festival
July 10–12
Laugh along with top comedians while supporting Stand Up & Learn™, a program dedicated to teaching comedy to local youth. (Nantucket Festivals)
Nantucket by Design
July 14–17
Join designers and artists for panels, exhibitions, and events celebrating the island’s unique aesthetic and design heritage. (Nantucket by Design)
🎶 August: Celebrations and Sailing
Boston Pops on Nantucket
August 9
Attend this beloved concert featuring the Boston Pops Esplanade Orchestra, a major fundraiser for Nantucket Cottage Hospital. (Nantucket Events | BHHS Island Properties)
Nantucket Race Week
August 13–17
Witness a series of sailing races culminating in the Opera House Cup, celebrating classic wooden boats and maritime tradition. (Nantucket Events | BHHS Island Properties)
Sidewalk Art Show #2
August 16
Stroll through downtown to view and purchase works from local artists, adding a creative flair to your island experience.
Tim Russert Summer Groove
August 16
Support the Nantucket Boys & Girls Club at this annual fundraiser featuring live music, dancing, and community spirit. ([PDF] 2025MAJOREVENTS/DATES – Nantucket-ma.gov)
Nantucket’s summer calendar is brimming with events that cater to all interests, from food and wine aficionados to art lovers and sailing enthusiasts. Be sure to mark your calendars and immerse yourself in the island’s vibrant culture this season.
For more information and event details, visit Fisher Nantucket’s 2025 Events Calendar.
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