Events in Islip, NY

This community fundraising bike ride travels from East Islip Marina to Lyons Field in Montauk, with three fully supported rest stops spaced about 20 miles apart. Organized by Bike to The End For a Friend Inc., an official 501(c)(3), it welcomes nominations from the community, and all proceeds benefit the chosen nominee. A suggested donation of $100 supports the cause, and raffle prizes are expected to be available in the coming weeks.

Visit the Islip Farmers Market at Islip Town Hall and explore what the market has in store.

At Bayway Arts Center, Chris Ruggiero leads a coast-to-coast celebration of classic American pop and rock, spotlighting favorites from the 1950s, 60s, and 70s. Framed as a musical road trip, the program travels from New York doo wop and New Jersey favorites to Detroit’s Motown groove and Chicago soul, then out to the sunlit harmonies of West Coast rock and roll. This single-performance salute honors first responders and veterans while featuring hits from Chris’s albums, including Unchained Melody and Can’t Take My Eyes Off You, plus new selections prepared for the occasion. The American Bombshells add their tight harmonies and modern spin on the Andrews Sisters style to round out the show.

Mcguire's Comedy Club & Restaurant presents The Uncle Louie Variety Show as the We Are Family tour arrives. Lou Greco and Carlo Russo share energetic, classic-style comedy inspired by growing up Italian American. The performance blends stand-up, sketch pieces, and live music, spotlighting family life, cultural quirks, and everyday moments that connect people across generations. With an active presence on social media and a devoted following, the duo continues to refine their act and bring plenty of laughs wherever they go.

New country band Midnight Bourbon presents its first show with an evening of country music. A $5 cover includes entry into a raffle for a free bottle.

This fifth annual charity car show spotlights Ford, Lincoln, and Mercury vehicles while raising funds for the Tunnel to Towers Foundation and the Carroll Shelby Foundation. Past efforts have contributed more than $22,000 to these organizations, and this edition continues that mission by welcoming owners of these makes to participate and enthusiasts to come together in support of a good cause.

Celebrate 75 years of service with a community 5K run and walk at East Islip Marina Park. The event welcomes seasoned runners, casual walkers, and first responders, and also features a free fun run for kids. It will be held regardless of weather. Participants can look forward to a performance race shirt, live results with text and email updates, complimentary photos at the finish line, and the option for a personalized bib when registering at least three weeks in advance. Awards include overall male and female winners, the top three male and female finishers in each age group 14 and under, 15 to 19, 20 to 29, 30 to 39, 40 to 49, 50 to 59, 60 to 69, and 70 plus, along with top male and female first responders. Early bird pricing is available, and teams are welcome. The event supports Exchange Ambulance of the Islips.

Medium Robert E. Hansen appears at McGuire's Comedy Club for an event of live readings. General admission is $29, and there is a two item minimum per person at the tables. For reservations, call (631) 467-5413.

Learn how the bald eagle, a national symbol, rebounded after a steep decline. The content traces their natural history, looks at the threats that once decimated populations, and explains the conservation actions that sparked a strong recovery. It also highlights their renewed presence above Long Island, where these raptors can again be seen in flight.

Feel Good Friday with The Blend offers a lively night of dancing at Eleanors Lounge, billed as one of the best on Long Island. Attendees can experience the energy firsthand.

A community gardening session in the park features practical, learn-by-doing activities in a shared community setting. All necessary tools will be supplied. Activities follow the garden’s seasonal rhythms and use organic practices, with chances to practice insect identification and have horticulture questions answered while working together on the beautification of Sayville. Non-gardening tasks are also available for those who prefer to avoid working in the soil.

After a midwinter performance at 1683 Bar that drew a full house, SpinOffs are coming back to recreate the buzz, this time snow free.

LP Crock, Lisa Polizzi’s new band, blends country and rock and roll in a live set. The performance is led by Lisa and spotlights both styles. Cover charge is $5.

At Heckscher State Park, the second annual Steps Against Melanoma walk brings together survivors, caregivers, advocates, and others who care about the cause to amplify awareness, fuel research, and support people affected by melanoma. The focus is on prevention, early detection, and treatment education alongside fundraising for meaningful initiatives. The program includes registration and check in, welcome remarks, and a 3.3 mile fun run and walk. Funds raised help support efforts such as the International Melanoma Tissue Bank Consortium, which contributes to progress in melanoma research.

Five Points Cafe in Sayville hosts Strawberry Gossip Duo with a mix of pop, jazz, R&B, and feel-good grooves. The relaxed setting includes outdoor seating, refreshing drinks, and menu options such as burgers, crispy fries, Parmesan-crusted chicken, and hot honey salmon, along with cocktails. It serves as a casual kickoff to the fall season, with music that creates an easy backdrop for conversation and bites.

Described as one of Long Island’s top party and dance bands, The Daplorabulls bring a dynamic, high energy show to Eleanors Lounge. Expect a fun, upbeat vibe that keeps the dance floor moving from start to finish. The band appears here every second and last Friday of the month, offering regular chances to catch their lively performance.

Acoustic musician Chris Devine performs live at LI Salted Spirits in Sayville, sharing a set that blends classic and new rock, country, original material, Irish tunes, and more. The distillery has opened a new tasting room that highlights its small batch spirits and cocktails. Every bottle is made with real Long Island sea salt to enhance flavor and capture the essence of Long Island in each cocktail.

Experience an evening filled with tarot readers and healers, metaphysical wares, food trucks, and a trove of oddities and curiosities. Expect a mix of the familiar and the unexpected, all set beneath the full moon. The event takes place indoors, so it will go on regardless of the weather.

Experience a family-friendly evening where sea-themed creativity lights up the night. Browse a marketplace of local makers, discover illuminated installations, and dive into hands-on light-based activities. Enjoy music and live acts alongside projected visuals and digital art, all set outdoors on the lawn beside the Islip Arts Council Gallery.

A familiar act returns to The Harp & Hound with music for everyone.

Back at Islip Public Library, this program offers a new lineup of songs honoring Top-40 radio. Register by phone at (631) 581-5933, and remember to bring dancing shoes.

Feel Good Friday offers a lively night of dancing on Long Island, billed as the best in the area. A feel-good atmosphere sets the tone for an upbeat night on the floor.

Choose from three USATF-certified distances at The Northwell Health Great South Bay Run, including a 13.1 mile half marathon, a 10K, and a family-friendly 5K. All races start and finish at Bay Shore Marina Park and follow scenic routes through historic downtown Bay Shore, passing residential neighborhoods near the Brightwaters Lakes, Cascades, and Canals. The finish offers wide-open views of Fire Island and the Great South Bay.

Spend time in a beautiful community space with practical, hands-on gardening that follows the garden’s natural cycles and relies on organic methods. Tools are provided. Participants identify insects, get horticulture questions answered, and enjoy good company while helping to beautify Sayville. If you would rather stay out of the soil, non-gardening chores are available so everyone can take part.

Sayville Library hosts the sixth annual Sayville Fan Fest, a full day devoted to fandom with a special spotlight on Star Wars. Planned highlights range from performances by the Endor Temple cosplayers and the American Airpower Museum Band to cantina-style mocktails, RC podracing, giant holochess, a retro arcade, and a library-wide Star Wars scavenger hunt. Admission is free. Food trucks from Right Coast Taqueria, Nautilus Roasting Co., and Coconut Island will be available, and more than 30 vendors and artists will have booths to explore.

Miss Mayhem makes a return appearance at Eleanors Lounge with a high energy show of bold, hard driving rock and roll that aims to keep the crowd moving from start to finish. A $5 cover applies.

The Thunder Run 5K is a community event at Heckscher State Park, Field 4 that supports the Rolling Thunder Special Needs Program. It welcomes participants of all abilities and includes a Kids Fun Run alongside the 5K run and walk. People can take part by running or walking, by cheering, by volunteering, or by supporting as sponsors. The emphasis is on inclusion and celebrating every finish line.

At Great South Bay Brewery of Ronkonkoma, this heartfelt evening is devoted to remembering women lost to breast cancer and to uplifting those still navigating care and survivorship. The focus is on compassion, bravery, and meaningful connection, with a shared commitment to honor each story by extending support that continues beyond treatment. The message is clear and caring... no one has to face breast cancer alone.

The event features music with vendors on site. It is part of an ongoing series.

Eleanors Lounge hosts The Daplorabulls, billed as one of Long Island’s top party and dance bands. Look forward to an energetic show that keeps the floor moving. They perform here on the second and last Fridays each month, creating a recurring night of upbeat music and plenty of dancing.

Enjoy a live performance from the 1984 Band. A $5 cover includes a raffle entry for a bottle.

Celebrate Halloween at Blydenburgh Park with a festive 5K on scenic trails. Cross the finish line and mark the accomplishment with event swag, then enjoy tasty treats provided by All Round Foods and Waterloo Sparkling Water. It is a cheerful way to take in the season while moving through the woods.

Live music will be featured at Connetquot Public Library.

Feel Good Friday is billed as LI's best night of dancing. The emphasis is on feel-good energy and a lively dance floor.

Take part in a community gardening session that emphasizes learning by doing in a welcoming shared space. Work in step with the garden’s seasonal cycle, practice organic techniques, observe and identify insects, and get answers to horticulture questions, all while enjoying friendly company and contributing to the beauty of Sayville. All necessary tools are supplied, and there are also supportive tasks for those who would rather avoid digging and dirt.

Strawberry Fields brings the iconic music of the Beatles to Boulton Center for the Performing Arts with a fully costumed tribute in a historic theater in the heart of Bay Shore, Long Island. The band features former members of Broadway’s Beatlemania cast and has performed worldwide for more than three decades. Their history includes holding the longest running show at B.B. King’s in Times Square. For ticket information, call (631) 969-1101.

Johnny Sirianni teams up with Killin Time as they return to Eleanor's for a night of live music from a South Shore legend. The cover is $5 and includes a raffle ticket.

Frank Spadone brings his personable, family-focused comedy to McGuire's Comedy Club & Restaurant. A top headliner across Canada, he has performed at major festivals in Australia and South Africa and is a regular at Montreal’s Just For Laughs. He hosted the cross-Canada JFL Tour in 2010 and later opened Jeremy Hotz’s 2013 National Tour, The Magical Misery Tour. His solo show has reached soft seat theaters throughout Canada and the United States in cities such as Toronto, Montreal, Ottawa, Hamilton, Vancouver, Detroit, and Chicago. On screen, his credits include Harold and Kumar Go To White Castle’s, Take The Lead, and The Man, and he guest starred on an episode of Mr. D in 2016. This show is for ages 16 and over.

At Eleanors Lounge, The Daplorabulls deliver an energetic, dance-ready show. Celebrated as one of Long Island’s top party and dance bands, this dynamic group sets a lively tone for an evening with plenty of dancing and upbeat fun. Performances happen every second and last Friday of the month, offering a regular chance to dance the night away.

This community 5K run and walk at Heckscher State Park spotlights service and purpose while raising funds for Paws of War. Organized by Knights of Columbus Sunrise Council 6607, it supports local veterans, first responders, active military members, and the service dogs that stand beside them. Participants can run, walk, or cheer from the sidelines, and awards will recognize the top overall finishers in each race category. The event will be held rain or shine, parking is free, and there are options to register, donate, or participate virtually.

Long Island party and dance band The Daplorabulls brings an energetic set to Eleanors Lounge, delivering an evening built for the dance floor. The band performs on the second and last Friday of each month, providing regular opportunities to experience their lively show.

Halloween arrives with Lilly Palilli and a featured performance by Lisa Polizzi. Enjoy an evening of live music, and dress in your best costume for a chance to win a prize. Admission is a $5 cover.

Celebrate the time change with a Half Marathon and 5K at Heckscher State Park. Participants can soak in the fall foliage, then wrap up with race swag and refreshments from All Round Foods and Waterloo Sparkling Water.

At Captain Bills Restaurant in Bay Shore, New York, Canine Companions presents its annual Salute Independence Veterans Day ceremony honoring exemplary service. The evening includes a buffet dinner, a formal presentation of colors, a demonstration featuring Canine Companions service dogs, and the presentation of the Colonel E. David Woycik Jr., Esq., USA (Ret.) Outstanding Service Award. Honorees include veterans and community members who continue to support and strengthen their local communities. Proceeds benefit Canine Companions and the Veterans Initiative program, which has supported veterans, children, and adults with disabilities since 1975 by providing service dogs at no cost.

Feel Good Friday is promoted as the best night of dancing on Long Island, offering a feel-good night on the dance floor.

Spend time in a welcoming community setting caring for the garden through hands-on activities that follow seasonal cycles and rely on organic methods. All necessary tools are provided. Participants help identify insects, get answers to horticulture questions, and enjoy friendly company while contributing to the beauty of Sayville. If digging is not your preference, there are supportive tasks that keep you out of the soil.

Johnny Sirianni teams up with Killin Time for a return performance at Eleanor's, bringing an evening of live music from a legendary South Shore act. The $5 cover includes a raffle ticket.

Big-O Acoustic returns to The Harp & Hound in Islip, bringing music for everyone.

Acoustic musician Chris Devine performs at LI Salted Spirits in Sayville, sharing a mix of classic rock, new rock, country, original songs, Irish tunes, and more. The distillery has announced a new tasting room and is known for small batch spirits. Long Island Salted Spirits uses real Long Island sea salt in every bottle to elevate flavor, bringing a distinct local character to each cocktail.

Miss Mayhem returns to Eleanors Lounge with a high energy rock and roll show built to keep the crowd rocking. Expect a bold, up front sound and a lively atmosphere. Admission is a $5 cover.

Feel Good Friday with The Blend brings a high-energy night of dancing to Eleanors Lounge. Promoted as one of LI's top dance events, it offers an upbeat atmosphere for experiencing the feel-good vibe firsthand.

Take part in a community gardening event in the park that centers on practical, hands-on learning. Tools are supplied, so just bring your curiosity. Activities follow the garden’s seasonal rhythm and use organic practices, with opportunities to spot and identify insects and to get horticulture questions answered. If digging is not for you, there are helpful tasks that keep you out of the soil. Participants work together to care for a beautiful shared space and contribute to the effort to brighten Sayville.

This event features The 1984 Band. A $5 cover includes an entry into a raffle for a bottle.