Top 3 Things To Do on Staten Island This Weekend

Friday, December 19 – Sunday, December 21, 2025

The holiday season is in full swing, and Staten Island is offering a perfect mix of culture, family fun, and festive experiences this weekend. Whether you’re planning a memorable date night, a kid-friendly afternoon, or a glowing holiday outing, this curated guide highlights the top three standout events happening locally and just beyond the borough.

1. Staten Island Jazz Festival 37

A World-Class Night Out in the Heart of St. George

• Date: Saturday, December 20, 2025

• Time: 7:00 PM (Doors open at 6:00 PM)

• Location: St. George Theatre, 35 Hyatt Street, Staten Island

For a sophisticated and unforgettable night out, the Staten Island Jazz Festival 37 delivers a high-energy cultural experience at the iconic St. George Theatre. Featuring Arturo O’Farrill & The Afro Latin Jazz Ensemble alongside other world-class performers, this event blends jazz, Latin rhythms, and global influences into one electrifying evening.

This is an ideal choice for:

• Date night experiences

• Music and arts enthusiasts

• Anyone looking to elevate their weekend plans with live performance and culture

Few venues on Staten Island offer the atmosphere and prestige of St. George Theatre, making this event a true highlight of the weekend.

2. Silly Billy: Comedy Magic Show (Family Friendly)

Big Laughs for Kids and Parents Alike

• Date: Sunday, December 21, 2025

• Time: 4:00 PM – 4:45 PM

• Location: Staten Island Children’s Museum, 1000 Richmond Terrace, Staten Island

If you’re searching for family-friendly things to do on Staten Island, the Silly Billy Comedy Magic Show is a perfect fit. This interactive performance combines comedy, magic, and audience participation in a fast-paced show that keeps children engaged and parents entertained.

Why families love this event:

• Short, engaging runtime ideal for younger children

• Interactive magic that keeps kids involved

• Hosted at the beloved Staten Island Children’s Museum

It’s a stress-free, laughter-filled way to spend a Sunday afternoon with the whole family.

3. Orchard of Lights & Holiday Light Village

A Festive Holiday Escape Just Minutes Away

• Dates: Friday, December 19 – Sunday, December 21, 2025

• Time: Ongoing, all day

• Location: Demarest Farms, 244 Huyler Street, New Milford, NJ

For those willing to take a short drive, the Orchard of Lights & Holiday Light Village offers a full holiday immersion. This glowing winter wonderland features elaborate light displays, charming Christmas village attractions, seasonal treats, and plenty of opportunities for festive photos.

Perfect for:

• Families looking for a holiday tradition

• Couples seeking a romantic evening under the lights

• Friends planning a festive group outing

It’s a cheerful and visually stunning way to celebrate the season while creating lasting memories.

Make the Most of Your Staten Island Weekend

From live jazz and performing arts to family entertainment and holiday lights, Staten Island’s weekend events offer something for everyone. Whether you stay local or explore just beyond the borough, December 19–21, 2025 is packed with opportunities to enjoy the season.

At Your Home Sold Guaranteed Realty Advisors LLC, we believe community is just as important as real estate. That’s why we share curated local guides—helping residents not only love where they live, but fully experience it.

FAQs

1. What are the best things to do on Staten Island this weekend?

This weekend’s top activities include the Staten Island Jazz Festival at St. George Theatre, a family-friendly comedy magic show at the Staten Island Children’s Museum, and festive holiday light displays at Demarest Farms.

2. Are there family-friendly events on Staten Island this weekend?

Yes. The Silly Billy Comedy Magic Show is designed specifically for families and takes place at the Staten Island Children’s Museum on Sunday afternoon.

3. What are good date-night ideas on Staten Island in December?

Live performances at St. George Theatre, such as the Staten Island Jazz Festival, and holiday light experiences like the Orchard of Lights offer excellent date-night options.

4. Are there holiday events near Staten Island this weekend?

Yes. The Orchard of Lights & Holiday Light Village in New Milford, NJ is a popular nearby holiday attraction featuring light displays, village activities, and seasonal treats.

5. Where can I find weekly Staten Island event guides?

Local curated guides are regularly shared by community-focused organizations and businesses like Your Home Sold Guaranteed Realty Advisors LLC to help residents stay connected to Staten Island events.

Your weekend in Staten Island just got festive and fun.
— Your Home Sold Guaranteed Realty Advisors LLC