The Ultimate Weekend in Islip, New York: How to Make the Most of 48 Hours

Imagine stepping off the train or pulling up the car into the heart of Islip, New York, with a weekend of adventure ahead. You’ve got 48 hours to soak in the charm of this Suffolk County gem, and you’re itching to make every minute count. Islip may not be the first place that Springs to mind when you think of a weekend getaway in New York, but trust me, it’s a hidden treasure waiting to be discovered.

Day 1: Discovering the Heart of Islip

Morning rays peek through your curtains, signaling the start of your ultimate weekend. First things first, breakfast. Head over to a local favorite, the Islip Grille, where the aroma of fresh coffee and sizzling bacon greets you. Their pancakes are fluffy, and the omelets are packed with local produce.

With a satisfied belly, it’s time to explore. The Islip Art Museum is a must-visit. It’s a cultural hub that showcases contemporary art by local and international artists. Stroll through the exhibits and let the creativity fuel your day.

After immersing yourself in art, take a leisurely walk in the nearby Bayard Cutting Arboretum. The sprawling gardens are a feast for the senses, with vibrant flowers and towering trees. It’s the perfect spot for that serene moment we all crave on a weekend escape.

Afternoon Adventures and Evening Delights

As the afternoon sun climbs, you might fancy a bit of history. The Islip Town Firefighters Museum offers a fascinating glimpse into the bravery of local heroes. It’s small but packed with intriguing artifacts and stories.

Feeling peckish? Grab lunch at Tellers, an American Chophouse. Housed in an old bank, the ambiance is as delectable as the food. Their steak is the talk of the town, and rightly so.

As dusk falls, it’s time to unwind. The local vineyards, like Whisper Vineyards, beckon. Sip on a glass of Long Island wine and let the flavors dance on your palate. It’s a perfect prelude to dinner at a waterfront restaurant, where the catch of the day is always fresh, and the views are unbeatable.

Day 2: Outdoor Pursuits and Cultural Immersion

Sunrise on your second day in Islip calls for an outdoor adventure. The Great South Bay beckons for a spot of kayaking or paddleboarding. Rentals are available, and the waterways provide a unique perspective of the town.

After working up an appetite, a brunch at J&R’s Steakhouse is in order. Their eggs Benedict is a local legend, and the home fries? Simply divine.

Post-brunch, it’s time to delve into Islip’s history at the Islip History Museum. The town’s past is rich and storied, and you’ll leave with a newfound appreciation for this quaint locale.

Wrapping Up with Relaxation and Reflection

As your weekend winds down, take a moment to relax at the Seatuck Environmental Association. It’s a sanctuary for wildlife and a peaceful spot to reflect on your weekend.

For your final meal, consider Monsoon, an Asian fusion experience that will end your trip on a high note. Their sushi is art on a plate, and the ambiance is as vibrant as the flavors.

Before you say goodbye to Islip, take a sunset stroll along the Marina. It’s the perfect way to cap off your ultimate weekend. The boats bobbing in the harbor and the sky painted with hues of Orange and pink will be etched in your memory.


  • What’s the best way to get around Islip?

    Islip is quite walkable, but renting a car or using ride-sharing services is recommended for visiting attractions outside the town center.

  • Are there any family-friendly activities in Islip?

    Absolutely! The beaches, parks, and museums offer plenty of fun for all ages. The Long Island Aquarium is also a short drive away.

  • What’s the best time of year to visit Islip?

    Islip shines in the summer with its outdoor activities and waterfront dining. However, fall also offers beautiful foliage and fewer crowds.


Your weekend in Islip might come to a close, but the memories will linger long after. From the artful mornings to the tranquil evenings, every moment is a slice of the good life. Islip’s blend of culture, history, and natural beauty makes it an ideal destination for those seeking a break from the hustle and bustle. Whether you’re kayaking on the bay or savoring local cuisine, Islip offers a refreshing take on the quintessential New York weekend. So, when you’re planning your next escape, remember this little corner of Suffolk County. It’s sure to surprise and delight you, just as it did me.

Islip awaits with open arms, ready to offer you the ultimate weekend experience. And who knows? You might just find yourself planning your next visit before the current one ends. Here’s to Islip, a small town with a big heart, and an even bigger promise of adventure.

Kurby Team

The Kurby Content Team is a diverse group of seasoned real estate experts dedicated to providing insightful, reliable information for homebuyers, real estate investors, and real estate agents. With backgrounds ranging from real estate brokerage, property investment, and residential home buying, our team combines decades of experience with a passion for demystifying the real estate world. We at Kurby are committed to helping you make informed, successful real estate decisions. Whether you're a first-time homebuyer, a seasoned investor, or a real estate professional, count on the Kurby Content Team to deliver the most relevant, actionable real estate content you need.