East Islip

Day Trips

Make the most of your day with our curated plans, packed with East Islip's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Start your day with a hearty breakfast at a local café, enjoying fresh bagels and coffee. Afterward, take a leisurely stroll through the historic district of East Islip, admiring the charming architecture and quaint shops. Don’t forget to stop by the local library to learn about the town's rich history.

afternoon
:

For lunch, head to a nearby diner that serves classic American fare. Post-lunch, visit the Islip Art Museum, where you can explore contemporary exhibits and possibly catch a workshop. Spend the late afternoon walking along the picturesque waterfront, soaking in the views of the Great South Bay.

evening
:

As the sun sets, dine at a waterfront restaurant known for its seafood specialties. Enjoy the sounds of live music while you savor your meal, making sure to try the local oysters. After dinner, take a peaceful walk along the bay, reflecting on the day's adventures.

day 2
Beach and Water Sports
morning
:

Kick off your morning with a refreshing breakfast at a beachside café, where you can enjoy a view of the ocean. Afterward, head to the nearby Robert Moses State Park for a day of fun in the sun. Spend time building sandcastles or simply relaxing on the beach with a good book.

afternoon
:

In the afternoon, rent kayaks or paddleboards for some exciting water sports on the bay. If you prefer, join a guided fishing tour to catch some local fish while enjoying the beautiful coastal scenery. Grab a quick lunch at a beach shack, sampling some tasty fish tacos or clam chowder.

evening
:

As evening approaches, unwind at a beach bonfire, where you can roast marshmallows and share stories with friends. Enjoy the stunning sunset over the water, capturing the moment with photographs. Close your day with a casual dinner at a local seafood joint, relishing the fresh catch of the day.

day 3
Nature Trails and Wildlife Watching
morning
:

Start your day with a light breakfast, then head to the Connetquot River State Park Preserve. Enjoy the serene surroundings as you embark on nature trails, keeping an eye out for local wildlife such as deer and an array of bird species. Breathe in the fresh air and immerse yourself in the tranquility of nature.

afternoon
:

Pack a picnic lunch to enjoy at one of the park's scenic spots, surrounded by the sounds of chirping birds and rustling leaves. After your meal, explore more trails or try your hand at fishing in the river. The preserve offers guided tours, so consider joining one to learn about the environment and local flora and fauna.

evening
:

As the sun begins to set, head back into East Islip for dinner at a cozy bistro. Savor dishes made from locally sourced ingredients while reflecting on the day's adventures in nature. Finish your evening with a relaxing stroll through the town center, enjoying the peaceful ambiance.

day 4
Art and Culture Day
morning
:

Begin your morning at a local café, sipping artisanal coffee and indulging in a pastry. Afterward, visit the Islip Art Museum to admire contemporary art exhibits and perhaps engage in a hands-on workshop. Take your time exploring the gallery and appreciating the works of local artists.

afternoon
:

For lunch, treat yourself to a meal at a nearby restaurant that features farm-to-table dishes. Post-lunch, head to the historic Islip Town Hall to view any ongoing cultural exhibitions. If time permits, take a short trip to a nearby theater to check out a matinee performance.

evening
:

As night falls, enjoy dinner at a restaurant known for its vibrant atmosphere and creative dishes. After your meal, attend a live performance or concert at a local venue to immerse yourself in the local arts scene. End your day with a nightcap at a nearby bar, reflecting on the rich cultural experiences you’ve had.

day 5
Family Fun at the Park
morning
:

Start your family day with a breakfast at a kid-friendly diner, where you can enjoy pancakes and smoothies. Afterward, head to East Islip's local parks, which feature playgrounds and sports fields. Engage in a family game of frisbee or soccer, making the most of your morning together.

afternoon
:

Pack a picnic lunch to enjoy at the park, surrounded by nature and laughter. After lunch, explore more activities like mini-golf, or if the weather permits, rent bikes for a fun ride around the trails. Don’t forget to visit the local ice cream shop for a sweet treat to cool off.

evening
:

As evening approaches, gather for a family dinner at a casual eatery that caters to all tastes. Share stories and enjoy each other's company over hearty meals. Close the day with a family movie night at home, complete with popcorn and your favorite films.

day 6
Historical Landmarks Tour
morning
:

Enjoy breakfast at a local café before embarking on a self-guided tour of East Islip’s historical landmarks. Visit sites like the Islip Historical Society and the East Islip Cemetery, where you can learn about the town's past. Take photos and collect interesting facts to share with friends later.

afternoon
:

For lunch, find a quaint restaurant that offers dishes inspired by local history. Afterward, head to the Islip Grange Museum to delve deeper into the area's agricultural roots. Spend the afternoon exploring exhibits and perhaps engaging in a hands-on demonstration of historical crafts.

evening
:

As the day winds down, enjoy a dinner at a local farm-to-table restaurant that highlights the area's culinary heritage. After dining, take a scenic drive through the countryside to see the historical farms and beautiful landscapes. Conclude your evening with a visit to a nearby winery for a tasting of local wines.

day 7
Outdoor Adventure and Hiking
morning
:

Fuel your day with a nutritious breakfast at a local café before heading to the nearby hiking trails. Choose a trail that suits your fitness level and enjoy the morning surrounded by nature. Keep an eye out for wildlife and take in the beautiful views as you hike.

afternoon
:

After a refreshing hike, enjoy a packed lunch at a scenic overlook, taking time to appreciate the surrounding landscape. In the afternoon, consider visiting the local nature center where you can learn more about the region's ecosystem. Participate in guided hikes or workshops if available.

evening
:

As evening falls, return to East Islip and treat yourself to a hearty dinner at a local steakhouse. Relish in the delicious flavors while recounting the day's adventures with fellow hikers. Finish off with a night stroll along a quiet street, enjoying the calm of the neighborhood.

day 8
Culinary Delights and Cooking Class
morning
:

Start your culinary day with breakfast at a local bakery known for its fresh pastries and artisan bread. Afterward, head to a cooking school or local chef’s kitchen for a hands-on cooking class, where you can learn to prepare local dishes. Enjoy the camaraderie of fellow food lovers as you chop, sauté, and season your way through the class.

afternoon
:

After cooking, sit down to savor the meal you've prepared, paired with local wines or beverages. In the afternoon, explore local farmers' markets to gather fresh ingredients and discover new flavors. Chat with local vendors to learn more about their products and cooking tips.

evening
:

As the evening sets in, enjoy a casual dinner at a restaurant that features dishes made from seasonal ingredients. Share your newfound culinary skills with friends or family over a delicious meal. End the night by sampling desserts from a local patisserie, indulging your sweet tooth.

day 9
Relaxation and Spa Day
morning
:

Begin your day with a light breakfast at a cozy café, focusing on healthier options. After breakfast, treat yourself to a spa day at a local wellness center, starting with a relaxing massage to rejuvenate your body and mind. Enjoy the calming ambiance as you prepare for a day of pampering.

afternoon
:

Post-massage, indulge in a facial or beauty treatment that leaves you feeling refreshed and glowing. For lunch, enjoy a nutritious meal at a nearby health-focused restaurant that offers smoothies and salads. Spend the afternoon lounging by the pool or visiting a local yoga studio for a peaceful class.

evening
:

As the day winds down, enjoy a tranquil dinner at a serene restaurant that features a calming atmosphere and healthy dishes. Reflect on your day of relaxation while enjoying a light dessert. Finish your evening with a soothing herbal tea, allowing your body to unwind fully.

Discover East Islip

Read more in our East Islip 2025 Travel Guide.

East Islip Travel Guide