Escape the City: Company Offsite Trips From NYC to Long Island


Arissa Zheng

Updated on Jun 10, 2024

Long Island

Are you looking for the perfect company offsite trip to escape the hustle and bustle of New York City? Long Island offers a range of destinations that are perfect for team-building activities, relaxation, and adventure. Here are five incredible day trip ideas that will leave your team refreshed and rejuvenated.

1. Fire Island Adventure


Courtesy of Village of Ocean Beach

⛴️ Take Fire Island Ferries from Bay Shore to Ocean Beach, Fire Island

Start your day by hopping on the Fire Island Ferries from Bay Shore to Ocean Beach. Once you arrive, you'll notice there's something missing – cars! Fire Island is known for its car-free environment, where you can only get around by bike or on foot. You'll even see wild deer roaming freely, adding a touch of nature to your trip.

🌊 Enjoy a Day on the Beach

Spend the morning relaxing on the pristine beaches of Fire Island. The soft sand and gentle waves make it an ideal spot for sunbathing, swimming, and beach games.

🪂 Group Parasailing Ride

For the adventurous, book a group parasailing ride with Fire Island Parasail. Soar above the ocean and take in breathtaking views of the island and the Atlantic Ocean.

🦞 Seafood Delights

When hunger strikes, head to Hideaway Restaurant for some fresh seafood or enjoy a meal with a waterfront view at Matthew’s Seafood House. Both spots offer delicious options that will satisfy your seafood cravings.

🍦 Sweet Treats at Scoops

End your day with a visit to Scoops for some hand-dipped ice cream. It's the perfect way to cool down after a fun-filled day.

2. Montauk: The End of The World


Courtesy of TripSavvy

🖌️ Stop by Sag Harbor for a Printmaking Workshop

On your way to Montauk, make a stop at Sag Harbor for a printmaking workshop led by the renowned artist Dan Welden. This hands-on experience is perfect for fostering creativity and team bonding.

☀️ Visit the Montauk Lighthouse

Once in Montauk, the iconic Montauk Lighthouse is a must-visit. Explore the historical landmark and enjoy the stunning views from the top.

🛍️ Tour Downtown Montauk

Spend the afternoon touring downtown Montauk, where you can find unique shops and boutiques. It's a great place to pick up souvenirs and local crafts.

🍺 Sample Local Craft Beer

Head to Montauk Brewing Company to sample some local craft beers. Their selection of brews is sure to impress even the most discerning beer lovers.

🌅 Sunset at Montauket

Cap off your day with a visit to Montauket, a famous dive bar perched on a cliff overlooking Fort Pond Bay. Enjoy the beautiful sunset and reflect on your day with your colleagues.

3. The Hamptons: Nature and Luxury


Courtesy of Nest Seekers

🪶 Hike at Elizabeth A. Morton National Wildlife Refuge

Begin your Hamptons adventure with a hike at the Elizabeth A. Morton National Wildlife Refuge. Here, you'll encounter local bird species, painted turtles, white-tailed deer, and more.

🏖️ Beach Time at Atlantic Beach

Spend the afternoon at Atlantic Beach, known for its picturesque dunes and stunning views. It's the perfect spot for a beach picnic or a swim.

🇲🇽 Dinner at Coche Comedor

Transport yourself to Mexico City with dinner at Coche Comedor. Enjoy duck sopes and ceviches made from locally caught fish, offering a unique culinary experience.

🧖‍♀️ Wellness at Shou Sugi Ban House

End your day with a visit to Shou Sugi Ban House for a tranquil spa getaway. Indulge in a variety of wellness treatments that will leave you feeling relaxed and rejuvenated.

4. Long Island Wine Country Tour


Courtesy of VinePair

🍷 Wölffer Estate Vineyard

Start your wine country tour at Wölffer Estate Vineyard. Enjoy a cellar tour and tasting, guided by an onsite sommelier. Wölffer Estate also hosts events, live music, and pop-ups throughout the summer.

🍇 Duck Walk Vineyards

Next, visit Duck Walk Vineyards, a family-owned winery. Relax on the patio with live music at the gazebo and enjoy cupcake pairings from Blue Duck Bakery.

🐎 RGNY Vineyard

At RGNY, take a horse-drawn tour through the vines while sipping on an Agua Fresca. The beautiful vineyard setting is perfect for a leisurely afternoon.

🥕 Farm Stands

As you travel between vineyards, stop by local farm stands to pick up fresh fruits, veggies, pies, jams, and flowers – all locally grown and perfect for a farm-to-table experience.

5. Huntington: A Day of Art and Culture


Courtesy of Oheka Castle

⛲ Morning Stroll in Heckscher Park

As you tour through Huntington Village, start your day with a peaceful morning stroll around the large pond in Heckscher Park. This historic park hosts annual art festivals, tulip festivals, concerts, and more.

🥞 Breakfast at Hatch

Head to Hatch for a next-level breakfast. From pancake flights to mimosa flights, customize your meal to your liking. Don't miss their signature spiked coffee for an extra kick.

🎨 Heckscher Museum of Art

Visit the Heckscher Museum of Art, housed in a beautiful Beaux-Arts building. Explore works by 17th to 21st-century artists, including Ilya Bolotowsky, Georgia O'Keeffe, and more. The entire collection can be viewed online if you'd like a preview.

🥖 Lunch at Bistro Cassis

Enjoy a French culinary experience at Bistro Cassis, one of Long Island’s most popular restaurants. Indulge in authentic French classic dishes.

📚 Shopping at The Next Chapter

Spend the afternoon exploring The Next Chapter, Long Island’s largest independent bookstore. Browse old vinyls, unique art prints, and a variety of books.

🎬 Cinema Arts Center

Catch an indie or foreign film at the Cinema Arts Center, a newly renovated community theater with digital and 35mm projection capability.

🏰 Dinner and Stay at Oheka Castle

End your day with dinner and an overnight stay at Oheka Castle, a magnificent Gold Coast Mansion. This chateau-like estate offers a rich history and an elegant experience, perfect for a memorable company offsite.

With these diverse and exciting day trip ideas, your team will have an unforgettable offsite experience, fostering stronger connections and creating lasting memories. If you’re looking for additional help choosing a venue for your next event, book a demo with our experts from Nowadays.

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