October 15, 2025 - HeliNY Tours
Once-in-a-Lifetime Winter Break Experiences in New York

Once-in-a-Lifetime Winter Break Experiences in New York

Table of Contents

Top Activities for Winter Break in New York City

When winter arrives, New York City becomes a real-life snow globe, sparkling with lights, festive music, and excitement around every corner. If you’re spending Christmas break with your family, there’s no better place to make memories together. From skating under the Rockefeller Center tree to soaring above the skyline in a helicopter, the city is packed with activities for winter break that kids and parents alike will love.

Below, we’ve rounded up the most unforgettable things to do with your family this season, complete with a sky-high adventure that takes holiday magic to new heights.

See New York from the Sky with HeliNY

Want to make your family’s Christmas break truly extraordinary? Take your adventure to the air with HeliNY, New York’s premier helicopter tour operator. Their flights allow kids and adults to see the city’s most iconic sights, such as the Statue of Liberty, Ellis Island, Freedom Tower, and Central Park, from a bird’s-eye view.

HeliNY’s The Deluxe Tour is ideal for families, offering a thrilling yet comfortable ride across all five boroughs. For those wanting a more exclusive adventure, the Private Charter option lets you customize your flight for birthdays, milestone trips, or surprise holiday gifts.

Every flight offers something for everyone: excitement for the kids, incredible photo ops for the parents, and pure joy for the entire family. It’s easily one of the most unique activities for winter break in New York.

Helicopter in flight - Midtown - Empire State Building
HeliNY

Ice Skate Beneath the Rockefeller Christmas Tree

It’s the quintessential Christmas break activity—gliding across the famous Rockefeller Center rink as carols play and lights shimmer above. For families, this experience feels straight out of a holiday movie.

Book an early session to avoid the crowds, then warm up with hot cocoa nearby. It’s an essential part of any New York holiday trip, and the perfect way to cap off a HeliNY helicopter ride earlier in the day.

Explore Bryant Park’s Winter Village

Bryant Park’s Winter Village is a family paradise in December. The park transforms into a bustling market filled with local artisans, holiday food stalls, and one of the city’s most beloved skating rinks.

Parents can shop for unique gifts while kids enjoy fresh waffles or s’mores by the fire pits. It’s a relaxed, budget-friendly stop for families exploring Manhattan—and one of the coziest activities for winter break to enjoy together.

Take a Twilight Helicopter Ride with HeliNY

New York takes on a new kind of magic as the sun sets. HeliNY’s evening flights let families experience the city lights like never before—sparkling bridges, glowing skyscrapers, and the Empire State Building dressed in holiday colors.

HeliNY operates a state-of-the-art fleet of Bell 407 helicopters, known for their smooth, quiet rides and spacious seating for up to six passengers—just right for families. Each aircraft is equipped with GPS, Synthetic Vision Display Units, and Terrain Warning Avoidance Systems (TWAS), ensuring every flight is as safe as it is breathtaking.

What sets HeliNY apart is its impeccable reputation for excellence and guest satisfaction. The company proudly holds a 4.6-star rating on Google, a 4.8-star rating on TripAdvisor, and an impressive 4.8 out of 5 stars on Viator—a testament to thousands of happy travelers who have experienced its top-tier service, breathtaking views, and unmatched commitment to safety and comfort.

Families consistently praise the friendly staff, experienced pilots, and unforgettable views. When your loved ones’ safety and comfort matter most, HeliNY delivers both with confidence and care.

Statue of Liberty - night - iStock.com simonkr
iStock.com|simonkr

Marvel at the Lights of Dyker Heights

For a dose of neighborhood cheer, head to Dyker Heights in Brooklyn—home to the city’s most over-the-top Christmas light displays. Entire blocks are covered in twinkling lights, giant Santas, and snow machines that turn the streets into a North Pole fantasy.

Kids will be amazed, parents will love the photo ops, and everyone will feel the season’s joy. It’s one of the most delightful activities for winter break, and it’s free to explore.

Take a Scenic Family Day Trip Upstate

If you’re craving a break from the city bustle, hop aboard a Metro-North train (or book a HeliNY private charter) to explore the snowy landscapes of the Hudson Valley.

Charming towns like Cold Spring and Beacon offer cozy cafés, small-town holiday markets, and stunning river views. With HeliNY’s custom charters, you can skip traffic altogether and experience the journey as part of the adventure—your family will love seeing New York’s wintry countryside from above.

Dine in a Rooftop Igloo

Yes, your family can dine inside a heated igloo overlooking the skyline! Restaurants like 230 Fifth and City Winery offer rooftop domes where you can enjoy hot cider and snacks while staying toasty warm.

Pair it with a daytime helicopter ride from HeliNY for a perfect mix of excitement and relaxation—sky views by day, skyline lights by night.

Visit New York’s Holiday Markets

New York’s holiday markets, especially those at Union Square, Columbus Circle, and Grand Central, are packed with festive energy. Kids love browsing the booths for ornaments and handmade toys, while parents can grab warm cider or locally made gifts.

Make it a full day: start with a HeliNY helicopter tour to see the city’s grandeur from above, then end on the ground exploring its holiday charm together.

HeliNY: Family-Friendly, Safe, and Unforgettable

Flying with your family should feel as safe as it is thrilling, and that’s precisely what you get with HeliNY. Every helicopter is inspected daily and maintained to the highest FAA standards. Pilots undergo extensive training specific to New York’s busy airspace, giving parents peace of mind while their kids marvel at the views.

From check-in to landing, the HeliNY team treats every guest like family, making sure even first-time flyers feel at ease. 

Helicopter Close Up in Flight - NYC
HeliNY

Give the Sky This Season with HeliNY Gift Cards

Looking for a meaningful gift that beats another toy or gadget? HeliNY gift cards let you give the gift of adventure, redeemable for any helicopter tour or private charter.

Whether it’s a surprise for your spouse, a treat for your kids, or an unforgettable shared experience, this gift brings families together.

The Magic of Family Holidays in New York

There’s something truly special about Christmas break in New York. It’s the laughter echoing off the ice rink, the wonder in your kids’ eyes as they look up at the Empire State Building, and the quiet awe as you all watch the city from the sky.

So bundle up, grab your mittens, and make this the year your family experiences New York in all its wintry glory. When it comes to unforgettable winter break activities, nothing compares to seeing the city together—from above.

Holiday - Winter Break - Family - iStock.com|Nadezhda1906
iStock.com Nadezhda1906

FAQs

Are HeliNY helicopter tours family-friendly?

  • Absolutely! HeliNY welcomes families and children of all ages. Their tours are fun, safe, and comfortable for everyone. The Bell 407 helicopters seat up to six passengers, making them perfect for parents and kids to enjoy the skyline together during Christmas break.

Is there an age or weight limit for kids on HeliNY flights?

  • Children over two years old must have their own seat. Kids under two can fly on a parent’s lap. Children have no strict weight restrictions, though adults over a certain weight may require individual seating. HeliNY staff ensure every guest—big or small—is secure and comfortable throughout the flight.

What safety measures does HeliNY have in place?

  • Safety is HeliNY’s top priority. Every helicopter undergoes meticulous pre-flight inspections and is equipped with GPS, Synthetic Vision Displays, and Terrain Warning Avoidance Systems (TWAS). Their pilots are FAA-certified and have extensive experience flying New York’s airspace. That’s part of why HeliNY holds 4.8-star ratings on TripAdvisor and Viator, and 4.6 stars on Google.

What are the best times to book a helicopter tour during Christmas break? 

  • For the most magical experience, book your flight close to sunset or after dark. The city lights reflecting off the snow create breathtaking views. HeliNY’s evening tours are particularly popular during the holidays, so plan ahead to secure your preferred time slot.

What should we wear for a winter helicopter tour?

  • Dress in layers to stay comfortable. HeliNY’s helicopters are climate-controlled, but it’s wise to bring warm outerwear, gloves, and scarves—especially if you’ll be outdoors before or after the flight. Comfortable shoes and fitted clothing help ensure a smooth boarding experience.

Can we give a HeliNY flight as a Christmas gift?

  • Yes! HeliNY gift cards are one of the most memorable gifts you can give. They’re redeemable for any tour or private charter and can be used year-round. This thoughtful idea is perfect for families who love to travel or want to create a shared experience rather than give more “stuff.”
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HeliNY Earns Prestigious TOPS Certification for Excellence in Helicopter Tour Safety

Recognition from the Tour Operators Program of Safety underscores HeliNY's aviation safety and operational excellence leadership

Heliny Helicopter
1HeliNY - helicopter sightseeing, charter, and medical transport services
NEW YORK, NY, UNITED STATES, November 5, 2025 /EINPresswire.com/ -- HeliNY, New York City's premier provider of helicopter sightseeing, charter, and medical transport services, is proud to announce that it has been awarded certification from the Tour Operators Program of Safety (TOPS)—the nation's most respected safety accreditation program for helicopter tour operators.

This distinction marks a significant milestone in HeliNY's commitment to safety, pilot training, and operational integrity. HeliNY is the sole helicopter operator in the New York metropolitan region holding this elite certification.

TOPS is an independent nonprofit organization that sets the gold standard for air tour safety—surpassing even FAA requirements. Earning the designation requires compliance with a comprehensive set of safety benchmarks covering pilot qualifications, maintenance programs, risk management systems, and overall safety culture. Certified operators must also undergo annual third-party audits to ensure full compliance and continuous improvement.

“We congratulate HeliNY for passing our stringent air tour certification process and becoming a member operator,” said Christopher Young, Executive Director at the Tour Operators Program of Safety (TOPS). “All of our member operators voluntarily hold themselves to a much higher safety standard than other industry operators, and we are thrilled to welcome HeliNY into this organization.”

"Being recognized by TOPS is a tremendous honor," said Paul Blodgett, CEO of HeliNY. "It reinforces our belief that unforgettable experiences start with uncompromising safety. As the largest sightseeing helicopter operator in the New York metro area, maintaining the highest levels of safety training and oversight is not just our responsibility—it's our identity."

Since 1994, HeliNY has served the New York City metro area with a state-of-the-art fleet of Bell helicopters, operating from two key departure points: the Downtown Manhattan Heliport and Linden Municipal Airport in New Jersey. With over 80,000 collective pilot hours and 78,000 passengers flown annually, HeliNY has earned a reputation as one of the most trusted names in urban air tourism.

The achievement of TOPS Certification provides an additional layer of confidence for passengers who choose HeliNY for sightseeing tours, private charters, regional getaways, or medical transportation—knowing their experience meets the industry's highest safety and operational standards.

Key Standards Required for TOPS Certification

- Annual independent safety audits
- Implementation of proactive Safety Management Systems (SMS)
- Pilot training and maintenance programs that exceed federal regulations
- Transparent reporting and continuous safety enhancement

To learn more about the Tour Operators Program of Safety, visit topssafety.org.

About HeliNY

Founded in 1994, HeliNY (Helicopter Flight Services, Inc.) is the largest sightseeing helicopter operator in the New York metropolitan region. The company provides world-class sightseeing tours, private charters, and medical transport services from Manhattan and New Jersey. Known for its modern Bell 407 fleet, experienced pilots, and exceptional service, HeliNY delivers a range of unforgettable flight experiences—from scenic skyline tours to luxurious regional escapes. Learn more at heliny.com.

About TOPS

The Tour Operators Program of Safety (TOPS) is the leading independent safety certification for helicopter tour operators across the United States. Through rigorous standards, transparent audits, and a collaborative approach to risk management, TOPS ensures that participating operators maintain the highest levels of safety, maintenance, and operational excellence. Learn more at topssafety.org.

Bert Solivan
HeliNY (Helicopter Flight Services, Inc.)
berts@heliny.com

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HeliNY Earns WYVERN Wingman Certification, Setting a New Benchmark for Safety at the Downtown Manhattan Heliport

Highlighting HeliNY’s Strong Safety Culture and Commitment to Exceptional Guest Experiences

NEW YORK, Dec. 8, 2025 /PRNewswire-PRWeb/ — HeliNY, a leading helicopter sightseeing, charter, and medical organ transport operator in the New York metro region, today announced it has achieved WYVERN Wingman certification, one of the aviation industry’s most respected safety designations. The certification was granted on December 2, 2025, following successful and ongoing collaboration in the Flight Leader Program, which validates HeliNY’s operational excellence, pilot training, maintenance programs, and Safety Management System.

HeliNY is the first helicopter operator at the Downtown Manhattan Skyport (JRB) to meet the heliport’s newly enhanced safety standards, which took effect on September 1, 2025. Located at Pier 6 on the East River, JRB requires all operators to undergo an annual third-party safety audit, the results of which are provided to Downtown Manhattan Skyport. These results may also be shared with the New York City Economic Development Corporation (NYCEDC).

In its certification notice, WYVERN stated:

“We congratulate HeliNY for demonstrating compliance with the WYVERN Wingman Standard. Their validated SMS and strong participation in the Flight Leader Program reflect a commitment to continuous improvement and operational excellence.”

Paul Blodgett, CEO of HeliNY, said:

“We are deeply proud to achieve WYVERN Wingman certification, and we extend our sincere thanks to the WYVERN team for their partnership and the meticulous audit process. This recognition—coming just weeks after our TOPS certification—underscores our unwavering commitment to operating at the highest levels of safety and professionalism. As the first operator at the JRB to meet these enhanced safety standards, this achievement marks a major milestone for our company and offers every guest added confidence when they fly with us.”

This milestone follows HeliNY’s November certification from the Tour Operators Program of Safety (TOPS), marking two significant safety achievements this quarter.

About HeliNY

Founded in 1994, HeliNY (Helicopter Flight Services, Inc.) is the largest sightseeing helicopter operator in the New York metropolitan region. The company provides world-class sightseeing tours, private charters, and medical transport services from Manhattan and New Jersey. Known for its modern Bell 407 fleet, experienced pilots, and exceptional service, HeliNY delivers a range of unforgettable flight experiences—from scenic skyline tours to luxurious regional escapes. Learn more at heliny.com.

About WYVERN

WYVERN is an ISO-9001-certified global leader in aerospace safety-risk management. Founded in 1991, the company delivers industry-leading audits, certifications, coaching, and safety-intelligence solutions that help organizations elevate performance and strengthen safety culture. WYVERN’s Wingman Standard and Flight Leader Program are trusted worldwide as benchmarks of aerospace excellence.

To learn more about the WYVERN Wingman Certification, visit https://www.wyvernltd.com/wingman-and-certifications-2025/.

Media Contact

Bert Solivan, HeliNY (Helicopter Flight Services, Inc.),
1 201-679-2289, berts@heliny.com, https://heliny.com/

SOURCE HeliNY (Helicopter Flight Services, Inc.)