Welcome to

Skydiving Near Boston, MA

Boston Area Skydiving Since 1959

Serving Boston-area skydivers for over sixty years – Tandem and student skydiving in Orange, MA.

Experience the Thrill of Skydiving Near Boston, MA

Jumptown is America’s oldest commercial skydiving center. We’ve been skydiving in the Boston area since 1959.

With breathtaking views, a rich history, and a reputation for safety and professionalism, Jumptown is the perfect place to take your adventure to new heights.

Jumptown Skydiving is the most trusted choice for tandem skydiving, solo training, and unforgettable sky-high experiences—just a 90 minute drive west of Boston in Orange, Massachusetts.

No gimmicks—just great skydiving, friendly people, and a smooth experience from booking to landing.

At Jumptown, you’ll experience:

  • Scenic views of the Pioneer Valley & Quabbin Reservoir

  • Highly experienced USPA certified tandem skydiving instructors – we’re America’s oldest commercial skydiving center

  • Modern gear and rigorous safety standards

  • Professional media packages to capture your jump

  • Friendly, fun, atmosphere

  • A veteran-owned business

Many of our skydivers visit not just from Boston, but also Cambridge, Somerville, Worcester, Springfield, and even Southern New Hampshire. They keep coming back for the unmatched experience at Jumptown!

SKYDIVING PRICES NEAR BOSTON, MA

Skydiving prices near Boston can vary based on jump type, altitude, and any add-ons like video or photos. We offer transparent pricing and flexible options so you can choose the experience that fits your budget.

For most first-time jumpers from the Boston area, tandem skydives are the most popular option. These jumps pair you with a certified instructor and require minimal training, making them the easiest way to experience skydiving for the first time.

  • Tandem Skydiving (First-Time Jumpers):
    Starting around $260–$300 per person depending on the day and other options.
  • Video & Photo Packages:
    Typically $110–$150 to capture your entire experience depending on the type of package.

Check out our pricing page for more detailed information.

WHY BOSTON AREA SKYDIVERS
CHOOSE JUMPTOWN

Just 90 Minutes from Downtown Boston

Jumptown is the closest full-service skydiving center west of Boston with both tandem and licensed jumper operations. Located in Orange, MA, we’re a straight shot out Route 2—no traffic jams, no city chaos.

Tandem Skydives Starting at Age 18

Perfect for first-timers, birthdays, bucket lists, or group adventures, Jumptown is the place to make your first jump near Boston. All tandem skydives are available for guests age 18 and older, making it the ideal experience for bucket lists, birthdays, and unforgettable first-time skydiving adventures. Our team will guide you from the ground up, with the safest, most exhilarating skydiving experience you’ll find near Boston.

Learn to Skydive Solo – AFF & A-License Training

Ready to make skydiving more than a one-time experience? Jumptown’s “Learn to Skydive” program offers the perfect path to becoming a licensed skydiver.

Why Learn to Skydive at Jumptown?

Comprehensive Training: Our Accelerated Freefall (AFF) program is designed to teach you everything you need to know to skydive solo. From ground school to advanced maneuvers, our expert instructors provide hands-on guidance every step of the way.

Unmatched Support: With decades of experience training skydivers, Jumptown offers a supportive community where beginners and experienced jumpers alike can thrive.

Join a Legacy: As America’s original drop zone, Jumptown has trained generations of skydivers. Be part of a proud tradition that stretches back more than 60 years.

5-Star Rated by Skydivers from Boston and Beyond

DIRECTIONS TO JUMPTOWN FROM DOWNTOWN BOSTON

Located just 90 minutes from Boston, Jumptown offers an easy and scenic drive that’s well worth the trip. Skip the congestion of urban drop zones and enjoy a day immersed in the beauty and tranquility of Orange. Whether you’re planning a solo adventure, a group outing, or a celebration, Jumptown is the ultimate destination for Boston residents looking to take their thrill-seeking to the next level. Jumptown Skydiving is located at Orange Municipal Airport in Orange, Massachusetts — just 90 minutes west of Boston via Route 2.

Book Your Boston Skydive Today

Don’t wait to experience the thrill of skydiving. Whether you’re looking for tandem skydiving, want to learn to skydive, or simply want to escape the city for an unforgettable adventure, Jumptown is ready to welcome you.

About Jumptown Skydiving

Since 1959, Jumptown Skydiving has been a pioneer in the sport. We’re a USPA Group Member Drop Zone, focused on safety, education, and building the next generation of skydivers. Our vibrant community includes canopy pilots, wingsuiters, and fun jumpers from all over the Northeast.

We’re not just a place to jump—we’re a place to belong.

Skydiving Boston? Make the drive to Jumptown.

Closer than you think. Better than you imagined.