A Premier Skydiving Experience for Connecticut Adventurers
Welcome to Jumptown, the premier New England skydiving center and America’s Original Drop Zone, founded in 1959.
Skydiving is more than just an adrenaline rush—it’s about creating unforgettable memories against the most breathtaking backdrop imaginable. Jumptown offers scenic beauty, world-class safety, and unmatched history that makes us worth the drive from anywhere in Connecticut.
Whether you’re looking to take your first tandem skydive or want to train to jump solo, Jumptown is your best choice for skydiving close to Connecticut.
Skydiving just a short drive from anywhere in Connecticut
Jumptown is located in Orange, MA, making it an easy and scenic drive from all major cities in Connecticut. Whether you’re coming from Hartford, New Haven, Stamford, or Danbury, Jumptown is well worth the trip.
From Hartford, CT: 1-hour drive
From New Haven, CT: 1.5-hour drive
From Stamford, CT: 2-hour drive
From Danbury, CT: 1.75-hour drive
Skydiving is a once-in-a-lifetime experience (or maybe the start of a lifetime hobby), so don’t settle for less. Jumptown offers the perfect combination of location, scenery, and expertise, making it the ideal destination for skydiving enthusiasts from Connecticut.
Breathtaking New England Views
Connecticut is a beautiful state, but when it comes to skydiving, Jumptown in Orange, MA offers views you simply won’t get anywhere else. From 13,500 feet above the ground, you’ll be treated to an expansive panorama of rolling hills, lush forests, and sparkling lakes. On clear days, you can see as far as the Green Mountains of Vermont and Mount Monadnock in New Hampshire.
Imagine freefalling with this stunning natural beauty as your backdrop—your photos and videos will look absolutely incredible. Jumptown’s scenic location is a big reason skydivers from Connecticut make the drive to jump with us.
America’s Original Drop Zone
Jumptown isn’t just a skydiving center—it’s skydiving history. Founded in 1959, Jumptown is America’s first civilian drop zone, much like Heinz is the original ketchup. For over 60 years, we’ve been the gold standard for safety, training, and unforgettable skydiving experiences.
When you skydive at Jumptown, you’re not just taking a leap—you’re joining a legacy of adventure.
Few places in the country can claim the history and expertise that Jumptown brings to every single jump.
Tandem Skydiving Near Connecticut
If you’re new to skydiving, tandem skydiving is the best way to experience the thrill and beauty of freefalling without any prior training. Jumptown specializes in creating safe, memorable tandem skydives for first-time jumpers.
Tandem skydiving pairs you with a highly trained instructor who handles all the technical aspects of the jump. You’ll be securely harnessed to your instructor, so you can focus entirely on the excitement of freefall and the breathtaking views as you glide back to the ground under a parachute.
Why Tandem Skydive at Jumptown?
Safety is Our Top Priority: Jumptown’s instructors are certified by the United States Parachute Association (USPA) and have thousands of jumps under their belts.
State-of-the-Art Equipment: Our tandem gear is meticulously maintained and regularly inspected to ensure the highest safety standards.
Unmatched Scenery: Tandem skydiving at Jumptown gives you the chance to experience the very best views of New England.
Learn to Skydive Near Connecticut: Become a Licensed Skydiver
For those ready to take their skydiving passion to the next level, Jumptown offers a world-class Accelerated Freefall (AFF) program, the fastest and safest way to become a licensed solo skydiver.
AFF is a step-by-step training program designed to teach you the skills needed to skydive solo. From ground school to in-air coaching, this program ensures that you’re fully prepared to jump on your own.
What Do Our Customers Say?
EXCELLENT
Based on 684 reviews
Posted on Google![]()
Jodie DocosTrustindex verifies that the original source of the review is Google.
My first time jumping and it was amazing! Jumptown made it easy and fun! I can’t wait to do it again.Posted on Google![]()
Samantha MarshallTrustindex verifies that the original source of the review is Google.
This was a liberating experience! Can't wait to go again!!!Posted on Google![]()
Scott DemontTrustindex verifies that the original source of the review is Google.
outstanding jump experience, Absolutely would go here again, Chris my dive instructor was amazing ,well experienced he made my comfort level at ease. thanks Jumptown for a amazing day..Posted on Google![]()
Michael EnosTrustindex verifies that the original source of the review is Google.
Jumptown is exceptional. I was very nervous going in but they have a system that put me at ease. The jump was one of the best things I have done in my life and I owe it to Jumptown.Posted on Google![]()
Jon MaloneTrustindex verifies that the original source of the review is Google.
I have jumped here two times. The instructors are amazing and make you feel comfortable. They answer all your questions. Both times I had a wonderful experience and left wanting to do it again. My goal is to become an instructor and with the guidance of this great crew I'll do it all here @ jumptownPosted on Google![]()
Timothy BriggsTrustindex verifies that the original source of the review is Google.
They were very helpful and friendly from the 1st call to the end of the jump. Went with a small group from work and they were able to accommodate, when things changed on our end. Made us all feel safe and secure the whole way. They went above & beyond!Posted on Google![]()
Mariia PohoretskaTrustindex verifies that the original source of the review is Google.
Best day of 2024. “I was calm like a python 🐍” as we say in my country, exactly to the free dive jump, couple seconds of screaming and here I am soaking with a wonderful feeling of limitless air magnitude and horizon beauty. No more screaming. No more fear. Silence in my soul and head - be present in the moment of feeling alive, the feeling i needed so much to be reminded of. The nail standing the other day, I assume, helped me with parachute 🪂 experience - made me stronger just the day before the jump. So emotionally I really was excited and had no fear or nerves at all. Especially partnering with Chris and trying to earn the name of a best student!Posted on Google![]()
KateTrustindex verifies that the original source of the review is Google.
What a great experience! Everything was very organized! I felt confident in Mike, who was my tandem master, to keep me safe. Would definitely do it again!Posted on Google![]()
Jim UppstromTrustindex verifies that the original source of the review is Google.
Simply AWESOME!Posted on Google![]()
Kellie LempkeTrustindex verifies that the original source of the review is Google.
My experience, along with my daughter, was incredible! The instructors/tandem coaches were so professional and we enjoyed the experience so much! I can't wait to jump again!!!
Why Jumptown is Worth the Drive from Connecticut
Here’s why skydivers from all over Connecticut choose Jumptown:
The Best Views in New England: Orange, MA offers a truly unmatched skydiving experience with panoramic views that will take your breath away.
A Legacy of Excellence: Jumptown is America’s Original Drop Zone and has been delivering exceptional skydiving experiences for over six decades.
Unparalleled Safety: From our equipment to our instructors, everything we do is designed with your safety in mind.
A Welcoming Community: Skydiving is more than just a sport—it’s a community. At Jumptown, you’ll meet people who share your passion for adventure.
Book Your Skydiving Adventure at Jumptown Today!
Whether you’re ready to take your first tandem skydive or want to start your solo skydiving journey, Jumptown is the premier destination for skydiving near Connecticut. Make the drive, take the leap, and create memories that will last a lifetime.
Ready to take the leap? Book your jump today and experience the thrill of a lifetime at Jumptown—America’s Original Drop Zone!