Send us a text

What Parents Need to Know About Naval Academy's Toughest Season

Ever wondered what midshipmen mean when they talk about surviving the "Dark Ages" at the Naval Academy? This episode pulls back the curtain on one of the most challenging periods in a midshipman's year - the return to Annapolis after winter break.

As someone who experienced those brutal Annapolis winters firsthand, I'm sharing the reality of what makes this time so tough for midshipmen and their families. We'll explore everything from the practical challenges of navigating icy campus walkways to the emotional toll of returning from the comfort of home to the demanding Academy environment.

What You'll Learn About the Dark Ages

• Why January through early March earns this dramatic nickname at the Academy
• How Annapolis weather truly impacts daily life for midshipmen
• The underground tunnel system that becomes a lifeline during harsh weather
• Why the transition back from winter break hits so hard emotionally
• How uniform policies have evolved to better support midshipmen during cold months

Practical Insights for Families

• Understanding the "commute" challenges midshipmen face getting to class
• How weather delays and snow days actually work at the Academy
• The incredible support systems available through MDC, chaplain services, and medical resources
• Why that drive over the Naval Academy Bridge can be so emotionally difficult

Looking Ahead to Spring Semester

I also share what exciting events are coming up that help midshipmen push through this challenging period, including ship selection for firsties and major selection for plebes. These milestones provide hope and motivation during the coldest, darkest months.

The Vermeer Group is a residential real company matching military families with trusted real estate teams across the country.  If you have any real estate questions at all, please text Grant at (650) 282-1964 or email [email protected]

To stay most up to date with Grant, Naval Academy updates, and real estate insights, follow him on LinkedIn

The mission of Academy Insider is to guide, serve, and support Midshipmen, future Midshipmen, and their families.

Grant Vermeer your host is the person who started it all. He is the founder of Academy Insider and the host of The Academy Insider podcast. He was a recruited athlete which brought him to Annapolis where he was a four year member of the varsity basketball team. He was a cyber operations major and commissioned into the Cryptologic Warfare Community. He was stationed at Fort Meade and supported the Subsurface Direct Support mission.

He separated from the Navy in 2023 and now owns The Vermeer Group, a residential real estate company that matches service academy families with trusted real estate teams all across the country. Text (650) 282-1964 with any real estate questions.

We are here to be your guide through the USNA experience.

Connect with Grant on Linkedin
Academy Insider Website
Academy Insider Facebook Page

If you are interested in sponsoring the podcast, have an idea, question or topic you would like to see covered, reach out: email [email protected] or text Grant at (443) 951-3064