about tails and trails
I’m Lindsay Moran, a former CIA officer and trusted pet caregiver for many years. I created Tails and Trails Annapolis because I know how hard it can be to give your dog the time and exercise they need when life gets busy.
I take dogs beyond the neighborhood walk, providing structured trail hikes that build fitness, confidence, and calm.
I personally handle every hike, picking dogs up from home and giving them the kind of adventure that leaves them happy, fulfilled, and well cared for.
Services
Private Hikes – One-on-one trail hikes tailored to your dog
Small Pack Hikes – Carefully matched groups for safe, social exercise
1- & 3-Hour Adventures – From quick outings to full trail experiences
Door-to-Trail Pickup – Transportation included, start to finish
Overnight and daycare – Attentive, loving in-home care
Trust & Safety
Your dog’s safety comes first. Every hike is personally handled by me—never outsourced. My background demands a high level of situational awareness, responsibility, and reliability. I bring that same standard to every dog in my care — so you can have complete peace of mind while your pup has an adventure!