📞 Call Captain Shane: 443-615-4413
Captain Shane
Click to Talk to Captain Shane Now
Annapolis, Maryland

Best Boating Annapolis

Captain services. Boat management. Charters. Race coaching. Brokerage. One captain, every service your boat needs — from the dock to the starting line.

Captain Shane Kilberg - USCG 100-Ton Master

Why Work With Me

I'm a USCG 100-ton Master Captain with 15+ years on the water — running boats, managing programs, racing offshore, and helping owners get the most out of every season. Whether you need a captain at the helm, hands-on boat management, race team support, or honest help buying or selling, I bring the same standards to every job.

🧭 Captain at the Helm

Deliveries, owner training, sea trials, and racing. USCG 100-ton Master with thousands of offshore miles. I run boats for clients across the Bay every week.

🔧 Boat Management

Mobile marine repair, seasonal management, regular maintenance, and on-call support. Your boat sailing-ready every time you walk down the dock.

🏁 Race Programs

America's Cup shore team experience, J/105 clinics, Crew Connect, and full race team support. From Wednesday beer cans to offshore campaigns.

📍 Local Expert

Based in Annapolis. I know the Chesapeake market, the marinas, the yards, and the sailing community — the kind of context that matters whether you're cruising, racing, or buying and selling.

One Call Handles It All

Everything You Need on the Water

🛒 Best Boating Supplies

Marine Parts & Supplies

Over 200,000 products from top brands. Free shipping on orders over $99.

Browse All 23 Departments →
🧭 Captain & Boat Management
On the Water When You're Not. Reliable When You Are.

Captain services, boat management, deliveries, owner training, sea trials. I run boats for clients across the Chesapeake every week — and I treat every one like it's mine.

⛵ J/105 Sailing Clinics — Now Booking

Structured race training with head coach Jahn Tihansky (19 seasons Navy Varsity Offshore, 4 Kennedy Cups). On-water drills, video debrief, Vakaros data. Open to all skill levels.

View Clinic Details →

What Clients Say

"Shane was straightforward from day one. He told me my boat was overpriced before I listed it. We adjusted, and it sold in three weeks."

Robert M.
Sold 42' Beneteau, Annapolis

"We'd looked at boats for months without finding the right one. Shane understood what we needed and found it within two weeks."

Jennifer & Tom K.
Purchased J/105, Eastport

"His knowledge of systems saved us from buying a boat with serious electrical issues. Worth every penny of the commission."

Mark S.
Purchased Catalina 36, Rock Hall

Let's Talk

Tell me what you need — I'll get back to you within 24 hours.

📞 443-615-4413

Based in Annapolis, serving the entire Chesapeake Bay region.