Shardana Sailing — Baltimore Page Design Reference
→ 45 mi from Baltimore · Rock Hall, MD

Private sailing charters, a short crossing from Baltimore

Leave the harbor behind. A captained yacht, a custom itinerary, and the open Chesapeake — about an hour from downtown.

Why Baltimore

A quiet alternative to the Inner Harbor

Most of our Baltimore guests come to us for the same reason: a private, personalized day on the water without the crowds of a city marina.

Every charter is built around you — couples marking an occasion, families reconnecting, teams rewarded with something better than a happy hour.

  • Capacity Private yacht for up to six guests
  • Crew Dedicated professional captain
  • Route Fully customizable — coves, towns, wineries
  • Distance ~45–60 miles, about an hour via the Bay Bridge
Charter options

Choose your trip

From $450

Half-day sail

A taste of the Bay without giving up the whole day.

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Full day

Full-day sail

Cruising, swimming, and a stop in Rock Hall or Annapolis.

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Evening

Sunset sail

A Chesapeake sunset the harbor can't match.

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Multi-day

Overnight charter

A full weekend escape across the Bay.

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~60 minDrive from downtown Baltimore
I-97 / US-50Via the Chesapeake Bay Bridge

Getting here

We depart from Osprey Point Marina, 20786 Rock Hall Avenue, Rock Hall, MD 21661. The drive from Baltimore crosses the Bay Bridge onto Maryland's Eastern Shore — a scenic start before you even step aboard.

Ready to set sail?

Trade the harbor for the open Bay. Let's design your trip.

Shardana Sailing Charters · 20786 Rock Hall Avenue, Rock Hall, MD 21661 · 215-238-1635