Private Sailing Charter -Half Day or Full Day

Experience the beauty, freedom, and relaxation of sailing the Chesapeake Bay with a private charter designed entirely around you. Whether you choose a peaceful 3-hour escape or an adventurous 7-hour full-day experience, this private charter gives you complete access to the boat for up to six passengers.

Your journey begins just minutes from open water. From there, customize your day however you wish — learn to sail, participate hands-on, take a refreshing swim, explore a quiet anchorage, visit a waterside crab house for lunch, or simply relax in the spacious cockpit with your favorite food and drinks.

Guests are encouraged to participate as much or as little as they’d like. Whether you're seeking adventure, instruction, or serenity, this private charter offers the perfect Chesapeake Bay experience.

⭐ Private sailing charter for up to 6 passengers
⭐ Choose from: Half Day (3 Hours) or Full Day (7 Hours)
⭐ Fully customizable itinerary — sail, anchor, swim, or dine ashore (full day)
⭐ Beginner-friendly with optional sailing instruction
⭐ Complimentary ice, bottled water, and sodas
⭐ Fully equipped galley with glasses, plates, silverware, and BBQ (full day)