Private Catamaran Charters for Relaxation, Celebration, and Adventure

Exclusive full-day and sunset catamaran charters departing from Oxford and St. Michaels, MD — private boats for memorable time on the water.

Featured Charters

Private Full Day Sailing Catamaran Charter and Private Sunset Sailing Catamaran Charter tailored to groups, couples, and special occasions.

Greenwich

Private Full Day Sailing Catamaran Charter — Luxury Day Sails from Oxford & St. Michaels, MD

Spend eight private hours on a catamaran out of Oxford or St. Michaels, MD. Enjoy a fully crewed day with SUPs, a water hammock, fishing gear and optional catering for an all-ages celebration on the water.

Private Full Day Sailing Catamaran Charter — Luxury Day Sails from Oxford & St. Michaels, MD

Private Sunset Catamaran Charter: Sailing from Oxford & St. Michaels, MD

Spend two hours gliding across the Chesapeake Bay as the sun drops behind marsh islands—this private catamaran charter from Oxford or St. Michaels, MD blends comfort, water toys, and a crew-ready experience for families and small groups. Add a bartender or bring the kids for SUPs and an unforgettable coastal sunset.

About Shore & Island Sailing Charters

Shore & Island Sailing Charters is based in Greenwich, New York and offers private catamaran charters that depart from Oxford or St. Michaels, MD. The company focuses on private, reservation-based experiences aboard catamarans for groups seeking a full day on the water or an evening sunset cruise.

Shore & Island Sailing Charters lists two primary trips: the Private Full Day Sailing Catamaran Charter, which provides a personalized day on the water with coastal views and relaxed cruising, and the Private Sunset Sailing Catamaran Charter, which departs at sunset for an evening cruise as the sky turns vibrant. Each trip is described as a private charter, meaning the vessel is reserved exclusively for the booking party.

Details about vessels, crew qualifications, safety protocols, and exact itineraries are provided at booking and may vary by departure port. Shore & Island Sailing Charters is featured on The Adventure Collective, where the business is presented alongside trip summaries and booking information. Prospective guests should review available departure locations (Oxford or St. Michaels, MD), trip durations, and booking terms before reserving. The business emphasizes private charters on catamarans and provides direct options for full-day and sunset experiences for those seeking an exclusive sailing outing.

Shore & Island Sailing Charters — Private Catamaran Charters from Oxford & St. Michaels, MD

Overview

Shore & Island Sailing Charters offers private catamaran charters with departures from Oxford, MD and St. Michaels, MD. Based in Greenwich, New York, the business lists two primary experiences: the Private Full Day Sailing Catamaran Charter and the Private Sunset Sailing Catamaran Charter. These private sailing charters provide exclusive vessel use for groups, couples, and celebrations.

Why choose a private catamaran charter?

Exclusive use: The charter is reserved only for the booking party.
Flexible itineraries: Full-day charters allow for extended cruising; sunset charters focus on evening views.
Catamaran stability: Catamarans provide spacious decks and comfortable cruising.

Trips offered

Private Full Day Sailing Catamaran Charter

Departures: Oxford or St. Michaels, MD
Summary: A personalized day on the water with scenic cruising and relaxed time aboard a private catamaran.

Private Sunset Sailing Catamaran Charter

Departures: Oxford or St. Michaels, MD
Summary: An evening cruise timed for sunset, offering peaceful waters and coastal views on a private catamaran.

Booking and planning tips

Departure ports: Confirm whether the charter departs from Oxford or St. Michaels, MD when booking.
Group size and comfort: Catamarans typically provide more deck space; verify capacity at booking.
Timing: Full-day charters run during daylight hours; sunset charters begin in the evening to capture sunset light.

What to expect on board

Comfortable, private space for the booked party.
Scenic views along Maryland waterways from Oxford or St. Michaels.
A focus on private charter experiences aboard a catamaran.

SEO keywords and relevance

This page targets important search queries such as Shore & Island Sailing Charters, private catamaran charter, private sailing charter Oxford MD, sunset sailing St. Michaels MD, full day sailing charter, and catamaran charter Greenwich NY. Including clear trip names and departure ports helps travelers searching for private sailing experiences in Oxford and St. Michaels, MD discover the listed charters.

Final notes

For exact vessel details, safety information, pricing, and availability, consult the charter’s booking page or The Adventure Collective listing. Confirm departure port (Oxford or St. Michaels, MD) and trip duration before reserving to ensure the private catamaran charter matches the desired experience.

Reserve a Private Catamaran Charter Today

Choose a full-day or sunset charter departing from Oxford or St. Michaels, MD — private bookings are available for groups and special occasions.