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

The Private Full Day Sailing Catamaran Charter runs eight-hour private day sails based out of Oxford or St. Michaels, MD; the operator is listed in Greenwich, New York. Step aboard a roomy catamaran with a captain and mate who handle navigation and provisioning while your group settles into bean bag chairs, folding deck seats and the forward trampolines for sunning. The boat’s salon, cockpit and day head make daylong comfort easy, and the package includes coolers stocked with ice, water and sodas plus insulated cups and barware.

What distinguishes this charter in Chesapeake-area waters is its balance of relaxed comfort and active options: Standup paddleboards, a Sun Chill water hammock with jelly-fish netting, fishing gear with the vessel’s Maryland fishing permit, portable chairs for the bow and a range of water toys for every age. Families appreciate the included safety and seating, and groups love the optional upgrades — a bartender, catered deli lunches, grilled meals for small parties, charcuterie boards or kayak rentals — that turn a simple cruise into a private celebration.

Expect a day that alternates gentle cruising through tidal creeks and wide bends with stops to swim off the trampolines, cast a line, or drift on a hammock. The captain tailors the route to conditions and guest preferences, whether you want sheltered coves with marsh grasses and shorebird viewing or open-water stretches for stronger winds and sailing. The crew’s local knowledge helps guests spot estuarine wildlife and find quiet anchorages away from busier marinas.

Practical tips: pack reef-safe sunscreen, layered clothing for sea breezes, and a waterproof bag for phones and cameras. If anyone in your group is prone to motion sickness, bring medication; book summer weekend charters well in advance and consider a weekday for more solitude. Bring cash or card for optional add-ons and gratuities; the charter supplies basic drinks and glassware but guests supply alcohol unless a bartender is added.

Onboard safety briefings and life jackets for all ages are standard; the crew will demonstrate how to use the SUPs and fishing tackle before you launch. For photographers, the changing angles from bow, cockpit and flybridge offer layered compositions—reflective water, low marsh grass, and close-up gull action. The operator can suggest nearby slip options for morning coffee ashore or quiet anchorages for a sunset toast on longer custom trips; verify start points when you book.

This Private Full Day Sailing Catamaran Charter is a standout on the Mid-Atlantic coast for travelers who want a private, all-ages sea day with the space and amenities of a small yacht and the playful, toy-filled personality of a family cruise. Reserve an eight-hour charter to relax, paddle, fish and eat while a professional crew manages the sea.