May & June: New York City - Northport, NY
July - Sept: Montauk, NY - Sag Harbor, NY
New York City
Montauk, NY
Northport, NY
Sag Harbor, NY
Meet Zoë II
At 55 feet long and 27 feet wide, Zoë II offers the kind of space that immediately changes how sailing and enjoying the water feels. The wide, stable platform creates a giant cockpit with room to spread out and relax. Under sail she remains flat and balanced allowing guests to move comfortably while underway.
Forward, the trampoline is a favorite spot to stretch out above the water, feel the speed of the boat, or settle in while at anchor. Whether you’re sailing fast, swimming off the stern, or gathering around the cockpit dining table, everything about the deck layout is designed to feel open, social, and unhurried.
55 Feet
Below deck, Zoë II is warm, refined, and spacious. Rich cherry finishes, a generous galley, and multiple seating areas create a calm, comfortable retreat from the sun. There’s plenty of room to sit, cool off, and reset between swims or sails. A dedicated guest bathroom and a private stateroom make changing clothes or taking a break easy and discreet. The interior is thoughtfully designed, safe, and inviting, adding an extra layer of comfort to the overall experience.
Details + Amenities
Large Sun Deck with Trampoline & Sun Pads
Large Exterior Table Seats 8 (with room for overflow)
Large Interior Table Seats 8 (with room for overflow)
Swimming Platform w/ Ladder
Stereo & WiFi
Outdoor Shower
Spacious Lounge Areas
Stand Up Paddle boards
Inflatable Saltwater lounge ring
Coolers for cold drinks
the crew
Captain
Captain Ryan Thompson holds a U.S. Coast Guard 100-Ton Master’s License with a sailing endorsement and brings more than 20 years of hands-on sailing and racing experience to Zoë II. He has sailed extensively along the East Coast — from New York and Nantucket to Florida — as well as throughout the British Virgin Islands.
Ryan is a highly skilled vessel operator with a calm, confident approach on the water. His focus is always on guest enjoyment and safety, creating an experience that feels relaxed, smooth, and effortless. With strong seamanship and a deep understanding of sailing systems, he’s equally comfortable trimming sails, navigating changing conditions, or fixing just about anything on board.
Crew
Matt Spiros is an experienced cruiser and racer holding a U.S. Coast Guard 25-Ton Master’s License with a sailing endorsement. He has cruised extensively with his family throughout Long Island Sound, New England, the waters off Florida and Caribbean, combining practical seamanship with a lifelong love of sailing.
Matt has raced in the Heineken Regatta in St. Maarten and has crewed on multiple boat deliveries. On board, he’s focused on safety, guest experience, and making sailing approachable and engaging. Whether assisting with water activities, working sails on deck, or teaching proper sailing technique, Matt brings enthusiasm, clarity, and confidence to every charter.
Callie Thompson has been sailing since birth, spending summers cruising aboard her family’s sailboat throughout New York and New England. She has also sailed extensively on charter boats in the British Virgin Islands, developing a natural ease both on deck and with guests.
Callie is deeply focused on guest experience — helping everyone feel comfortable, confident, and relaxed on the water. She’s an active hand on deck and has crewed on multiple boat deliveries, bringing real offshore experience alongside a warm, approachable presence. Her attention to detail and calm energy help set the tone for an enjoyable, effortless day aboard Zoë II.