Luxury Boat Rentals Near Port Chester, NY — Private Charters & Full-Day Yachts

This new 2025 Landau 272 is built for group getaways. With a 200-horsepower motor and seating for up to 14 people, the boat delivers both comfortable social space and the power to move efficiently between anchorages. Operators offer add-ons—paddleboards, towable tubes, and lily pads—so you can layer water toys onto a base boat that’s expressly designed for relaxation and sociable cruising. Delivery and pickup to a dock are available for an additional fee, which simplifies logistics when you’re staging a multi-day trip.

Important booking details are straightforward: renters must be 25 or older, and the operator provides life vests and safety equipment with each rental. The boat is offered in multi-day blocks (2–10 days), so it’s a strong fit for small flotillas, family reunions, or any group that wants more than an afternoon on the water. If your plan is to center the day on group time—lounging, swimming, and rotating guests—this model is worth prioritizing.

The All Access Season Pass is for travelers and locals who expect to be on the water multiple times in a season. Valid from Memorial Day through Labor Day, the pass bundles unlimited classes and rentals and comes with a free sailing burgee—an easy way to make a season’s worth of on-water plans more efficient and more economical if you’ll be paddling or sailing frequently.

Choose this option if you prefer a flexible rhythm rather than a single charter or day rental. It’s particularly useful when your summer schedule is fluid and you want the freedom to show up and go without re-booking each outing. Note that operator terms govern class schedules and rental availability; verify dates and blackouts on the operator’s booking page before committing.

An eight-hour full-day rental gives you the time to build a narrative for your outing: a relaxed morning transit, beach stops or swims at secluded coves, a waterfront lunch, and an easy return as the light softens. This particular listing accommodates up to 10 guests and is designed around a comfortable day cruising the local bay area. The operator calls out that fuel, booking fees, taxes, and gratuities may not be included in the base rate—standard practice for day rentals—so factor those costs into your budgeting.

Full-day rentals are the go-to for families and small friend groups who want to balance activity and downtime without the pressure of a tight schedule. If you plan on stopping for meals at water-accessible restaurants or want to linger at a favorite anchorage, the full-day format gives you the freedom to craft a leisurely, unhurried cruise.

When time is limited—a half-day rental gives you a compact, satisfying taste of on-water life. This four-hour option supports beaching, a short swim, or a quick run past scenic shorelines and waterfront eateries. Like the full-day rental, it supports up to 10 passengers and welcomes all ages, making it a flexible choice for families or groups with mixed energy levels.

Half-day rentals are especially useful for travelers coordinating around other plans—arrivals, dinners, or local events—who still want a private time on the water. Because the rental window is fixed, it’s easier to coordinate pickup and drop-off logistics, and it often means lower fuel and fee exposure than a full-day booking.

The Pelagic Beast private charter is built for anglers. Trip lengths range from compact three-hour launches—good for families or newcomers—to extended eight-hour trips tailored for targeting species that require longer transit and drift time. The operator supplies bait, tackle, and fish cleaning, and pricing is per group rather than per person. A $150 deposit is collected at booking, with the remainder due at check-in per the operator’s policy.

If your travel story is a day spent chasing striped bass, blackfish, or fluke, a specialized fishing charter removes logistical friction: experienced crew, all necessary tackle, and a captain who knows where to fish. It’s the strongest choice for guests whose priority is catching fish rather than cruising or swimming, and the group-based pricing makes it economical for small parties who plan to keep their catch.

This private sailing offering is framed around event-driven celebrations—designed to align with match schedules and group plans. Charters run 2–4 hours with customizable routes that include harbor highlights, East River passages, and extended explorations depending on your chosen duration. The experience is presented as a private, crewed charter where the vessel and time are all yours.

Event-focused charters are a natural fit when you want to pair a shoreline event—like a sports match, concert, or festival—with an intimate celebration on the water. The shorter window is ideal for pre- or post-event toasts, and operators can often assist with music, catering, and décor. Because these charters are timed to specific dates and local events, secure your booking as early as possible.