The Best Boat Rentals in Port Washington

Most captained sailboats around Manhasset Bay run about $170–$220 per hour, mid-size motor yachts usually range from roughly $350–$600 per hour, and larger yachts for groups can be $800–$1,000+ per hour. Half-day outings often total $700–$2,000, while full days commonly land between $1,500 and $4,000 depending on size, season, and itinerary. Rates generally cover the boat and basic safety gear; many captained trips include the captain and standard harbor fuel, with taxes, gratuity, and extras like special routing, dockage elsewhere, or catering priced separately. Always check each listing to see exactly what’s included and any security deposit, cleaning, or overtime charges.

You’ll find comfortable cruising sailboats for relaxed sightseeing, sleek motor yachts and flybridge yachts for celebrations, plus smaller powerboats and center consoles for quick harbor cruises and near‑shore exploring on Long Island Sound. Pick the size and style that matches your group, budget, and how far you want to travel.

If you plan to drive the boat yourself, New York’s Brianna’s Law requires a boating safety certificate for all motorboat operators as of January 1, 2025. On a captained charter, you’re a passenger and don’t need a certificate. If a listing allows self-operated rentals, be prepared to share your boating experience, meet age requirements, and provide a deposit. Personal watercraft have additional age and certificate rules, and many listings are captained only.

The most common pickup points are along Main Street and Manhasset Bay. Popular spots include the Town Dock at the end of Main Street, Inspiration Wharf near the waterfront restaurants, Safe Harbor Capri on Orchard Beach Boulevard, and Manhasset Bay Marina on Matinecock Avenue. The Port Washington LIRR station is about a mile from the Town Dock, making train-to-boat meetups easy for your group.

Expect classic North Shore scenery—calm Manhasset Bay, the Gold Coast mansions of Sands Point and Kings Point, and two photogenic lighthouses: Execution Rocks Lighthouse offshore and Stepping Stones Lighthouse near the mouth of the Sound. On longer routes, captains can point out bridges to the west and, on clear days, distant skyline views. Wildlife sightings can include ospreys, egrets, and cormorants.

Yes, most charters welcome families. Coast Guard–approved life jackets are carried for every passenger, and New York law requires children under 12 to wear a life jacket while a boat is underway. Let the captain know the ages and approximate weights of any children so the right sizes are ready. For comfort, bring sun protection, snacks, and soft-soled shoes.

Most listings allow BYO snacks and beverages, and many provide a cooler with ice or have fridge space. Cans are preferred over glass, and some captains limit messy items like red wine. If you’d like catering or a dock-and-dine stop, ask the owner in advance so they can plan timing and docking.

Pets are handled case by case. Small, well‑behaved dogs are often fine with prior approval and may require a cleaning fee. Bring a leash, a water bowl, and consider a pet life jacket. If anyone in your group has allergies, mention that when you inquire.

Your captain will monitor marine conditions and make the final safety call. If conditions are unsafe, trips are typically rescheduled or refunded according to the listing’s policy. For light rain or overcast skies, outings often proceed as planned. Review the specific cancellation terms on your booking and message the owner the day before if you’re unsure.

For birthdays, bachelorettes, and group outings, a captained charter is the simplest option—your captain handles docking, routing, and local rules so you can focus on your guests. Self-operated rentals, when available, are best for experienced boaters who already have a boating safety certificate, are comfortable with Long Island Sound conditions, and are prepared to manage navigation, anchoring, and cleanup.

Peak boating season runs from late May through early September, with the biggest demand on holiday weekends like Memorial Day, July 4th, and Labor Day. Port Washington’s HarborFest Dock Day on the waterfront in early June draws crowds, so book well ahead if your dates overlap. Weekdays usually offer more availability and smoother pricing. On most days, mornings tend to be calmer, while late afternoons are popular for golden-hour and sunset cruises.

Absolutely. Many boats are set up for small celebrations with Bluetooth speakers, shaded seating, and space for cakes, décor, and coolers. Share your headcount, ideal trip length, and any special requests—like a lighthouse photo stop or a swim break—so the captain can recommend the right vessel and route. For weekends in summer or holiday dates, reserve several weeks in advance.

Yes. A classic local itinerary circles Manhasset Bay and heads out to Stepping Stones Lighthouse and Execution Rocks Lighthouse for photos, with views of historic Gold Coast estates along Sands Point and Kings Point. It’s an easy, scenic route that fits into a 2–4 hour charter and pairs perfectly with a sunset timing.