The Best Boat Rentals in Sag Harbor

Boat rentals in Sag Harbor typically range from $250 to $1,200 per hour depending on the boat type, size, and whether a captain is included. Luxury yacht charters and full-day rentals can exceed $3,000 per day during peak season.

Popular options include sailboats, motor yachts, center consoles, pontoon boats, and catamarans. Many rentals are geared toward leisure cruising, day trips, and sunset sails around the Hamptons.

Yes, most rentals in Sag Harbor include a licensed captain, especially for larger boats and luxury charters. Captained rentals are common for groups, events, or sightseeing cruises around the East End.

If you're operating a boat without a captain and were born after May 1, 1996, you’ll need a New York State Boating Safety Certificate. Most rentals are captained, so you won’t need a license in that case.

Main departure points include Sag Harbor Yacht Club, Long Wharf, and the village marina docks. These locations offer easy access to Peconic Bay, Shelter Island, and nearby coves.

Top sights include Shelter Island, Mashomack Preserve, Barcelona Point, and Cedar Point Lighthouse. Many boaters also cruise through Peconic Bay or around Gardiners Bay for panoramic views and calm waters.

Yes, Shelter Island is just a short boat ride away. It's a popular destination for boaters looking to explore quiet beaches, anchor in scenic harbors, or dine dockside at island restaurants.

Popular activities include sightseeing cruises, sunset sails, swimming in protected coves, anchoring at beaches, paddleboarding, and special event charters. It's also a top spot for day trips and celebratory outings.

Yes, swimming is allowed and many boats stop in calm, shallow coves for guests to jump in. Be sure to follow local rules and avoid swimming in high-traffic areas.

Yes, popular anchor spots include Coecles Harbor, Northwest Harbor, and parts of Noyack Bay. These calm, scenic areas are ideal for swimming, floating, or having lunch onboard.

Yes, most rentals allow you to bring your own snacks, drinks, and alcohol. Some luxury charters offer onboard catering or can arrange for provisions with advance notice.

Late May through early September is peak boating season, with warm weather and calm seas. Weekends and holidays book quickly, so consider weekday rentals for better availability.

For summer weekends and holidays, book 2–3 weeks in advance. Same-day bookings are rare during peak season, especially for luxury or captained charters.