Join East End Charters for a 3-hour sailing trip in Greenport that’s perfect for relaxing with friends or celebrating special moments. Bring your favorite food and drinks aboard for a personalized experience with stunning bay views.
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Difficulty
easy
Duration
3 hours
Fitness Level
Guests should be comfortable moving around on a boat but no physical fitness is required.
Wildlife
History
Greenport has a rich maritime history dating back to the 1800s, once serving as a vital port for shipping and whaling.
Conservation
East End Charters advocates for responsible boating practices to minimize environmental impact and protect local wildlife.
East End Charters
Join East End Charters for a 3-hour sailing trip in Greenport that’s perfect for relaxing with friends or celebrating special moments. Bring your favorite food and drinks aboard for a personalized experience with stunning bay views.
East End Charters is a Greenport, New York-based sailing company offering day sails aboard the Bonnie Lynn. Operating from Greenport harbor, East End Charters provides short and mid-length private charters and public cruises for groups seeking scenic outings on local waters.
The 2 Hour Sail aboard the Bonnie Lynn showcases views of Shelter Island and Bug Lighthouse while allowing guests to bring snacks and drinks or select hors d'oeuvres from local caterers, all served by a welcoming crew. The 3 Hour Sail invites guests to bring food and beverages or choose curated catering options, making it suitable for intimate celebrations or larger gatherings. The 4 Hour Sail includes the option to anchor for a swim and to enjoy a relaxed meal; it accommodates groups of up to 16 guests with attentive crew service. The Sunday Brunch Sail features a two-hour morning cruise paired with brunch from Pip’s Café & Provisions, including fresh-baked goods, seasonal quiche, and specialty coffee.
Booking options accommodate private charters and group outings with BYO food and drink or curated catering selections. East End Charters emphasizes attentive, friendly crew service and an accessible mix of experiences for families, friends, and small groups seeking scenic sailing from Greenport.
Location
Greenport, NY
Sailing from Greenport harbor
Vessel
Bonnie Lynn
Classic sailboat for day trips
Trip Lengths
2–4 hours
Options from two to four hours
Group Capacity
Up to 16 guests
Private charters and group outings
Reserve the Bonnie Lynn for a 2-, 3-, or 4-hour cruise or enjoy the Sunday Brunch Sail — confirm guest counts and catering when booking.
Book in Advance
Summer weekends and holidays tend to fill up quickly, so reserve your spot early.
Dress Comfortably
Wear casual layers suitable for changing weather and bring sun protection.
Bring Snacks and Drinks
Feel free to pack your favorite foods and beverages for a personalized onboard picnic.
Arrive Early
Get to the dock at least 15 minutes before departure to ensure smooth boarding.
Sunscreen
Protect your skin from sun exposure during daylight hours on the water.
summer
Light Jacket or Layers
Dressing in layers helps stay comfortable as temperatures fluctuate.
spring|fall|winter
Sun Hat
Provides shade and helps prevent sunburn while outdoors.
summer
Photo Equipment
Capture stunning bay views and wildlife encounters during your trip.