Set sail on Greenport’s waters with East End Charters’ 4 Hour Sail. Enjoy scenic views, swimming stops, and personalized service in this family-friendly adventure on Long Island’s North Fork.
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Difficulty
easy
Duration
4 hours
Fitness Level
No special fitness level required; suitable for most guests.
Wildlife
History
Greenport has a long maritime history, once serving as a bustling port for whaling ships and now thriving as a sailing destination.
Conservation
East End Charters emphasizes eco-friendly practices, including minimal disturbance to wildlife and proper waste disposal to preserve the area's natural beauty.
East End Charters
Set sail on Greenport’s waters with East End Charters’ 4 Hour Sail. Enjoy scenic views, swimming stops, and personalized service in this family-friendly adventure on Long Island’s North Fork.
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.
Bring Sun Protection
Ensure you wear sunscreen and bring hats or sunglasses to stay comfortable during the trip.
Bring Your Favorite Snacks and Drinks
While catering options are available, bringing personal favorites can enhance your experience.
Arrive Early
Getting to the boat a little before departure ensures you’re ready to embark without stress.
Prepare for Sea Conditions
Light layers can help if it gets breezy, especially in cooler months.
Sunscreen
Protect your skin from UV rays during sunny, open-water sailing.
summer
Hat and Sunglasses
Shield your eyes and face from the sun while enjoying the breeze.
spring|summer|fall
Swimwear
Perfect for taking a refreshing swim during anchor stops.
summer
Light Layers
Bring along layers for warmth if the weather cools down.
spring|fall|winter