East End Charters

10/01/2026

THANK YOU ALL for another incredible summer season of sailing in Greenport!

October has arrived, which means it's time for us to begin our journey south to warmer latitudes.

Bonnie Lynn is slated to depart this weekend. Follow along as we sail towards our winter cruising grounds in the Caribbean.

Greenport, see ya in May 2027!

📷 And thanks to Brendan Towle for sharing this awesome shot of Bonnie Lynn sailing past Bug Lighthouse! East End Seaport Museum

07/14/2026

Join us this Saturday for one of our favorite sails of the summer! and are teaming up to offer a 2-hour evening sail that features an open bar of selected Bedell w**es.

There's something about tasting local w**e while sailing on the bay that just hits right.

📍Greenport, NY (sail departs from East End Charters dock)
⏰️ Departs at 5pm, returns at 7pm
⛵️ Sail on the North Fork's tall ship, Bonnie Lynn
🍷 Complimentary w**e and light bites
💲Tickets are $200 per person + tax (use coupon code JULYSAIL20 at online checkout)

Tickets can be purchased through
website, or give us a call and we can book you in.

We can't wait to see you there!

📸 Scott Indy Hughes

06/11/2026

06/08/2026

Hop onboard BONNIE LYNN or SURPRISE this coming Saturday June 13th to experience Greenport's Blessing of the Fleet from the water!

Catch a unique perspective of the ceremony that we invite you to participate in.

Public sails available on BONNIE LYNN from 2:30-5pm, $125 per ticket.

Private charter for groups of up to 6 guests available on SURPRISE throughout the afternoon and sunset.

Links to booking in bio. Hope to see you there!

surprise

06/05/2026

The season is definitely upon us!

Last night we had a magnificent sunset sail with the East End Charters fleet: .surprise and .

We love these boats because they are unique, one-of-a-kind, and loaded with history. Not only that, they are also super comfortable and fun to sail.

Come join us and see for yourself sometime!

Give us a call or book online. Link in bio

05/22/2026

SURPRISE in back in Greenport, and just in time for Memorial Day Weekend!

In classic MDW fashion, the weather forecasts are less than perfect. But we are hopeful for more clouds than rain, and there will definitely be a good breeze for sailing!

Give us a call or check out our online calendars for future availability.

We can't wait to sail with you this summer!

📸.surprise

01/07/2026

Happy New Year everyone! One week in and it's finally starting to feel like 2026. The days are getting longer and, as an optimist, I'm going to go out on a limb here and say that summer will be here before we know it!

In the meantime, we wish you all a very healthy and joyful new year.

For all you early planners out there, our 2026 summer calendar is live, so head on over to our website to book your summer sail! 🔗 www.eastendcharters.com

Big thanks to Scott Indy Hughes for sharing this killer shot of Bonnie Lynn sailing off of Shelter Island last summer!

12/11/2025

Still looking for that perfect gift? We are now offering gift cards for private charters and public sails on SURPRISE and BONNIE LYNN for the 2026 season! Give your friends, family, or yourself something to look forward to this coming year.

We have witnessed so many happy memories being created onboard our vessels. We hope to help you do the same!

Link to gift cards is on our website, or give us a call for more info.