Indiscretion Yacht Charters

05/08/2026

Dancing into the weekend with a 🎶✨🛥️

03/29/2026

We’re excited to kick off our 16th season on Harbor! As we get back out on the water, we’re looking forward to another summer of unforgettable charters, stunning skyline views, and time spent with great people on the harbor. Whether you’re celebrating something special or just want to enjoy a day on the water, we can’t wait to welcome you aboard for another incredible season.

01/11/2026

“I tend to think of death as a reward for a life well-lived,” RIP Bobby, you succeeded.

11/06/2025

Our resident Scout is 11 months old today! From the Virginia shore to chasing waves and exploring Harbor with us, and still thinks every dock is his runway. ⚓🐾

10/31/2025

Castle walls, crisp air, and one very good boy 🎃🐾 Happy Halloween from Scout!

08/07/2025

🐾❤️ Happy Birthday, Coop ❤️🐾
Gone from my side far too soon, but never my heart. You would have been 10 today — the dog of a lifetime, whose joy still walks with me every day.

07/17/2025

Privileged to be a small part of an incredible documentary journey about Long Island with . Thank you for hiring us, it was a great experience!

04/27/2025

We had an amazing time welcoming guests visiting from Montreal for a birthday celebration during our third trip of the season! 🎉 Everyone enjoyed a two-hour private yacht tour around beautiful . 🛥️🌊 Scout, our five-month-old , is learning to pose with our guests under the watchful eye of First Mate Tara Cleary. 🐾🌇

04/17/2025

Join us aboard the Indiscretion for another unforgettable season on . We’re kicking things off with complimentary adult drinks and hot apps for all charters April 18–May 18, exclusively for our social media followers and email subscribers. 📞 Call Captain Don at 617.240.2900 to book and lock in 2024 rates before Memorial Day.

12/15/2024