Endless Summer Charters MD

Endless Summer Charters MD

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Private Yacht Charter on the Chesapeake Bay

SAIL250® Maryland Airshow and Flyovers June 26-28 06/11/2026

Another chance to see the Blue Angels. Plus more. Call us to book your charter today.

SAIL250® Maryland Airshow and Flyovers June 26-28 LCF

06/11/2026

Most boating mistakes happen before anything goes wrong. Learn the skills that make docking easier, boating safer, and stressful situations manageable. We solve boating problems before they become expensive ones.

06/10/2026

Join us to celebrate Summertime. TUNESDAY all Summertime long in Back Creek.

06/08/2026

Tomorrow's forecast indicates favorable weather conditions. We invite you to join us for an evening of excellent music and enjoyable company on Back Creek in Annapolis. The charter costs $75 per person. Please contact me today.

Endless Summer Charters MD Private Yacht Charter on the Chesapeake Bay

Photos from Chesapeake Boating Academy's post 06/07/2026
06/04/2026

Join us for TUNESDAY floating concert series. Book the entire boat for 6 people or open to walk on at $75 each. Great live music on Back Creek.

• Tunesday 2026 is officially here and we want everyone on that water this summer. No excuses.

Every Tuesday night, 90 minutes before sunset. No fixed clock time, just show up before the light gets golden and you’re good.

Every week Local artist will be painting the scene live. We are also opening it up to other artists to join her so send us a DM if you’re interested.

Here’s how to show up:

⛵ Got a boat? Drop anchor on Back Creek and enjoy the show from your deck. Stage anchors around 5pm, music starts 90 minutes before sunset.

🚣 Kayak or paddleboard? Launch from Ellen O. Moyer Nature Park at 7314 Edgewood Road. Closest public launch to the show, free parking, and a floating dock right on Back Creek. Hit up at their Nautilus Point location to rent a kayak or SUP.

🛥️ Want to do it right? Book a charter with and spend the whole evening on the water with your crew. Link in bio.

🚶 On foot? Walk through Ellen O. Moyer Park and post up on the dock. Best free seat in Annapolis.

🚗 Parking? Pro tip: park outside the Eastport peninsula and walk in. Ellen O. Moyer Park also has two lots off Edgewood Road. The bigger one is a short walk to the water through the trail.

Every show is free. All ages. Dogs welcome. Music ends at sunset.

May through September. 18 artists confirmed so far with more on the way. We kick it off May 5 with Mike McHenry.

👊See you on the water. 🎶

06/03/2026

Grab it before it’s gone! www.ChesapeakeBoatingAcademy.com

Photos from Endless Summer Charters MD's post 06/01/2026

Family night. Took a little cruise to Libby’s and enjoyed a beautiful sunset. Rodeo is living the good life. Come take a cruise with her.

Photos from Endless Summer Charters MD's post 05/25/2026

Weather was not great in Annapolis for sightseeing over Memorial Day. So I hopped on a customers boat and delivered it from Oxford to northern Jersey. Well kept 38 Mt Desert Island.

05/24/2026
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Address


655 Americana Drive
Annapolis, MD
21403