Private Chesapeake Bay Sail Charters

IMG_0897smallWhat kind of private Chesapeake Bay sail charters do we offer?

We work with you to create custom charters that are perfect for you, your family, your friends or your corporate team of up to 13 passengers.

.  We offer private two-hour, half-day, full day and race charters by reservation. For an additional fee, we can arrange charters at different locations on the Bay. Some popular locations are Annapolis, Oxford, St Michaels or Cambridge.


Beer, wine and cocktail service is available on board all charters. Catered food is also available from local  restaurants by special arrangement served to you by our crew while underway. Sail Magazine centerfold July 2012

The rates for a private charter start at $585 + tax & tip for a mid-week morning or afternoon excursion from our home dockage on Tilghman Island.

We love weddings! We have been a part of a few intimate on-board weddings and they have all been stunningly beautiful. Where better to tie the knot then shaded by sails and surrounded by varnished teak and polished brass.

We have also ferried the bride and bridesmaids from their waterfront inn to the wedding venue for the ceremony.  Would you like to really make a splash with the arrival to the wedding reception? Think about a short sail after the ceremony to enjoy a toast with your dearest friends, your wedding party.

We offer catered wine and hor devour sails that are perfect for birthdays, anniversaries or even bachelor / bachelorette parties!

We do team building exercises for business and  corporate groups. Do you really want to fine tune a teams ability to communicate and work together? Consider a race charter where you and your team are the crew.  Win or loose, you will develop skills that will benefit the group for years to come.

Call 410.886.1127 or email me to see how we can make your wedding, corporate retreat or vacation a memory to last a lifetime!

Cheers! – Jeff