Dark Star in Annapolis

Annapolis Yacht Charter Base Information

Base Location & Hours

Base Address
222 Severn Ave
Suite 36, Bldg 15
Annapolis , Maryland 21403

Office Hours
8:30am – 5:00pm

Embarkation Time

Boarding time is at 8:30 a.m. on the first day of a “morning start” charter. If you have a sleep aboard selected, boarding time is at 3 p.m.

Yacht Briefing

Make sure to stop in “The Hut” and we will take care of any final paperwork or answer questions prior to your charter. The technical briefing should last about 45 minutes but can go as long as 90 minutes depending on the size of the boat.

Stop Overs

We generally ask you to not come back to the docks until the end of your charter due to limited dock space. However, please ask the Dock Manager after your arrival to see if there is space available.

Disembarkation Time

Disembarkation time is at 5 p.m. on the last day of a charter. If you have a final night sleep aboard selected, you will need to return to the docks on your final day by 5 p.m. and will be sleeping at the docks that final evening. You must disembark the next morning by 9:00am.

Weather Forecasting

We recommend Weather Underground or Windfinder for weather forecasts. Please be sure to check tidal charts.

Respectfully, we cannot forecast nor guarantee the weather for you. Please keep a vigilant watch on weather prior to, and during your charter. Waypoints Annapolis® will be happy to assist charter guests but will not take any responsibility for weather conditions. All of our boats have bimini tops, dodgers, and protected spaces that make a charter enjoyable regardless of rain!


Main & Market
914 Bay Ridge Rd.
Annapolis, MD 21403

Leeward Market
601 Second St.
Annapolis, MD 21403

Bread and Butter Kitchen
Bags of ice available for purchase
303 Second St. (A)
Annapolis, MD 21403

Ken’s Creative Kitchen
980 Awald Rd. #201
Annapolis, MD 21403

Palate Pleasers
1023 Bay Ridge Ave.
Annapolis, MD 21403

Private Chef Option

Enjoy a wonderful catered vacation with your own Private Chef.  


$200 for a day sail plus the cost of meals.
$275 per day for overnight charters plus the cost of meals. (Must have own cabin)
Sample menu available upon request.

Grocery Store/Delivery

Our personal charter specialists are here to provide you with provisioning advice and assistance. To save time when you arrive, we recommend peapod.com for grocery delivery. Just send us your delivery confirmation and we will check and stow it for you!

948 Bay Ridge Rd.
Annapolis, MD 21403

607 Taylor Ave.
Annapolis, MD 21403

Safeway Supermarket
Corner of Chinquapin Round Road and Forest Drive

Royal Farms Store
Corner of Bay Ridge Road and 6th Street

Showers and Toilets

The showers and toilets are located at the 222 Severn Building.The combination may be accessed from your charter specialist or dock hand. Please respect the marina rules which are posted at the heads. 

Trash and Dumpsters

We ask that you collect your trash upon the completion of your charter. We have dumpster facilities on-site for your convenience. Please separate trash from recycling.

Empty Holding Tanks and Refuel

We offer an Express Check-in at the end of your charter where we fill up your fuel tank and pump out the holding tanks for you. This will be included as an option for your charter. Alternatively, you may refuel the vessel and pump out the holding tanks just west of our facility at Annapolis City Marina.

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