How many people can your boats take?

We can take from 1 to 12 persons.

What if I have more?

We can arrange 2 boats for your group. A sailing regatta can also be set up using 2 boats or more.

What experience do you require?

The driver of the boat needs to have captained a similar vessel numerous times or we can put a captain on board.

Do you need a resume?

Yes. A resume will help us determine your level of experience.

Do you have captains available?

Yes. We have many experienced captains and all of our captains are also certified instructors. The captain’s charges are as follows: $125.00 per half day and $250.00 per full day.

How do I reserve my charter?

Please call 410-956-9729 to speak with one of our charter specialists.

What credit cards do you take?

We take Visa and Mastercard.

What if I have to cancel my charter?

Please see our cancellation policy.

What about bad weather?

Please see our cancellation policy.

Can I bring my own food and beverage?

Yes. We have coolers on board but it is generally easier to pack a cooler at home and bring it with you. There is room for coolers on board the boats. Ice must be purchased prior to your arrival at the marina.

Is outside catering available?

We do not provide catering but can recommend caterers who are familiar with the boats.

What additional costs should I expect?

There is a 6% Sales tax and a 5% Admissions and Amusement tax on all charters. The cost of fuel is not included with the power boats.

May I arrive the evening before my charter?

Only for rentals/charters for the 50′ Sea Ray and 50′ Trawler. There is an additional $300.00.  You may board early after 6:00 pm and/or depart no later than 9:00 am.

How soon ahead of my charter should I arrive?

Please arrive no later than 30 minutes prior to your charter departure time.

Where are you located?

Please see our directions.

Is there plenty of parking?

Yes. We have designated parking.

Sailboat Charters / Rentals Half Day

  • Cruise the South River
  • Cruise to Thomas Point Lighthouse

Sailboat Charters / Rentals Full Day

  • Cruise the South River, swim in Harness Creek and lunch at Mike’s Crab House
  • Cruise the West River and lunch at Pirates Cove or Big Mary’s Dock Bar
  • Cruise to Thomas Pt Lighthouse then under the bridges to Sandy Pt Lighthouse and then to Bloody Pt Lighthouse

Powerboat Charters / Rentals Half Day

  • Tubing or skiing on Broad Creek on the South River
  • Cruise the South River and stop at Harness Creek and go for a swim & picnic
  • Cruise to Thomas Pt Lighthouse and the Bay Bridges
  • Fishing in the Bay or on South, West or Rhodes River

Powerboat Charters / Rentals Full Day

Cruise to any one of these destinations:

  • Annapolis Harbor
  • Baltimore Inner Harbor
  • Kent Island
  • Tilghman Island/Knapps Narrows
  • Rockhall
  • Oxford
  • St Michaels

Two Day Sailing Adventure

Choose a destination that is no more than 25 to 30 miles from South River. The following are some suggested destinations:

    • Annapolis Harbor
    • Whitehall Bay
    • Herrington Harbor
    • Knapps Narrows/Tilghman Island
    • Baltimore Inner Harbor
    • Magothy River
    • St Michaels
    • Rockhall
    • Kent Island
    • Kent Narrows
    • North Beach

Three Day Sailing Adventure

Although you have three days, you need to plan to be no further away than 25-30 miles from South River at the end of your second day. Here are a few suggested routes for days one and two:

      • St Michaels & Annapolis Harbor
      • Chesapeake Beach & Herrington Harbor
      • Magothy River & Baltimore Inner Harbor
      • Rockhall & Kent Narrows
      • Tilghman Island & Solomons Island
      • St Michaels

Four Day Sailing Adventure

In four days you can venture further away. Plan your trip for three destinations so that you can arrive back to South River by 6PM on day four. Here are a few sample itineraries:

      • Oxford, Cambridge, Tilghman Island
      • Rockhall, Chestertown, Kent Island
      • St Michaels, Oxford, Chesapeake Beach
      • Herrington Harbor, Solomons Island, Chesapeake Beach
      • Baltimore Inner Harbor, Rockhall, Annapolis



Call 1-410-956-9729 or fill out the quick form below and member or our team will respond promptly.