Our Charters

When you want to spend the day on the water, relax and cruise the Chesapeake Bay in style aboard our captained 36 ft luxury Hinckley Picnic Boat!  Request a specific itinerary or destination or let your experienced captain handle the itinerary for you!  Your trip will include a captain, fuel, light snacks, and cool refreshments.

We are currently accepting bookings for the 2025 season (April 15-December 15) in Annapolis, MD.

Group of women in colorful dresses and sunglasses sitting on a boat, with a waving American flag, water wake, and sunset in the background.

Standard Charters

  • 9:00am, 2 hours – Up to 6 people (all ages)

    $775 includes fresh local pastries, seasonal fruit platter, and cold beverages. 

  • 12:00pm, 2.5 hours – Up to 6 people (all ages)

    $925 includes captain, light snacks, and cool refreshments

  • 2 hours – Up to 6 people (all ages)

    Start times vary seasonally, beginning 2 hours prior to sunset

    $875 includes charcuterie and a bottle of wine

Picnic table with a charcuterie board featuring watermelon slices, cheeses, berries, and crackers, red and white striped straws in cups, cookies with sprinkles, sushi, and a bouquet with American flags, all on a striped cloth.

Special Event Charters

A couple in formal attire kissing on a boat with an American flag, against a sunset backdrop.

  • Join us Tuesday evenings for the Tunesday Floating Concert Series on Back Creek! Listen to live music from local musicians aboard our Hinckley Picnic Boat! 2 hr charter for up to 6 people (all ages) / $875.00 includes charcuterie and a bottle of wine

  • Come out with us to watch the Wednesday night sailing regattas! 2 hr private evening charter for up to 6 passengers.

    $875 includes charcuterie and a bottle of wine.

Wedding Charters

  • We offer transportation for the bride & groom and up to 4 additional guests to local waterfront reception venues. Includes champagne and charcuterie. Please contact us to book.

  • Have your photographer capture your special day with the elegance of our Hinckley Picnic Boat and the stunning backdrop of the Chesapeake Bay. Available for the bride & groom and up to 4 additional wedding guests at a time while underway, or for complete wedding parties while dockside. Dockside photo opportunities at local waterfront reception venues are also available. (Photographer not included).

  • Tie the knot in an intimate setting aboard Proud Mary with the stunning backdrop of the Chesapeake Bay. Our captain is a legally certified minister able to officiate weddings and vow renewals. We can accommodate the bride & groom and up to 4 additional guests while underway, or up to 6 additional guests while dockside.

Contact Us

Celebrating a special event? Have questions or custom requests? Fill out your information and we will be in touch shortly!