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 2026 season (April 15-December 15) in Annapolis, MD.

Two women sitting on a boat, smiling and holding drink cups, with a lighthouse in the background on a body of water.
Book now
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

Group of friends celebrating and having fun on a boat, with a woman holding a bottle of champagne and others dancing and smiling near the water.

Special Event Charters

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

  • Watch the Blue Angels fly over Annapolis with the best and most luxurious view aboard our Hinckley Picnic Boat. Private charter for up to 6 passengers, includes captain and light refreshments with the option to add on a catered picnic lunch and beer/wine.

  • In town for USNA Commissioning Week? Explore Annapolis and the Chesapeake Bay by boat with up to 6 passengers. Morning, daytime, and evening options available.

  • Celebrate America’s 250th Anniversary and Memorial Day Weekend with tours of the Annapolis waterways aboard a classic Hinckley Picnic Boat!  2hrs, up to 6 passengers, includes captain and light refreshments.

  • Celebrate America’s 250th Anniversary and 4th of July Weekend with tours of the Annapolis waterways aboard a classic Hinckley Picnic Boat!  2hrs, up to 6 passengers, includes captain and light refreshments.

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!