Guided Tours


From fossil-finding on a sandy beach to pulling in a bushel of blue crabs on the bay, Calvert County, Maryland hosts several interesting water and land-based guided tours. With all the best bits of information, history and trivia picked out and compiled into a fully curated itinerary, all you need to do is choose your topic, choose your tour and get ready for a stress-free day of facts and fun!


    American Chestnut Land Trust, Prince Frederick, MD 20678
    Phone: 410-414-3400  

    Paddle up beautiful Parkers Creek with the American Chestnut Land Trust (ACLT). ACLT provides friendly, expert guides to make your trip fun, informative and safe! Option to use our canoes (two person) or you are welcome to bring your own canoe/kayak. Registration required.
    American Chestnut Land Trust
  2. Calvert County Heritage Driving Tours

    Two driving tours featuring heritage stories that have shaped Calvert County, Maryland including "Part I: The Mackall Road Route Map" and "Part II: The Lower Marlboro Route Map."

    Visit the link below for online videos and images with interactive driving maps.
    Calvert County Heritage Driving Tours
  3. Chesapeake Bay Outdoors Water Cruises

    225 Alexander St., Solomons, MD 20688
    Phone: 410-474-9858  

    Offering guided lighthouse cruises, river cruises, bar cruises, harbor cruises and fundraising events aboard various charter boats on the Chesapeake Bay.
    Chesapeake Bay Outdoors Water Cruises
  4. Chesapeake Heritage and Paleontology Tours
    1550 Flag Harbor Blvd., Saint Leonard, MD 20685
    Phone: 443-764-0767

    Customizable, guided fossil hunting tours of the beautiful beach at Flag Ponds Nature Park and surrounding area.
    Chesapeake Heritage and Paleontology Tours
  5. Chesapeake Windsail Cruises: YACHT AND WALKING TOURS

    4160 Mears Ave., Chesapeake Beach, MD 20732
    Phone: 1-855-561-8810

    Themed yacht cruises on the bay including “Mother Nature” cruises, sunset cruises, fireworks cruises and private cruises. Also offering guided walking tours of the Twin Beaches - North Beach and Chesapeake Beach.
    Chesapeake Windsail Cruises
  6. Grace Mary Charters

    255 Alexander Lane, Solomons, MD 20688
    Phone: 301-910-0744 Email

    We offer two-hour picturesque sunset cruises through the Solomons bridge, up the Patuxent River and back, including a leisurely cruise of the Solomons harbor.   
    Grace Mary Charters
  7. Half Shell Adventures

    14624 S Solomons Island Road, Solomons, MD 20688
    Phone: 410-610-9393 Email

    Half Shell Adventures offers regularly scheduled happy hour cruises, crab and oyster feasts and more. Private charters also available. 
    Half Shell Adventures
  8. Jefferson Patterson Park & Museum Audio Tours
    10515 Mackall Road, Saint Leonard, MD 20685
    Phone: 410-586-8501

    Listen in on Jefferson Patterson Park & Museum's audio tours focusing on three different times in Jefferson Patterson Park's history via your cell phone while walking around the grounds. Free audio tours include "Walking in their Footsteps: A Patuxent Community," "A Cultured Revisited" and "1812 Remembered." 
    Jefferson Patterson Park & Museum
  9. Maryland Kayak OutfittersMaryland Kayak Outfitters
    935 Planters Wharf Road, Lusby, MD 20657

    Maryland Kayak Outfitters offers a full day of fun on beautiful St. Leonard Creek. All kayak equipment is supplied including PFD, fish finder, handheld marine radio and safety equipment. Rent a pedal drive kayak and bring your own gear, or rent the kayak and a rod and reel. Tackle packages available for purchase or ask us what baits to try. (Kayaks cannot be taken to other bodies of water.) Optional add-on fishing guide service includes tackle. Also offering guided photography excursions and scenic tours in kayaks on St. Leonard’s Creek. 
  10. Megalodon Adventures

    P.O. Box 332, Port Republic, MD 20676
    Phone: 410-474-0396

    We offer Custom dinner cruises, lighthouse tours and treasure hunting on the Chesapeake Bay. We can accommodate up to six passengers. 

    Megalodon Adventures