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     Email American Chestnut Land Trust

    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 Website

  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 Website

  3. Chesapeake Bay Charters

    255 Lore Road, Solomons, MD 20688
    Phone: 1-443-963-9463    Email Chesapeake Bay Charters

    Come experience the splendor of the Chesapeake Bay on board a 40 foot sailboat. Private sailing adventures for the whole family. Enjoy a dinner cruise to local restaurants, see nearby lighthouses, sunset cruises and night sailing.
    Chesapeake Bay Charters Website

  4. Chesapeake Bay Outdoors Water Cruises

    225 Alexander St., Solomons, MD 20688
    Phone: 410-474-9858     Email Chesapeake Bay Outdoors Water Cruises

    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 Website

  5. 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 Website

  6. Chesapeake Windsail Cruises: YACHT AND WALKING TOURS

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

    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 Website

  7. Dee of St. Mary's Cruises

    14200 Solomons Island Road, Solomons, MD 20688
    Phone: 410-326-2042 ext. 8083

    The museum offers two hour public sails aboard the historic vessel Dee of St. Mary's. This is a great way to experience the Patuxent River aboard an iconic Chesapeake Bay Skipjack. Guests will have an opportunity to help raise and lower the sail.

    Dee of St. Mary's Cruises Website

  8. Grace Mary Charters

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

    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 Website

  9. Half Shell Adventures

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

    Half Shell Adventures offers regularly scheduled happy hour cruises, crab and oyster feasts and more. Private charters also available.
    Half Shell Adventures Website

  10. 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 Website

  11. Maryland Kayak OutfittersMaryland Kayak Outfitters
    935 Planters Wharf Road, Lusby, MD 20657
    Phone: 410-231-4664

    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. 

  12. 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 Website

  13. Renegade Charters

    Solomons, MD 20688
    Phone: 301-449-7111

    Offering Chesapeake Bay Sight-seeing or Sunset Cruises from two to eight hours on the water.

    Renegade Charters Website

  14. Sail Solomons

    245 C St., Solomons, MD 20688
    Phone: 410-326-4917  Email Sail Solomons

    At Sail Solomons, we are dedicated to providing you an exceptional sailing experience. We offer top-quality sailing instruction and luxury yacht charters on the Chesapeake Bay. Our experienced Captains are available for instruction, charters, deliveries and marine consulting.

  15. Solomons Island Heritage Tours

    Solomons Island Road, Solomons, MD 20688
    Phone: 301-672-3509  Email Solomons Island Heritage Tours

    Experience estuarine life up close on a commercial fishing vessel. Seasonal fisheries include crab scraping, crab potting, fish potting, eel potting, oyster dredging and oyster tonging. Services include crab steam, lighthouse excursions and sightseeing cruises. Maximum passengers: six.

  16. Watermen Heritage Tours

    Solomons 20688
    Phone: Captain Loch: 410-474-0606    Email Captain Loch 
    Captain Dan: 410-591-0361    Email Captain Dan

    Tours are offered onboard LochJaw, a 44-foot Chesapeake deadrise. In-depth history-based tours of the Solomons Island area can be tailored to your interests and can include the War of 1812, Weems Line Steamboats, historic Trent Hall Farm, the lighthouses of the Southern Bay or lunch at Ray’s Pier. Tours range from 2-3 hour cruises to full-day charters; weekend packages are available.

  17. WM B TennisonWm. B. Tennison
    Located at the Calvert Marine Museum Dock
    14200 Solomons Island Road, Solomons, MD 20688
    Phone: 410-326-2042, ext. 8083

    Enjoy a leisurely hour on the river with a relaxing sightseeing cruise. On your cruise, you will sail the Solomons inner harbor, see Solomons Island and the Chesapeake Biological Laboratory, pass underneath the Governor Thomas Johnson Bridge and turn back at Pt. Patience and the Naval Recreation Center. All cruises are weather permitting.