Guided Tours

Man and child on a boat with a crab in a net

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!

ACLT Guided Canoe Tours 
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

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

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

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

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
Chesapeake Heritage and Paleontology Tours - Educational Tours Website

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

Cruisin Tikis Solomons Island 
Beacon Marina, 225 Lore Road, Solomons, MD 20688
Phone: 1-800-406-1716 Email Cruisin Tikis Solomons Island

Enjoy the views while floating in a Tiki hut! Tiki Hut can seat up to 6 people.
Cruisin Tikis Solomons Island Website

Dee of St. Mary's Dockside Tours 
14200 Solomons Island Road, Solomons, MD 20688
Phone: 410-326-2042 ext. 8083
Saturdays, through October 28, 2023; 1 - 4 p.m. 

Step aboard the museum's sailing skipjack for an up-close tour of her 56 ft. deck with crew members during the off season. Learn how watermen dredge for oysters, hoist the sails, and navigate the waterways of the Chesapeake. Included with museum admission.
Dee of St. Mary's Dockside Tours Website

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

Jefferson Patterson Park & Museum Audio Tours 
10515 Mackall Road, Saint Leonard, MD 20685
Phone: 410-586-8538

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

Maryland 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.
Maryland Kayak Outfitters Website

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

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

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.
Sail Solomons Website

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.
Solomons Island Heritage Tours Website

Wm. B. Tennison Cruises 
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.
Wm. B. Tennison Cruises Website