Inn at Perry Cabin

The Chesapeake Bay Maritime Museum is located in St. Michaels, Maryland, United States and is home to a collection of Chesapeake Bay artifacts, exhibitions, and vessels. This 18-acre (73,000 m2) interactive museum was founded in 1965 on Navy Point, once a site of seafood packing houses, docks, and work boats. Today, the museum houses the world's largest collection of Chesapeake Bay boats and provides interactive exhibits in and around the 35 buildings which dot the campus. The museum also offers year-round educational seminars and workshops.

The Crab Claw is an independently-owned restaurant located in St. Michaels, Maryland. Initially a clam-shucking business in the 1950s, the establishment expanded to include a seafood eatery in 1965.The restaurant, a casual dining establishment, is located on the Miles River. They serve beer, including their own Crab Claw Ale. They rely heavily on Old Bay Seasoning in their food, a local spice blend. The skipjack H.M. Krentz departs from the restaurant's dock on daily excursions.The Crab Claw was featured on Food TV's Fabulous Summer Fun and in Paula Deen's May 2010 issue. It was awarded "Best Maryland Crab Cakes" by Southern Living Magazine.

The Edna E. Lockwood is a Chesapeake Bay bugeye, the last working oyster boat of her kind. She is located at the Chesapeake Bay Maritime Museum in Saint Michaels, Maryland. She was built in 1889 at Tilghman Island, Maryland by John B. Harrison and is of nine-log construction, similar to the smaller log canoe, and was launched on October 5, 1889 for Daniel Haddaway, at a cost of $2,200. She worked for at least seven sets of owners from 1899 until 1967, and was then sailed as a yacht until donated to the museum in 1973. The museum undertook an extensive restoration of the Lockwood from 1975 through 1979, which restored the bugeye to its 1910 appearance with the "patent stern" that had been added sometime prior to that year. She is the last bugeye retaining the sailing rig and working appearance of the type. Her length is 53.5 feet (16.3 m), with a 15.25 feet (4.65 m) beam and a draft of 2.58 feet (0.79 m) with the centerboard up, and a maximum sail area of approximately 1700 square feet.

The Edmee S. is a Chesapeake Bay log canoe. She was built in the Tilghman Island style from hewn logs by Oliver Duke in the 1930s. She is one of the last 22 Chesapeake Bay racing log canoes, and is actively raced with a crew of nine to eleven people. Her original name was Cecilia Mae, but was renamed for Edmee S. Combs, whose husband funded the restoration. The hull was covered with fiberglass during the restoration. She is owned by the Chesapeake Bay Maritime Museum in Saint Michaels, Maryland and currently skippered by Marshall Patterson.

The Island Lark is a Chesapeake Bay log canoe, built in 1901 and restored by John Chamberlin in 1971. She is a 34'-11" sailing log canoe with a racing rig. She has a beam of 6'-9 1/8". She is double-ended with a sharp, raking stem, longhead bow, and sharp stern. Privately owned the canoe is raced on the Eastern Shore under No. 16. She is one of the last 22 surviving traditional Chesapeake Bay racing log canoes that carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at St. Michaels, Talbot County, Maryland.She was listed on the National Register of Historic Places in 1985.

The Persistence is a Chesapeake Bay log canoe, built in the 1890s, possibly by John B. Harrison in Tilghman, Maryland. She measures 32'-41⁄2" long, with a beam of 6'-111⁄2" and is double-ended with no longhead on her bow. She is one of the last 22 surviving traditional Chesapeake Bay racing log canoes that carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at St. Michaels, Talbot County, Maryland.She was listed on the National Register of Historic Places in 1985.

The Magic is a Chesapeake Bay log canoe, built in 1894, by Charles Tarr in St. Michaels, Maryland, She measures 34'-3 5/8" long with a beam of 6'-11". She served as a commercial oystering vessel until 1924 when she was returned to her sailing rig. After her conversion Magic proved to be one of the fastest canoes on the Bay, winning the first Governor's Cup race in 1927. She one of the last 22 surviving traditional Chesapeake Bay racing log canoes that carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at St. Michaels, Talbot County, Maryland.She was listed on the National Register of Historic Places in 1985.

Rover is a Chesapeake Bay log canoe, built in 1886 by the Thompson brothers in Chester, Maryland. She measures 28'-13⁄4" with a 6'-41⁄4" beam. She has a longhead bow, braced back to the hull, and a sharp stern. She is privately owned and races under No. 11 in Eastern Shore competition. She is one of the last 22 surviving traditional Chesapeake Bay racing log canoes that carry on a tradition of racing on the Eastern Shore of Maryland that has existed since the 1840s. She is located at St. Michaels, Talbot County, Maryland.She was listed on the National Register of Historic Places in 1985. From: Tradition, Speed and Grace: Chesapeake Bay Sailing Log Canoes by John C. North II. Chesapeake Bay Maritime Museum, 2018. "According to Bobbie Marshall of St. Michaels, she and her late husband, Marion C. “Junior” Marshall, purchased Rover in 1961 from Charles Grimes of Stevensville, Maryland. Grimes stated that the canoe was constructed about 1886 by the Thompson Brothers of Chester, Maryland, who also built Silver Heel. Rover was constructed as a workboat, and a motor was installed in her in 1902. She was in terrible condition when acquired and was extensively rebuilt by Marshall and raced by him for the first time on Labor Day 1972. She was the only canoe in the fleet to be painted yellow. Rover was poorly equipped for spars and sails and never won a race. She was known to capsize with some frequency and was called “rollover Rover.” Her chief claim to fame was that she went to Washington, D.C., in 1976 to participate in the American Folklife Festival on the steps of the American Museum of Natural History. She was there for a week with crew members on hand to explain the wonders of a Chesapeake log canoe to the inquiring public."

The Saint Michaels Historic District encompasses the historic center of Saint Michaels, Maryland. The town, which has about 1,000 permanent residents, is located on a tributary to the Chesapeake Bay on the Eastern Shore of Maryland. After over 100 years as a center for trade and shipbuilding, the community was incorporated as a town in 1805. Shipbuilding peaked in 1820, and the town's economy became focused more on oyster and seafood collection and packing. In the 1970s, the town transitioned to tourism. In the original 1986 nomination form, the Saint Michaels Historic District consisted of 362 buildings, sites, and structures. Sixty of the buildings were noncontributing. Many of the structures were originally constructed in the 19th century, and used the Federal, Gothic Revival, or Italianate architectural styles. The entire town has a 19th-century appearance, and much of the Historic District can be observed by walking. The homes that contribute to the Historic District are privately owned, but many have been converted into bed and breakfasts. The Chesapeake Maritime Museum is located along the Miles River and St. Michaels Harbor, in the northeast corner of the Historic District and further north. It features Chesapeake Bay exhibits such as ship building and oystering. The small Saint Michaels Museum is located within the Historic District at Saint Mary's Square. It focuses on 19th century Saint Michaels, and conducts walking tours of the Historic District. Talbot Street (Maryland Route 33) is the major street in Saint Michaels, and runs north–south through the Historic District. The street is lined with shops and restaurants housed in 19th century buildings.

The Battle of St. Michaels was an engagement contested on August 10, 1813, during the War of 1812. British soldiers attacked the American militia at St. Michaels, Maryland, which is located on Maryland's Eastern Shore with access to Chesapeake Bay. At the time, this small town was on the main shipping route to important cities such as Baltimore and Washington, D.C. Although St. Michaels had little importance compared to Washington and Baltimore, it was a target for the British because of its ship building and its connection with the town of Easton, which was the largest community in the Maryland Eastern Shore region. St. Michaels is located on the St. Michaels (later named Miles) River, which could be used with smaller boats to get within three miles (4.8 km) of Easton. St. Michaels was attacked early in the morning before sunrise, when British forces arrived on the shore near the town. They quickly disabled an artillery battery, and returned to their boats. As they maneuvered their flotilla closer to the town, two other batteries manned by local militia opened fire. A boom placed across the mouth of the town's harbor successfully prevented the British from getting closer. Although the British returned fire, they eventually retreated to their base at Maryland's Kent Island. The locals suffered no casualties, while the British had casualties and damage to at least one barge. According to local legend, the citizens of St. Michaels hung lanterns in trees to fool the British artillerists, causing them to overshoot most of the town's buildings.

The Cannonball House in Saint Michaels, Maryland, United States, is a historic house built in the early 19th century. The Federal style house is a side-hall double-parlor design on a corner lot, built for shipbuilder William Merchant. It is historically notable for an 1813 event in the War of 1812 in which the British fleet bombarded Saint Michaels, leaving a cannonball embedded in the house. Cannonball House was listed on the National Register of Historic Places in 1983.

Saint Michaels, also known as St. Michaels, is a town in Talbot County, Maryland, United States. The population was 1,094 at the 2023 World Population Review. Growing at a rate of 1.3% annually, its population hit a peak with the 2020 Census reporting a 3.99% increase. Saint Michaels derives its name from the Episcopal Parish established there in 1677. The church attracted settlers who engaged in tobacco growing and ship building.