ITI Events

  • Rosie Parks Skipjack Evening Sail

    Step aboard the Rosie Parks, one of the Chesapeake Bay’s last remaining skipjacks, for a two-hour evening sail on the Miles River most Wednesdays this fall. Built in 1955 as a working oyster dredge boat, this vessel offers a rare chance to experience the craftsmanship, character, and history of Maryland’s maritime past. Cruise past waterfront…

  • Old Point Miles River Cruise

    Step aboard Old Point, CBMM’s beautifully restored 1909 crab dredger, for a relaxing 90-minute evening cruise on the scenic Miles River on most Thursday evenings. This special experience blends the character of a historic working vessel with the beauty and calm of Maryland’s Eastern Shore. Bring your favorite drink and snack, settle in, and enjoy…

  • Community Harvest Supper

    The St. Michaels Restaurant Association will host its inaugural Community Harvest Supper, with Inn at Perry Cabin serving as the setting for this special community gathering. This family-style Sunday supper brings together local chefs, farmers, restaurants, and neighbors for an evening centered around good food, live music, and community. Proceeds from the event will support…

  • Lee Fields

    As seen on MPT! “Lee Fields is a bona fide soul singer” – NPR Music Soul music pours out of Lee Fields as free and unstinting as God’s love, earning him applause from such outlets as NPR for his “groove-filled performances with fiery energy and toe-tapping swagger.” Hailed by Rolling Stone for “his classic American…

  • Arts Alive! 2nd Tuesday Lunchtime Concert

    Kicking off the Fall 2026 monthly concert series, the Seth Kibel Trio, featuring Seth Kibel on clarinet/flute/saxophone, Flo Anito on vocals, and Michael Raitzyk on guitar, brings an engaging program of classic jazz and swing to the stage, with a special focus on the timeless music of the “Great American Songbook” including George and Ira…

  • Larry, Steve and Rudy: The Gatlin Brothers

    “…the Gatlin Brothers are a Grammy Award-winning trio who have dazzled audiences for more than sixty years with a lifetime of noteworthy achievements…” OPRY Larry, Steve, and Rudy, the Gatlin Brothers, are a Grammy Award-winning trio that has dazzled audiences for more than 65 years with a lifetime of noteworthy achievements in their storybook career,…

  • Live music at Foxy’s! Groove Tide! 🌊🎶

    Come hang with Groove Tide on the patio!

  • Chesapeake Fire & Ice

    Enjoy a free self-guided tour of the beautifully designed ice sculptures in downtown Easton, along with live music, entertainment, and other fun events! Stay tuned for more Details! Check our Discovereaston.com page for up-to-date information. https://discovereaston.com/fireandice/

  • CBMM’s Homeschool Day

    Homeschool students and their adults are invited to CBMM’s Homeschool Day, selecting either a morning (10:15-11:45am) or afternoon (12:15-1:45pm) program, to explore the ecology of Chesapeake Bay. In this edition, homeschoolers will participate in the Design to Survive immersive tour. Participants will create their own artistic interpretation of the Chesapeake Bay while exploring CBMM’s Living…

  • Labor Day Weekend

    Give summer the farewell it deserves this Labor Day Weekend and join us on the Chesapeake as we send the season off in style! From September 4 to 6, the Inn comes alive with live music, festive waterfront gatherings, and classic Labor Day fare, all set against the beauty of the Chesapeake Bay. Sip Veuve…