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    Chesapeake Windsail Cruises

    Chesapeake Windsail Cruises

    Chesapeake Beach, MD

    Chesapeake Windsail Tours invites you to discover the history and coastal charm of Maryland’s Twin Beaches on relaxed, guided walks through Chesapeake Beach or North Beach. Each 60–90-minute tour blends local stories with scenic s...

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    Book Chesapeake Windsail Cruises

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    North Beach Scenic Walking Tour of the Bayside Town

    Discover the homes and cottages of a bayside town

    From$43person
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    Historic Walking Tour of North Beach, MD Boardwalk & Pier

    Discover the history and homes of a Chesapeake bayside town

    From$43person
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    Railway Trail Guided Walking Tour in Chesapeake Beach

    Trace Chesapeake Beach's railway past and explore its quiet marshland

    From$43person
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    Historic Railway Trail Walking Tour in Chesapeake Beach

    Step into Chesapeake Beach's past and the quiet of its marshland

    From$43person