diff --git a/src/inMemory.ts b/src/inMemory.ts
index 2763f38c..106a9e7e 100644
--- a/src/inMemory.ts
+++ b/src/inMemory.ts
@@ -11,6 +11,7 @@ export class InMemoryTransport implements Transport {
   onclose?: () => void;
   onerror?: (error: Error) => void;
   onmessage?: (message: JSONRPCMessage) => void;
+  sessionId?: string;
 
   /**
    * Creates a pair of linked in-memory transports that can communicate with each other. One should be passed to a Client and one to a Server.
diff --git a/src/server/mcp.test.ts b/src/server/mcp.test.ts
index 8f9bfa77..2e91a568 100644
--- a/src/server/mcp.test.ts
+++ b/src/server/mcp.test.ts
@@ -323,6 +323,59 @@ describe("tool()", () => {
     mcpServer.tool("tool2", () => ({ content: [] }));
   });
 
+  test("should pass sessionId to tool callback via RequestHandlerExtra", async () => {
+    const mcpServer = new McpServer({
+      name: "test server",
+      version: "1.0",
+    });
+
+    const client = new Client(
+      {
+        name: "test client",
+        version: "1.0",
+      },
+      {
+        capabilities: {
+          tools: {},
+        },
+      },
+    );
+
+    let receivedSessionId: string | undefined;
+    mcpServer.tool("test-tool", async (extra) => {
+      receivedSessionId = extra.sessionId;
+      return {
+        content: [
+          {
+            type: "text",
+            text: "Test response",
+          },
+        ],
+      };
+    });
+
+    const [clientTransport, serverTransport] = InMemoryTransport.createLinkedPair();
+    // Set a test sessionId on the server transport
+    serverTransport.sessionId = "test-session-123";
+
+    await Promise.all([
+      client.connect(clientTransport),
+      mcpServer.server.connect(serverTransport),
+    ]);
+
+    await client.request(
+      {
+        method: "tools/call",
+        params: {
+          name: "test-tool",
+        },
+      },
+      CallToolResultSchema,
+    );
+
+    expect(receivedSessionId).toBe("test-session-123");
+  });
+
   test("should allow client to call server tools", async () => {
     const mcpServer = new McpServer({
       name: "test server",
diff --git a/src/shared/protocol.ts b/src/shared/protocol.ts
index 97213bf0..a5b6ad51 100644
--- a/src/shared/protocol.ts
+++ b/src/shared/protocol.ts
@@ -88,6 +88,11 @@ export type RequestHandlerExtra = {
    * An abort signal used to communicate if the request was cancelled from the sender's side.
    */
   signal: AbortSignal;
+
+  /**
+   * The session ID from the transport, if available.
+   */
+  sessionId?: string;
 };
 
 /**
@@ -307,9 +312,15 @@ export abstract class Protocol<
     const abortController = new AbortController();
     this._requestHandlerAbortControllers.set(request.id, abortController);
 
+    // Create extra object with both abort signal and sessionId from transport
+    const extra: RequestHandlerExtra = {
+      signal: abortController.signal,
+      sessionId: this._transport?.sessionId,
+    };
+
     // Starting with Promise.resolve() puts any synchronous errors into the monad as well.
     Promise.resolve()
-      .then(() => handler(request, { signal: abortController.signal }))
+      .then(() => handler(request, extra))
       .then(
         (result) => {
           if (abortController.signal.aborted) {
diff --git a/src/shared/transport.ts b/src/shared/transport.ts
index 5843cf00..b80e2a51 100644
--- a/src/shared/transport.ts
+++ b/src/shared/transport.ts
@@ -41,4 +41,9 @@ export interface Transport {
    * Callback for when a message (request or response) is received over the connection.
    */
   onmessage?: (message: JSONRPCMessage) => void;
+
+  /**
+   * The session ID generated for this connection.
+   */
+  sessionId?: string;
 }