diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/env.d.ts b/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/env.d.ts
index 0c9e04919e42..8dfe934b04d5 100644
--- a/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/env.d.ts
+++ b/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/env.d.ts
@@ -2,5 +2,5 @@
 // by running `wrangler types`
 
 interface Env {
-  E2E_TEST_DSN: '';
+  E2E_TEST_DSN: string;
 }
diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/index.ts b/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/index.ts
index 7cd667c72408..fe12d39c7ac2 100644
--- a/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/index.ts
+++ b/dev-packages/e2e-tests/test-applications/cloudflare-hono/src/index.ts
@@ -1,7 +1,7 @@
 import { Hono } from 'hono';
 import * as Sentry from '@sentry/cloudflare';
 
-const app = new Hono();
+const app = new Hono<{ Bindings: Env }>();
 
 app.get('/', ctx => {
   return ctx.json({ message: 'Welcome to Hono API' });
@@ -26,8 +26,8 @@ app.notFound(ctx => {
 });
 
 export default Sentry.withSentry(
-  (env: Env) => ({
-    dsn: env?.E2E_TEST_DSN,
+  env => ({
+    dsn: env.E2E_TEST_DSN,
     tracesSampleRate: 1.0,
   }),
   app,
diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-workers/package.json b/dev-packages/e2e-tests/test-applications/cloudflare-workers/package.json
index 91a49e0788f4..5d7cfc35e469 100644
--- a/dev-packages/e2e-tests/test-applications/cloudflare-workers/package.json
+++ b/dev-packages/e2e-tests/test-applications/cloudflare-workers/package.json
@@ -10,7 +10,7 @@
     "typecheck": "tsc --noEmit",
     "cf-typegen": "wrangler types",
     "test:build": "pnpm install && pnpm build",
-    "test:assert": "pnpm test:dev && pnpm test:prod",
+    "test:assert": "pnpm typecheck && pnpm test:dev && pnpm test:prod",
     "test:prod": "TEST_ENV=production playwright test",
     "test:dev": "TEST_ENV=development playwright test"
   },
diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-workers/worker-configuration.d.ts b/dev-packages/e2e-tests/test-applications/cloudflare-workers/src/env.d.ts
similarity index 100%
rename from dev-packages/e2e-tests/test-applications/cloudflare-workers/worker-configuration.d.ts
rename to dev-packages/e2e-tests/test-applications/cloudflare-workers/src/env.d.ts
diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-workers/src/index.ts b/dev-packages/e2e-tests/test-applications/cloudflare-workers/src/index.ts
index ab438432a004..0c6e4464ae96 100644
--- a/dev-packages/e2e-tests/test-applications/cloudflare-workers/src/index.ts
+++ b/dev-packages/e2e-tests/test-applications/cloudflare-workers/src/index.ts
@@ -11,7 +11,7 @@
  * Learn more at https://developers.cloudflare.com/workers/
  */
 import * as Sentry from '@sentry/cloudflare';
-import { DurableObject } from 'cloudflare:workers';
+import { DurableObject, WorkflowEntrypoint, WorkflowEvent, WorkflowStep } from 'cloudflare:workers';
 
 class MyDurableObjectBase extends DurableObject<Env> {
   private throwOnExit = new WeakMap<WebSocket, Error>();
@@ -53,7 +53,7 @@ class MyDurableObjectBase extends DurableObject<Env> {
 }
 
 export const MyDurableObject = Sentry.instrumentDurableObjectWithSentry(
-  (env: Env) => ({
+  env => ({
     dsn: env.E2E_TEST_DSN,
     environment: 'qa', // dynamic sampling bias to keep transactions
     tunnel: `http://localhost:3031/`, // proxy server
@@ -68,8 +68,27 @@ export const MyDurableObject = Sentry.instrumentDurableObjectWithSentry(
   MyDurableObjectBase,
 );
 
+class MyWorkflowBase extends WorkflowEntrypoint<Env> {
+  async run(_: WorkflowEvent<any>, step: WorkflowStep) {
+    await step.do('send marketing follow up', async () => {
+      throw new Error('To be recorded in Sentry.');
+    });
+  }
+}
+
+export const MyWorkflow = Sentry.instrumentWorkflowWithSentry(
+  env => ({
+    dsn: env.E2E_TEST_DSN,
+    environment: 'qa', // dynamic sampling bias to keep transactions
+    tunnel: `http://localhost:3031/`, // proxy server
+    tracesSampleRate: 1.0,
+    sendDefaultPii: true,
+  }),
+  MyWorkflowBase,
+);
+
 export default Sentry.withSentry(
-  (env: Env) => ({
+  env => ({
     dsn: env.E2E_TEST_DSN,
     environment: 'qa', // dynamic sampling bias to keep transactions
     tunnel: `http://localhost:3031/`, // proxy server
diff --git a/dev-packages/e2e-tests/test-applications/cloudflare-workers/tsconfig.json b/dev-packages/e2e-tests/test-applications/cloudflare-workers/tsconfig.json
index f42019fb0915..4bb540caabac 100644
--- a/dev-packages/e2e-tests/test-applications/cloudflare-workers/tsconfig.json
+++ b/dev-packages/e2e-tests/test-applications/cloudflare-workers/tsconfig.json
@@ -36,7 +36,7 @@
 
     /* Skip type checking all .d.ts files. */
     "skipLibCheck": true,
-    "types": ["./worker-configuration.d.ts"]
+    "types": ["@cloudflare/workers-types/experimental"]
   },
   "exclude": ["test"],
   "include": ["worker-configuration.d.ts", "src/**/*.ts"]
diff --git a/packages/cloudflare/src/durableobject.ts b/packages/cloudflare/src/durableobject.ts
index 64467aad9d8f..f928a044ce15 100644
--- a/packages/cloudflare/src/durableobject.ts
+++ b/packages/cloudflare/src/durableobject.ts
@@ -154,6 +154,13 @@ function wrapMethodWithSentry<T extends OriginalMethod>(
   });
 }
 
+/**
+ * Helper type to extract the environment type from a DurableObject constructor.
+ * This extracts the second parameter type (env) from the constructor signature.
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type ExtractEnv<C> = C extends new (state: any, env: infer E) => any ? E : never;
+
 /**
  * Instruments a Durable Object class to capture errors and performance data.
  *
@@ -188,10 +195,9 @@ function wrapMethodWithSentry<T extends OriginalMethod>(
  * ```
  */
 export function instrumentDurableObjectWithSentry<
-  E,
-  T extends DurableObject<E>,
-  C extends new (state: DurableObjectState, env: E) => T,
->(optionsCallback: (env: E) => CloudflareOptions, DurableObjectClass: C): C {
+  // eslint-disable-next-line @typescript-eslint/no-explicit-any
+  C extends new (state: DurableObjectState, env: any) => DurableObject<any>,
+>(optionsCallback: (env: ExtractEnv<C>) => CloudflareOptions, DurableObjectClass: C): C {
   return new Proxy(DurableObjectClass, {
     construct(target, [ctx, env]) {
       setAsyncLocalStorageAsyncContextStrategy();
@@ -332,6 +338,7 @@ function instrumentPrototype<T extends NewableFunction>(target: T, methodsToInst
     }
 
     // Create a wrapper that gets context/options from the instance at runtime
+    // eslint-disable-next-line @typescript-eslint/no-explicit-any
     const wrappedMethod = function (this: any, ...args: any[]): unknown {
       const thisWithSentry = this as {
         __SENTRY_CONTEXT__: DurableObjectState;
@@ -342,6 +349,7 @@ function instrumentPrototype<T extends NewableFunction>(target: T, methodsToInst
 
       if (!instanceOptions) {
         // Fallback to original method if no Sentry data found
+        // eslint-disable-next-line @typescript-eslint/no-explicit-any
         return (originalMethod as (...args: any[]) => any).apply(this, args);
       }
 
@@ -353,11 +361,13 @@ function instrumentPrototype<T extends NewableFunction>(target: T, methodsToInst
           spanName: methodName,
           spanOp: 'rpc',
         },
+        // eslint-disable-next-line @typescript-eslint/no-explicit-any
         originalMethod as (...args: any[]) => any,
         undefined,
         true, // noMark = true since we'll mark the prototype method
       );
 
+      // eslint-disable-next-line @typescript-eslint/no-explicit-any
       return (wrapper as (...args: any[]) => any).apply(this, args);
     };
 
diff --git a/packages/cloudflare/src/handler.ts b/packages/cloudflare/src/handler.ts
index 8c6d02791d0f..289a97a684d9 100644
--- a/packages/cloudflare/src/handler.ts
+++ b/packages/cloudflare/src/handler.ts
@@ -17,6 +17,39 @@ import { addCloudResourceContext } from './scope-utils';
 import { init } from './sdk';
 import { copyExecutionContext } from './utils/copyExecutionContext';
 
+/**
+ * Helper type to filter out empty object types from a union
+ * This is a distributive conditional type that operates on each member of a union
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type FilterEmptyObjects<T> = T extends any ? ([keyof T] extends [never] ? never : T) : never;
+
+/**
+ * Helper type to extract Env from ExportedHandler
+ * Filters out empty object types from unions and returns unknown instead
+ */
+type InferEnv<T> =
+  // eslint-disable-next-line @typescript-eslint/no-explicit-any
+  T extends ExportedHandler<infer E, any, any>
+    ? unknown extends E
+      ? unknown
+      : FilterEmptyObjects<E> extends never
+        ? unknown
+        : FilterEmptyObjects<E>
+    : unknown;
+
+/**
+ * Helper type to extract QueueHandlerMessage from ExportedHandler
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type InferQueueMessage<T> = T extends ExportedHandler<any, infer Q, any> ? Q : unknown;
+
+/**
+ * Helper type to extract CfHostMetadata from ExportedHandler
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type InferCfHostMetadata<T> = T extends ExportedHandler<any, any, infer C> ? C : unknown;
+
 /**
  * Wrapper for Cloudflare handlers.
  *
@@ -28,17 +61,14 @@ import { copyExecutionContext } from './utils/copyExecutionContext';
  * @param handler {ExportedHandler} The handler to wrap.
  * @returns The wrapped handler.
  */
-// eslint-disable-next-line complexity
-export function withSentry<
-  Env = unknown,
-  QueueHandlerMessage = unknown,
-  CfHostMetadata = unknown,
-  T extends ExportedHandler<Env, QueueHandlerMessage, CfHostMetadata> = ExportedHandler<
-    Env,
-    QueueHandlerMessage,
-    CfHostMetadata
-  >,
->(optionsCallback: (env: Env) => CloudflareOptions, handler: T): T {
+// eslint-disable-next-line complexity, @typescript-eslint/no-explicit-any
+export function withSentry<T extends ExportedHandler<any, any, any>>(
+  optionsCallback: (env: InferEnv<T>) => CloudflareOptions,
+  handler: T,
+): T {
+  type Env = InferEnv<T>;
+  type QueueHandlerMessage = InferQueueMessage<T>;
+  type CfHostMetadata = InferCfHostMetadata<T>;
   setAsyncLocalStorageAsyncContextStrategy();
 
   try {
diff --git a/packages/cloudflare/src/workflows.ts b/packages/cloudflare/src/workflows.ts
index 17ec17e9cd85..497ebc946ee6 100644
--- a/packages/cloudflare/src/workflows.ts
+++ b/packages/cloudflare/src/workflows.ts
@@ -132,6 +132,20 @@ class WrappedWorkflowStep implements WorkflowStep {
   }
 }
 
+/**
+ * Helper type to extract the environment type from a WorkflowEntrypoint constructor.
+ * This extracts the second parameter type (env) from the constructor signature.
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type ExtractEnv<C> = C extends new (ctx: any, env: infer E) => any ? E : never;
+
+/**
+ * Helper type to extract the payload type from a WorkflowEntrypoint constructor.
+ * This extracts the second parameter type (P) from the constructor signature.
+ */
+// eslint-disable-next-line @typescript-eslint/no-explicit-any
+type ExtractPayload<C> = C extends new (ctx: any, env: any, payload: infer P) => any ? P : never;
+
 /**
  * Instruments a Cloudflare Workflow class with Sentry.
  *
@@ -150,13 +164,15 @@ class WrappedWorkflowStep implements WorkflowStep {
  * @returns Instrumented workflow class with the same interface
  */
 export function instrumentWorkflowWithSentry<
-  E, // Environment type
-  P, // Payload type
-  T extends WorkflowEntrypoint<E, P>, // WorkflowEntrypoint type
-  C extends new (ctx: ExecutionContext, env: E) => T, // Constructor type of the WorkflowEntrypoint class
->(optionsCallback: (env: E) => CloudflareOptions, WorkFlowClass: C): C {
+  // eslint-disable-next-line @typescript-eslint/no-explicit-any
+  C extends new (ctx: ExecutionContext, env: any) => WorkflowEntrypoint<any, any>,
+>(optionsCallback: (env: ExtractEnv<C>) => CloudflareOptions, WorkFlowClass: C): C {
+  type Env = ExtractEnv<C>;
+  type Payload = ExtractPayload<C>;
+  type T = WorkflowEntrypoint<Env, Payload>;
+
   return new Proxy(WorkFlowClass, {
-    construct(target: C, args: [ctx: ExecutionContext, env: E], newTarget) {
+    construct(target: C, args: [ctx: ExecutionContext, env: Env], newTarget) {
       const [ctx, env] = args;
       const context = copyExecutionContext(ctx);
       args[0] = context;
@@ -166,7 +182,7 @@ export function instrumentWorkflowWithSentry<
       return new Proxy(instance, {
         get(obj, prop, receiver) {
           if (prop === 'run') {
-            return async function (event: WorkflowEvent<P>, step: WorkflowStep): Promise<unknown> {
+            return async function (event: WorkflowEvent<Payload>, step: WorkflowStep): Promise<unknown> {
               setAsyncLocalStorageAsyncContextStrategy();
 
               return withIsolationScope(async isolationScope => {