diff --git a/packages/core/src/scope.ts b/packages/core/src/scope.ts
index ff89c0d593a9..65e5821a3d1f 100644
--- a/packages/core/src/scope.ts
+++ b/packages/core/src/scope.ts
@@ -21,7 +21,13 @@ import type {
   SeverityLevel,
   User,
 } from '@sentry/types';
-import { dateTimestampInSeconds, generatePropagationContext, isPlainObject, logger, uuid4 } from '@sentry/utils';
+import {
+  dateTimestampInSeconds,
+  generatePropagationContext,
+  isPlainObject,
+  logger,
+  uuid4,
+} from '@sentry/utils';
 
 import { updateSession } from './session';
 import { _getSpanForScope, _setSpanForScope } from './utils/spanOnScope';
@@ -122,6 +128,13 @@ class ScopeClass implements ScopeInterface {
     newScope._tags = { ...this._tags };
     newScope._extra = { ...this._extra };
     newScope._contexts = { ...this._contexts };
+    if (this._contexts.flags) {
+      // The flags context needs a deep copy.
+      newScope._contexts.flags = {
+        values: [...this._contexts.flags.values]
+      }
+    }
+
     newScope._user = this._user;
     newScope._level = this._level;
     newScope._session = this._session;
diff --git a/packages/types/src/context.ts b/packages/types/src/context.ts
index 10fc61420e25..3e757928923a 100644
--- a/packages/types/src/context.ts
+++ b/packages/types/src/context.ts
@@ -1,5 +1,6 @@
 import type { Primitive } from './misc';
 import type { SpanOrigin } from './span';
+import type { FeatureFlag } from './flags'
 
 export type Context = Record<string, unknown>;
 
@@ -13,6 +14,7 @@ export interface Contexts extends Record<string, Context | undefined> {
   cloud_resource?: CloudResourceContext;
   state?: StateContext;
   profile?: ProfileContext;
+  flags?: FeatureFlagContext;
 }
 
 export interface StateContext extends Record<string, unknown> {
@@ -124,3 +126,8 @@ export interface MissingInstrumentationContext extends Record<string, unknown> {
   package: string;
   ['javascript.is_cjs']?: boolean;
 }
+
+export interface FeatureFlagContext extends Record<string, unknown> {
+  // This should only be modified by @sentry/util methods (insertToFlagBuffer).
+  readonly values: FeatureFlag[];
+}
diff --git a/packages/types/src/flags.ts b/packages/types/src/flags.ts
new file mode 100644
index 000000000000..c117fbd0d686
--- /dev/null
+++ b/packages/types/src/flags.ts
@@ -0,0 +1,2 @@
+// Key names match the type used by Sentry frontend.
+export type FeatureFlag = { readonly flag: string; readonly result: boolean };
diff --git a/packages/types/src/index.ts b/packages/types/src/index.ts
index b100c1e9c26a..bf187a15edb5 100644
--- a/packages/types/src/index.ts
+++ b/packages/types/src/index.ts
@@ -56,6 +56,7 @@ export type { Event, EventHint, EventType, ErrorEvent, TransactionEvent } from '
 export type { EventProcessor } from './eventprocessor';
 export type { Exception } from './exception';
 export type { Extra, Extras } from './extra';
+export type { FeatureFlag } from './flags';
 // eslint-disable-next-line deprecation/deprecation
 export type { Hub } from './hub';
 export type { Integration, IntegrationClass, IntegrationFn } from './integration';
diff --git a/packages/utils/src/flags.ts b/packages/utils/src/flags.ts
new file mode 100644
index 000000000000..2cc02b989577
--- /dev/null
+++ b/packages/utils/src/flags.ts
@@ -0,0 +1,38 @@
+import type { FeatureFlag } from '@sentry/types';
+
+/**
+ * Ordered LRU cache for storing feature flags in the scope context. The name
+ * of each flag in the buffer is unique, and the output of getAll() is ordered
+ * from oldest to newest.
+ */
+
+export const FLAG_BUFFER_SIZE = 100;
+
+/**
+ * Insert into a FeatureFlag array while maintaining ordered LRU properties.
+ * After inserting:
+ * - The flag is guaranteed to be at the end of `flags`.
+ * - No other flags with the same name exist in `flags`.
+ * - The length of `flags` does not exceed FLAG_BUFFER_SIZE. If needed, the
+ *   oldest inserted flag is evicted.
+ */
+export function insertToFlagBuffer(flags: FeatureFlag[], name: string, value: boolean): void {
+  // Check if the flag is already in the buffer
+  const index = flags.findIndex(f => f.flag === name);
+
+  if (index !== -1) {
+    // The flag was found, remove it from its current position - O(n)
+    flags.splice(index, 1);
+  }
+
+  if (flags.length === FLAG_BUFFER_SIZE) {
+    // If at capacity, pop the earliest flag - O(n)
+    flags.shift();
+  }
+
+  // Push the flag to the end - O(1)
+  flags.push({
+    flag: name,
+    result: value,
+  });
+}
diff --git a/packages/utils/src/index.ts b/packages/utils/src/index.ts
index 4a2d68ca0d8b..1f8a86960a03 100644
--- a/packages/utils/src/index.ts
+++ b/packages/utils/src/index.ts
@@ -40,3 +40,4 @@ export * from './buildPolyfills';
 export * from './propagationContext';
 export * from './vercelWaitUntil';
 export * from './version';
+export * from './flags';