diff --git a/src/vs/editor/common/config/commonEditorConfig.ts b/src/vs/editor/common/config/commonEditorConfig.ts
index 33a9a433690ea4afa07480c93374cc5bee8650fb..8b39ee0f2497d24984a6815420edde3517320c02 100644
--- a/src/vs/editor/common/config/commonEditorConfig.ts
+++ b/src/vs/editor/common/config/commonEditorConfig.ts
@@ -684,6 +684,11 @@ const editorConfiguration: IConfigurationNode = {
 			'default': EDITOR_DEFAULTS.contribInfo.codeLens,
 			'description': nls.localize('codeLens', "Controls whether the editor shows CodeLens")
 		},
+		'editor.cycleParameterHints': {
+			'type': 'boolean',
+			'default': EDITOR_DEFAULTS.contribInfo.cycleParameterHints,
+			'description': nls.localize('cycleParameterHints', "Controls whether the parameter hints menu cycles or closes when reaching the end of the list.")
+		},
 		'editor.folding': {
 			'type': 'boolean',
 			'default': EDITOR_DEFAULTS.contribInfo.folding,
diff --git a/src/vs/editor/common/config/editorOptions.ts b/src/vs/editor/common/config/editorOptions.ts
index 14365ee992523d78e57b525961b04a2c811c0248..902d02abf793fbc3c5bcb510cc99ae2332092602 100644
--- a/src/vs/editor/common/config/editorOptions.ts
+++ b/src/vs/editor/common/config/editorOptions.ts
@@ -416,6 +416,11 @@ export interface IEditorOptions {
 	 * Defaults to true.
 	 */
 	contextmenu?: boolean;
+	/**
+	 * Enable cycling through parameter hints.
+	 * Defaults to false.
+	 */
+	cycleParameterHints?: boolean;
 	/**
 	 * A multiplier to be used on the `deltaX` and `deltaY` of mouse wheel scroll events.
 	 * Defaults to 1.
@@ -909,6 +914,7 @@ export interface EditorContribOptions {
 	readonly hover: InternalEditorHoverOptions;
 	readonly links: boolean;
 	readonly contextmenu: boolean;
+	readonly cycleParameterHints: boolean;
 	readonly quickSuggestions: boolean | { other: boolean, comments: boolean, strings: boolean };
 	readonly quickSuggestionsDelay: number;
 	readonly parameterHints: boolean;
@@ -1289,6 +1295,7 @@ export class InternalEditorOptions {
 			&& this._equalsHoverOptions(a.hover, b.hover)
 			&& a.links === b.links
 			&& a.contextmenu === b.contextmenu
+			&& a.cycleParameterHints === b.cycleParameterHints
 			&& InternalEditorOptions._equalsQuickSuggestions(a.quickSuggestions, b.quickSuggestions)
 			&& a.quickSuggestionsDelay === b.quickSuggestionsDelay
 			&& a.parameterHints === b.parameterHints
@@ -1884,6 +1891,7 @@ export class EditorOptionsValidator {
 			hover: this._santizeHoverOpts(opts.hover, defaults.hover),
 			links: _boolean(opts.links, defaults.links),
 			contextmenu: _boolean(opts.contextmenu, defaults.contextmenu),
+			cycleParameterHints: _boolean(opts.cycleParameterHints, defaults.cycleParameterHints),
 			quickSuggestions: quickSuggestions,
 			quickSuggestionsDelay: _clampedInt(opts.quickSuggestionsDelay, defaults.quickSuggestionsDelay, Constants.MIN_SAFE_SMALL_INTEGER, Constants.MAX_SAFE_SMALL_INTEGER),
 			parameterHints: _boolean(opts.parameterHints, defaults.parameterHints),
@@ -1992,6 +2000,7 @@ export class InternalEditorOptionsFactory {
 				hover: opts.contribInfo.hover,
 				links: (accessibilityIsOn ? false : opts.contribInfo.links), // DISABLED WHEN SCREEN READER IS ATTACHED
 				contextmenu: opts.contribInfo.contextmenu,
+				cycleParameterHints: opts.contribInfo.cycleParameterHints,
 				quickSuggestions: opts.contribInfo.quickSuggestions,
 				quickSuggestionsDelay: opts.contribInfo.quickSuggestionsDelay,
 				parameterHints: opts.contribInfo.parameterHints,
@@ -2463,6 +2472,7 @@ export const EDITOR_DEFAULTS: IValidatedEditorOptions = {
 		},
 		links: true,
 		contextmenu: true,
+		cycleParameterHints: false,
 		quickSuggestions: { other: true, comments: false, strings: false },
 		quickSuggestionsDelay: 10,
 		parameterHints: true,
diff --git a/src/vs/editor/contrib/parameterHints/parameterHintsWidget.ts b/src/vs/editor/contrib/parameterHints/parameterHintsWidget.ts
index 9a5cfbdb3830ffe2c2682449b08c0f22cdd7257a..0120cb2d5a15727af3a2dd38c14b706b9f741d26 100644
--- a/src/vs/editor/contrib/parameterHints/parameterHintsWidget.ts
+++ b/src/vs/editor/contrib/parameterHints/parameterHintsWidget.ts
@@ -476,14 +476,20 @@ export class ParameterHintsWidget implements IContentWidget, IDisposable {
 	next(): boolean {
 		const length = this.hints.signatures.length;
 		const last = (this.currentSignature % length) === (length - 1);
+		const cycleParameterHints = this.editor.getConfiguration().contribInfo.cycleParameterHints;
 
 		// If there is only one signature, or we're on last signature of list
-		if (length < 2 || last) {
+		if ((length < 2 || last) && !cycleParameterHints) {
 			this.cancel();
 			return false;
 		}
 
-		this.currentSignature++;
+		if (last && cycleParameterHints) {
+			this.currentSignature = 0;
+		} else {
+			this.currentSignature++;
+		}
+
 		this.render();
 		return true;
 	}
@@ -491,13 +497,20 @@ export class ParameterHintsWidget implements IContentWidget, IDisposable {
 	previous(): boolean {
 		const length = this.hints.signatures.length;
 		const first = this.currentSignature === 0;
+		const cycleParameterHints = this.editor.getConfiguration().contribInfo.cycleParameterHints;
 
-		if (length < 2 || first) {
+		// If there is only one signature, or we're on first signature of list
+		if ((length < 2 || first) && !cycleParameterHints) {
 			this.cancel();
 			return false;
 		}
 
-		this.currentSignature--;
+		if (first && cycleParameterHints) {
+			this.currentSignature = length - 1;
+		} else {
+			this.currentSignature--;
+		}
+
 		this.render();
 		return true;
 	}
diff --git a/src/vs/monaco.d.ts b/src/vs/monaco.d.ts
index 438105b4d899d3ed6bd3351c7997c86b3e364248..fd79f366e382335851512d47fa4dd50566bd9488 100644
--- a/src/vs/monaco.d.ts
+++ b/src/vs/monaco.d.ts
@@ -2754,6 +2754,11 @@ declare namespace monaco.editor {
 		 * Defaults to true.
 		 */
 		contextmenu?: boolean;
+		/**
+		 * Enable cycling through parameter hints.
+		 * Defaults to false.
+		 */
+		cycleParameterHints?: boolean;
 		/**
 		 * A multiplier to be used on the `deltaX` and `deltaY` of mouse wheel scroll events.
 		 * Defaults to 1.
@@ -3188,6 +3193,7 @@ declare namespace monaco.editor {
 		readonly hover: InternalEditorHoverOptions;
 		readonly links: boolean;
 		readonly contextmenu: boolean;
+		readonly cycleParameterHints: boolean;
 		readonly quickSuggestions: boolean | {
 			other: boolean;
 			comments: boolean;
diff --git a/src/vs/platform/telemetry/common/telemetryUtils.ts b/src/vs/platform/telemetry/common/telemetryUtils.ts
index a68ff28367b54aa2947f691e1f5eb6bcca95046f..9e655dfb6d6ea745a9e368b3717e9a7d8ab00727 100644
--- a/src/vs/platform/telemetry/common/telemetryUtils.ts
+++ b/src/vs/platform/telemetry/common/telemetryUtils.ts
@@ -113,6 +113,7 @@ const configurationValueWhitelist = [
 	'editor.multiCursorModifier',
 	'editor.quickSuggestions',
 	'editor.quickSuggestionsDelay',
+	'editor.cycleParameterHints',
 	'editor.parameterHints',
 	'editor.autoClosingBrackets',
 	'editor.autoIndent',