diff --git a/src/components/context-menu/ContextMenu.style.scss b/src/components/context-menu/ContextMenu.style.scss
index 6729147b0..99719bd65 100644
--- a/src/components/context-menu/ContextMenu.style.scss
+++ b/src/components/context-menu/ContextMenu.style.scss
@@ -9,6 +9,11 @@
     position: relative;
     box-sizing: border-box;
     z-index: 999;
+    // clamp to the space the popper has left on screen; the inner
+    // auto scroll area shrinks with it and takes over scrolling
+    max-height: var(--radix-popper-available-height, 100vh);
+    display: flex;
+    flex-direction: column;
 
     & {
       @include helpers.borderRadius();
diff --git a/src/components/context-menu/ContextMenu.tsx b/src/components/context-menu/ContextMenu.tsx
index 97d98a11e..0e8f55134 100644
--- a/src/components/context-menu/ContextMenu.tsx
+++ b/src/components/context-menu/ContextMenu.tsx
@@ -4,11 +4,7 @@ import React from "react";
 import {ComponentProps, Color, mergeComponentProps} from "../../utils";
 import * as Radix from "@radix-ui/react-context-menu";
 import "./ContextMenu.style.scss"
-import {Card} from "../card/Card";
-import {Flex} from "../flex/Flex";
-import {Badge} from "../badge/Badge";
-import {IconArrowDown, IconArrowUp, IconCornerDownLeft} from "@tabler/icons-react";
-import {Spacing} from "../spacing/Spacing";
+import {AutoScrollArea} from "../scroll-area/ScrollArea";
 
 export type ContextMenuProps = ComponentProps & Radix.ContextMenuProps
 export type ContextMenuTriggerProps = ComponentProps & Radix.ContextMenuTriggerProps
@@ -40,8 +36,13 @@ export const ContextMenuPortal: React.FC<ContextMenuPortalProps> = (props) => {
 }
 
 export const ContextMenuContent: React.FC<ContextMenuContentProps> = (props) => {
+    const {children, ...rest} = props
     return <Radix.ContextMenuContent
-        align={props.align} {...mergeComponentProps(`context-menu__content context-menu__content--${props.color ?? "primary"}`, props) as ContextMenuContentProps}/>
+        align={props.align} {...mergeComponentProps(`context-menu__content context-menu__content--${props.color ?? "primary"}`, rest) as ContextMenuContentProps}>
+        <AutoScrollArea>
+            {children}
+        </AutoScrollArea>
+    </Radix.ContextMenuContent>
 }
 
 export const ContextMenuLabel: React.FC<ContextMenuLabelProps> = (props) => {
@@ -65,7 +66,12 @@ export const ContextMenuSubTrigger: React.FC<ContextMenuSubTriggerProps> = (prop
 }
 
 export const ContextMenuSubContent: React.FC<ContextMenuSubContentProps> = (props) => {
-    return <Radix.ContextMenuSubContent align={props.align} {...mergeComponentProps(`context-menu__sub-content context-menu__sub-content--${props.color ?? "primary"}`, props) as ContextMenuSubContentProps}/>
+    const {children, ...rest} = props
+    return <Radix.ContextMenuSubContent align={props.align} {...mergeComponentProps(`context-menu__sub-content context-menu__sub-content--${props.color ?? "primary"}`, rest) as ContextMenuSubContentProps}>
+        <AutoScrollArea>
+            {children}
+        </AutoScrollArea>
+    </Radix.ContextMenuSubContent>
 }
 
 export const ContextMenuSeparator: React.FC<ContextMenuSeparatorProps> = (props) => {
diff --git a/src/components/menu/Menu.stories.tsx b/src/components/menu/Menu.stories.tsx
index 54eb01cad..ab458c818 100644
--- a/src/components/menu/Menu.stories.tsx
+++ b/src/components/menu/Menu.stories.tsx
@@ -58,4 +58,35 @@ export const ExampleMenu = () => {
         </MenuPortal>
     </Menu>
 
+}
+
+export const ScrollableMenu = () => {
+
+    return <Menu>
+        <MenuTrigger asChild>
+            <Button>Open Menu</Button>
+        </MenuTrigger>
+        <MenuPortal>
+            <MenuContent side={"bottom"} align={"start"} sideOffset={5.6} collisionPadding={16}>
+                {Array.from({length: 50}, (_, index) => {
+                    return <MenuItem key={index}>Item {index + 1}</MenuItem>
+                })}
+                <MenuSub>
+                    <MenuSubTrigger>
+                        <Flex justify={"space-between"} align={"center"} w={"100%"}>
+                            More items <IconChevronRight size={16}/>
+                        </Flex>
+                    </MenuSubTrigger>
+                    <MenuPortal>
+                        <MenuSubContent collisionPadding={16}>
+                            {Array.from({length: 50}, (_, index) => {
+                                return <MenuItem key={index}>Sub item {index + 1}</MenuItem>
+                            })}
+                        </MenuSubContent>
+                    </MenuPortal>
+                </MenuSub>
+            </MenuContent>
+        </MenuPortal>
+    </Menu>
+
 }
\ No newline at end of file
diff --git a/src/components/menu/Menu.style.scss b/src/components/menu/Menu.style.scss
index 7cda98df8..8a736a4e4 100644
--- a/src/components/menu/Menu.style.scss
+++ b/src/components/menu/Menu.style.scss
@@ -9,6 +9,11 @@
     position: relative;
     box-sizing: border-box;
     z-index: 999;
+    // clamp to the space the popper has left on screen; the inner
+    // auto scroll area shrinks with it and takes over scrolling
+    max-height: var(--radix-popper-available-height, 100vh);
+    display: flex;
+    flex-direction: column;
 
     & {
       @include helpers.borderRadius();
@@ -66,6 +71,6 @@
 @each $name, $color in variables.$colors {
   .menu__content--#{$name}, .menu__sub-content--#{$name} {
     @include box.box($color);
-    border: helpers.backgroundColor(variables.$secondary) 2px solid;
+    border: helpers.backgroundColor(variables.$secondary) 1px solid;
   }
 }
\ No newline at end of file
diff --git a/src/components/menu/Menu.tsx b/src/components/menu/Menu.tsx
index 50db9e6f8..89859776e 100644
--- a/src/components/menu/Menu.tsx
+++ b/src/components/menu/Menu.tsx
@@ -32,6 +32,7 @@ import {
     DropdownMenuTrigger,
     DropdownMenuTriggerProps
 } from "@radix-ui/react-dropdown-menu";
+import {AutoScrollArea} from "../scroll-area/ScrollArea";
 
 export type MenuProps = ComponentProps & DropdownMenuProps
 export type MenuTriggerProps = ComponentProps & DropdownMenuTriggerProps
@@ -65,8 +66,13 @@ export const MenuPortal: React.FC<MenuPortalProps> = (props) => {
 }
 
 export const MenuContent: React.FC<MenuContentProps> = (props) => {
+    const {children, ...rest} = props
     return <DropdownMenuContent
-        align={props.align} {...mergeComponentProps(`menu__content menu__content--${props.color ?? "primary"}`, props) as MenuContentProps}/>
+        align={props.align} {...mergeComponentProps(`menu__content menu__content--${props.color ?? "primary"}`, rest) as MenuContentProps}>
+        <AutoScrollArea>
+            {children}
+        </AutoScrollArea>
+    </DropdownMenuContent>
 }
 
 export const MenuLabel: React.FC<MenuLabelProps> = (props) => {
@@ -90,7 +96,12 @@ export const MenuSubTrigger: React.FC<MenuSubTriggerProps> = (props) => {
 }
 
 export const MenuSubContent: React.FC<MenuSubContentProps> = (props) => {
-    return <DropdownMenuSubContent {...mergeComponentProps(`menu__sub-content menu__sub-content--${props.color ?? "primary"}`, props) as MenuSubContentProps}/>
+    const {children, ...rest} = props
+    return <DropdownMenuSubContent {...mergeComponentProps(`menu__sub-content menu__sub-content--${props.color ?? "primary"}`, rest) as MenuSubContentProps}>
+        <AutoScrollArea>
+            {children}
+        </AutoScrollArea>
+    </DropdownMenuSubContent>
 }
 
 export const MenuSeparator: React.FC<MenuSeparatorProps> = (props) => {
diff --git a/src/components/scroll-area/ScrollArea.style.scss b/src/components/scroll-area/ScrollArea.style.scss
index e25ccb399..1b47ec723 100644
--- a/src/components/scroll-area/ScrollArea.style.scss
+++ b/src/components/scroll-area/ScrollArea.style.scss
@@ -5,6 +5,12 @@
 .scroll-area {
   overflow: hidden;
 
+  // allows the auto scroll area to shrink inside flexed popper
+  // content (menus, sub menus, tooltips) so it never overflows it
+  &--auto {
+    min-height: 0;
+  }
+
   &__viewport {
     width: 100%;
     height: 100%;
diff --git a/src/components/scroll-area/ScrollArea.tsx b/src/components/scroll-area/ScrollArea.tsx
index 1c817e429..21bf367e9 100644
--- a/src/components/scroll-area/ScrollArea.tsx
+++ b/src/components/scroll-area/ScrollArea.tsx
@@ -1,3 +1,5 @@
+"use client"
+
 import React from "react";
 import {ComponentProps, mergeComponentProps} from "../../utils";
 import * as RadixScrollArea from "@radix-ui/react-scroll-area";
@@ -23,4 +25,41 @@ export const ScrollAreaThumb: React.FC<ScrollAreaThumbProps> = (props) => {
 }
 export const ScrollAreaCorner: React.FC<ScrollAreaCornerProps> = (props) => {
     return <RadixScrollArea.ScrollAreaCorner {...mergeComponentProps("scroll-area__corner", props)} />
+}
+
+export type AutoScrollAreaProps = ScrollAreaProps
+
+/**
+ * ScrollArea that sizes itself to its content and scrolls once the content
+ * exceeds the available height of the surrounding Radix popper (menus,
+ * sub menus, tooltips). Used internally by MenuContent, MenuSubContent,
+ * ContextMenuContent, ContextMenuSubContent and TooltipContent.
+ */
+export const AutoScrollArea: React.FC<AutoScrollAreaProps> = (props) => {
+    const {children, mah = "var(--radix-popper-available-height, 100vh)", ...rest} = props
+    const contentRef = React.useRef<HTMLDivElement>(null)
+    const [height, setHeight] = React.useState<number>()
+
+    React.useLayoutEffect(() => {
+        const el = contentRef.current
+        if (!el) return
+        const observer = new ResizeObserver((entries) => {
+            const entry = entries[0]
+            if (entry) setHeight(entry.contentRect.height)
+        })
+        observer.observe(el)
+        return () => observer.disconnect()
+    }, [])
+
+    return <ScrollArea className={"scroll-area--auto"} mah={mah}
+                       h={height !== undefined ? `${height}px` : undefined} {...rest}>
+        <ScrollAreaViewport>
+            <div ref={contentRef}>
+                {children}
+            </div>
+        </ScrollAreaViewport>
+        <ScrollAreaScrollbar orientation={"vertical"}>
+            <ScrollAreaThumb/>
+        </ScrollAreaScrollbar>
+    </ScrollArea>
 }
\ No newline at end of file
diff --git a/src/components/tooltip/Tooltip.style.scss b/src/components/tooltip/Tooltip.style.scss
index baa94711d..d9478dc70 100644
--- a/src/components/tooltip/Tooltip.style.scss
+++ b/src/components/tooltip/Tooltip.style.scss
@@ -8,6 +8,12 @@
 
     z-index: 999;
     padding: variables.$xxs variables.$xs;
+    box-sizing: border-box;
+    // clamp to the space the popper has left on screen; the inner
+    // auto scroll area shrinks with it and takes over scrolling
+    max-height: var(--radix-popper-available-height, 100vh);
+    display: flex;
+    flex-direction: column;
 
     & {
       @include box.box(variables.$tertiary);
diff --git a/src/components/tooltip/Tooltip.tsx b/src/components/tooltip/Tooltip.tsx
index c79a53cb6..7659cf3cb 100644
--- a/src/components/tooltip/Tooltip.tsx
+++ b/src/components/tooltip/Tooltip.tsx
@@ -2,6 +2,7 @@ import React from "react";
 import {Color, ComponentProps, mergeComponentProps} from "../../utils";
 import * as RadixTooltip from "@radix-ui/react-tooltip";
 import "./Tooltip.style.scss"
+import {AutoScrollArea} from "../scroll-area/ScrollArea";
 
 export type TooltipProps = ComponentProps & RadixTooltip.TooltipProps
 export type TooltipTriggerProps = ComponentProps & RadixTooltip.TooltipTriggerProps
@@ -24,8 +25,13 @@ export const TooltipPortal: React.FC<TooltipPortalProps> = (props) => {
 }
 
 export const TooltipContent: React.FC<TooltipContentProps> = (props) => {
+    const {children, ...rest} = props
     return <RadixTooltip.TooltipContent
-        align={props.align} {...mergeComponentProps(`tooltip__content tooltip__content--${props.color ?? "tertiary"}`, props) as TooltipContentProps}/>
+        align={props.align} {...mergeComponentProps(`tooltip__content tooltip__content--${props.color ?? "tertiary"}`, rest) as TooltipContentProps}>
+        <AutoScrollArea>
+            {children}
+        </AutoScrollArea>
+    </RadixTooltip.TooltipContent>
 }
 
 export const TooltipArrow: React.FC<TooltipArrowProps> = (props) => {