diff --git a/src/hooks/useCombobox/__tests__/getInputProps.test.js b/src/hooks/useCombobox/__tests__/getInputProps.test.js
index 3358e45b..5812fb38 100644
--- a/src/hooks/useCombobox/__tests__/getInputProps.test.js
+++ b/src/hooks/useCombobox/__tests__/getInputProps.test.js
@@ -593,6 +593,21 @@ describe('getInputProps', () => {
           expect(getItems()).toHaveLength(items.length)
         })
 
+        test('it skips disabled trailing options when opening the menu', async () => {
+          const {user} = renderCombobox({
+            isItemDisabled(_item, index) {
+              return index >= items.length - 2
+            },
+          })
+
+          await keyDownOnInput(user, '{ArrowUp}')
+
+          expect(getInput()).toHaveAttribute(
+            'aria-activedescendant',
+            defaultIds.getItemId(items.length - 3),
+          )
+        })
+
         test('it opens the closed menu with selected option highlighted', async () => {
           const selectedIndex = 4
           const {user} = renderCombobox({
@@ -920,6 +935,21 @@ describe('getInputProps', () => {
           expect(getItems()).toHaveLength(items.length)
         })
 
+        test('it skips disabled leading options when opening the menu', async () => {
+          const {user} = renderCombobox({
+            isItemDisabled(_item, index) {
+              return index < 2
+            },
+          })
+
+          await keyDownOnInput(user, '{ArrowDown}')
+
+          expect(getInput()).toHaveAttribute(
+            'aria-activedescendant',
+            defaultIds.getItemId(2),
+          )
+        })
+
         test('opens the closed menu with selected option highlighted', async () => {
           const selectedIndex = 4
           const {user} = renderCombobox({
diff --git a/src/hooks/useSelect/__tests__/getToggleButtonProps.test.js b/src/hooks/useSelect/__tests__/getToggleButtonProps.test.js
index 235f11ea..4ecc99c4 100644
--- a/src/hooks/useSelect/__tests__/getToggleButtonProps.test.js
+++ b/src/hooks/useSelect/__tests__/getToggleButtonProps.test.js
@@ -847,6 +847,21 @@ describe('getToggleButtonProps', () => {
           expect(getItems()).toHaveLength(items.length)
         })
 
+        test('it skips disabled trailing options when opening the menu', async () => {
+          const {user} = renderSelect({
+            isItemDisabled(_item, index) {
+              return index >= items.length - 2
+            },
+          })
+
+          await keyDownOnToggleButton(user, '{ArrowUp}')
+
+          expect(getToggleButton()).toHaveAttribute(
+            'aria-activedescendant',
+            defaultIds.getItemId(items.length - 3),
+          )
+        })
+
         test('it opens the closed menu with selected option highlighted', async () => {
           const selectedIndex = 4
           const {user} = renderSelect({
@@ -1188,6 +1203,21 @@ describe('getToggleButtonProps', () => {
           expect(getItems()).toHaveLength(items.length)
         })
 
+        test('skips disabled leading options when opening the menu', async () => {
+          const {user} = renderSelect({
+            isItemDisabled(_item, index) {
+              return index < 2
+            },
+          })
+
+          await keyDownOnToggleButton(user, '{ArrowDown}')
+
+          expect(getToggleButton()).toHaveAttribute(
+            'aria-activedescendant',
+            defaultIds.getItemId(2),
+          )
+        })
+
         test('opens the closed menu with selected option highlighted', async () => {
           const selectedIndex = 4
           const {user} = renderSelect({
diff --git a/src/hooks/utils/__tests__/getHighlightedIndexOnOpen.test.ts b/src/hooks/utils/__tests__/getHighlightedIndexOnOpen.test.ts
index 664588f7..52cb1cb5 100644
--- a/src/hooks/utils/__tests__/getHighlightedIndexOnOpen.test.ts
+++ b/src/hooks/utils/__tests__/getHighlightedIndexOnOpen.test.ts
@@ -5,6 +5,9 @@ const isItemDisabled = () => false
 const isFirstItemDisabled = (_item: string, index: number) => index === 0
 const isLastItemDisabled = (_item: string, index: number) =>
   index === items.length - 1
+const areAllItemsDisabled = () => true
+const areFirstTwoItemsDisabled = (_item: string, index: number) => index < 2
+const areLastTwoItemsDisabled = (_item: string, index: number) => index > 0
 const itemToKey = (item: string | null) => item
 
 test('returns -1 when items is empty', () => {
@@ -70,7 +73,7 @@ test('skips initialHighlightedIndex when state highlightedIndex does not match',
   ).toBe(-1)
 })
 
-test('skips initialHighlightedIndex when that item is disabled', () => {
+test('falls back to the next enabled item when initialHighlightedIndex is disabled', () => {
   const initialHighlightedIndex = 0
   const defaultHighlightedIndex = undefined
   const selectedItem = null
@@ -88,7 +91,7 @@ test('skips initialHighlightedIndex when that item is disabled', () => {
       highlightedIndex,
       offset,
     ),
-  ).toBe(-1)
+  ).toBe(1)
 })
 
 test('returns defaultHighlightedIndex when it is not disabled', () => {
@@ -112,7 +115,7 @@ test('returns defaultHighlightedIndex when it is not disabled', () => {
   ).toBe(2)
 })
 
-test('skips defaultHighlightedIndex when that item is disabled', () => {
+test('falls back to the next enabled item when defaultHighlightedIndex is disabled', () => {
   const initialHighlightedIndex = undefined
   const defaultHighlightedIndex = 0
   const selectedItem = null
@@ -130,7 +133,7 @@ test('skips defaultHighlightedIndex when that item is disabled', () => {
       highlightedIndex,
       offset,
     ),
-  ).toBe(-1)
+  ).toBe(1)
 })
 
 test('returns index of selectedItem when selectedItem is set', () => {
@@ -175,7 +178,7 @@ test('returns last index when offset is negative and last item is not disabled',
   ).toBe(2)
 })
 
-test('skips last index when offset is negative and last item is disabled', () => {
+test('returns previous enabled index when offset is negative and last item is disabled', () => {
   const initialHighlightedIndex = undefined
   const defaultHighlightedIndex = undefined
   const selectedItem = null
@@ -193,7 +196,22 @@ test('skips last index when offset is negative and last item is disabled', () =>
       highlightedIndex,
       offset,
     ),
-  ).toBe(-1)
+  ).toBe(1)
+})
+
+test('skips consecutive disabled items when opening with a negative offset', () => {
+  expect(
+    getHighlightedIndexOnOpen(
+      items,
+      undefined,
+      undefined,
+      areLastTwoItemsDisabled,
+      itemToKey,
+      null,
+      -1,
+      -1,
+    ),
+  ).toBe(0)
 })
 
 test('returns 0 when offset is positive and first item is not disabled', () => {
@@ -217,7 +235,7 @@ test('returns 0 when offset is positive and first item is not disabled', () => {
   ).toBe(0)
 })
 
-test('skips 0 when offset is positive and first item is disabled', () => {
+test('returns next enabled index when offset is positive and first item is disabled', () => {
   const initialHighlightedIndex = undefined
   const defaultHighlightedIndex = undefined
   const selectedItem = null
@@ -235,9 +253,42 @@ test('skips 0 when offset is positive and first item is disabled', () => {
       highlightedIndex,
       offset,
     ),
-  ).toBe(-1)
+  ).toBe(1)
+})
+
+test('skips consecutive disabled items when opening with a positive offset', () => {
+  expect(
+    getHighlightedIndexOnOpen(
+      items,
+      undefined,
+      undefined,
+      areFirstTwoItemsDisabled,
+      itemToKey,
+      null,
+      -1,
+      1,
+    ),
+  ).toBe(2)
 })
 
+test.each([-1, 1])(
+  'returns -1 when all items are disabled and offset is %i',
+  offset => {
+    expect(
+      getHighlightedIndexOnOpen(
+        items,
+        undefined,
+        undefined,
+        areAllItemsDisabled,
+        itemToKey,
+        null,
+        -1,
+        offset,
+      ),
+    ).toBe(-1)
+  },
+)
+
 test('returns -1 when no conditions match', () => {
   const initialHighlightedIndex = undefined
   const defaultHighlightedIndex = undefined
diff --git a/src/hooks/utils/getHighlightedIndexOnOpen.ts b/src/hooks/utils/getHighlightedIndexOnOpen.ts
index 08a19616..45dfc3e7 100644
--- a/src/hooks/utils/getHighlightedIndexOnOpen.ts
+++ b/src/hooks/utils/getHighlightedIndexOnOpen.ts
@@ -1,3 +1,5 @@
+import {getNonDisabledIndex} from '../../utils/getNonDisabledIndex'
+
 /* eslint-disable max-params */
 /**
  * Returns the highlighted index when the menu is opened.
@@ -58,16 +60,11 @@ export function getHighlightedIndexOnOpen<Item>(
     return items.findIndex(item => itemToKey(selectedItem) === itemToKey(item))
   }
 
-  if (
-    offset < 0 &&
-    items[items.length - 1] &&
-    !isItemDisabled(items[items.length - 1] as Item, items.length - 1)
-  ) {
-    return items.length - 1
-  }
+  if (offset !== 0) {
+    const backwards = offset < 0
+    const startIndex = backwards ? items.length - 1 : 0
 
-  if (offset > 0 && items[0] && !isItemDisabled(items[0], 0)) {
-    return 0
+    return getNonDisabledIndex(startIndex, backwards, items, isItemDisabled)
   }
 
   return -1