diff --git a/src/CONST/index.ts b/src/CONST/index.ts
index 7f930af355a1d..12c5c1ac16e38 100755
--- a/src/CONST/index.ts
+++ b/src/CONST/index.ts
@@ -8250,6 +8250,12 @@ const CONST = {
         HOME_PAGE: {
             WIDGET_ITEM: 'HomePage-WidgetItem',
         },
+        CALENDAR_PICKER: {
+            YEAR_PICKER: 'CalendarPicker-YearPicker',
+            PREV_MONTH: 'CalendarPicker-PrevMonth',
+            NEXT_MONTH: 'CalendarPicker-NextMonth',
+            DAY: 'CalendarPicker-Day',
+        },
         REPORT_DETAILS: {
             WORKSPACE_LINK: 'ReportDetails-WorkspaceLink',
         },
diff --git a/src/components/DatePicker/CalendarPicker/index.tsx b/src/components/DatePicker/CalendarPicker/index.tsx
index c92737170c164..f9bf6e4ea0b4e 100644
--- a/src/components/DatePicker/CalendarPicker/index.tsx
+++ b/src/components/DatePicker/CalendarPicker/index.tsx
@@ -1,6 +1,6 @@
 import {addMonths, endOfDay, endOfMonth, format, getYear, isSameDay, parseISO, setDate, setYear, startOfDay, startOfMonth, subMonths} from 'date-fns';
 import {Str} from 'expensify-common';
-import React, {useEffect, useRef, useState} from 'react';
+import React, {useCallback, useEffect, useRef, useState} from 'react';
 import {View} from 'react-native';
 import Animated, {useAnimatedStyle, useSharedValue, withTiming} from 'react-native-reanimated';
 import PressableWithFeedback from '@components/Pressable/PressableWithFeedback';
@@ -176,6 +176,8 @@ function CalendarPicker({
     const webOnlyMarginStyle = isSmallScreenWidth ? {} : styles.mh1;
     const calendarContainerStyle = isSmallScreenWidth ? [webOnlyMarginStyle, themeStyles.calendarBodyContainer] : [webOnlyMarginStyle, animatedStyle];
 
+    const getAccessibilityState = useCallback((isSelected: boolean) => ({selected: isSelected}), []);
+
     return (
         <View style={[themeStyles.pb4]}>
             <View
@@ -195,6 +197,7 @@ function CalendarPicker({
                     testID="currentYearButton"
                     accessibilityLabel={`${currentYearView}, ${translate('common.currentYear')}`}
                     role={CONST.ROLE.BUTTON}
+                    sentryLabel={CONST.SENTRY_LABEL.CALENDAR_PICKER.YEAR_PICKER}
                 >
                     <Text
                         style={themeStyles.sidebarLinkTextBold}
@@ -220,6 +223,7 @@ function CalendarPicker({
                         hoverDimmingValue={1}
                         accessibilityLabel={translate('common.previous')}
                         role={CONST.ROLE.BUTTON}
+                        sentryLabel={CONST.SENTRY_LABEL.CALENDAR_PICKER.PREV_MONTH}
                     >
                         <ArrowIcon
                             disabled={!hasAvailableDatesPrevMonth}
@@ -234,6 +238,7 @@ function CalendarPicker({
                         hoverDimmingValue={1}
                         accessibilityLabel={translate('common.next')}
                         role={CONST.ROLE.BUTTON}
+                        sentryLabel={CONST.SENTRY_LABEL.CALENDAR_PICKER.NEXT_MONTH}
                     >
                         <ArrowIcon disabled={!hasAvailableDatesNextMonth} />
                     </PressableWithFeedback>
@@ -271,18 +276,23 @@ function CalendarPicker({
                                 onDayPressed(day);
                             };
                             const key = `${index}_day-${day}`;
-                            const dateAccessibilityLabel = day ? format(currentDate, 'EEEE, MMMM d, yyyy') : '';
+                            const fullDate = day ? new Date(currentYearView, currentMonthView, day) : null;
+                            const accessibilityDateLabel = fullDate ? DateUtils.formatToLongDateWithWeekday(fullDate) : '';
                             return (
                                 <PressableWithoutFeedback
                                     key={key}
                                     disabled={isDisabled}
                                     onPress={handleOnPress}
                                     style={themeStyles.calendarDayRoot}
-                                    accessibilityLabel={dateAccessibilityLabel}
+                                    accessibilityLabel={accessibilityDateLabel}
+                                    accessibilityHint=""
+                                    accessibilityState={getAccessibilityState(isSelected)}
+                                    aria-selected={isSelected}
                                     tabIndex={day ? 0 : -1}
                                     accessible={!!day}
                                     dataSet={{[CONST.SELECTION_SCRAPER_HIDDEN_ELEMENT]: true}}
                                     role={CONST.ROLE.BUTTON}
+                                    sentryLabel={CONST.SENTRY_LABEL.CALENDAR_PICKER.DAY}
                                 >
                                     {({hovered, pressed}) => (
                                         <DayComponent