diff --git a/src/components/calendar/bl-calendar.css b/src/components/calendar/bl-calendar.css
index 3c2cc5a0..94198b95 100644
--- a/src/components/calendar/bl-calendar.css
+++ b/src/components/calendar/bl-calendar.css
@@ -142,3 +142,23 @@
 .calendar-text {
   font: var(--bl-font-title-3-regular);
 }
+
+.disabled-day-container {
+  position: relative;
+  display: inline-block;
+}
+
+.custom-day-content {
+  position: absolute;
+  inset: 0;
+  display: flex;
+  align-items: center;
+  justify-content: center;
+  pointer-events: auto;
+  z-index: 1;
+}
+
+/* Ensure disabled overlay content visually matches disabled button */
+.disabled-day-container .custom-day-content {
+  color: var(--bl-color-neutral-lighter);
+}
diff --git a/src/components/calendar/bl-calendar.test.ts b/src/components/calendar/bl-calendar.test.ts
index 4c7f4f8c..9c6d682a 100644
--- a/src/components/calendar/bl-calendar.test.ts
+++ b/src/components/calendar/bl-calendar.test.ts
@@ -667,5 +667,44 @@ describe("bl-calendar", () => {
       expect(strongTag).to.exist;
       expect(strongTag?.textContent).to.not.be.empty;
     });
+
+    it("should render custom day content for disabled dates in special container", async () => {
+      const dayRendererWithTooltip = (date: Date) => html`<bl-tooltip><span slot="tooltip-trigger">${date.getDate()}</span><div>Custom tooltip</div></bl-tooltip>`;
+      const disabledDate = new Date(2023, 0, 15);
+      
+      element = await fixture<BlCalendar>(html`<bl-calendar .dayRenderer=${dayRendererWithTooltip} .disabledDates=${[disabledDate]}></bl-calendar>`);
+      element._calendarMonth = 0;
+      element._calendarYear = 2023;
+      await element.updateComplete;
+
+      const dayWrappers = element.shadowRoot?.querySelectorAll(".day-wrapper");
+      let disabledDayWrapper: Element | null = null;
+      
+      // Find the disabled day wrapper
+      dayWrappers?.forEach(wrapper => {
+        const button = wrapper.querySelector("bl-button");
+
+        if (button?.hasAttribute("disabled")) {
+          const buttonId = button.getAttribute("id");
+
+          if (buttonId === disabledDate.getTime().toString()) {
+            disabledDayWrapper = wrapper;
+          }
+        }
+      });
+      
+      expect(disabledDayWrapper).to.exist;
+      const disabledDayContainer = disabledDayWrapper!.querySelector(".disabled-day-container");
+
+      expect(disabledDayContainer).to.exist;
+      
+      const customDayContent = disabledDayContainer!.querySelector(".custom-day-content");
+
+      expect(customDayContent).to.exist;
+      
+      const tooltip = customDayContent!.querySelector("bl-tooltip");
+
+      expect(tooltip).to.exist;
+    });
   });
 });
diff --git a/src/components/calendar/bl-calendar.ts b/src/components/calendar/bl-calendar.ts
index 5fe7e4b8..bc15b733 100644
--- a/src/components/calendar/bl-calendar.ts
+++ b/src/components/calendar/bl-calendar.ts
@@ -446,6 +446,27 @@ export default class BlCalendar extends DatepickerCalendarMixin {
                 "disabled-day": isDisabledDay,
               });
 
+              // For disabled days with custom renderer that might contain tooltips,
+              // wrap in a container that can receive pointer events
+              if (isDisabledDay && this.dayRenderer) {
+                return html`<div class="day-wrapper">
+                  <div class="disabled-day-container">
+                    <bl-button
+                      id=${date.getTime()}
+                      variant="tertiary"
+                      kind="neutral"
+                      size="small"
+                      class=${classes}
+                      ?disabled=${isDisabledDay}
+                      @click="${() => !isDisabledDay && this.handleDate(date)}"
+                    >
+                      ${date.getDate()}
+                    </bl-button>
+                    <div class="custom-day-content">${this.dayRenderer(date)}</div>
+                  </div>
+                </div>`;
+              }
+
               return html`<div class="day-wrapper">
                 <bl-button
                   id=${date.getTime()}
diff --git a/src/components/datepicker/bl-datepicker.stories.mdx b/src/components/datepicker/bl-datepicker.stories.mdx
index 44bfd1f8..d09c3cd9 100644
--- a/src/components/datepicker/bl-datepicker.stories.mdx
+++ b/src/components/datepicker/bl-datepicker.stories.mdx
@@ -2,6 +2,7 @@ import { html } from "lit";
 import { ArgsTable, Canvas, Meta, Story } from "@storybook/addon-docs";
 import { ifDefined } from "lit/directives/if-defined.js";
 import { unsafeHTML } from "lit/directives/unsafe-html.js";
+import { stringToDateArray } from "../../utilities/string-to-date-converter";
 
 <Meta
   title="Components/Datepicker"
@@ -152,6 +153,55 @@ You can set min date or max date for the datepicker.
   </Story>
 </Canvas>
 
+### Disabled Dates With Tooltip
+
+You can render tooltips on disabled dates via `dayRenderer`. This example disables specific dates and shows a tooltip explaining why.
+
+<Canvas>
+  <Story
+    name="Disabled Dates With Tooltip"
+    args={{
+      type: 'single',
+      label: 'Disabled Dates With Tooltip',
+      placeholder: 'Select a date',
+      // Controls: comma-separated dates string
+      disabledDates: `${new Date(new Date().getFullYear(), new Date().getMonth(), new Date().getDate() + 2)}, ${new Date(new Date().getFullYear(), new Date().getMonth(), new Date().getDate() + 5)}`,
+      disabledTooltipText: 'This date is disabled',
+    }}
+  >
+    {(args) => {
+      const disabledDates = typeof args.disabledDates === 'string'
+        ? stringToDateArray(args.disabledDates)
+        : (args.disabledDates || []);
+
+      const isDisabled = (d) => disabledDates.some(x => x.getFullYear() === d.getFullYear() && x.getMonth() === d.getMonth() && x.getDate() === d.getDate());
+
+      const dayRenderer = (date) => {
+        if (isDisabled(date)) {
+          // Only disabled days have tooltip; trigger is an invisible overlay to avoid duplicating numbers
+          return html`
+            <bl-tooltip>
+              <span slot="tooltip-trigger" style="position:absolute; inset:0; display:block;"></span>
+              <div>${args.disabledTooltipText}</div>
+            </bl-tooltip>
+          `;
+        }
+        // Non-disabled days should render the day number normally
+        return html`${date.getDate()}`;
+      };
+
+      return html`
+        <bl-datepicker
+          type=${ifDefined(args.type)}
+          label=${ifDefined(args.label)}
+          placeholder=${ifDefined(args.placeholder)}
+          .disabledDates=${disabledDates}
+          .dayRenderer=${dayRenderer}
+        ></bl-datepicker>`;
+    }}
+  </Story>
+</Canvas>
+
 ## RTL Support
 
 The datepicker component supports RTL (Right-to-Left) text direction. You can enable RTL mode by setting the `dir` attribute and `lang` attribute on a parent element or the `html` tag.