diff --git a/frontend/components/Item/ImageUpload.vue b/frontend/components/Item/ImageUpload.vue
index 46f9423d..fe89e787 100644
--- a/frontend/components/Item/ImageUpload.vue
+++ b/frontend/components/Item/ImageUpload.vue
@@ -1,3 +1,90 @@
+<script setup lang="ts">
+  import { ref, onMounted } from "vue";
+  import { Cropper } from "vue-advanced-cropper";
+  import { Label } from "@/components/ui/label";
+  import { Input } from "@/components/ui/input";
+  import { Button } from "~/components/ui/button";
+  import MdiDelete from "~icons/mdi/delete";
+  import MdiRotateLeft from "~icons/mdi/rotate-left";
+  import MdiRotateRight from "~icons/mdi/rotate-right";
+  import MdiFlipHorizontal from "~icons/mdi/flip-horizontal";
+  import MdiFlipVertical from "~icons/mdi/flip-vertical";
+  // import MdiStarOutline from "~icons/mdi/star-outline";
+  // import MdiStar from "~icons/mdi/star";
+
+  import "vue-advanced-cropper/dist/style.css";
+
+  export type PhotoPreview = {
+    photoName: string;
+    file: File;
+    fileBase64: string;
+    primary: boolean;
+  };
+
+  const props = defineProps<{ initialPhotos: PhotoPreview[] }>();
+  const emits = defineEmits<{
+    (e: "update:photos", photos: PhotoPreview[]): void;
+  }>();
+
+  const photos = ref<PhotoPreview[]>(props.initialPhotos);
+  const croppers = ref<(InstanceType<typeof Cropper> | null)[]>([]);
+
+  onMounted(() => {
+    croppers.value = Array(photos.value.length).fill(null);
+  });
+
+  function handleFileChange(event: Event) {
+    const input = event.target as HTMLInputElement;
+    if (input.files && input.files.length > 0) {
+      for (const file of input.files) {
+        const reader = new FileReader();
+        reader.onload = e => {
+          const photo = {
+            photoName: file.name,
+            fileBase64: e.target?.result as string,
+            file,
+            primary: photos.value.length === 0,
+          };
+          photos.value.push(photo);
+          emits("update:photos", photos.value);
+        };
+        reader.readAsDataURL(file);
+      }
+      input.value = "";
+    }
+  }
+
+  function deleteImage(index: number) {
+    photos.value.splice(index, 1);
+    croppers.value.splice(index, 1);
+    emits("update:photos", photos.value);
+  }
+
+  // function setPrimary(index: number) {
+  //   const primary = photos.value.findIndex(p => p.primary);
+
+  //   if (primary !== -1) photos.value[primary].primary = false;
+  //   if (primary !== index) photos.value[index].primary = true;
+
+  //   toast.error("Currently this does not do anything, the first photo will always be primary");
+  // }
+
+  const setSize = (index: number) => {
+    const cropper = croppers.value[index];
+    const img = new Image();
+    img.src = photos.value[index].fileBase64;
+    img.onload = () => {
+      // get the image size
+      cropper?.setCoordinates({
+        width: img.naturalWidth,
+        height: img.naturalHeight,
+        left: 0,
+        top: 0,
+      });
+    };
+  };
+</script>
+
 <template>
   <div>
     <div class="flex w-full flex-col gap-1.5">
@@ -18,17 +105,47 @@
         />
       </div>
     </div>
-    <div v-if="photos.length > 0" class="mt-4 border-t border-gray-300 px-4 pb-4">
+    <div v-if="photos.length > 0" class="mt-4 border-t border-gray-300">
       <div v-for="(photo, index) in photos" :key="index">
         <div class="mt-8 w-full">
-          <img
+          <cropper
+            ref="croppers"
             :src="photo.fileBase64"
-            class="w-full rounded border-gray-300 object-fill shadow-sm"
             alt="Uploaded Photo"
+            background-class="image-cropper-bg"
+            class="image-cropper"
+            @ready="
+              () => {
+                setSize(index);
+              }
+            "
           />
+          <!-- class="w-full rounded border-gray-300 object-fill shadow-sm" -->
         </div>
-        <div class="mt-2 flex items-center gap-2">
+        <div class="mt-2 flex justify-center gap-2">
           <TooltipProvider class="flex gap-2">
+            <Tooltip>
+              <TooltipTrigger>
+                <Button size="icon" type="button" variant="outline" @click.prevent="croppers[index]?.rotate(-90)">
+                  <MdiRotateLeft />
+                  <div class="sr-only">Rotate left</div>
+                </Button>
+              </TooltipTrigger>
+              <TooltipContent>
+                <p>Rotate left</p>
+              </TooltipContent>
+            </Tooltip>
+            <Tooltip>
+              <TooltipTrigger>
+                <Button size="icon" type="button" variant="outline" @click.prevent="croppers[index]?.flip(true, false)">
+                  <MdiFlipHorizontal />
+                  <div class="sr-only">Flip horizontal</div>
+                </Button>
+              </TooltipTrigger>
+              <TooltipContent>
+                <p>Flip horizontal</p>
+              </TooltipContent>
+            </Tooltip>
             <Tooltip>
               <TooltipTrigger>
                 <Button size="icon" type="button" variant="destructive" @click.prevent="deleteImage(index)">
@@ -58,69 +175,42 @@
                   <p>Set as {{ photo.primary ? "non" : "" }} primary photo</p>
                 </TooltipContent>
               </Tooltip> -->
+            <Tooltip>
+              <TooltipTrigger>
+                <Button size="icon" type="button" variant="outline" @click.prevent="croppers[index]?.flip(false, true)">
+                  <MdiFlipVertical />
+                  <div class="sr-only">Flip vertical</div>
+                </Button>
+              </TooltipTrigger>
+              <TooltipContent>
+                <p>Flip vertical</p>
+              </TooltipContent>
+            </Tooltip>
+            <Tooltip>
+              <TooltipTrigger>
+                <Button size="icon" type="button" variant="outline" @click.prevent="croppers[index]?.rotate(90)">
+                  <MdiRotateRight />
+                  <div class="sr-only">Rotate right</div>
+                </Button>
+              </TooltipTrigger>
+              <TooltipContent>
+                <p>Rotate right</p>
+              </TooltipContent>
+            </Tooltip>
           </TooltipProvider>
-          <p class="mt-1 text-sm" style="overflow-wrap: anywhere">{{ photo.photoName }}</p>
         </div>
+        <p class="mt-1 text-center text-sm" style="overflow-wrap: anywhere">{{ photo.photoName }}</p>
       </div>
     </div>
   </div>
 </template>
 
-<script setup lang="ts">
-  import { ref } from "vue";
-  import { Label } from "@/components/ui/label";
-  import { Input } from "@/components/ui/input";
-  import { Button } from "~/components/ui/button";
-  import MdiDelete from "~icons/mdi/delete";
-  // import MdiStarOutline from "~icons/mdi/star-outline";
-  // import MdiStar from "~icons/mdi/star";
-
-  export type PhotoPreview = {
-    photoName: string;
-    file: File;
-    fileBase64: string;
-    primary: boolean;
-  };
-
-  const props = defineProps<{ initialPhotos: PhotoPreview[] }>();
-  const emits = defineEmits<{
-    (e: "update:photos", photos: PhotoPreview[]): void;
-  }>();
-
-  const photos = ref<PhotoPreview[]>(props.initialPhotos);
-
-  function handleFileChange(event: Event) {
-    const input = event.target as HTMLInputElement;
-    if (input.files && input.files.length > 0) {
-      for (const file of input.files) {
-        const reader = new FileReader();
-        reader.onload = e => {
-          const photo = {
-            photoName: file.name,
-            fileBase64: e.target?.result as string,
-            file,
-            primary: photos.value.length === 0,
-          };
-          photos.value.push(photo);
-          emits("update:photos", photos.value);
-        };
-        reader.readAsDataURL(file);
-      }
-      input.value = "";
-    }
+<style>
+  .image-cropper {
+    width: 462px;
   }
 
-  function deleteImage(index: number) {
-    photos.value.splice(index, 1);
-    emits("update:photos", photos.value);
+  .image-cropper-bg {
+    background-color: white;
   }
-
-  // function setPrimary(index: number) {
-  //   const primary = photos.value.findIndex(p => p.primary);
-
-  //   if (primary !== -1) photos.value[primary].primary = false;
-  //   if (primary !== index) photos.value[index].primary = true;
-
-  //   toast.error("Currently this does not do anything, the first photo will always be primary");
-  // }
-</script>
+</style>
diff --git a/frontend/package.json b/frontend/package.json
index b7acd483..33ff0094 100644
--- a/frontend/package.json
+++ b/frontend/package.json
@@ -76,6 +76,7 @@
     "tailwindcss-animate": "^1.0.7",
     "vaul-vue": "^0.4.1",
     "vue": "3.4.8",
+    "vue-advanced-cropper": "^2.8.9",
     "vue-router": "^4.5.0",
     "vue-sonner": "^1.3.0"
   }
diff --git a/frontend/pnpm-lock.yaml b/frontend/pnpm-lock.yaml
index e8385c5f..64298b64 100644
--- a/frontend/pnpm-lock.yaml
+++ b/frontend/pnpm-lock.yaml
@@ -110,6 +110,9 @@ importers:
       vue:
         specifier: 3.4.8
         version: 3.4.8(typescript@5.6.2)
+      vue-advanced-cropper:
+        specifier: ^2.8.9
+        version: 2.8.9(vue@3.4.8(typescript@5.6.2))
       vue-router:
         specifier: ^4.5.0
         version: 4.5.0(vue@3.4.8(typescript@5.6.2))
@@ -2510,6 +2513,9 @@ packages:
   class-variance-authority@0.7.1:
     resolution: {integrity: sha512-Ka+9Trutv7G8M6WT6SeiRWz792K5qEqIGEGzXKhAE6xOWAY6pPH8U+9IY3oCMv6kqTmLsv7Xh/2w2RigkePMsg==}
 
+  classnames@2.5.1:
+    resolution: {integrity: sha512-saHYOzhIQs6wy2sVxTM6bUDsQO4F50V9RQ22qBpEdCW+I+/Wmke2HOl6lS6dTpdxVhb88/I6+Hs+438c3lfUow==}
+
   clean-regexp@1.0.0:
     resolution: {integrity: sha512-GfisEZEJvzKrmGWkvfhgzcz/BllN1USeqD2V6tg14OAOgaCD2Z/PUEuxnAZ/nPvmaHRG7a8y77p1T/IRQ4D1Hw==}
     engines: {node: '>=4'}
@@ -2763,6 +2769,9 @@ packages:
   de-indent@1.0.2:
     resolution: {integrity: sha512-e/1zu3xH5MQryN2zdVaF0OrdNLUbvWxzMbi+iNA6Bky7l1RoP8a2fIbRocyHclXt/arDrrR6lL3TqFD9pMQTsg==}
 
+  debounce@1.2.1:
+    resolution: {integrity: sha512-XRRe6Glud4rd/ZGQfiV1ruXSfbvfJedlV9Y6zOlP+2K04vBYiJEte6stfFkCP03aMnY5tsipamumUjL14fofug==}
+
   debug@2.6.9:
     resolution: {integrity: sha512-bC7ElrdJaJnPbAP+1EotYvqZsb3ecl5wi6Bfi6BJTUcNowp6cvspg0jXznRTKDjm/E7AdgFBVeAPVMNcKGsHMA==}
     peerDependencies:
@@ -2926,6 +2935,9 @@ packages:
   eastasianwidth@0.2.0:
     resolution: {integrity: sha512-I88TYZWc9XiYHRQ4/3c5rjjfgkjhLyW2luGIheGERbNQ6OY7yTybanSpDXZa8y7VUP9YmDcYa+eyq4ca7iLqWA==}
 
+  easy-bem@1.1.1:
+    resolution: {integrity: sha512-GJRqdiy2h+EXy6a8E6R+ubmqUM08BK0FWNq41k24fup6045biQ8NXxoXimiwegMQvFFV3t1emADdGNL1TlS61A==}
+
   ee-first@1.1.1:
     resolution: {integrity: sha512-WMwm9LhRUo+WUaRN+vRuETqG89IgZphVSNkdFgeb6sS/E4OrDIN7t48CAewSHXc6C8lefD8KKfr5vY61brQlow==}
 
@@ -5891,6 +5903,12 @@ packages:
   vscode-uri@3.1.0:
     resolution: {integrity: sha512-/BpdSx+yCQGnCvecbyXdxHDkuk55/G3xwnC0GqY4gmQ3j+A+g8kzzgB4Nk/SINjqn6+waqw3EgbVF2QKExkRxQ==}
 
+  vue-advanced-cropper@2.8.9:
+    resolution: {integrity: sha512-1jc5gO674kVGpJKekoaol6ZlwaF5VYDLSBwBOUpViW0IOrrRsyLw6XNszjEqgbavvqinlKNS6Kqlom3B5M72Tw==}
+    engines: {node: '>=8', npm: '>=5'}
+    peerDependencies:
+      vue: ^3.0.0
+
   vue-bundle-renderer@2.1.1:
     resolution: {integrity: sha512-+qALLI5cQncuetYOXp4yScwYvqh8c6SMXee3B+M7oTZxOgtESP0l4j/fXdEJoZ+EdMxkGWIj+aSEyjXkOdmd7g==}
 
@@ -8915,6 +8933,8 @@ snapshots:
     dependencies:
       clsx: 2.1.1
 
+  classnames@2.5.1: {}
+
   clean-regexp@1.0.0:
     dependencies:
       escape-string-regexp: 1.0.5
@@ -9157,6 +9177,8 @@ snapshots:
 
   de-indent@1.0.2: {}
 
+  debounce@1.2.1: {}
+
   debug@2.6.9:
     dependencies:
       ms: 2.0.0
@@ -9284,6 +9306,8 @@ snapshots:
 
   eastasianwidth@0.2.0: {}
 
+  easy-bem@1.1.1: {}
+
   ee-first@1.1.1: {}
 
   ejs@3.1.10:
@@ -12728,6 +12752,13 @@ snapshots:
 
   vscode-uri@3.1.0: {}
 
+  vue-advanced-cropper@2.8.9(vue@3.4.8(typescript@5.6.2)):
+    dependencies:
+      classnames: 2.5.1
+      debounce: 1.2.1
+      easy-bem: 1.1.1
+      vue: 3.4.8(typescript@5.6.2)
+
   vue-bundle-renderer@2.1.1:
     dependencies:
       ufo: 1.5.4