diff --git a/backend/server/chat/agent_tools.py b/backend/server/chat/agent_tools.py
index 16545ec4..21a97338 100644
--- a/backend/server/chat/agent_tools.py
+++ b/backend/server/chat/agent_tools.py
@@ -62,6 +62,7 @@ OVERPASS_URL = "https://overpass-api.de/api/interpreter"
 OPEN_METEO_ARCHIVE_URL = "https://archive-api.open-meteo.com/v1/archive"
 OPEN_METEO_FORECAST_URL = "https://api.open-meteo.com/v1/forecast"
 REQUEST_HEADERS = {"User-Agent": "Voyage/1.0"}
+LOCATION_COORD_TOLERANCE = 0.00001
 
 
 def _build_overpass_query(latitude, longitude, radius_meters, category):
@@ -341,7 +342,7 @@ def get_trip_details(user, collection_id: str | None = None):
         )
 
         itinerary = []
-        for item in collection.itinerary_items.all().order_by("date", "order"):
+        for item in collection.itinerary_items.all():
             content_obj = item.item
             itinerary.append(
                 {
@@ -474,18 +475,6 @@ def add_to_itinerary(
             .get(id=collection_id)
         )
 
-        location = Location.objects.create(
-            user=user,
-            name=name,
-            latitude=latitude,
-            longitude=longitude,
-            description=description or "",
-            location=location_address or "",
-        )
-
-        collection.locations.add(location)
-        content_type = ContentType.objects.get_for_model(Location)
-
         itinerary_date = date
         if not itinerary_date:
             if collection.start_date:
@@ -498,6 +487,62 @@ def add_to_itinerary(
         except ValueError:
             return {"error": "date must be in YYYY-MM-DD format"}
 
+        latitude_min = latitude - LOCATION_COORD_TOLERANCE
+        latitude_max = latitude + LOCATION_COORD_TOLERANCE
+        longitude_min = longitude - LOCATION_COORD_TOLERANCE
+        longitude_max = longitude + LOCATION_COORD_TOLERANCE
+
+        location = (
+            Location.objects.filter(
+                user=user,
+                name=name,
+                latitude__gte=latitude_min,
+                latitude__lte=latitude_max,
+                longitude__gte=longitude_min,
+                longitude__lte=longitude_max,
+            )
+            .order_by("created_at")
+            .first()
+        )
+
+        if location is None:
+            location = Location.objects.create(
+                user=user,
+                name=name,
+                latitude=latitude,
+                longitude=longitude,
+                description=description or "",
+                location=location_address or "",
+            )
+
+        collection.locations.add(location)
+        content_type = ContentType.objects.get_for_model(Location)
+
+        existing_item = CollectionItineraryItem.objects.filter(
+            collection=collection,
+            content_type=content_type,
+            object_id=location.id,
+            date=itinerary_date_obj,
+            is_global=False,
+        ).first()
+
+        if existing_item:
+            return {
+                "success": True,
+                "note": "Location is already in the itinerary for this date",
+                "location": {
+                    "id": str(location.id),
+                    "name": location.name,
+                    "latitude": float(location.latitude),
+                    "longitude": float(location.longitude),
+                },
+                "itinerary_item": {
+                    "id": str(existing_item.id),
+                    "date": itinerary_date_obj.isoformat(),
+                    "order": existing_item.order,
+                },
+            }
+
         max_order = (
             CollectionItineraryItem.objects.filter(
                 collection=collection,
diff --git a/backend/server/chat/tests.py b/backend/server/chat/tests.py
index 60491476..98c438c3 100644
--- a/backend/server/chat/tests.py
+++ b/backend/server/chat/tests.py
@@ -151,6 +151,77 @@ class ChatAgentToolSharedTripAccessTests(TestCase):
         self.assertTrue(result.get("success"))
         self.assertEqual(result["location"]["name"], "Louvre Museum")
 
+    @patch("adventures.models.background_geocode_and_assign")
+    def test_add_to_itinerary_reuses_same_day_location_without_duplicate_rows(
+        self,
+        _mock_background_geocode,
+    ):
+        first = add_to_itinerary(
+            self.owner,
+            collection_id=str(self.collection.id),
+            name="Eiffel Tower",
+            latitude=48.85837,
+            longitude=2.294481,
+            date="2026-06-01",
+        )
+        second = add_to_itinerary(
+            self.owner,
+            collection_id=str(self.collection.id),
+            name="Eiffel Tower",
+            latitude=48.858370001,
+            longitude=2.294480999,
+            date="2026-06-01",
+        )
+
+        self.assertTrue(first.get("success"))
+        self.assertTrue(second.get("success"))
+        self.assertEqual(
+            second.get("note"),
+            "Location is already in the itinerary for this date",
+        )
+        self.assertEqual(first["location"]["id"], second["location"]["id"])
+        self.assertEqual(first["itinerary_item"]["id"], second["itinerary_item"]["id"])
+        self.assertEqual(Location.objects.filter(user=self.owner).count(), 1)
+        self.assertEqual(
+            CollectionItineraryItem.objects.filter(collection=self.collection).count(),
+            1,
+        )
+
+    @patch("adventures.models.background_geocode_and_assign")
+    def test_add_to_itinerary_allows_reusing_same_location_on_different_dates(
+        self,
+        _mock_background_geocode,
+    ):
+        first = add_to_itinerary(
+            self.owner,
+            collection_id=str(self.collection.id),
+            name="Eiffel Tower",
+            latitude=48.85837,
+            longitude=2.294481,
+            date="2026-06-01",
+        )
+        second = add_to_itinerary(
+            self.owner,
+            collection_id=str(self.collection.id),
+            name="Eiffel Tower",
+            latitude=48.858370001,
+            longitude=2.294480999,
+            date="2026-06-02",
+        )
+
+        self.assertTrue(first.get("success"))
+        self.assertTrue(second.get("success"))
+        self.assertNotIn("note", second)
+        self.assertEqual(first["location"]["id"], second["location"]["id"])
+        self.assertNotEqual(
+            first["itinerary_item"]["id"], second["itinerary_item"]["id"]
+        )
+        self.assertEqual(Location.objects.filter(user=self.owner).count(), 1)
+        self.assertEqual(
+            CollectionItineraryItem.objects.filter(collection=self.collection).count(),
+            2,
+        )
+
     @patch("adventures.models.background_geocode_and_assign")
     def test_non_member_access_remains_denied(self, _mock_background_geocode):
         trip_result = get_trip_details(