fix(itinerary): improve drag-drop reordering with stable anchors and visual feedback

- Add visual drop target indicator showing where items will land
- Use stable travel anchor IDs (city names) instead of UUIDs that regenerate
- Fix findDayForTravelSegment to look forward to arrival day, not backward
- Add moveItemToBeginning() for inserting at position 0 when dropping on sections
- Sort custom items by sortOrder in all filters
- Sync shifted items to CloudKit after reorder
- Add opaque backgrounds to CustomItemRow and TravelSection to hide timeline

Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>

SportsTime/Features/Trip/Views/CustomItemRow.swift

@@ -43,8 +43,17 @@ struct CustomItemRow: View {
             }
             .padding(.horizontal, Theme.Spacing.md)
             .padding(.vertical, Theme.Spacing.sm)
-            .background(Theme.warmOrange.opacity(0.08))
+            .background {
-            .cornerRadius(8)
+                // Opaque base + semi-transparent accent
+                RoundedRectangle(cornerRadius: 8)
+                    .fill(Theme.cardBackground(colorScheme))
+                RoundedRectangle(cornerRadius: 8)
+                    .fill(Theme.warmOrange.opacity(0.1))
+            }
+            .overlay {
+                RoundedRectangle(cornerRadius: 8)
+                    .strokeBorder(Theme.warmOrange.opacity(0.3), lineWidth: 1)
+            }
         }
         .buttonStyle(.plain)
         .contextMenu {

SportsTime/Features/Trip/Views/TripDetailView.swift

@@ -7,6 +7,7 @@ import SwiftUI
 import SwiftData
 import MapKit
 import Combine
+import UniformTypeIdentifiers
 
 struct TripDetailView: View {
     @Environment(\.modelContext) private var modelContext
@@ -38,6 +39,7 @@ struct TripDetailView: View {
     @State private var editingItem: CustomItineraryItem?
     @State private var subscriptionCancellable: AnyCancellable?
     @State private var draggedItem: CustomItineraryItem?
+    @State private var dropTargetId: String?  // Track which drop zone is being hovered
 
     private let exportService = ExportService()
     private let dataProvider = AppDataProvider.shared
@@ -172,6 +174,11 @@ struct TripDetailView: View {
         .onDisappear {
             subscriptionCancellable?.cancel()
         }
+        .onChange(of: customItems) { _, _ in
+            // Clear drag state after items update (move completed)
+            draggedItem = nil
+            dropTargetId = nil
+        }
         .overlay {
             if isExporting {
                 exportProgressOverlay
@@ -407,6 +414,9 @@ struct TripDetailView: View {
 
     @ViewBuilder
     private func itineraryRow(for section: ItinerarySection, at index: Int) -> some View {
+        let sectionId = sectionIdentifier(for: section, at: index)
+        let isDropTarget = dropTargetId == sectionId && draggedItem != nil
+
         switch section {
         case .day(let dayNumber, let date, let gamesOnDay):
             DaySection(
@@ -415,39 +425,68 @@ struct TripDetailView: View {
                 games: gamesOnDay
             )
             .staggeredAnimation(index: index)
+            .overlay(alignment: .bottom) {
+                if isDropTarget {
+                    DropTargetIndicator()
+                }
+            }
             .dropDestination(for: String.self) { items, _ in
                 guard let itemIdString = items.first,
                       let itemId = UUID(uuidString: itemIdString),
                       let item = customItems.first(where: { $0.id == itemId }),
                       let lastGame = gamesOnDay.last else { return false }
                 Task {
-                    await moveItem(item, toDay: dayNumber, anchorType: .afterGame, anchorId: lastGame.game.id)
+                    // Insert at beginning (sortOrder 0) when dropping on day card
+                    await moveItemToBeginning(item, toDay: dayNumber, anchorType: .afterGame, anchorId: lastGame.game.id)
                 }
                 return true
+            } isTargeted: { targeted in
+                withAnimation(.easeInOut(duration: 0.2)) {
+                    dropTargetId = targeted ? sectionId : (dropTargetId == sectionId ? nil : dropTargetId)
+                }
             }
 
         case .travel(let segment):
             TravelSection(segment: segment)
                 .staggeredAnimation(index: index)
+                .overlay(alignment: .bottom) {
+                    if isDropTarget {
+                        DropTargetIndicator()
+                    }
+                }
                 .dropDestination(for: String.self) { items, _ in
                     guard let itemIdString = items.first,
                           let itemId = UUID(uuidString: itemIdString),
                           let item = customItems.first(where: { $0.id == itemId }) else { return false }
                     // Find the day for this travel segment
                     let day = findDayForTravelSegment(segment)
+                    // Use stable identifier instead of UUID (UUIDs change on reload)
+                    let stableAnchorId = stableTravelAnchorId(segment)
                     Task {
-                        await moveItem(item, toDay: day, anchorType: .afterTravel, anchorId: segment.id.uuidString)
+                        // Insert at beginning when dropping on travel section
+                        await moveItemToBeginning(item, toDay: day, anchorType: .afterTravel, anchorId: stableAnchorId)
                     }
                     return true
+                } isTargeted: { targeted in
+                    withAnimation(.easeInOut(duration: 0.2)) {
+                        dropTargetId = targeted ? sectionId : (dropTargetId == sectionId ? nil : dropTargetId)
+                    }
                 }
 
         case .customItem(let item):
+            let isDragging = draggedItem?.id == item.id
             CustomItemRow(
                 item: item,
                 onTap: { editingItem = item },
                 onDelete: { Task { await deleteCustomItem(item) } }
             )
+            .opacity(isDragging ? 0.4 : 1.0)
             .staggeredAnimation(index: index)
+            .overlay(alignment: .top) {
+                if isDropTarget && !isDragging {
+                    DropTargetIndicator()
+                }
+            }
             .draggable(item.id.uuidString) {
                 // Drag preview
                 CustomItemRow(
@@ -456,41 +495,75 @@ struct TripDetailView: View {
                     onDelete: {}
                 )
                 .frame(width: 300)
-                .opacity(0.8)
+                .opacity(0.9)
+                .onAppear { draggedItem = item }
             }
             .dropDestination(for: String.self) { items, _ in
                 guard let itemIdString = items.first,
                       let itemId = UUID(uuidString: itemIdString),
-                      let draggedItem = customItems.first(where: { $0.id == itemId }),
+                      let droppedItem = customItems.first(where: { $0.id == itemId }),
-                      draggedItem.id != item.id else { return false }
+                      droppedItem.id != item.id else { return false }
                 Task {
-                    await moveItem(draggedItem, toDay: item.anchorDay, anchorType: item.anchorType, anchorId: item.anchorId, beforeItem: item)
+                    await moveItem(droppedItem, toDay: item.anchorDay, anchorType: item.anchorType, anchorId: item.anchorId, beforeItem: item)
                 }
+                draggedItem = nil
+                dropTargetId = nil
                 return true
+            } isTargeted: { targeted in
+                withAnimation(.easeInOut(duration: 0.2)) {
+                    dropTargetId = targeted ? sectionId : (dropTargetId == sectionId ? nil : dropTargetId)
+                }
             }
 
         case .addButton(let day, let anchorType, let anchorId):
-            InlineAddButton {
+            VStack(spacing: 0) {
-                addItemAnchor = AddItemAnchor(day: day, type: anchorType, anchorId: anchorId)
+                if isDropTarget {
+                    DropTargetIndicator()
+                }
+                InlineAddButton {
+                    addItemAnchor = AddItemAnchor(day: day, type: anchorType, anchorId: anchorId)
+                }
             }
             .dropDestination(for: String.self) { items, _ in
                 guard let itemIdString = items.first,
                       let itemId = UUID(uuidString: itemIdString),
                       let item = customItems.first(where: { $0.id == itemId }) else { return false }
                 Task {
-                    await moveItem(item, toDay: day, anchorType: anchorType, anchorId: anchorId)
+                    // Insert at beginning when dropping on add button area
+                    await moveItemToBeginning(item, toDay: day, anchorType: anchorType, anchorId: anchorId)
                 }
+                draggedItem = nil
+                dropTargetId = nil
                 return true
+            } isTargeted: { targeted in
+                withAnimation(.easeInOut(duration: 0.2)) {
+                    dropTargetId = targeted ? sectionId : (dropTargetId == sectionId ? nil : dropTargetId)
+                }
             }
         }
     }
 
+    /// Create a stable identifier for an itinerary section (for drop target tracking)
+    private func sectionIdentifier(for section: ItinerarySection, at index: Int) -> String {
+        switch section {
+        case .day(let dayNumber, _, _):
+            return "day-\(dayNumber)"
+        case .travel(let segment):
+            return "travel-\(segment.fromLocation.name)-\(segment.toLocation.name)"
+        case .customItem(let item):
+            return "item-\(item.id.uuidString)"
+        case .addButton(let day, let anchorType, _):
+            return "add-\(day)-\(anchorType.rawValue)"
+        }
+    }
+
     private func findDayForTravelSegment(_ segment: TravelSegment) -> Int {
         // Find which day this travel segment belongs to by looking at sections
+        // Travel appears BEFORE the arrival day, so look FORWARD to find arrival day
         for (index, section) in itinerarySections.enumerated() {
             if case .travel(let s) = section, s.id == segment.id {
-                // Look backwards to find the day
+                // Look forward to find the arrival day
-                for i in stride(from: index - 1, through: 0, by: -1) {
+                for i in (index + 1)..<itinerarySections.count {
                     if case .day(let dayNumber, _, _) = itinerarySections[i] {
                         return dayNumber
                     }
@@ -500,11 +573,19 @@ struct TripDetailView: View {
         return 1
     }
 
+    /// Create a stable anchor ID for a travel segment (UUIDs regenerate on reload)
+    private func stableTravelAnchorId(_ segment: TravelSegment) -> String {
+        let from = segment.fromLocation.name.lowercased().trimmingCharacters(in: .whitespaces)
+        let to = segment.toLocation.name.lowercased().trimmingCharacters(in: .whitespaces)
+        return "travel:\(from)->\(to)"
+    }
+
     private func moveItem(_ item: CustomItineraryItem, toDay day: Int, anchorType: CustomItineraryItem.AnchorType, anchorId: String?, beforeItem: CustomItineraryItem? = nil) async {
         var updated = item
         updated.anchorDay = day
         updated.anchorType = anchorType
         updated.anchorId = anchorId
+        updated.modifiedAt = Date()
 
         // Calculate sortOrder
         let itemsAtSameAnchor = customItems.filter {
@@ -514,20 +595,33 @@ struct TripDetailView: View {
             $0.id != item.id
         }.sorted { $0.sortOrder < $1.sortOrder }
 
+        var itemsToSync: [CustomItineraryItem] = []
+
+        print("📍 [Move] itemsAtSameAnchor: \(itemsAtSameAnchor.map { "\($0.title) (id: \($0.id.uuidString.prefix(8)))" })")
+        if let beforeItem = beforeItem {
+            print("📍 [Move] beforeItem: \(beforeItem.title) (id: \(beforeItem.id.uuidString.prefix(8)))")
+        }
+
         if let beforeItem = beforeItem,
            let beforeIndex = itemsAtSameAnchor.firstIndex(where: { $0.id == beforeItem.id }) {
             updated.sortOrder = beforeIndex
-            // Shift other items
+            print("📍 [Move] Setting \(item.title) sortOrder to \(beforeIndex) (before \(beforeItem.title))")
+
+            // Shift other items and track them for syncing
             for i in beforeIndex..<itemsAtSameAnchor.count {
                 if var shiftItem = customItems.first(where: { $0.id == itemsAtSameAnchor[i].id }) {
                     shiftItem.sortOrder = i + 1
+                    shiftItem.modifiedAt = Date()
+                    print("📍 [Move] Shifting \(shiftItem.title) sortOrder to \(i + 1)")
                     if let idx = customItems.firstIndex(where: { $0.id == shiftItem.id }) {
                         customItems[idx] = shiftItem
                     }
+                    itemsToSync.append(shiftItem)
                 }
             }
         } else {
             updated.sortOrder = itemsAtSameAnchor.count
+            print("📍 [Move] Setting \(item.title) sortOrder to \(itemsAtSameAnchor.count) (end of list)")
         }
 
         // Update local state
@@ -535,12 +629,71 @@ struct TripDetailView: View {
             customItems[idx] = updated
         }
 
+        // Sync moved item and all shifted items to CloudKit
+        do {
+            _ = try await CustomItemService.shared.updateItem(updated)
+            print("✅ [Move] Synced \(updated.title) to day \(day), anchor: \(anchorType.rawValue), sortOrder: \(updated.sortOrder)")
+
+            // Also sync shifted items
+            for shiftItem in itemsToSync {
+                _ = try await CustomItemService.shared.updateItem(shiftItem)
+                print("✅ [Move] Synced shifted item \(shiftItem.title) with sortOrder: \(shiftItem.sortOrder)")
+            }
+        } catch {
+            print("❌ [Move] Failed to sync: \(error)")
+        }
+    }
+
+    /// Move item to the beginning of an anchor position (sortOrder 0), shifting existing items down
+    private func moveItemToBeginning(_ item: CustomItineraryItem, toDay day: Int, anchorType: CustomItineraryItem.AnchorType, anchorId: String?) async {
+        var updated = item
+        updated.anchorDay = day
+        updated.anchorType = anchorType
+        updated.anchorId = anchorId
+        updated.sortOrder = 0  // Insert at beginning
+        updated.modifiedAt = Date()
+
+        // Get existing items at this anchor position (excluding the moved item)
+        let existingItems = customItems.filter {
+            $0.anchorDay == day &&
+            $0.anchorType == anchorType &&
+            $0.anchorId == anchorId &&
+            $0.id != item.id
+        }.sorted { $0.sortOrder < $1.sortOrder }
+
+        print("📍 [MoveToBeginning] Moving \(item.title) to beginning of day \(day), anchor: \(anchorType.rawValue)")
+        print("📍 [MoveToBeginning] Existing items to shift: \(existingItems.map { "\($0.title) (order: \($0.sortOrder))" })")
+
+        // Shift all existing items down by 1
+        var itemsToSync: [CustomItineraryItem] = []
+        for (index, existingItem) in existingItems.enumerated() {
+            if var shiftItem = customItems.first(where: { $0.id == existingItem.id }) {
+                shiftItem.sortOrder = index + 1  // Shift down
+                shiftItem.modifiedAt = Date()
+                print("📍 [MoveToBeginning] Shifting \(shiftItem.title) sortOrder to \(index + 1)")
+                if let idx = customItems.firstIndex(where: { $0.id == shiftItem.id }) {
+                    customItems[idx] = shiftItem
+                }
+                itemsToSync.append(shiftItem)
+            }
+        }
+
+        // Update local state for the moved item
+        if let idx = customItems.firstIndex(where: { $0.id == item.id }) {
+            customItems[idx] = updated
+        }
+
         // Sync to CloudKit
         do {
             _ = try await CustomItemService.shared.updateItem(updated)
-            print("✅ [Move] Moved item to day \(day), anchor: \(anchorType.rawValue)")
+            print("✅ [MoveToBeginning] Synced \(updated.title) with sortOrder: 0")
+
+            for shiftItem in itemsToSync {
+                _ = try await CustomItemService.shared.updateItem(shiftItem)
+                print("✅ [MoveToBeginning] Synced shifted item \(shiftItem.title) with sortOrder: \(shiftItem.sortOrder)")
+            }
         } catch {
-            print("❌ [Move] Failed to sync: \(error)")
+            print("❌ [MoveToBeginning] Failed to sync: \(error)")
         }
     }
 
@@ -592,15 +745,18 @@ struct TripDetailView: View {
                         sections.append(.travel(travelSegment))
 
                         if allowCustomItems {
-                            // Add button after travel
+                            // Use stable anchor ID for travel segments
-                            sections.append(.addButton(day: section.dayNumber, anchorType: .afterTravel, anchorId: travelSegment.id.uuidString))
+                            let stableId = stableTravelAnchorId(travelSegment)
 
-                            // Custom items after this travel
+                            // Add button after travel
+                            sections.append(.addButton(day: section.dayNumber, anchorType: .afterTravel, anchorId: stableId))
+
+                            // Custom items after this travel (sorted by sortOrder)
                             let itemsAfterTravel = customItems.filter {
                                 $0.anchorDay == section.dayNumber &&
                                 $0.anchorType == .afterTravel &&
-                                $0.anchorId == travelSegment.id.uuidString
+                                $0.anchorId == stableId
-                            }
+                            }.sorted { $0.sortOrder < $1.sortOrder }
                             for item in itemsAfterTravel {
                                 sections.append(.customItem(item))
                             }
@@ -610,10 +766,10 @@ struct TripDetailView: View {
             }
 
             if allowCustomItems {
-                // Custom items at start of day
+                // Custom items at start of day (sorted by sortOrder)
                 let itemsAtStart = customItems.filter {
                     $0.anchorDay == section.dayNumber && $0.anchorType == .startOfDay
-                }
+                }.sorted { $0.sortOrder < $1.sortOrder }
                 for item in itemsAtStart {
                     sections.append(.customItem(item))
                 }
@@ -627,12 +783,12 @@ struct TripDetailView: View {
                 if let lastGame = section.games.last {
                     sections.append(.addButton(day: section.dayNumber, anchorType: .afterGame, anchorId: lastGame.game.id))
 
-                    // Custom items after this game
+                    // Custom items after this game (sorted by sortOrder)
                     let itemsAfterGame = customItems.filter {
                         $0.anchorDay == section.dayNumber &&
                         $0.anchorType == .afterGame &&
                         $0.anchorId == lastGame.game.id
-                    }
+                    }.sorted { $0.sortOrder < $1.sortOrder }
                     for item in itemsAfterGame {
                         sections.append(.customItem(item))
                     }
@@ -910,7 +1066,7 @@ struct TripDetailView: View {
             let items = try await CustomItemService.shared.fetchItems(forTripId: trip.id)
             print("✅ [CustomItems] Loaded \(items.count) items from CloudKit")
             for item in items {
-                print("   - \(item.title) (day \(item.anchorDay), anchor: \(item.anchorType.rawValue))")
+                print("   - \(item.title) (day \(item.anchorDay), anchor: \(item.anchorType.rawValue), sortOrder: \(item.sortOrder))")
             }
             customItems = items
         } catch {
@@ -1005,6 +1161,28 @@ private struct InlineAddButton: View {
             .padding(.horizontal, 8)
         }
         .buttonStyle(.plain)
+        .frame(maxWidth: .infinity, alignment: .leading)
+    }
+}
+
+// MARK: - Drop Target Indicator
+
+private struct DropTargetIndicator: View {
+    var body: some View {
+        HStack(spacing: 6) {
+            Circle()
+                .fill(Theme.warmOrange)
+                .frame(width: 8, height: 8)
+            Rectangle()
+                .fill(Theme.warmOrange)
+                .frame(height: 2)
+            Circle()
+                .fill(Theme.warmOrange)
+                .frame(width: 8, height: 8)
+        }
+        .padding(.horizontal, Theme.Spacing.md)
+        .padding(.vertical, 4)
+        .transition(.opacity.combined(with: .scale(scale: 0.8)))
     }
 }
 
@@ -1219,7 +1397,13 @@ struct TravelSection: View {
                     }
                 }
             }
-            .background(Theme.cardBackground(colorScheme).opacity(0.7))
+            .background {
+                // Opaque base + semi-transparent accent (prevents line showing through)
+                RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                    .fill(Theme.cardBackground(colorScheme))
+                RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                    .fill(Theme.routeGold.opacity(0.05))
+            }
             .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
             .overlay {
                 RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)