diff --git a/SportsTime/Features/Trip/Views/AddItem/CategoryPicker.swift b/SportsTime/Features/Trip/Views/AddItem/CategoryPicker.swift
new file mode 100644
index 0000000..87c0055
--- /dev/null
+++ b/SportsTime/Features/Trip/Views/AddItem/CategoryPicker.swift
@@ -0,0 +1,180 @@
+//
+//  CategoryPicker.swift
+//  SportsTime
+//
+//  Polished category picker for custom itinerary items
+//
+
+import SwiftUI
+
+/// Category picker with labeled pills in a grid layout
+struct CategoryPicker: View {
+    @Binding var selectedCategory: ItemCategory
+    @Environment(\.colorScheme) private var colorScheme
+
+    /// Dynamic columns that adapt to accessibility text sizes
+    private var columns: [GridItem] {
+        [
+            GridItem(.flexible(), spacing: Theme.Spacing.sm),
+            GridItem(.flexible(), spacing: Theme.Spacing.sm),
+            GridItem(.flexible(), spacing: Theme.Spacing.sm)
+        ]
+    }
+
+    var body: some View {
+        LazyVGrid(columns: columns, spacing: Theme.Spacing.sm) {
+            ForEach(ItemCategory.allCases, id: \.self) { category in
+                CategoryPill(
+                    category: category,
+                    isSelected: selectedCategory == category,
+                    colorScheme: colorScheme
+                ) {
+                    withAnimation(Theme.Animation.spring) {
+                        selectedCategory = category
+                    }
+                }
+            }
+        }
+    }
+}
+
+/// Individual category pill with emoji icon and label
+private struct CategoryPill: View {
+    let category: ItemCategory
+    let isSelected: Bool
+    let colorScheme: ColorScheme
+    let onTap: () -> Void
+
+    var body: some View {
+        Button(action: onTap) {
+            VStack(spacing: Theme.Spacing.xs) {
+                // Emoji with background circle
+                ZStack {
+                    Circle()
+                        .fill(emojiBackground)
+                        .frame(width: 44, height: 44)
+
+                    Text(category.icon)
+                        .font(.system(size: 24))
+                }
+                .shadow(
+                    color: isSelected ? Theme.warmOrange.opacity(0.3) : .clear,
+                    radius: 6,
+                    y: 2
+                )
+
+                Text(category.label)
+                    .font(.caption)
+                    .fontWeight(isSelected ? .semibold : .medium)
+                    .foregroundStyle(labelColor)
+            }
+            .frame(maxWidth: .infinity)
+            .padding(.vertical, Theme.Spacing.md)
+            .padding(.horizontal, Theme.Spacing.xs)
+            .background(pillBackground)
+            .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
+            .overlay(
+                RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                    .strokeBorder(borderColor, lineWidth: isSelected ? 2 : 1)
+            )
+            .shadow(
+                color: isSelected ? Theme.warmOrange.opacity(0.15) : .clear,
+                radius: 8,
+                y: 4
+            )
+        }
+        .buttonStyle(CategoryPillButtonStyle())
+        .accessibilityLabel(category.label)
+        .accessibilityHint("Category for \(category.label.lowercased()) items")
+        .accessibilityAddTraits(isSelected ? [.isButton, .isSelected] : .isButton)
+    }
+
+    private var emojiBackground: Color {
+        if isSelected {
+            return Theme.warmOrange.opacity(0.2)
+        } else {
+            return colorScheme == .dark
+                ? Color.white.opacity(0.08)
+                : Color.black.opacity(0.04)
+        }
+    }
+
+    private var pillBackground: Color {
+        if isSelected {
+            return Theme.warmOrange.opacity(0.08)
+        } else {
+            return colorScheme == .dark
+                ? Color.white.opacity(0.03)
+                : Color.black.opacity(0.02)
+        }
+    }
+
+    private var borderColor: Color {
+        if isSelected {
+            return Theme.warmOrange
+        } else {
+            return Theme.surfaceGlow(colorScheme)
+        }
+    }
+
+    private var labelColor: Color {
+        if isSelected {
+            return Theme.warmOrange
+        } else {
+            return Theme.textSecondary(colorScheme)
+        }
+    }
+}
+
+/// Custom button style with scale effect on press
+private struct CategoryPillButtonStyle: ButtonStyle {
+    func makeBody(configuration: Configuration) -> some View {
+        configuration.label
+            .scaleEffect(configuration.isPressed ? 0.95 : 1.0)
+            .animation(.spring(response: 0.3, dampingFraction: 0.7), value: configuration.isPressed)
+    }
+}
+
+// MARK: - Previews
+
+#Preview("Light Mode") {
+    struct PreviewWrapper: View {
+        @State private var selected: ItemCategory = .restaurant
+
+        var body: some View {
+            VStack(spacing: 20) {
+                CategoryPicker(selectedCategory: $selected)
+                    .padding()
+
+                Text("Selected: \(selected.label)")
+                    .foregroundStyle(.secondary)
+            }
+            .padding()
+            .background(Color(.systemGroupedBackground))
+        }
+    }
+
+    return PreviewWrapper()
+        .preferredColorScheme(.light)
+}
+
+#Preview("Dark Mode") {
+    struct PreviewWrapper: View {
+        @State private var selected: ItemCategory = .attraction
+
+        var body: some View {
+            VStack(spacing: 20) {
+                CategoryPicker(selectedCategory: $selected)
+                    .padding()
+
+                Text("Selected: \(selected.label)")
+                    .foregroundStyle(.secondary)
+            }
+            .padding()
+            .background(Color(.systemGroupedBackground))
+        }
+    }
+
+    return PreviewWrapper()
+        .preferredColorScheme(.dark)
+}
diff --git a/SportsTime/Features/Trip/Views/AddItem/PlaceSearchSheet.swift b/SportsTime/Features/Trip/Views/AddItem/PlaceSearchSheet.swift
new file mode 100644
index 0000000..c09a82c
--- /dev/null
+++ b/SportsTime/Features/Trip/Views/AddItem/PlaceSearchSheet.swift
@@ -0,0 +1,306 @@
+//
+//  PlaceSearchSheet.swift
+//  SportsTime
+//
+//  Focused place search sheet for custom itinerary items
+//
+
+import SwiftUI
+import MapKit
+
+/// A sheet for searching and selecting a place via MapKit
+struct PlaceSearchSheet: View {
+    @Environment(\.dismiss) private var dismiss
+    @Environment(\.colorScheme) private var colorScheme
+
+    /// Category for search hints (optional)
+    let category: ItemCategory?
+
+    /// Callback when a location is selected
+    let onSelect: (MKMapItem) -> Void
+
+    @State private var searchQuery = ""
+    @State private var searchResults: [MKMapItem] = []
+    @State private var isSearching = false
+    @State private var searchError: String?
+    @FocusState private var isSearchFocused: Bool
+
+    var body: some View {
+        NavigationStack {
+            VStack(spacing: 0) {
+                searchBar
+                    .padding(Theme.Spacing.md)
+
+                if isSearching {
+                    loadingView
+                } else if let error = searchError {
+                    errorView(error)
+                } else if searchResults.isEmpty && !searchQuery.isEmpty {
+                    emptyResultsView
+                } else {
+                    resultsList
+                }
+
+                Spacer()
+            }
+            .navigationTitle("Add Location")
+            .navigationBarTitleDisplayMode(.inline)
+            .toolbar {
+                ToolbarItem(placement: .cancellationAction) {
+                    Button("Cancel") {
+                        dismiss()
+                    }
+                }
+            }
+        }
+        .onAppear {
+            isSearchFocused = true
+        }
+    }
+
+    // MARK: - Search Bar
+
+    private var searchBar: some View {
+        HStack(spacing: Theme.Spacing.sm) {
+            Image(systemName: "magnifyingglass")
+                .foregroundStyle(Theme.textMuted(colorScheme))
+
+            TextField(searchPlaceholder, text: $searchQuery)
+                .textFieldStyle(.plain)
+                .focused($isSearchFocused)
+                .onSubmit {
+                    performSearch()
+                }
+                .accessibilityLabel("Search for places")
+                .accessibilityHint(searchPlaceholder)
+
+            if !searchQuery.isEmpty {
+                Button {
+                    searchQuery = ""
+                    searchResults = []
+                } label: {
+                    Image(systemName: "xmark.circle.fill")
+                        .foregroundStyle(Theme.textMuted(colorScheme))
+                }
+                .accessibilityLabel("Clear search")
+            }
+        }
+        .padding(Theme.Spacing.sm)
+        .background(Theme.cardBackground(colorScheme))
+        .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
+    }
+
+    private var searchPlaceholder: String {
+        guard let category else {
+            return "Search for a place..."
+        }
+        switch category {
+        case .restaurant:
+            return "Search restaurants..."
+        case .attraction:
+            return "Search attractions..."
+        case .fuel:
+            return "Search gas stations..."
+        case .hotel:
+            return "Search hotels..."
+        case .other:
+            return "Search for a place..."
+        }
+    }
+
+    // MARK: - Results List
+
+    private var resultsList: some View {
+        ScrollView {
+            LazyVStack(spacing: Theme.Spacing.xs) {
+                ForEach(searchResults, id: \.self) { place in
+                    PlaceRow(place: place, colorScheme: colorScheme) {
+                        onSelect(place)
+                        dismiss()
+                    }
+                }
+            }
+            .padding(.horizontal, Theme.Spacing.md)
+        }
+    }
+
+    // MARK: - Loading View
+
+    private var loadingView: some View {
+        VStack(spacing: Theme.Spacing.md) {
+            Spacer()
+            ProgressView()
+                .scaleEffect(1.2)
+            Text("Searching...")
+                .font(.subheadline)
+                .foregroundStyle(Theme.textSecondary(colorScheme))
+            Spacer()
+        }
+        .frame(maxWidth: .infinity)
+    }
+
+    // MARK: - Empty Results View
+
+    private var emptyResultsView: some View {
+        VStack(spacing: Theme.Spacing.md) {
+            Spacer()
+
+            Image(systemName: "mappin.slash")
+                .font(.largeTitle)
+                .foregroundStyle(Theme.textMuted(colorScheme))
+
+            Text("No places found")
+                .font(.headline)
+                .foregroundStyle(Theme.textPrimary(colorScheme))
+
+            Text("Try a different search term")
+                .font(.subheadline)
+                .foregroundStyle(Theme.textSecondary(colorScheme))
+
+            Button("Add without location") {
+                dismiss()
+            }
+            .buttonStyle(.bordered)
+            .tint(Theme.warmOrange)
+            .padding(.top, Theme.Spacing.sm)
+            .accessibilityHint("Returns to the add item form without a location")
+
+            Spacer()
+        }
+        .frame(maxWidth: .infinity)
+        .padding(Theme.Spacing.lg)
+    }
+
+    // MARK: - Error View
+
+    private func errorView(_ error: String) -> some View {
+        VStack(spacing: Theme.Spacing.md) {
+            Spacer()
+
+            Image(systemName: "exclamationmark.triangle")
+                .font(.largeTitle)
+                .foregroundStyle(.orange)
+
+            Text("Search unavailable")
+                .font(.headline)
+                .foregroundStyle(Theme.textPrimary(colorScheme))
+
+            Text(error)
+                .font(.subheadline)
+                .foregroundStyle(Theme.textSecondary(colorScheme))
+                .multilineTextAlignment(.center)
+
+            HStack(spacing: Theme.Spacing.md) {
+                Button("Add without location") {
+                    dismiss()
+                }
+                .buttonStyle(.bordered)
+
+                Button("Retry") {
+                    performSearch()
+                }
+                .buttonStyle(.borderedProminent)
+                .tint(Theme.warmOrange)
+            }
+            .padding(.top, Theme.Spacing.sm)
+
+            Spacer()
+        }
+        .frame(maxWidth: .infinity)
+        .padding(Theme.Spacing.lg)
+    }
+
+    // MARK: - Search
+
+    private func performSearch() {
+        let trimmedQuery = searchQuery.trimmingCharacters(in: .whitespaces)
+        guard !trimmedQuery.isEmpty else { return }
+
+        isSearching = true
+        searchError = nil
+
+        let request = MKLocalSearch.Request()
+        request.naturalLanguageQuery = trimmedQuery
+
+        let search = MKLocalSearch(request: request)
+        search.start { response, error in
+            isSearching = false
+
+            if let error {
+                searchError = error.localizedDescription
+                return
+            }
+
+            if let response {
+                searchResults = response.mapItems
+            }
+        }
+    }
+}
+
+// MARK: - Place Row
+
+private struct PlaceRow: View {
+    let place: MKMapItem
+    let colorScheme: ColorScheme
+    let onTap: () -> Void
+
+    var body: some View {
+        Button(action: onTap) {
+            HStack(spacing: Theme.Spacing.sm) {
+                Image(systemName: "mappin.circle.fill")
+                    .font(.title2)
+                    .foregroundStyle(Theme.warmOrange)
+
+                VStack(alignment: .leading, spacing: Theme.Spacing.xxs) {
+                    Text(place.name ?? "Unknown Place")
+                        .font(.body)
+                        .fontWeight(.medium)
+                        .foregroundStyle(Theme.textPrimary(colorScheme))
+
+                    if let address = formattedAddress {
+                        Text(address)
+                            .font(.caption)
+                            .foregroundStyle(Theme.textSecondary(colorScheme))
+                            .lineLimit(1)
+                    }
+                }
+
+                Spacer()
+
+                Image(systemName: "chevron.right")
+                    .font(.caption)
+                    .foregroundStyle(Theme.textMuted(colorScheme))
+            }
+            .padding(Theme.Spacing.sm)
+            .background(Theme.cardBackground(colorScheme))
+            .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.small))
+        }
+        .buttonStyle(.plain)
+        .accessibilityLabel(place.name ?? "Unknown Place")
+        .accessibilityHint(formattedAddress ?? "Tap to select this location")
+    }
+
+    private var formattedAddress: String? {
+        let placemark = place.placemark
+        var components: [String] = []
+
+        if let thoroughfare = placemark.thoroughfare {
+            components.append(thoroughfare)
+        }
+        if let locality = placemark.locality {
+            components.append(locality)
+        }
+        if let administrativeArea = placemark.administrativeArea {
+            components.append(administrativeArea)
+        }
+
+        return components.isEmpty ? nil : components.joined(separator: ", ")
+    }
+}
+
+#Preview {
+    PlaceSearchSheet(category: .restaurant) { place in
+        print("Selected: \(place.name ?? "unknown")")
+    }
+}
diff --git a/SportsTime/Features/Trip/Views/AddItem/QuickAddItemSheet.swift b/SportsTime/Features/Trip/Views/AddItem/QuickAddItemSheet.swift
new file mode 100644
index 0000000..a72de79
--- /dev/null
+++ b/SportsTime/Features/Trip/Views/AddItem/QuickAddItemSheet.swift
@@ -0,0 +1,493 @@
+//
+//  QuickAddItemSheet.swift
+//  SportsTime
+//
+//  Polished sheet for adding/editing custom itinerary items
+//
+
+import SwiftUI
+import MapKit
+
+/// Streamlined sheet for adding custom items to a trip itinerary
+struct QuickAddItemSheet: View {
+    @Environment(\.dismiss) private var dismiss
+    @Environment(\.colorScheme) private var colorScheme
+
+    let tripId: UUID
+    let day: Int
+    let existingItem: ItineraryItem?
+    var onSave: (ItineraryItem) -> Void
+
+    // Form state
+    @State private var selectedCategory: ItemCategory = .restaurant
+    @State private var title: String = ""
+    @State private var selectedPlace: MKMapItem?
+    @State private var showLocationSearch = false
+    @FocusState private var isTitleFocused: Bool
+
+    // Derived state
+    private var isEditing: Bool { existingItem != nil }
+
+    private var canSave: Bool {
+        !title.trimmingCharacters(in: .whitespaces).isEmpty
+    }
+
+    private var placeholderText: String {
+        switch selectedCategory {
+        case .restaurant:
+            return "e.g., Lunch at the stadium"
+        case .attraction:
+            return "e.g., Visit the art museum"
+        case .fuel:
+            return "e.g., Fill up before leaving"
+        case .hotel:
+            return "e.g., Check in at Marriott"
+        case .other:
+            return "e.g., Pick up tickets"
+        }
+    }
+
+    var body: some View {
+        NavigationStack {
+            ScrollView {
+                VStack(spacing: Theme.Spacing.lg) {
+                    // Category picker card
+                    categoryCard
+
+                    // Description card
+                    descriptionCard
+
+                    // Location card
+                    locationCard
+                }
+                .padding(.horizontal, Theme.Spacing.lg)
+                .padding(.top, Theme.Spacing.md)
+                .padding(.bottom, Theme.Spacing.xxl)
+            }
+            .scrollDismissesKeyboard(.interactively)
+            .background(Theme.backgroundGradient(colorScheme))
+            .navigationTitle(isEditing ? "Edit Item" : "Add to Day \(day)")
+            .navigationBarTitleDisplayMode(.inline)
+            .toolbar {
+                ToolbarItem(placement: .cancellationAction) {
+                    Button("Cancel") {
+                        dismiss()
+                    }
+                    .foregroundStyle(Theme.textSecondary(colorScheme))
+                }
+                ToolbarItem(placement: .confirmationAction) {
+                    Button(isEditing ? "Save" : "Add") {
+                        saveItem()
+                    }
+                    .fontWeight(.semibold)
+                    .foregroundStyle(canSave ? Theme.warmOrange : Theme.textMuted(colorScheme))
+                    .disabled(!canSave)
+                    .accessibilityLabel(saveButtonAccessibilityLabel)
+                }
+            }
+            .sheet(isPresented: $showLocationSearch) {
+                PlaceSearchSheet(category: selectedCategory) { place in
+                    withAnimation(Theme.Animation.spring) {
+                        selectedPlace = place
+                    }
+                    // Use place name as title if empty
+                    if title.trimmingCharacters(in: .whitespaces).isEmpty,
+                       let placeName = place.name {
+                        title = placeName
+                    }
+                }
+            }
+            .onAppear {
+                loadExistingItem()
+                // Focus text field after a brief delay
+                DispatchQueue.main.asyncAfter(deadline: .now() + 0.5) {
+                    isTitleFocused = true
+                }
+            }
+        }
+    }
+
+    // MARK: - Category Card
+
+    private var categoryCard: some View {
+        VStack(alignment: .leading, spacing: Theme.Spacing.md) {
+            sectionHeader(title: "What type?", icon: "square.grid.2x2")
+
+            CategoryPicker(selectedCategory: $selectedCategory)
+        }
+        .cardStyle()
+    }
+
+    // MARK: - Description Card
+
+    private var descriptionCard: some View {
+        VStack(alignment: .leading, spacing: Theme.Spacing.md) {
+            sectionHeader(title: "Description", icon: "text.alignleft")
+
+            VStack(spacing: Theme.Spacing.xs) {
+                TextField(placeholderText, text: $title, axis: .vertical)
+                    .textFieldStyle(.plain)
+                    .font(.body)
+                    .lineLimit(1...3)
+                    .focused($isTitleFocused)
+                    .padding(Theme.Spacing.md)
+                    .background(inputBackground)
+                    .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
+                    .overlay(
+                        RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                            .strokeBorder(
+                                isTitleFocused ? Theme.warmOrange : Theme.surfaceGlow(colorScheme),
+                                lineWidth: isTitleFocused ? 2 : 1
+                            )
+                    )
+                    .accessibilityLabel("Item description")
+                    .accessibilityHint(placeholderText)
+
+                // Character hint
+                if !title.isEmpty {
+                    HStack {
+                        Spacer()
+                        Text("\(title.count) characters")
+                            .font(.caption2)
+                            .foregroundStyle(Theme.textMuted(colorScheme))
+                    }
+                }
+            }
+        }
+        .cardStyle()
+    }
+
+    private var inputBackground: Color {
+        colorScheme == .dark
+            ? Color.white.opacity(0.05)
+            : Color.black.opacity(0.03)
+    }
+
+    // MARK: - Location Card
+
+    private var locationCard: some View {
+        VStack(alignment: .leading, spacing: Theme.Spacing.md) {
+            sectionHeader(title: "Location", icon: "mappin.and.ellipse", optional: true)
+
+            if let place = selectedPlace {
+                selectedLocationRow(place)
+            } else {
+                addLocationButton
+            }
+        }
+        .cardStyle()
+    }
+
+    private var addLocationButton: some View {
+        Button {
+            showLocationSearch = true
+        } label: {
+            HStack(spacing: Theme.Spacing.sm) {
+                ZStack {
+                    Circle()
+                        .fill(Theme.warmOrange.opacity(0.15))
+                        .frame(width: 40, height: 40)
+
+                    Image(systemName: "plus")
+                        .font(.body.weight(.semibold))
+                        .foregroundStyle(Theme.warmOrange)
+                }
+
+                VStack(alignment: .leading, spacing: 2) {
+                    Text("Add a location")
+                        .font(.body)
+                        .fontWeight(.medium)
+                        .foregroundStyle(Theme.textPrimary(colorScheme))
+
+                    Text("Search for nearby places")
+                        .font(.caption)
+                        .foregroundStyle(Theme.textMuted(colorScheme))
+                }
+
+                Spacer()
+
+                Image(systemName: "chevron.right")
+                    .font(.caption.weight(.semibold))
+                    .foregroundStyle(Theme.textMuted(colorScheme))
+            }
+            .padding(Theme.Spacing.md)
+            .background(inputBackground)
+            .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
+            .overlay(
+                RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                    .strokeBorder(Theme.surfaceGlow(colorScheme), lineWidth: 1)
+            )
+        }
+        .buttonStyle(.plain)
+        .pressableStyle()
+        .accessibilityLabel("Add location")
+        .accessibilityHint("Search for nearby places to add to this item")
+    }
+
+    private func selectedLocationRow(_ place: MKMapItem) -> some View {
+        HStack(spacing: Theme.Spacing.sm) {
+            // Location icon with accent
+            ZStack {
+                Circle()
+                    .fill(Theme.warmOrange.opacity(0.15))
+                    .frame(width: 44, height: 44)
+
+                Image(systemName: "mappin.circle.fill")
+                    .font(.title2)
+                    .foregroundStyle(Theme.warmOrange)
+            }
+
+            VStack(alignment: .leading, spacing: Theme.Spacing.xxs) {
+                Text(place.name ?? "Selected Location")
+                    .font(.body)
+                    .fontWeight(.medium)
+                    .foregroundStyle(Theme.textPrimary(colorScheme))
+
+                if let address = formatAddress(for: place) {
+                    Text(address)
+                        .font(.caption)
+                        .foregroundStyle(Theme.textSecondary(colorScheme))
+                        .lineLimit(1)
+                }
+            }
+
+            Spacer()
+
+            // Remove button
+            Button {
+                withAnimation(Theme.Animation.spring) {
+                    selectedPlace = nil
+                }
+            } label: {
+                Image(systemName: "xmark.circle.fill")
+                    .font(.title3)
+                    .foregroundStyle(Theme.textMuted(colorScheme))
+            }
+            .accessibilityLabel("Remove location")
+        }
+        .padding(Theme.Spacing.md)
+        .background(Theme.warmOrange.opacity(0.08))
+        .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.medium))
+        .overlay(
+            RoundedRectangle(cornerRadius: Theme.CornerRadius.medium)
+                .strokeBorder(Theme.warmOrange.opacity(0.3), lineWidth: 1)
+        )
+        .accessibilityElement(children: .combine)
+        .accessibilityLabel("\(place.name ?? "Location"), \(formatAddress(for: place) ?? "")")
+        .accessibilityHint("Double-tap the remove button to clear this location")
+    }
+
+    // MARK: - Section Header
+
+    private func sectionHeader(title: String, icon: String, optional: Bool = false) -> some View {
+        HStack(spacing: Theme.Spacing.xs) {
+            Image(systemName: icon)
+                .font(.caption)
+                .foregroundStyle(Theme.warmOrange)
+
+            Text(title)
+                .font(.subheadline)
+                .fontWeight(.semibold)
+                .foregroundStyle(Theme.textPrimary(colorScheme))
+
+            if optional {
+                Text("optional")
+                    .font(.caption2)
+                    .foregroundStyle(Theme.textMuted(colorScheme))
+                    .padding(.horizontal, 6)
+                    .padding(.vertical, 2)
+                    .background(Theme.surfaceGlow(colorScheme))
+                    .clipShape(Capsule())
+            }
+        }
+    }
+
+    // MARK: - Helpers
+
+    private var saveButtonAccessibilityLabel: String {
+        let trimmedTitle = title.trimmingCharacters(in: .whitespaces)
+        if trimmedTitle.isEmpty {
+            return isEditing ? "Save, button disabled" : "Add, button disabled"
+        }
+        return isEditing ? "Save \(trimmedTitle)" : "Add \(trimmedTitle) to Day \(day)"
+    }
+
+    private func loadExistingItem() {
+        guard let existing = existingItem,
+              case .custom(let info) = existing.kind else { return }
+
+        title = info.title
+
+        // Find category by icon
+        if let category = ItemCategory.allCases.first(where: { $0.icon == info.icon }) {
+            selectedCategory = category
+        }
+
+        // Restore location if present
+        if let lat = info.latitude,
+           let lon = info.longitude {
+            let placemark = MKPlacemark(
+                coordinate: CLLocationCoordinate2D(latitude: lat, longitude: lon)
+            )
+            let mapItem = MKMapItem(placemark: placemark)
+            mapItem.name = info.title
+            selectedPlace = mapItem
+        }
+    }
+
+    private func saveItem() {
+        let trimmedTitle = title.trimmingCharacters(in: .whitespaces)
+        guard !trimmedTitle.isEmpty else { return }
+
+        let customInfo: CustomInfo
+        let item: ItineraryItem
+
+        if let place = selectedPlace {
+            // Item with location
+            let coordinate = place.placemark.coordinate
+            customInfo = CustomInfo(
+                title: trimmedTitle,
+                icon: selectedCategory.icon,
+                time: nil,
+                latitude: coordinate.latitude,
+                longitude: coordinate.longitude,
+                address: formatAddress(for: place)
+            )
+        } else {
+            // Item without location
+            customInfo = CustomInfo(
+                title: trimmedTitle,
+                icon: selectedCategory.icon,
+                time: nil
+            )
+        }
+
+        if let existing = existingItem {
+            // Update existing item
+            item = ItineraryItem(
+                id: existing.id,
+                tripId: existing.tripId,
+                day: existing.day,
+                sortOrder: existing.sortOrder,
+                kind: .custom(customInfo),
+                modifiedAt: Date()
+            )
+        } else {
+            // Create new item
+            item = ItineraryItem(
+                tripId: tripId,
+                day: day,
+                sortOrder: 0.0,
+                kind: .custom(customInfo)
+            )
+        }
+
+        onSave(item)
+        dismiss()
+    }
+
+    private func formatAddress(for place: MKMapItem) -> String? {
+        let placemark = place.placemark
+        var components: [String] = []
+
+        if let thoroughfare = placemark.thoroughfare {
+            components.append(thoroughfare)
+        }
+        if let locality = placemark.locality {
+            components.append(locality)
+        }
+        if let administrativeArea = placemark.administrativeArea {
+            components.append(administrativeArea)
+        }
+
+        return components.isEmpty ? nil : components.joined(separator: ", ")
+    }
+}
+
+// MARK: - Card Style Modifier
+
+private extension View {
+    func cardStyle() -> some View {
+        modifier(AddItemCardStyle())
+    }
+}
+
+private struct AddItemCardStyle: ViewModifier {
+    @Environment(\.colorScheme) private var colorScheme
+
+    func body(content: Content) -> some View {
+        content
+            .padding(Theme.Spacing.lg)
+            .background(Theme.cardBackground(colorScheme))
+            .clipShape(RoundedRectangle(cornerRadius: Theme.CornerRadius.large))
+            .overlay {
+                RoundedRectangle(cornerRadius: Theme.CornerRadius.large)
+                    .strokeBorder(Theme.surfaceGlow(colorScheme), lineWidth: 1)
+            }
+            .shadow(color: Theme.cardShadow(colorScheme), radius: 8, y: 4)
+    }
+}
+
+// MARK: - Pressable Button Style
+
+private extension View {
+    func pressableStyle() -> some View {
+        buttonStyle(PressableStyle())
+    }
+}
+
+private struct PressableStyle: ButtonStyle {
+    func makeBody(configuration: Configuration) -> some View {
+        configuration.label
+            .scaleEffect(configuration.isPressed ? 0.97 : 1.0)
+            .animation(.spring(response: 0.3, dampingFraction: 0.7), value: configuration.isPressed)
+    }
+}
+
+// MARK: - Previews
+
+#Preview("New Item - Light") {
+    QuickAddItemSheet(
+        tripId: UUID(),
+        day: 1,
+        existingItem: nil
+    ) { item in
+        print("Saved: \(item)")
+    }
+    .preferredColorScheme(.light)
+}
+
+#Preview("New Item - Dark") {
+    QuickAddItemSheet(
+        tripId: UUID(),
+        day: 3,
+        existingItem: nil
+    ) { item in
+        print("Saved: \(item)")
+    }
+    .preferredColorScheme(.dark)
+}
+
+#Preview("Edit Item") {
+    let existing = ItineraryItem(
+        tripId: UUID(),
+        day: 2,
+        sortOrder: 1.0,
+        kind: .custom(CustomInfo(
+            title: "Dinner at Joe's",
+            icon: ItemCategory.restaurant.icon,
+            time: nil,
+            latitude: 42.3601,
+            longitude: -71.0589,
+            address: "123 Main St, Boston, MA"
+        ))
+    )
+
+    return QuickAddItemSheet(
+        tripId: existing.tripId,
+        day: existing.day,
+        existingItem: existing
+    ) { item in
+        print("Updated: \(item)")
+    }
+}
diff --git a/SportsTime/Features/Trip/Views/AddItemSheet.swift b/SportsTime/Features/Trip/Views/AddItemSheet.swift
index deb5873..e294dec 100644
--- a/SportsTime/Features/Trip/Views/AddItemSheet.swift
+++ b/SportsTime/Features/Trip/Views/AddItemSheet.swift
@@ -37,6 +37,9 @@ enum ItemCategory: String, CaseIterable {
     }
 }
 
+/// Legacy sheet for adding/editing custom itinerary items.
+/// - Note: Use `QuickAddItemSheet` instead for new code.
+@available(*, deprecated, message: "Use QuickAddItemSheet instead")
 struct AddItemSheet: View {
     @Environment(\.dismiss) private var dismiss
     @Environment(\.colorScheme) private var colorScheme
diff --git a/SportsTime/Features/Trip/Views/ItineraryTableViewController.swift b/SportsTime/Features/Trip/Views/ItineraryTableViewController.swift
index 688519f..54ac873 100644
--- a/SportsTime/Features/Trip/Views/ItineraryTableViewController.swift
+++ b/SportsTime/Features/Trip/Views/ItineraryTableViewController.swift
@@ -1059,17 +1059,16 @@ struct DaySectionHeaderView: View {
             
             Spacer()
             
-            // Add button (right-aligned)
+            // Add button (right-aligned, bordered capsule for discoverability)
             Button(action: onAddTapped) {
-                HStack(spacing: Theme.Spacing.xs) {
-                    Image(systemName: "plus.circle.fill")
-                        .foregroundStyle(Theme.warmOrange.opacity(0.6))
-                    Text("Add")
-                        .font(.subheadline)
-                        .foregroundStyle(Theme.textMuted(colorScheme))
-                }
+                Label("Add", systemImage: "plus")
+                    .font(.subheadline.weight(.medium))
             }
-            .buttonStyle(.plain)
+            .buttonStyle(.bordered)
+            .buttonBorderShape(.capsule)
+            .tint(Theme.warmOrange)
+            .accessibilityLabel("Add item to Day \(dayNumber)")
+            .accessibilityHint("Add restaurants, activities, or notes to this day")
         }
         .padding(.horizontal, Theme.Spacing.lg)
         .padding(.top, Theme.Spacing.lg)  // More space above for section separation
diff --git a/SportsTime/Features/Trip/Views/TripDetailView.swift b/SportsTime/Features/Trip/Views/TripDetailView.swift
index 0d1e82a..3e29dd5 100644
--- a/SportsTime/Features/Trip/Views/TripDetailView.swift
+++ b/SportsTime/Features/Trip/Views/TripDetailView.swift
@@ -1934,7 +1934,7 @@ private struct SheetModifiers: ViewModifier {
                 PaywallView()
             }
             .sheet(item: $addItemAnchor) { anchor in
-                AddItemSheet(
+                QuickAddItemSheet(
                     tripId: tripId,
                     day: anchor.day,
                     existingItem: nil
@@ -1943,7 +1943,7 @@ private struct SheetModifiers: ViewModifier {
                 }
             }
             .sheet(item: $editingItem) { item in
-                AddItemSheet(
+                QuickAddItemSheet(
                     tripId: tripId,
                     day: item.day,
                     existingItem: item