diff --git a/web/src/app/replan/AskClaude.tsx b/web/src/app/replan/AskClaude.tsx
index 8a72656..bb19ebb 100644
--- a/web/src/app/replan/AskClaude.tsx
+++ b/web/src/app/replan/AskClaude.tsx
@@ -25,26 +25,35 @@ export default function AskClaude({
 }) {
   const [pending, start] = useTransition();
   const [result, setResult] = useState<AskClaudeResult | null>(null);
+  const [note, setNote] = useState("");
 
   const ask = () => {
     setResult(null);
-    start(async () => setResult(await askClaudeReplan(planId, trigger)));
+    start(async () => setResult(await askClaudeReplan(planId, trigger, note)));
   };
 
   return (
     <div className="mb-6 rounded-lg border border-gold/40 bg-bg-1 p-4 shadow-[var(--shadow-card)]">
-      <div className="flex items-center justify-between gap-3">
-        <div>
-          <p className="text-fg-1 text-sm font-medium">Not sure what to do?</p>
-          <p className="text-fg-3 text-xs">
-            Ask Claude for a take on the whole day.
-          </p>
-        </div>
+      <div>
+        <p className="text-fg-1 text-sm font-medium">Not sure what to do?</p>
+        <p className="text-fg-3 text-xs">
+          Add anything Claude should know, then ask for a take on the day.
+        </p>
+      </div>
+      <textarea
+        value={note}
+        onChange={(e) => setNote(e.target.value)}
+        rows={2}
+        maxLength={500}
+        placeholder="e.g. leaving by 5, skip water rides, add a couple more headliners…"
+        className="mt-2 w-full rounded-md border border-line bg-bg-0 px-3 py-2 text-sm text-fg-0 placeholder:text-fg-3 focus:border-accent focus:outline-none"
+      />
+      <div className="mt-2 flex justify-end">
         <button
           type="button"
           onClick={ask}
           disabled={pending}
-          className="shrink-0 rounded-md bg-gold px-3 py-1.5 text-sm font-medium text-gold-ink hover:opacity-90 disabled:opacity-60"
+          className="rounded-md bg-gold px-3 py-1.5 text-sm font-medium text-gold-ink hover:opacity-90 disabled:opacity-60"
         >
           {pending ? "Thinking…" : "Ask Claude"}
         </button>
@@ -72,12 +81,19 @@ function Suggestion({
   const [pending, start] = useTransition();
   const [applied, setApplied] = useState(false);
   const [error, setError] = useState<string | null>(null);
-  const name = (id: string) => rideNames[id] ?? "(ride)";
+  // Names for planned rides plus any Claude proposed adding.
+  const addNames = Object.fromEntries(suggestion.add.map((a) => [a.ride_id, a.ride_name]));
+  const name = (id: string) => rideNames[id] ?? addNames[id] ?? "(ride)";
 
   const apply = () => {
     setError(null);
     start(async () => {
-      const res = await applyReplanOrder(planId, suggestion.order, suggestion.drop);
+      const res = await applyReplanOrder(
+        planId,
+        suggestion.order,
+        suggestion.drop,
+        suggestion.add,
+      );
       if (res.ok) setApplied(true);
       else setError(res.error ?? "Couldn't apply.");
     });
@@ -99,6 +115,11 @@ function Suggestion({
         ))}
       </ol>
 
+      {suggestion.add.length > 0 && (
+        <p className="mt-2 text-xs text-ok">
+          + Add: {suggestion.add.map((a) => a.ride_name).join(", ")}
+        </p>
+      )}
       {suggestion.drop.length > 0 && (
         <p className="mt-2 text-xs text-bad">
           Drop: {suggestion.drop.map(name).join(", ")}
diff --git a/web/src/app/replan/actions.ts b/web/src/app/replan/actions.ts
index f76b006..53fe1e3 100644
--- a/web/src/app/replan/actions.ts
+++ b/web/src/app/replan/actions.ts
@@ -15,6 +15,7 @@ import { revalidatePath } from "next/cache";
 import { auth } from "@/auth";
 import { getParkRides, getReplanContext } from "@/lib/dynamodb";
 import {
+  addRidesToSequence,
   bumpReplanLlmCount,
   setHeldLl,
   setPlanNextUp,
@@ -79,6 +80,7 @@ export type AskClaudeResult =
 export async function askClaudeReplan(
   planId: string,
   trigger?: string | null,
+  note?: string | null,
 ): Promise<AskClaudeResult> {
   const session = await auth();
   const sub = session?.user?.id;
@@ -122,12 +124,26 @@ export async function askClaudeReplan(
         };
       });
 
+    // Catalog of rides in the park NOT already in the plan, so Claude can
+    // suggest adds (from real ride_ids only).
+    const planned = new Set(ctx.rides.map((r) => r.ride_id));
+    const catalog = state
+      .filter((r) => !planned.has(r.ride_id) && r.status !== "CLOSED")
+      .map((r) => ({
+        ride_id: r.ride_id,
+        ride_name: r.name,
+        current_wait: r.wait_mins,
+        status: r.status,
+      }));
+
     const suggestion = await proposeReplan({
       park_name: ctx.park_name,
       date: ctx.date,
       weather: weather ? `${weather.condition}, ${weather.temp_f}°` : null,
       trigger: trigger ?? null,
+      note: (note ?? "").trim().slice(0, 500) || null,
       rides,
+      catalog,
     });
     return { ok: true, suggestion };
   } catch (err) {
@@ -146,17 +162,24 @@ export async function applyReplanOrder(
   planId: string,
   order: string[],
   drop: string[],
+  add: { ride_id: string; ride_name: string }[] = [],
 ): Promise<ReplanResult> {
   const session = await auth();
   if (!session?.user?.id) return { ok: false, error: "Not signed in." };
   if (!isTripsAllowed(session.user?.email)) {
     return { ok: false, error: "Family accounts only." };
   }
-  const clean = (order ?? []).filter((s) => typeof s === "string").slice(0, 50);
+  const clean = (order ?? []).filter((s) => typeof s === "string").slice(0, 60);
   if (!planId || clean.length === 0) {
     return { ok: false, error: "Nothing to apply." };
   }
   try {
+    // Add new rides FIRST (so they exist in ride_sequence before the
+    // order + poller reference them), then order, then drops.
+    const cleanAdds = (add ?? [])
+      .filter((a) => a && typeof a.ride_id === "string" && typeof a.ride_name === "string")
+      .slice(0, 20);
+    if (cleanAdds.length) await addRidesToSequence(planId, cleanAdds);
     await setPlanOrder(planId, clean);
     await Promise.all(
       (drop ?? [])
diff --git a/web/src/lib/claude-replan.ts b/web/src/lib/claude-replan.ts
index 66b3954..2262207 100644
--- a/web/src/lib/claude-replan.ts
+++ b/web/src/lib/claude-replan.ts
@@ -58,7 +58,9 @@ export interface ReplanSuggestion {
   order: string[];
   /** ride_ids to drop entirely (down / not worth it). */
   drop: string[];
-  /** Optional short note per ride_id explaining a move/drop. */
+  /** New rides to ADD (from the park catalog): ride_id + name. */
+  add: { ride_id: string; ride_name: string }[];
+  /** Optional short note per ride_id explaining a move/drop/add. */
   reasons: Record<string, string>;
 }
 
@@ -92,6 +94,19 @@ const TOOL = {
         items: { type: "string" },
         description: "ride_ids to drop (down or not worth the time).",
       },
+      add: {
+        type: "array",
+        description:
+          "New rides to add — ONLY ride_ids from the provided catalog. Empty unless the family asked or it clearly helps.",
+        items: {
+          type: "object",
+          properties: {
+            ride_id: { type: "string" },
+            ride_name: { type: "string" },
+          },
+          required: ["ride_id", "ride_name"],
+        },
+      },
       reasons: {
         type: "object",
         description:
@@ -108,7 +123,11 @@ export async function proposeReplan(input: {
   date: string;
   weather: string | null;
   trigger: string | null;
+  /** Free-text context the family typed (e.g. "leaving by 5, skip water rides"). */
+  note: string | null;
   rides: ReplanRideInput[];
+  /** Other rides in the park (not in the plan) Claude may add from. */
+  catalog: { ride_id: string; ride_name: string; current_wait: number | null; status: string }[];
 }): Promise<ReplanSuggestion> {
   const client = new Anthropic({ apiKey: await getKey() });
 
@@ -137,9 +156,11 @@ export async function proposeReplan(input: {
       "A ride marked HELD LL means they hold a Lightning Lane for it — IGNORE " +
       "its standby wait; keep it where it fits their LL time, don't reorder " +
       "around the standby. Drop rides that are DOWN or clearly not worth the " +
-      "time. Reorder ONLY the ride_ids given — never invent rides. Put every " +
-      "non-dropped ride_id in `order`. If the current order is already good, " +
-      "set no_change=true but still return the order. Keep summary + reasons short.",
+      "time. You may ADD rides — but ONLY ride_ids from the provided catalog, " +
+      "and only when the family asked or it clearly helps (e.g. time to spare). " +
+      "Never invent a ride_id. Put every non-dropped ride_id (planned + added) " +
+      "in `order`. If nothing needs changing, set no_change=true but still " +
+      "return the order. Keep summary + reasons short.",
     messages: [
       {
         role: "user",
@@ -147,31 +168,47 @@ export async function proposeReplan(input: {
           `Park: ${input.park_name} (${input.date}). ` +
           `Weather: ${input.weather ?? "n/a"}. ` +
           `Alert that prompted this: ${input.trigger ?? "manual check"}.\n\n` +
+          (input.note ? `From the family: "${input.note}". Weigh this heavily.\n\n` : "") +
           `Remaining planned rides (current wait vs planned):\n${rideLines}\n\n` +
-          `Propose changes or confirm no changes are needed.`,
+          (input.catalog.length
+            ? `Other rides in the park you may ADD (use these exact ride_ids only):\n` +
+              input.catalog
+                .map((c) => `- ${c.ride_name} [${c.ride_id}] now ${c.status === "DOWN" ? "DOWN" : c.current_wait ?? "?"}`)
+                .join("\n") + "\n\n"
+            : "") +
+          `Re-sequence, drop, and/or add as needed. Only add when the family asked or it clearly helps.`,
       },
     ],
   });
 
   const block = msg.content.find((b) => b.type === "tool_use");
   if (!block || block.type !== "tool_use") {
-    return { no_change: true, summary: "No suggestion available right now.", order: [], drop: [], reasons: {} };
+    return { no_change: true, summary: "No suggestion available right now.", order: [], drop: [], add: [], reasons: {} };
   }
   const out = block.input as ReplanSuggestion;
-  const ids = new Set(input.rides.map((r) => r.ride_id));
+  const catalogById = new Map(input.catalog.map((c) => [c.ride_id, c.ride_name]));
+  // Adds must be real catalog ride_ids not already planned.
+  const planned = new Set(input.rides.map((r) => r.ride_id));
+  const add = (out.add ?? [])
+    .filter((a) => catalogById.has(a.ride_id) && !planned.has(a.ride_id))
+    .map((a) => ({ ride_id: a.ride_id, ride_name: catalogById.get(a.ride_id) ?? a.ride_name }));
+  const addSet = new Set(add.map((a) => a.ride_id));
+  // Valid ride universe = planned + adds.
+  const ids = new Set([...planned, ...addSet]);
   const drop = (out.drop ?? []).filter((id) => ids.has(id));
   const dropSet = new Set(drop);
-  // Only real, non-dropped ride_ids, and append any the model forgot so
-  // the order always covers every remaining ride.
+  // Only real, non-dropped ride_ids; append any the model forgot so the
+  // order always covers every remaining (and added) ride.
   const order = (out.order ?? []).filter((id) => ids.has(id) && !dropSet.has(id));
-  for (const r of input.rides) {
-    if (!dropSet.has(r.ride_id) && !order.includes(r.ride_id)) order.push(r.ride_id);
+  for (const id of ids) {
+    if (!dropSet.has(id) && !order.includes(id)) order.push(id);
   }
   return {
     no_change: Boolean(out.no_change),
     summary: out.summary ?? "",
     order,
     drop,
+    add,
     reasons: out.reasons ?? {},
   };
 }
diff --git a/web/src/lib/dynamodb-writes.test.ts b/web/src/lib/dynamodb-writes.test.ts
index 6f63b1f..dd17511 100644
--- a/web/src/lib/dynamodb-writes.test.ts
+++ b/web/src/lib/dynamodb-writes.test.ts
@@ -259,3 +259,24 @@ describe("setRideActualWait", () => {
     expect(sendMock.mock.calls[0][0].input.UpdateExpression).toBe("REMOVE actual_waits.#r");
   });
 });
+
+describe("addRidesToSequence", () => {
+  it("atomically list_appends new ride entries", async () => {
+    sendMock.mockResolvedValue({});
+    const { addRidesToSequence } = await import("./dynamodb-writes");
+    await addRidesToSequence("p1", [{ ride_id: "sm", ride_name: "Space Mountain" }]);
+    const input = sendMock.mock.calls[0][0].input;
+    expect(input.UpdateExpression).toContain("list_append(if_not_exists(ride_sequence");
+    expect(input.ExpressionAttributeValues[":new"]).toEqual([
+      { ride_id: "sm", ride_name: "Space Mountain", added_via: "replan" },
+    ]);
+    expect(input.ConditionExpression).toBe("attribute_exists(PK)");
+  });
+
+  it("no-ops on an empty add list", async () => {
+    sendMock.mockClear();
+    const { addRidesToSequence } = await import("./dynamodb-writes");
+    await addRidesToSequence("p1", []);
+    expect(sendMock).not.toHaveBeenCalled();
+  });
+});
diff --git a/web/src/lib/dynamodb-writes.ts b/web/src/lib/dynamodb-writes.ts
index 9ac1a71..186c8bf 100644
--- a/web/src/lib/dynamodb-writes.ts
+++ b/web/src/lib/dynamodb-writes.ts
@@ -472,6 +472,37 @@ export async function bumpReplanLlmCount(
   return Number(resp.Attributes?.count ?? 1);
 }
 
+/**
+ * Append new rides to a plan's ride_sequence (from an Ask-Claude add).
+ * Uses DDB's atomic `list_append` in the UpdateExpression — a single
+ * server-side append, so no read-modify-write and no race with a
+ * concurrent plan edit. Idempotency (not re-adding an existing ride) is
+ * the caller's job via the catalog filter.
+ */
+export async function addRidesToSequence(
+  planId: string,
+  rides: { ride_id: string; ride_name: string }[],
+): Promise<void> {
+  if (rides.length === 0) return;
+  await client.send(
+    new UpdateCommand({
+      TableName: tableName,
+      Key: { PK: `USER#${SHARED_TRIP_USER}`, SK: `PLAN#${planId}` },
+      UpdateExpression:
+        "SET ride_sequence = list_append(if_not_exists(ride_sequence, :empty), :new)",
+      ExpressionAttributeValues: {
+        ":empty": [],
+        ":new": rides.map((r) => ({
+          ride_id: r.ride_id,
+          ride_name: r.ride_name,
+          added_via: "replan",
+        })),
+      },
+      ConditionExpression: "attribute_exists(PK)",
+    }),
+  );
+}
+
 /**
  * Set the suggested ride ORDER for a plan (a list of ride_ids), from the
  * "Ask Claude" re-plan. A single atomic SET of one list attribute