diff --git a/.changeset/fair-shoes-melt.md b/.changeset/fair-shoes-melt.md
new file mode 100644
index 000000000000..4ee839db8c0d
--- /dev/null
+++ b/.changeset/fair-shoes-melt.md
@@ -0,0 +1,5 @@
+---
+"wrangler": patch
+---
+
+fix: ensure d1 validation errors render user friendly messages
diff --git a/packages/wrangler/src/deploy/deploy.ts b/packages/wrangler/src/deploy/deploy.ts
index 41588459fdde..5eab7f4b4cf3 100644
--- a/packages/wrangler/src/deploy/deploy.ts
+++ b/packages/wrangler/src/deploy/deploy.ts
@@ -719,6 +719,15 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 				) {
 					err.preventReport();
 
+					if (
+						err.notes[0].text ===
+						"binding DB of type d1 must have a valid `id` specified [code: 10021]"
+					) {
+						throw new UserError(
+							"You must use a real database in the database_id configuration. You can find your databases using 'wrangler d1 list', or read how to develop locally with D1 here: https://developers.cloudflare.com/d1/configuration/local-development"
+						);
+					}
+
 					const maybeNameToFilePath = (moduleName: string) => {
 						// If this is a service worker, always return the entrypoint path.
 						// Service workers can't have additional JavaScript modules.
diff --git a/packages/wrangler/src/dev/remote.tsx b/packages/wrangler/src/dev/remote.tsx
index ac3d36d55f1c..7cfa0dc0b7a0 100644
--- a/packages/wrangler/src/dev/remote.tsx
+++ b/packages/wrangler/src/dev/remote.tsx
@@ -29,6 +29,7 @@ import type {
 	CfWorkerContext,
 	CfWorkerInit,
 } from "../deployment-bundle/worker";
+import type { ParseError } from "../parse";
 import type { AssetPaths } from "../sites";
 import type { ChooseAccountItem } from "../user";
 import type {
@@ -336,27 +337,18 @@ export function useWorker(
 		start().catch((err) => {
 			// we want to log the error, but not end the process
 			// since it could recover after the developer fixes whatever's wrong
-			if ((err as { code: string }).code !== "ABORT_ERR") {
-				// instead of logging the raw API error to the user,
-				// give them friendly instructions
-				// for error 10063 (workers.dev subdomain required)
-				if (err.code === 10063) {
-					const errorMessage =
-						"Error: You need to register a workers.dev subdomain before running the dev command in remote mode";
-					const solutionMessage =
-						"You can either enable local mode by pressing l, or register a workers.dev subdomain here:";
-					const onboardingLink = `https://dash.cloudflare.com/${props.accountId}/workers/onboarding`;
-					logger.error(
-						`${errorMessage}\n${solutionMessage}\n${onboardingLink}`
-					);
-				} else if (err.code === 10049) {
+			// instead of logging the raw API error to the user,
+			// give them friendly instructions
+			if ((err as unknown as { code: string }).code !== "ABORT_ERR") {
+				// code 10049 happens when the preview token expires
+				if (err.code === 10049) {
 					logger.log("Preview token expired, fetching a new one");
-					// code 10049 happens when the preview token expires
+
 					// since we want a new preview token when this happens,
 					// lets increment the counter, and trigger a rerun of
 					// the useEffect above
 					setRestartCounter((prevCount) => prevCount + 1);
-				} else {
+				} else if (!handleUserFriendlyError(err, props.accountId)) {
 					logger.error("Error on remote worker:", err);
 				}
 			}
@@ -525,21 +517,15 @@ export async function getRemotePreviewToken(props: RemoteProps) {
 		return workerPreviewToken;
 	}
 	return start().catch((err) => {
-		if ((err as { code?: string })?.code !== "ABORT_ERR") {
-			// instead of logging the raw API error to the user,
-			// give them friendly instructions
-			// for error 10063 (workers.dev subdomain required)
-			if (err?.code === 10063) {
-				const errorMessage =
-					"Error: You need to register a workers.dev subdomain before running the dev command in remote mode";
-				const solutionMessage =
-					"You can either enable local mode by pressing l, or register a workers.dev subdomain here:";
-				const onboardingLink = `https://dash.cloudflare.com/${props.accountId}/workers/onboarding`;
-				logger.error(`${errorMessage}\n${solutionMessage}\n${onboardingLink}`);
-			} else if (err?.code === 10049) {
-				// code 10049 happens when the preview token expires
+		// we want to log the error, but not end the process
+		// since it could recover after the developer fixes whatever's wrong
+		// instead of logging the raw API error to the user,
+		// give them friendly instructions
+		if ((err as unknown as { code: string })?.code !== "ABORT_ERR") {
+			// code 10049 happens when the preview token expires
+			if (err.code === 10049) {
 				logger.log("Preview token expired, restart server to fetch a new one");
-			} else {
+			} else if (!handleUserFriendlyError(err, props.accountId)) {
 				helpIfErrorIsSizeOrScriptStartup(err, props.bundle?.dependencies || {});
 				logger.error("Error on remote worker:", err);
 			}
@@ -684,3 +670,55 @@ function ChooseAccount(props: {
 		</>
 	);
 }
+
+/**
+ * A switch for handling thrown error mappings to user friendly
+ * messages, does not perform any logic other than logging errors.
+ * @returns if the error was handled or not
+ */
+function handleUserFriendlyError(error: ParseError, accountId?: string) {
+	switch ((error as unknown as { code: number }).code) {
+		// code 10021 is a validation error
+		case 10021: {
+			// if it is the following message, give a more user friendly
+			// error, otherwise do not handle this error in this function
+			if (
+				error.notes[0].text ===
+				"binding DB of type d1 must have a valid `id` specified [code: 10021]"
+			) {
+				const errorMessage =
+					"Error: You must use a real database in the preview_database_id configuration.";
+				const solutionMessage =
+					"You can find your databases using 'wrangler d1 list', or read how to develop locally with D1 here:";
+				const documentationLink = `https://developers.cloudflare.com/d1/configuration/local-development`;
+
+				logger.error(
+					`${errorMessage}\n${solutionMessage}\n${documentationLink}`
+				);
+
+				return true;
+			}
+
+			return false;
+		}
+
+		// for error 10063 (workers.dev subdomain required)
+		case 10063: {
+			const errorMessage =
+				"Error: You need to register a workers.dev subdomain before running the dev command in remote mode";
+			const solutionMessage =
+				"You can either enable local mode by pressing l, or register a workers.dev subdomain here:";
+			const onboardingLink = accountId
+				? `https://dash.cloudflare.com/${accountId}/workers/onboarding`
+				: "https://dash.cloudflare.com/?to=/:account/workers/onboarding";
+
+			logger.error(`${errorMessage}\n${solutionMessage}\n${onboardingLink}`);
+
+			return true;
+		}
+
+		default: {
+			return false;
+		}
+	}
+}