diff --git a/scripts/check-db.js b/scripts/check-db.js
index 7c7daaa1..cd698b26 100644
--- a/scripts/check-db.js
+++ b/scripts/check-db.js
@@ -3,84 +3,199 @@ import 'dotenv/config';
 import { execSync } from 'node:child_process';
 import chalk from 'chalk';
 import semver from 'semver';
+// eslint-disable-next-line import/no-unresolved
 import { PrismaClient } from '../generated/prisma/client.js';
 import { PrismaPg } from '@prisma/adapter-pg';
 
 const MIN_VERSION = '9.4.0';
 
 if (process.env.SKIP_DB_CHECK) {
-  console.log('Skipping database check.');
+  console.log(chalk.yellow('⚠️  Skipping database check (SKIP_DB_CHECK is set).\n'));
   process.exit(0);
 }
 
-const url = new URL(process.env.DATABASE_URL);
-
-const adapter = new PrismaPg(
-  { connectionString: url.toString() },
-  { schema: url.searchParams.get('schema') },
-);
-
-const prisma = new PrismaClient({ adapter });
+console.log(chalk.bold.cyan('\n🔍 Checking Database Configuration...\n'));
 
 function success(msg) {
   console.log(chalk.greenBright(`✓ ${msg}`));
 }
 
-function error(msg) {
+function error(msg, solution = null, documentation = null) {
   console.log(chalk.redBright(`✗ ${msg}`));
+  if (solution) {
+    console.log(chalk.yellow(`\n💡 Solution:\n${solution}`));
+  }
+  if (documentation) {
+    console.log(chalk.blue(`\n📖 Documentation: ${documentation}`));
+  }
 }
 
 async function checkEnv() {
   if (!process.env.DATABASE_URL) {
+    const solution = `  1. Create a .env file in the project root
+  2. Add DATABASE_URL with your PostgreSQL connection string
+  3. Format: postgresql://username:password@host:port/database
+  4. Example: postgresql://umami:mypassword@localhost:5432/umami`;
+
+    error('DATABASE_URL is not defined.', solution, 'See .env.example for template');
     throw new Error('DATABASE_URL is not defined.');
-  } else {
-    success('DATABASE_URL is defined.');
+  }
+
+  // Validate URL format before proceeding
+  try {
+    const url = new URL(process.env.DATABASE_URL);
+    if (url.protocol !== 'postgresql:') {
+      const solution = `  DATABASE_URL must use PostgreSQL protocol
+  Format: postgresql://username:password@host:port/database
+  Example: postgresql://umami:mypassword@localhost:5432/umami`;
+
+      error('DATABASE_URL must be a PostgreSQL connection string.', solution);
+      throw new Error('Invalid DATABASE_URL protocol');
+    }
+    success('DATABASE_URL is defined and format is valid.');
+  } catch (e) {
+    if (e.message === 'Invalid DATABASE_URL protocol') {
+      throw e;
+    }
+    const solution = `  DATABASE_URL format is invalid
+  Format: postgresql://username:password@host:port/database
+  Example: postgresql://umami:mypassword@localhost:5432/umami`;
+
+    error('DATABASE_URL format is invalid.', solution);
+    throw new Error('Invalid DATABASE_URL format');
   }
 }
 
 async function checkConnection() {
+  const url = new URL(process.env.DATABASE_URL);
+
+  const adapter = new PrismaPg(
+    { connectionString: url.toString() },
+    { schema: url.searchParams.get('schema') },
+  );
+
+  const prisma = new PrismaClient({ adapter });
+
   try {
     await prisma.$connect();
-
     success('Database connection successful.');
+    await prisma.$disconnect();
   } catch (e) {
-    throw new Error('Unable to connect to the database: ' + e.message);
+    const solution = `  Common causes and solutions:
+  1. PostgreSQL is not running
+     - Start PostgreSQL service
+     - Check: pg_ctl status or systemctl status postgresql
+
+  2. Wrong credentials
+     - Verify username and password in DATABASE_URL
+     - Test connection: psql -U username -d database -h host
+
+  3. Database doesn't exist
+     - Create database: createdb umami
+     - Or use psql: CREATE DATABASE umami;
+
+  4. Connection refused
+     - Check PostgreSQL is listening on the correct port
+     - Verify firewall settings
+     - Check pg_hba.conf for access permissions`;
+
+    error(`Unable to connect to the database: ${e.message}`, solution);
+    throw new Error('Database connection failed');
   }
 }
 
 async function checkDatabaseVersion() {
-  const query = await prisma.$queryRaw`select version() as version`;
-  const version = semver.valid(semver.coerce(query[0].version));
+  const url = new URL(process.env.DATABASE_URL);
 
-  if (semver.lt(version, MIN_VERSION)) {
-    throw new Error(
-      `Database version is not compatible. Please upgrade to ${MIN_VERSION} or greater.`,
-    );
+  const adapter = new PrismaPg(
+    { connectionString: url.toString() },
+    { schema: url.searchParams.get('schema') },
+  );
+
+  const prisma = new PrismaClient({ adapter });
+
+  try {
+    const query = await prisma.$queryRaw`select version() as version`;
+    const version = semver.valid(semver.coerce(query[0].version));
+
+    if (semver.lt(version, MIN_VERSION)) {
+      const solution = `  Your PostgreSQL version (${version}) is below the minimum required (${MIN_VERSION})
+  
+  Upgrade options:
+  1. Using package manager (Ubuntu/Debian):
+     sudo apt-get update
+     sudo apt-get install postgresql-14
+
+  2. Using package manager (macOS with Homebrew):
+     brew upgrade postgresql
+
+  3. Download from official site:
+     https://www.postgresql.org/download/`;
+
+      error(
+        `Database version ${version} is not compatible. Minimum required: ${MIN_VERSION}`,
+        solution,
+        'https://www.postgresql.org/download/',
+      );
+      await prisma.$disconnect();
+      throw new Error('Database version incompatible');
+    }
+
+    success(`Database version check successful (PostgreSQL ${version}).`);
+    await prisma.$disconnect();
+  } catch (e) {
+    if (e.message === 'Database version incompatible') {
+      throw e;
+    }
+    error(`Unable to check database version: ${e.message}`);
+    throw e;
   }
-
-  success('Database version check successful.');
 }
 
 async function applyMigration() {
   if (!process.env.SKIP_DB_MIGRATION) {
-    console.log(execSync('prisma migrate deploy').toString());
+    try {
+      console.log(chalk.cyan('\nApplying database migrations...\n'));
+      console.log(execSync('prisma migrate deploy').toString());
+      success('Database is up to date.');
+    } catch {
+      const solution = `  Migration failed. Try these steps:
+  1. Ensure database is accessible
+  2. Check migration files in prisma/migrations
+  3. Reset database if needed: prisma migrate reset
+  4. Manually apply migrations: prisma migrate deploy`;
 
-    success('Database is up to date.');
+      error('Failed to apply database migrations.', solution);
+      throw new Error('Migration failed');
+    }
+  } else {
+    console.log(chalk.yellow('⚠️  Skipping database migrations (SKIP_DB_MIGRATION is set).\n'));
   }
 }
 
 (async () => {
   let err = false;
-  for (const fn of [checkEnv, checkConnection, checkDatabaseVersion, applyMigration]) {
+  const checks = [
+    { name: 'Environment', fn: checkEnv },
+    { name: 'Connection', fn: checkConnection },
+    { name: 'Version', fn: checkDatabaseVersion },
+    { name: 'Migration', fn: applyMigration },
+  ];
+
+  for (const check of checks) {
     try {
-      await fn();
-    } catch (e) {
-      error(e.message);
+      await check.fn();
+    } catch {
       err = true;
-    } finally {
-      if (err) {
-        process.exit(1);
-      }
+      break; // Stop on first error
     }
   }
+
+  if (err) {
+    console.log(chalk.red.bold('\n❌ Database check failed!\n'));
+    console.log(chalk.cyan('Please fix the errors above and try again.\n'));
+    process.exit(1);
+  } else {
+    console.log(chalk.green.bold('\n✅ All database checks passed!\n'));
+  }
 })();
diff --git a/scripts/check-env.js b/scripts/check-env.js
index 79c0984d..a696ba96 100644
--- a/scripts/check-env.js
+++ b/scripts/check-env.js
@@ -1,5 +1,32 @@
 /* eslint-disable no-console */
 import 'dotenv/config';
+import chalk from 'chalk';
+
+/**
+ * Variable descriptions and examples
+ */
+const variableInfo = {
+  DATABASE_URL: {
+    description: 'PostgreSQL database connection string',
+    example: 'postgresql://username:password@localhost:5432/umami',
+    required: true,
+  },
+  CLOUD_URL: {
+    description: 'Umami Cloud URL',
+    example: 'https://cloud.umami.is',
+    required: false,
+  },
+  CLICKHOUSE_URL: {
+    description: 'ClickHouse database URL (required when CLOUD_URL is set)',
+    example: 'https://clickhouse.example.com',
+    required: false,
+  },
+  REDIS_URL: {
+    description: 'Redis connection URL (required when CLOUD_URL is set)',
+    example: 'redis://localhost:6379',
+    required: false,
+  },
+};
 
 function checkMissing(vars) {
   const missing = vars.reduce((arr, key) => {
@@ -10,14 +37,37 @@ function checkMissing(vars) {
   }, []);
 
   if (missing.length) {
-    console.log(`The following environment variables are not defined:`);
+    console.log(chalk.red.bold('\n❌ Environment Configuration Error\n'));
+    console.log(chalk.yellow('The following environment variables are not defined:\n'));
+
     for (const item of missing) {
-      console.log(' - ', item);
+      const info = variableInfo[item] || {};
+      console.log(chalk.red(`  ✗ ${item}`));
+
+      if (info.description) {
+        console.log(chalk.gray(`    Description: ${info.description}`));
+      }
+
+      if (info.example) {
+        console.log(chalk.cyan(`    Example: ${info.example}`));
+      }
+
+      console.log('');
     }
+
+    console.log(chalk.yellow.bold('💡 Solution:\n'));
+    console.log("  1. Create a .env file in the project root if it doesn't exist");
+    console.log('  2. Copy the template from .env.example:');
+    console.log(chalk.cyan('     cp .env.example .env'));
+    console.log('  3. Add the missing variables to your .env file\n');
+
+    console.log(chalk.blue('📖 For more information, see .env.example or SETUP.md\n'));
+
     process.exit(1);
   }
 }
 
+// Check required variables based on configuration
 if (!process.env.SKIP_DB_CHECK && !process.env.DATABASE_TYPE) {
   checkMissing(['DATABASE_URL']);
 }
@@ -25,3 +75,6 @@ if (!process.env.SKIP_DB_CHECK && !process.env.DATABASE_TYPE) {
 if (process.env.CLOUD_URL) {
   checkMissing(['CLOUD_URL', 'CLICKHOUSE_URL', 'REDIS_URL']);
 }
+
+// Success message
+console.log(chalk.green('✓ Environment variables validated successfully\n'));