diff --git a/app/handlers/subscription/purchase.py b/app/handlers/subscription/purchase.py
index 1fd78488..9b658d78 100644
--- a/app/handlers/subscription/purchase.py
+++ b/app/handlers/subscription/purchase.py
@@ -50,7 +50,7 @@ from app.keyboards.inline import (
 from app.services.user_cart_service import user_cart_service
 from app.localization.texts import get_texts
 from app.services.admin_notification_service import AdminNotificationService
-from app.services.remnawave_service import RemnaWaveService
+from app.services.remnawave_service import RemnaWaveConfigurationError, RemnaWaveService
 from app.services.subscription_checkout_service import (
     clear_subscription_checkout_draft,
     get_subscription_checkout_draft,
@@ -62,8 +62,9 @@ from app.services.trial_activation_service import (
     TrialPaymentChargeFailed,
     TrialPaymentInsufficientFunds,
     charge_trial_activation_if_required,
-    rollback_trial_subscription_activation,
     preview_trial_activation_charge,
+    revert_trial_activation,
+    rollback_trial_subscription_activation,
 )
 
 
@@ -508,6 +509,8 @@ async def activate_trial(
         return
 
     charged_amount = 0
+    subscription: Optional[Subscription] = None
+    remnawave_user = None
 
     try:
         forced_devices = None
@@ -589,9 +592,77 @@ async def activate_trial(
             return
 
         subscription_service = SubscriptionService()
-        remnawave_user = await subscription_service.create_remnawave_user(
-            db, subscription
-        )
+        try:
+            remnawave_user = await subscription_service.create_remnawave_user(
+                db,
+                subscription,
+            )
+        except RemnaWaveConfigurationError as error:
+            logger.error("RemnaWave update skipped due to configuration error: %s", error)
+            revert_result = await revert_trial_activation(
+                db,
+                db_user,
+                subscription,
+                charged_amount,
+                refund_description="Возврат оплаты за активацию триала через бота",
+            )
+            if not revert_result.subscription_rolled_back:
+                failure_text = texts.t(
+                    "TRIAL_ROLLBACK_FAILED",
+                    "Не удалось отменить активацию триала после ошибки списания. Свяжитесь с поддержкой и попробуйте позже.",
+                )
+            elif charged_amount > 0 and not revert_result.refunded:
+                failure_text = texts.t(
+                    "TRIAL_REFUND_FAILED",
+                    "Не удалось вернуть оплату за активацию триала. Немедленно свяжитесь с поддержкой.",
+                )
+            else:
+                failure_text = texts.t(
+                    "TRIAL_PROVISIONING_FAILED",
+                    "Не удалось завершить активацию триала. Средства возвращены на баланс. Попробуйте позже.",
+                )
+
+            await callback.message.edit_text(
+                failure_text,
+                reply_markup=get_back_keyboard(db_user.language),
+            )
+            await callback.answer()
+            return
+        except Exception as error:
+            logger.error(
+                "Failed to create RemnaWave user for trial subscription %s: %s",
+                getattr(subscription, "id", "<unknown>"),
+                error,
+            )
+            revert_result = await revert_trial_activation(
+                db,
+                db_user,
+                subscription,
+                charged_amount,
+                refund_description="Возврат оплаты за активацию триала через бота",
+            )
+            if not revert_result.subscription_rolled_back:
+                failure_text = texts.t(
+                    "TRIAL_ROLLBACK_FAILED",
+                    "Не удалось отменить активацию триала после ошибки списания. Свяжитесь с поддержкой и попробуйте позже.",
+                )
+            elif charged_amount > 0 and not revert_result.refunded:
+                failure_text = texts.t(
+                    "TRIAL_REFUND_FAILED",
+                    "Не удалось вернуть оплату за активацию триала. Немедленно свяжитесь с поддержкой.",
+                )
+            else:
+                failure_text = texts.t(
+                    "TRIAL_PROVISIONING_FAILED",
+                    "Не удалось завершить активацию триала. Средства возвращены на баланс. Попробуйте позже.",
+                )
+
+            await callback.message.edit_text(
+                failure_text,
+                reply_markup=get_back_keyboard(db_user.language),
+            )
+            await callback.answer()
+            return
 
         await db.refresh(db_user)
 
@@ -780,10 +851,38 @@ async def activate_trial(
 
     except Exception as e:
         logger.error(f"Ошибка активации триала: {e}")
+        failure_text = texts.ERROR
+
+        if subscription and remnawave_user is None:
+            revert_result = await revert_trial_activation(
+                db,
+                db_user,
+                subscription,
+                charged_amount,
+                refund_description="Возврат оплаты за активацию триала через бота",
+            )
+            if not revert_result.subscription_rolled_back:
+                failure_text = texts.t(
+                    "TRIAL_ROLLBACK_FAILED",
+                    "Не удалось отменить активацию триала после ошибки списания. Свяжитесь с поддержкой и попробуйте позже.",
+                )
+            elif charged_amount > 0 and not revert_result.refunded:
+                failure_text = texts.t(
+                    "TRIAL_REFUND_FAILED",
+                    "Не удалось вернуть оплату за активацию триала. Немедленно свяжитесь с поддержкой.",
+                )
+            else:
+                failure_text = texts.t(
+                    "TRIAL_PROVISIONING_FAILED",
+                    "Не удалось завершить активацию триала. Средства возвращены на баланс. Попробуйте позже.",
+                )
+
         await callback.message.edit_text(
-            texts.ERROR,
+            failure_text,
             reply_markup=get_back_keyboard(db_user.language)
         )
+        await callback.answer()
+        return
 
     await callback.answer()
 
diff --git a/app/localization/locales/en.json b/app/localization/locales/en.json
index e1f95605..a47b835c 100644
--- a/app/localization/locales/en.json
+++ b/app/localization/locales/en.json
@@ -1418,7 +1418,9 @@
   "TRIAL_PAYMENT_PRICE_LINE": "\n💳 <b>Activation price:</b> {price}",
   "TRIAL_PAYMENT_INSUFFICIENT_FUNDS": "⚠️ Not enough funds to activate the trial.\nRequired: {required}\nOn balance: {balance}\nMissing: {missing}\n\nTop up your balance and try again.",
   "TRIAL_PAYMENT_FAILED": "We couldn't charge your balance to activate the trial. Please try again later.",
+  "TRIAL_PROVISIONING_FAILED": "We couldn't finish setting up the trial. Any charge has been refunded. Please try again later.",
   "TRIAL_ROLLBACK_FAILED": "We couldn't cancel the trial activation after a payment error. Please contact support and try again later.",
+  "TRIAL_REFUND_FAILED": "We couldn't refund the trial activation charge. Please contact support immediately.",
   "TRIAL_PAYMENT_CHARGED_NOTE": "💳 {amount} has been deducted from your balance.",
   "TRIAL_CHANNEL_UNSUBSCRIBED": "\n🚫 <b>Access paused</b>\n\nWe couldn't find your subscription to our channel, so the trial plan has been disabled.\n\nJoin the channel and tap “{check_button}” to restore access.",
   "TRIAL_ENDING_SOON": "\n🎁 <b>The trial subscription is ending soon!</b>\n\nYour trial expires in a few hours.\n\n💎 <b>Don't want to lose VPN access?</b>\nSwitch to the full subscription!\n\n🔥 <b>Special offer:</b>\n• 30 days for {price}\n• Unlimited traffic\n• All servers available\n• Speeds up to 1 Gbit/s\n\n⚡️ Activate before the trial ends!\n",
diff --git a/app/localization/locales/ru.json b/app/localization/locales/ru.json
index c0afb67e..f8343def 100644
--- a/app/localization/locales/ru.json
+++ b/app/localization/locales/ru.json
@@ -1438,7 +1438,9 @@
   "TRIAL_PAYMENT_PRICE_LINE": "\n💳 <b>Стоимость активации:</b> {price}",
   "TRIAL_PAYMENT_INSUFFICIENT_FUNDS": "⚠️ Недостаточно средств для активации триала.\nНеобходимо: {required}\nНа балансе: {balance}\nНе хватает: {missing}\n\nПополните баланс и попробуйте снова.",
   "TRIAL_PAYMENT_FAILED": "Не удалось списать средства для активации триала. Попробуйте позже.",
+  "TRIAL_PROVISIONING_FAILED": "Не удалось завершить активацию триала. Средства возвращены на баланс. Попробуйте позже.",
   "TRIAL_ROLLBACK_FAILED": "Не удалось отменить активацию триала после ошибки списания. Свяжитесь с поддержкой и попробуйте позже.",
+  "TRIAL_REFUND_FAILED": "Не удалось вернуть оплату за активацию триала. Немедленно свяжитесь с поддержкой.",
   "TRIAL_PAYMENT_CHARGED_NOTE": "💳 С вашего баланса списано {amount}.",
   "TRIAL_CHANNEL_UNSUBSCRIBED": "\n🚫 <b>Доступ приостановлен</b>\n\nМы не нашли вашу подписку на наш канал, поэтому тестовая подписка отключена.\n\nПодпишитесь на канал и нажмите «{check_button}», чтобы вернуть доступ.",
   "TRIAL_ENDING_SOON": "\n🎁 <b>Тестовая подписка скоро закончится!</b>\n\nВаша тестовая подписка истекает через несколько часов.\n\n💎 <b>Не хотите остаться без VPN?</b>\nПереходите на полную подписку!\n\n🔥 <b>Специальное предложение:</b>\n• 30 дней всего за {price}\n• Безлимитный трафик  \n• Все серверы доступны\n• Скорость до 1ГБит/сек\n\n⚡️ Успейте оформить до окончания тестового периода!\n",
diff --git a/app/services/trial_activation_service.py b/app/services/trial_activation_service.py
index 635a9611..e335c5a2 100644
--- a/app/services/trial_activation_service.py
+++ b/app/services/trial_activation_service.py
@@ -8,8 +8,8 @@ from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.config import settings
 from app.database.crud.subscription import decrement_subscription_server_counts
-from app.database.crud.user import subtract_user_balance
-from app.database.models import Subscription, User
+from app.database.crud.user import add_user_balance, subtract_user_balance
+from app.database.models import Subscription, TransactionType, User
 
 
 logger = logging.getLogger(__name__)
@@ -33,6 +33,12 @@ class TrialPaymentChargeFailed(TrialPaymentError):
     """Raised when balance charge could not be completed."""
 
 
+@dataclass(slots=True)
+class TrialActivationReversionResult:
+    refunded: bool = True
+    subscription_rolled_back: bool = True
+
+
 def get_trial_activation_charge_amount() -> int:
     """Returns the configured activation charge in kopeks if payment is enabled."""
 
@@ -92,6 +98,38 @@ async def charge_trial_activation_if_required(
     return int(price_kopeks)
 
 
+async def refund_trial_activation_charge(
+    db: AsyncSession,
+    user: User,
+    amount_kopeks: int,
+    *,
+    description: Optional[str] = None,
+) -> bool:
+    """Refunds a previously charged trial activation amount back to the user."""
+
+    if amount_kopeks <= 0:
+        return True
+
+    refund_description = description or "Возврат оплаты за активацию триальной подписки"
+
+    success = await add_user_balance(
+        db,
+        user,
+        amount_kopeks,
+        refund_description,
+        transaction_type=TransactionType.REFUND,
+    )
+
+    if not success:
+        logger.error(
+            "Failed to refund %s kopeks for user %s during trial activation rollback",
+            amount_kopeks,
+            getattr(user, "id", "<unknown>"),
+        )
+
+    return success
+
+
 async def rollback_trial_subscription_activation(
     db: AsyncSession,
     subscription: Optional[Subscription],
@@ -128,3 +166,36 @@ async def rollback_trial_subscription_activation(
         return False
 
     return True
+
+
+async def revert_trial_activation(
+    db: AsyncSession,
+    user: User,
+    subscription: Optional[Subscription],
+    charged_amount: int,
+    *,
+    refund_description: Optional[str] = None,
+) -> TrialActivationReversionResult:
+    """Rolls back a trial subscription and refunds any charged amount."""
+
+    rollback_success = await rollback_trial_subscription_activation(db, subscription)
+    refund_success = await refund_trial_activation_charge(
+        db,
+        user,
+        charged_amount,
+        description=refund_description,
+    )
+
+    try:
+        await db.refresh(user)
+    except Exception as error:  # pragma: no cover - defensive logging
+        logger.warning(
+            "Failed to refresh user %s after reverting trial activation: %s",
+            getattr(user, "id", "<unknown>"),
+            error,
+        )
+
+    return TrialActivationReversionResult(
+        refunded=refund_success,
+        subscription_rolled_back=rollback_success,
+    )
diff --git a/app/webapi/routes/miniapp.py b/app/webapi/routes/miniapp.py
index cdd49c65..9f899b27 100644
--- a/app/webapi/routes/miniapp.py
+++ b/app/webapi/routes/miniapp.py
@@ -71,8 +71,9 @@ from app.services.trial_activation_service import (
     TrialPaymentChargeFailed,
     TrialPaymentInsufficientFunds,
     charge_trial_activation_if_required,
-    rollback_trial_subscription_activation,
     preview_trial_activation_charge,
+    revert_trial_activation,
+    rollback_trial_subscription_activation,
 )
 from app.services.subscription_purchase_service import (
     purchase_service,
@@ -3220,13 +3221,75 @@ async def activate_subscription_trial_endpoint(
     try:
         await subscription_service.create_remnawave_user(db, subscription)
     except RemnaWaveConfigurationError as error:  # pragma: no cover - configuration issues
-        logger.warning("RemnaWave update skipped: %s", error)
+        logger.error("RemnaWave update skipped due to configuration error: %s", error)
+        revert_result = await revert_trial_activation(
+            db,
+            user,
+            subscription,
+            charged_amount,
+            refund_description="Возврат оплаты за активацию триала в мини-приложении",
+        )
+        if not revert_result.subscription_rolled_back:
+            raise HTTPException(
+                status.HTTP_500_INTERNAL_SERVER_ERROR,
+                detail={
+                    "code": "trial_rollback_failed",
+                    "message": "Failed to revert trial activation after RemnaWave error",
+                },
+            ) from error
+        if charged_amount > 0 and not revert_result.refunded:
+            raise HTTPException(
+                status.HTTP_500_INTERNAL_SERVER_ERROR,
+                detail={
+                    "code": "trial_refund_failed",
+                    "message": "Failed to refund trial activation charge after RemnaWave error",
+                },
+            ) from error
+
+        raise HTTPException(
+            status.HTTP_502_BAD_GATEWAY,
+            detail={
+                "code": "remnawave_configuration_error",
+                "message": "Trial activation failed due to RemnaWave configuration. Charge refunded.",
+            },
+        ) from error
     except Exception as error:  # pragma: no cover - defensive logging
         logger.error(
             "Failed to create RemnaWave user for trial subscription %s: %s",
             subscription.id,
             error,
         )
+        revert_result = await revert_trial_activation(
+            db,
+            user,
+            subscription,
+            charged_amount,
+            refund_description="Возврат оплаты за активацию триала в мини-приложении",
+        )
+        if not revert_result.subscription_rolled_back:
+            raise HTTPException(
+                status.HTTP_500_INTERNAL_SERVER_ERROR,
+                detail={
+                    "code": "trial_rollback_failed",
+                    "message": "Failed to revert trial activation after RemnaWave error",
+                },
+            ) from error
+        if charged_amount > 0 and not revert_result.refunded:
+            raise HTTPException(
+                status.HTTP_500_INTERNAL_SERVER_ERROR,
+                detail={
+                    "code": "trial_refund_failed",
+                    "message": "Failed to refund trial activation charge after RemnaWave error",
+                },
+            ) from error
+
+        raise HTTPException(
+            status.HTTP_502_BAD_GATEWAY,
+            detail={
+                "code": "remnawave_provisioning_failed",
+                "message": "Trial activation failed due to RemnaWave provisioning. Charge refunded.",
+            },
+        ) from error
 
     await db.refresh(subscription)