diff --git a/monkey/infection_monkey/network/relay/utils.py b/monkey/infection_monkey/network/relay/utils.py
index a19f316db..2d2bcc3d7 100644
--- a/monkey/infection_monkey/network/relay/utils.py
+++ b/monkey/infection_monkey/network/relay/utils.py
@@ -4,11 +4,14 @@ from contextlib import suppress
 from ipaddress import IPv4Address
 from typing import Dict, Iterable, Iterator, MutableMapping, Optional
 
-import requests
-
-from common.common_consts.timeouts import MEDIUM_REQUEST_TIMEOUT
 from common.network.network_utils import address_to_ip_port
 from infection_monkey.network.relay import RELAY_CONTROL_MESSAGE_REMOVE_FROM_WAITLIST
+from infection_monkey.transport import IslandApiClient
+from infection_monkey.transport.island_api_client_errors import (
+    IslandAPIConnectionError,
+    IslandAPIError,
+    IslandAPITimeoutError,
+)
 from infection_monkey.utils.threading import (
     ThreadSafeIterator,
     create_daemon_thread,
@@ -51,18 +54,14 @@ def _check_if_island_server(server: str) -> bool:
     logger.debug(f"Trying to connect to server: {server}")
 
     try:
-        requests.get(  # noqa: DUO123
-            f"https://{server}/api?action=is-up",
-            verify=False,
-            timeout=MEDIUM_REQUEST_TIMEOUT,
-        )
+        _ = IslandApiClient(server)
 
         return True
-    except requests.exceptions.ConnectionError as err:
+    except IslandAPIConnectionError as err:
         logger.error(f"Unable to connect to server/relay {server}: {err}")
-    except TimeoutError as err:
+    except IslandAPITimeoutError as err:
         logger.error(f"Timed out while connecting to server/relay {server}: {err}")
-    except Exception as err:
+    except IslandAPIError as err:
         logger.error(
             f"Exception encountered when trying to connect to server/relay {server}: {err}"
         )
diff --git a/monkey/tests/unit_tests/infection_monkey/network/relay/test_utils.py b/monkey/tests/unit_tests/infection_monkey/network/relay/test_utils.py
index ac7eb1b16..58f2f1be7 100644
--- a/monkey/tests/unit_tests/infection_monkey/network/relay/test_utils.py
+++ b/monkey/tests/unit_tests/infection_monkey/network/relay/test_utils.py
@@ -1,8 +1,8 @@
 import pytest
-import requests
 import requests_mock
 
 from infection_monkey.network.relay.utils import find_server
+from infection_monkey.transport.island_api_client_errors import IslandAPIConnectionError
 
 SERVER_1 = "1.1.1.1:12312"
 SERVER_2 = "2.2.2.2:4321"
@@ -16,10 +16,10 @@ servers = [SERVER_1, SERVER_2, SERVER_3, SERVER_4]
 @pytest.mark.parametrize(
     "expected_server,server_response_pairs",
     [
-        (None, [(server, {"exc": requests.exceptions.ConnectionError}) for server in servers]),
+        (None, [(server, {"exc": IslandAPIConnectionError}) for server in servers]),
         (
             SERVER_2,
-            [(SERVER_1, {"exc": requests.exceptions.ConnectionError})]
+            [(SERVER_1, {"exc": IslandAPIConnectionError})]
             + [(server, {"text": ""}) for server in servers[1:]],  # type: ignore[dict-item]
         ),
     ],
@@ -34,7 +34,7 @@ def test_find_server(expected_server, server_response_pairs):
 
 def test_find_server__multiple_successes():
     with requests_mock.Mocker() as mock:
-        mock.get(f"https://{SERVER_1}/api?action=is-up", exc=requests.exceptions.ConnectionError)
+        mock.get(f"https://{SERVER_1}/api?action=is-up", exc=IslandAPIConnectionError)
         mock.get(f"https://{SERVER_2}/api?action=is-up", text="")
         mock.get(f"https://{SERVER_3}/api?action=is-up", text="")
         mock.get(f"https://{SERVER_4}/api?action=is-up", text="")