diff --git a/tests/contrib/botocore/test.py b/tests/contrib/botocore/test.py
index 39f6c2a278f..a30a386c93c 100644
--- a/tests/contrib/botocore/test.py
+++ b/tests/contrib/botocore/test.py
@@ -1199,6 +1199,7 @@ def test_schematized_unspecified_service_sqs_client_v1(self):
         assert spans[2].name == "aws.sqs.receive"
 
     @mock_stepfunctions
+    @pytest.mark.xfail(reason="Failed to start or connect to state machine")
     def test_stepfunctions_send_start_execution_trace_injection(self):
         sf = self.session.create_client("stepfunctions", region_name="us-west-2", endpoint_url="http://localhost:4566")
         sf.create_state_machine(
@@ -1220,6 +1221,7 @@ def test_stepfunctions_send_start_execution_trace_injection(self):
         sf.delete_state_machine(stateMachineArn="arn:aws:states:us-west-2:000000000000:stateMachine:lincoln")
 
     @mock_stepfunctions
+    @pytest.mark.xfail(reason="Failed to start or connect to state machine")
     def test_stepfunctions_send_start_execution_trace_injection_with_array_input(self):
         sf = self.session.create_client("stepfunctions", region_name="us-west-2", endpoint_url="http://localhost:4566")
         sf.create_state_machine(
@@ -1239,6 +1241,7 @@ def test_stepfunctions_send_start_execution_trace_injection_with_array_input(sel
         sf.delete_state_machine(stateMachineArn="arn:aws:states:us-west-2:000000000000:stateMachine:miller")
 
     @mock_stepfunctions
+    @pytest.mark.xfail(reason="Failed to start or connect to state machine")
     def test_stepfunctions_send_start_execution_trace_injection_with_true_input(self):
         sf = self.session.create_client("stepfunctions", region_name="us-west-2", endpoint_url="http://localhost:4566")
         sf.create_state_machine(
diff --git a/tests/contrib/freezegun/test_freezegun.py b/tests/contrib/freezegun/test_freezegun.py
index 440c3dcd0d6..1b86194f8d5 100644
--- a/tests/contrib/freezegun/test_freezegun.py
+++ b/tests/contrib/freezegun/test_freezegun.py
@@ -7,6 +7,7 @@
 from ddtrace.internal.utils.time import StopWatch
 from ddtrace.trace import tracer as dd_tracer
 from tests.contrib.pytest.test_pytest import PytestTestCaseBase
+from tests.utils import flaky
 
 
 class TestFreezegunTestCase:
@@ -76,6 +77,7 @@ def test_freezegun_configure_default_ignore_list_continues_to_ignore_ddtrace(sel
 
 
 class PytestFreezegunTestCase(PytestTestCaseBase):
+    @flaky(1759346444)
     def test_freezegun_pytest_plugin(self):
         """Tests that pytest's patching of freezegun in the v1 plugin version works"""
         import sys
diff --git a/tests/contrib/gunicorn/test_gunicorn.py b/tests/contrib/gunicorn/test_gunicorn.py
index 41025611531..b37e99bc2c6 100644
--- a/tests/contrib/gunicorn/test_gunicorn.py
+++ b/tests/contrib/gunicorn/test_gunicorn.py
@@ -11,6 +11,7 @@
 import pytest
 
 from ddtrace.internal.utils.retry import RetryError  # noqa:F401
+from tests.utils import flaky
 from tests.utils import snapshot_context
 from tests.webclient import Client
 
@@ -165,6 +166,7 @@ def gunicorn_server(gunicorn_server_settings, tmp_path):
 )
 
 
+@flaky(1759346444, reason="Server startup is flaky in CI. It is unclear whether the server fails to start or shutdown.")
 @pytest.mark.skipif(sys.version_info >= (3, 11), reason="Gunicorn is only supported up to 3.10")
 def test_no_known_errors_occur(tmp_path):
     for gunicorn_server_settings in [