diff --git a/Makefile b/Makefile
index 1546d4bc9c7..8b261e85c53 100644
--- a/Makefile
+++ b/Makefile
@@ -117,11 +117,11 @@ HELM_VER := v3.12.2
 HELM_BIN := helm
 HELM := $(TOOLS_BIN_DIR)/$(HELM_BIN)-$(HELM_VER)
 
-YQ_VER := v4.14.2
+YQ_VER := v4.35.2
 YQ_BIN := yq
 YQ :=  $(TOOLS_BIN_DIR)/$(YQ_BIN)-$(YQ_VER)
 
-KIND_VER := v0.20.0
+KIND_VER := v0.22.0
 KIND_BIN := kind
 KIND :=  $(TOOLS_BIN_DIR)/$(KIND_BIN)-$(KIND_VER)
 
@@ -301,7 +301,7 @@ create-management-cluster: $(KUSTOMIZE) $(ENVSUBST) $(KUBECTL) $(KIND) ## Create
 	./hack/create-custom-cloud-provider-config.sh
 
 	# Deploy CAPI
-	timeout --foreground 300 bash -c "until curl --retry $(CURL_RETRIES) -sSL https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.1/cluster-api-components.yaml | $(ENVSUBST) | $(KUBECTL) apply -f -; do sleep 5; done"
+	timeout --foreground 300 bash -c "until curl --retry $(CURL_RETRIES) -sSL https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.2/cluster-api-components.yaml | $(ENVSUBST) | $(KUBECTL) apply -f -; do sleep 5; done"
 
 	# Deploy CAAPH
 	timeout --foreground 300 bash -c "until curl --retry $(CURL_RETRIES) -sSL https://github.com/kubernetes-sigs/cluster-api-addon-provider-helm/releases/download/v0.1.0-alpha.10/addon-components.yaml | $(ENVSUBST) | $(KUBECTL) apply -f -; do sleep 5; done"
diff --git a/Tiltfile b/Tiltfile
index 53c078a16f5..6374177fe99 100644
--- a/Tiltfile
+++ b/Tiltfile
@@ -20,8 +20,8 @@ settings = {
     "deploy_cert_manager": True,
     "preload_images_for_kind": True,
     "kind_cluster_name": "capz",
-    "capi_version": "v1.6.1",
-    "cert_manager_version": "v1.13.2",
+    "capi_version": "v1.6.2",
+    "cert_manager_version": "v1.14.2",
     "kubernetes_version": "v1.28.3",
     "aks_kubernetes_version": "v1.28.3",
     "flatcar_version": "3374.2.1",
diff --git a/go.mod b/go.mod
index 32d187516e9..f0e6b97fc9c 100644
--- a/go.mod
+++ b/go.mod
@@ -54,10 +54,10 @@ require (
 	k8s.io/kubectl v0.28.4
 	k8s.io/utils v0.0.0-20230726121419-3b25d923346b
 	sigs.k8s.io/cloud-provider-azure v1.28.4
-	sigs.k8s.io/cluster-api v1.6.1
-	sigs.k8s.io/cluster-api/test v1.6.1
-	sigs.k8s.io/controller-runtime v0.16.3
-	sigs.k8s.io/kind v0.20.0
+	sigs.k8s.io/cluster-api v1.6.2
+	sigs.k8s.io/cluster-api/test v1.6.2
+	sigs.k8s.io/controller-runtime v0.16.5
+	sigs.k8s.io/kind v0.22.0
 )
 
 require (
@@ -218,7 +218,7 @@ require (
 	sigs.k8s.io/yaml v1.4.0 // indirect
 )
 
-replace sigs.k8s.io/cluster-api => sigs.k8s.io/cluster-api v1.6.1
+replace sigs.k8s.io/cluster-api => sigs.k8s.io/cluster-api v1.6.2
 
 // kube-openapi should match the version imported by CAPI.
 replace k8s.io/kube-openapi => k8s.io/kube-openapi v0.0.0-20230717233707-2695361300d9
diff --git a/go.sum b/go.sum
index 87bd11641d4..4ceae0c59dc 100644
--- a/go.sum
+++ b/go.sum
@@ -999,16 +999,16 @@ sigs.k8s.io/apiserver-network-proxy/konnectivity-client v0.1.2 h1:trsWhjU5jZrx6U
 sigs.k8s.io/apiserver-network-proxy/konnectivity-client v0.1.2/go.mod h1:+qG7ISXqCDVVcyO8hLn12AKVYYUjM7ftlqsqmrhMZE0=
 sigs.k8s.io/cloud-provider-azure v1.28.4 h1:TG/N0fjnZT+T53ymdoHvl3ft6QXvHcx8U7b6lcC1tC0=
 sigs.k8s.io/cloud-provider-azure v1.28.4/go.mod h1:xtm6ROi1sIRLF8otWohSfrwAkVHCOk+dJ9xvB4QAXUU=
-sigs.k8s.io/cluster-api v1.6.1 h1:I34p/fwgRlEhs+o9cUhKXDwNNfPS3no0yJsd2bJyQVc=
-sigs.k8s.io/cluster-api v1.6.1/go.mod h1:DaxwruDvSaEYq5q6FREDaGzX6UsAVUCA99Sp8vfMHyQ=
-sigs.k8s.io/cluster-api/test v1.6.1 h1:9TffRPOuYNUyfHqdeWQtFhdK0oY+NAbvjlzbqK7chTw=
-sigs.k8s.io/cluster-api/test v1.6.1/go.mod h1:+zOSrnG/2wI2XtWOkaVpVJ1BXumT/73zqRXZBYrclPQ=
-sigs.k8s.io/controller-runtime v0.16.3 h1:2TuvuokmfXvDUamSx1SuAOO3eTyye+47mJCigwG62c4=
-sigs.k8s.io/controller-runtime v0.16.3/go.mod h1:j7bialYoSn142nv9sCOJmQgDXQXxnroFU4VnX/brVJ0=
+sigs.k8s.io/cluster-api v1.6.2 h1:ruUi4q/9jXFuI+hmnDjo9izHgrBk4bjfQXLKx678PQE=
+sigs.k8s.io/cluster-api v1.6.2/go.mod h1:Anm4cA6R/AIP6KdIuVje8CdFc/TdGl+382bi5oPawRc=
+sigs.k8s.io/cluster-api/test v1.6.2 h1:RjrYL8Ag9vBxfv++RWEKy/vgTukQYeYVJBMkWvylASc=
+sigs.k8s.io/cluster-api/test v1.6.2/go.mod h1:qfkWBqONPAyOwsPFlS8tsrAq7pjKH55pCpKtjhEbUrk=
+sigs.k8s.io/controller-runtime v0.16.5 h1:yr1cEJbX08xsTW6XEIzT13KHHmIyX8Umvme2cULvFZw=
+sigs.k8s.io/controller-runtime v0.16.5/go.mod h1:j7bialYoSn142nv9sCOJmQgDXQXxnroFU4VnX/brVJ0=
 sigs.k8s.io/json v0.0.0-20221116044647-bc3834ca7abd h1:EDPBXCAspyGV4jQlpZSudPeMmr1bNJefnuqLsRAsHZo=
 sigs.k8s.io/json v0.0.0-20221116044647-bc3834ca7abd/go.mod h1:B8JuhiUyNFVKdsE8h686QcCxMaH6HrOAZj4vswFpcB0=
-sigs.k8s.io/kind v0.20.0 h1:f0sc3v9mQbGnjBUaqSFST1dwIuiikKVGgoTwpoP33a8=
-sigs.k8s.io/kind v0.20.0/go.mod h1:aBlbxg08cauDgZ612shr017/rZwqd7AS563FvpWKPVs=
+sigs.k8s.io/kind v0.22.0 h1:z/+yr/azoOfzsfooqRsPw1wjJlqT/ukXP0ShkHwNlsI=
+sigs.k8s.io/kind v0.22.0/go.mod h1:aBlbxg08cauDgZ612shr017/rZwqd7AS563FvpWKPVs=
 sigs.k8s.io/kustomize/api v0.13.5-0.20230601165947-6ce0bf390ce3 h1:XX3Ajgzov2RKUdc5jW3t5jwY7Bo7dcRm+tFxT+NfgY0=
 sigs.k8s.io/kustomize/api v0.13.5-0.20230601165947-6ce0bf390ce3/go.mod h1:9n16EZKMhXBNSiUC5kSdFQJkdH3zbxS/JoO619G1VAY=
 sigs.k8s.io/kustomize/kyaml v0.14.3-0.20230601165947-6ce0bf390ce3 h1:W6cLQc5pnqM7vh3b7HvGNfXrJ/xL6BDMS0v1V/HHg5U=
diff --git a/hack/install-cert-manager.sh b/hack/install-cert-manager.sh
index 57b97078c83..c4d78a0fdb1 100755
--- a/hack/install-cert-manager.sh
+++ b/hack/install-cert-manager.sh
@@ -54,7 +54,7 @@ source "${REPO_ROOT}/hack/common-vars.sh"
 make --directory="${REPO_ROOT}" "${KUBECTL##*/}"
 
 ## Install cert manager and wait for availability
-"${KUBECTL}" apply -f https://github.com/jetstack/cert-manager/releases/download/v1.13.2/cert-manager.yaml
+"${KUBECTL}" apply -f https://github.com/jetstack/cert-manager/releases/download/v1.14.2/cert-manager.yaml
 "${KUBECTL}" wait --for=condition=Available --timeout=5m -n cert-manager deployment/cert-manager
 "${KUBECTL}" wait --for=condition=Available --timeout=5m -n cert-manager deployment/cert-manager-cainjector
 "${KUBECTL}" wait --for=condition=Available --timeout=5m -n cert-manager deployment/cert-manager-webhook
diff --git a/test/e2e/config/azure-dev.yaml b/test/e2e/config/azure-dev.yaml
index 53cf8fc85b8..03faab8c4be 100644
--- a/test/e2e/config/azure-dev.yaml
+++ b/test/e2e/config/azure-dev.yaml
@@ -3,11 +3,11 @@ managementClusterName: capz-e2e
 images:
   - name: ${MANAGER_IMAGE}
     loadBehavior: mustLoad
-  - name: registry.k8s.io/cluster-api/cluster-api-controller:v1.6.1
+  - name: registry.k8s.io/cluster-api/cluster-api-controller:v1.6.2
     loadBehavior: tryLoad
-  - name: registry.k8s.io/cluster-api/kubeadm-bootstrap-controller:v1.6.1
+  - name: registry.k8s.io/cluster-api/kubeadm-bootstrap-controller:v1.6.2
     loadBehavior: tryLoad
-  - name: registry.k8s.io/cluster-api/kubeadm-control-plane-controller:v1.6.1
+  - name: registry.k8s.io/cluster-api/kubeadm-control-plane-controller:v1.6.2
     loadBehavior: tryLoad
   - name: registry.k8s.io/cluster-api-helm/cluster-api-helm-controller:v0.1.0-alpha.10
     loadBehavior: tryLoad
@@ -25,8 +25,8 @@ providers:
           new: --metrics-addr=:8080
       files:
         - sourcePath: "../data/shared/v1beta1/metadata.yaml"
-    - name: v1.6.1
-      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.1/core-components.yaml
+    - name: v1.6.2
+      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.2/core-components.yaml
       type: url
       contract: v1beta1
       files:
@@ -48,8 +48,8 @@ providers:
           new: --metrics-addr=:8080
       files:
         - sourcePath: "../data/shared/v1beta1/metadata.yaml"
-    - name: v1.6.1
-      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.1/bootstrap-components.yaml
+    - name: v1.6.2
+      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.2/bootstrap-components.yaml
       type: url
       contract: v1beta1
       files:
@@ -70,8 +70,8 @@ providers:
           new: --metrics-addr=:8080
       files:
         - sourcePath: "../data/shared/v1beta1/metadata.yaml"
-    - name: v1.6.1
-      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.1/control-plane-components.yaml
+    - name: v1.6.2
+      value: https://github.com/kubernetes-sigs/cluster-api/releases/download/v1.6.2/control-plane-components.yaml
       type: url
       contract: v1beta1
       files: