diff --git a/testing/web-platform/tests/.azure-pipelines.yml b/testing/web-platform/tests/.azure-pipelines.yml
index 93a988c244626..03e5a51cc8f77 100644
--- a/testing/web-platform/tests/.azure-pipelines.yml
+++ b/testing/web-platform/tests/.azure-pipelines.yml
@@ -365,7 +365,8 @@ jobs:
   - template: tools/ci/azure/install_safari.yml
   - template: tools/ci/azure/update_hosts.yml
   - template: tools/ci/azure/update_manifest.yml
-  - script: no_proxy='*' ./wpt run --no-manifest-update --no-restart-on-unexpected --no-fail-on-unexpected --this-chunk=$(System.JobPositionInPhase) --total-chunks=$(System.TotalJobsInPhase) --chunk-type hash --log-wptreport $(Build.ArtifactStagingDirectory)/wpt_report_$(System.JobPositionInPhase).json --log-wptscreenshot $(Build.ArtifactStagingDirectory)/wpt_screenshot_$(System.JobPositionInPhase).txt --log-mach - --log-mach-level info --channel preview safari
+  # --exclude is a workaround for https://github.com/web-platform-tests/wpt/issues/18995 + https://github.com/web-platform-tests/wpt/issues/20887
+  - script: no_proxy='*' ./wpt run --no-manifest-update --no-restart-on-unexpected --no-fail-on-unexpected --this-chunk=$(System.JobPositionInPhase) --total-chunks=$(System.TotalJobsInPhase) --chunk-type hash --log-wptreport $(Build.ArtifactStagingDirectory)/wpt_report_$(System.JobPositionInPhase).json --log-wptscreenshot $(Build.ArtifactStagingDirectory)/wpt_screenshot_$(System.JobPositionInPhase).txt --log-mach - --log-mach-level info --channel preview safari --exclude /pointerevents/pointerevent_pointercapture_in_frame.html --exclude /web-share/share-sharePromise-internal-slot.https.html
     displayName: 'Run tests'
   - task: PublishBuildArtifacts@1
     displayName: 'Publish results'
diff --git a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementPosition.html.ini b/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementPosition.html.ini
deleted file mode 100644
index 9ae71a6e73e22..0000000000000
--- a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementPosition.html.ini
+++ /dev/null
@@ -1,4 +0,0 @@
-[elementPosition.html]
-  [TestDriver actions: element position]
-    expected:
-      if product == "safari": FAIL
diff --git a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementTiming.html.ini b/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementTiming.html.ini
deleted file mode 100644
index fb4b51df66dfe..0000000000000
--- a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/actions/elementTiming.html.ini
+++ /dev/null
@@ -1,4 +0,0 @@
-[elementTiming.html]
-  [TestDriver actions: element timing]
-    expected:
-      if product == "safari": FAIL
diff --git a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/bless.html.ini b/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/bless.html.ini
deleted file mode 100644
index d652b02787fb1..0000000000000
--- a/testing/web-platform/tests/infrastructure/metadata/infrastructure/testdriver/bless.html.ini
+++ /dev/null
@@ -1,31 +0,0 @@
-[bless.html]
-  expected:
-    if product == "safari": TIMEOUT
-
-  [functions in the absence of a `body` element]
-    expected:
-      if product == "safari": TIMEOUT
-
-  [user activation]
-    expected:
-      if product == "safari": NOTRUN
-
-  [no action function provided]
-    expected:
-      if product == "safari": NOTRUN
-
-  [synchronous return value]
-    expected:
-      if product == "safari": NOTRUN
-
-  [synchronous error]
-    expected:
-      if product == "safari": NOTRUN
-
-  [asynchronous return value]
-    expected:
-      if product == "safari": NOTRUN
-
-  [asynchronous error]
-    expected:
-      if product == "safari": NOTRUN
diff --git a/testing/web-platform/tests/tools/ci/azure/safari-technology-preview.rb b/testing/web-platform/tests/tools/ci/azure/safari-technology-preview.rb
index b32739be58a70..a3772b75e4621 100644
--- a/testing/web-platform/tests/tools/ci/azure/safari-technology-preview.rb
+++ b/testing/web-platform/tests/tools/ci/azure/safari-technology-preview.rb
@@ -1,10 +1,10 @@
 cask 'safari-technology-preview' do
   if MacOS.version <= :mojave
-    version '96,061-44056-20191120-ac7bb196-2724-4840-bce9-6c83ecdbfb2c'
-    sha256 'e80ceacdff7e75218365993e5af1c81c9bcc4785291ae00abba3d14ac5614317'
+    version '97,061-62396-20191217-bcf15e6a-ba77-4912-bd7a-5c136c6a9bb0'
+    sha256 '75678852258e1869daf69e853b345556fea05adcd5d71530501c3be584212830'
   else
-    version '96,061-47718-20191120-02bc7569-ee6b-4c28-9ec4-0ceeda3c3c3a'
-    sha256 'bbfcdc36bf9b55aec5838d66e34c41dd3f6a64091406bc38f45c888360f191fe'
+    version '97,061-62395-20191217-fd754f32-1f09-4449-8aab-ebb9ba1ab1c4'
+    sha256 'bfce6e57c4aad6b0423cabc54176de1e3115c656496a5a28dd91a7b78e16bf58'
   end
 
   url "https://secure-appldnld.apple.com/STP/#{version.after_comma}/SafariTechnologyPreview.dmg"