diff --git a/Gemfile b/Gemfile
index 0dcce3c48dd..faa90800292 100644
--- a/Gemfile
+++ b/Gemfile
@@ -70,7 +70,7 @@ group :jekyll_optional_dependencies do
   gem "jekyll-gist"
   gem "jekyll-paginate"
   gem "jekyll-redirect-from"
-  gem "kramdown", "~> 1.9"
+  gem "kramdown", "~> 1.14", ">= 1.14.0"
   gem "mime-types", "~> 3.0"
   gem "rdoc", "~> 5.0"
   gem "toml", "~> 0.1.0"
diff --git a/jekyll.gemspec b/jekyll.gemspec
index a8bd05eabab..ac40352f3a5 100644
--- a/jekyll.gemspec
+++ b/jekyll.gemspec
@@ -34,7 +34,7 @@ Gem::Specification.new do |s|
   s.add_runtime_dependency("colorator",             "~> 1.0")
   s.add_runtime_dependency("jekyll-sass-converter", "~> 1.0")
   s.add_runtime_dependency("jekyll-watch",          "~> 1.1")
-  s.add_runtime_dependency("kramdown",              "~> 1.3")
+  s.add_runtime_dependency("kramdown",              "~> 1.14", ">= 1.14.0")
   s.add_runtime_dependency("liquid",                "~> 4.0")
   s.add_runtime_dependency("mercenary",             "~> 0.3.3")
   s.add_runtime_dependency("pathutil",              "~> 0.9")
diff --git a/test/test_tags.rb b/test/test_tags.rb
index 81fbf8308ef..2add6098d04 100644
--- a/test/test_tags.rb
+++ b/test/test_tags.rb
@@ -343,6 +343,42 @@ def highlight_block_with_opts(options_string)
       end
     end
 
+    context "post content has raw tag" do
+      setup do
+        content = <<-CONTENT
+---
+title: This is a test
+---
+
+```liquid
+{% raw %}
+{{ site.baseurl }}{% link _collection/name-of-document.md %}
+{% endraw %}
+```
+CONTENT
+        create_post(content)
+      end
+
+      should "render markdown with rouge 1" do
+        skip "Skipped because using a newer version of Rouge" unless Utils::Rouge.old_api?
+
+        assert_match(
+          %(<div class="language-liquid highlighter-rouge"><pre class="highlight"><code>),
+          @result
+        )
+      end
+
+      should "render markdown with rouge 2" do
+        skip "Skipped because using an older version of Rouge" if Utils::Rouge.old_api?
+
+        assert_match(
+          %(<div class="language-liquid highlighter-rouge">) +
+            %(<div class="highlight"><pre class="highlight"><code>),
+          @result
+        )
+      end
+    end
+
     context "post content has highlight with file reference" do
       setup do
         fill_post("./jekyll.gemspec")