diff --git a/Matrixfile b/Matrixfile
index 2fa275e5f14..9d2e8529dab 100644
--- a/Matrixfile
+++ b/Matrixfile
@@ -229,6 +229,9 @@
     'rails6-semantic-logger'  => '✅ 2.5 / ✅ 2.6 / ✅ 2.7 / ❌ 3.0 / ❌ 3.1 / ❌ 3.2 / ❌ 3.3 / ❌ 3.4 / ✅ jruby',
     'rails61-semantic-logger' => '✅ 2.5 / ✅ 2.6 / ✅ 2.7 / ✅ 3.0 / ✅ 3.1 / ✅ 3.2 / ✅ 3.3 / ✅ 3.4 / ✅ jruby'
   },
+  'rails_old_redis' => {
+    'rails-old-redis' => '✅ 2.5 / ✅ 2.6 / ✅ 2.7 / ✅ 3.0 / ✅ 3.1 / ✅ 3.2 / ✅ 3.3 / ✅ 3.4 / ✅ jruby',
+  },
   'action_cable' => {
     # FIXME: Enable the test for JRuby after fixing `log writing failed. closed stream` in CircleCI.
     'rails5-mysql2'  => '✅ 2.5 / ✅ 2.6 / ❌ 2.7 / ❌ 3.0 / ❌ 3.1 / ❌ 3.2 / ❌ 3.3 / ❌ 3.4 / ❌ jruby',
diff --git a/Rakefile b/Rakefile
index 5ddc8e14b16..0f5a522a447 100644
--- a/Rakefile
+++ b/Rakefile
@@ -153,6 +153,15 @@ namespace :spec do
     t.rspec_opts = args.to_a.join(' ')
   end
 
+  # Tests if Datadog::Tracing::Contrib::ActiveSupport::Cache::Redis::Patcher does not eager load
+  # ActiveSupport::Cache::RedisCacheStore when the version of Redis present is too old to be compatible.
+  # @see Datadog::Tracing::Contrib::ActiveSupport::Cache::Redis::Patcher#patch_redis_cache_store?
+  desc '' # "Explicitly hiding from `rake -T`"
+  RSpec::Core::RakeTask.new(:rails_old_redis) do |t, args|
+    t.pattern = 'spec/datadog/tracing/contrib/rails/cache_spec.rb'
+    t.rspec_opts = args.to_a.join(' ')
+  end
+
   desc '' # "Explicitly hiding from `rake -T`"
   RSpec::Core::RakeTask.new(:hanami) do |t, args|
     t.pattern = 'spec/datadog/tracing/contrib/hanami/**/*_spec.rb'
diff --git a/appraisal/jruby-9.2.rb b/appraisal/jruby-9.2.rb
index 571acd7252c..5e4073d035f 100644
--- a/appraisal/jruby-9.2.rb
+++ b/appraisal/jruby-9.2.rb
@@ -151,6 +151,16 @@
   gem 'i18n', '1.8.7', platform: :jruby # Removal pending: https://github.com/ruby-i18n/i18n/issues/555#issuecomment-772112169
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'activerecord-jdbcpostgresql-adapter', platform: :jruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+  gem 'net-smtp'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/jruby-9.3.rb b/appraisal/jruby-9.3.rb
index f796fd81c21..f51344a8562 100644
--- a/appraisal/jruby-9.3.rb
+++ b/appraisal/jruby-9.3.rb
@@ -131,6 +131,16 @@
   gem 'rails_semantic_logger', '~> 4.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'activerecord-jdbcpostgresql-adapter', platform: :jruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+  gem 'net-smtp'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '~> 3.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/jruby-9.4.rb b/appraisal/jruby-9.4.rb
index 6fce8d81830..947d54885cb 100644
--- a/appraisal/jruby-9.4.rb
+++ b/appraisal/jruby-9.4.rb
@@ -41,6 +41,16 @@
   gem 'net-smtp'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'activerecord-jdbcpostgresql-adapter', platform: :jruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+  gem 'net-smtp'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-2.5.rb b/appraisal/ruby-2.5.rb
index 1249ba7e9c6..502c998055d 100644
--- a/appraisal/ruby-2.5.rb
+++ b/appraisal/ruby-2.5.rb
@@ -184,6 +184,15 @@
   gem 'rails_semantic_logger', '~> 4.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-2.6.rb b/appraisal/ruby-2.6.rb
index 7de49f45740..c89e19893c9 100644
--- a/appraisal/ruby-2.6.rb
+++ b/appraisal/ruby-2.6.rb
@@ -137,6 +137,15 @@
   gem 'rails_semantic_logger', '~> 4.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '~> 3.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-2.7.rb b/appraisal/ruby-2.7.rb
index 60d2ec62d9d..88b3b0f1e98 100644
--- a/appraisal/ruby-2.7.rb
+++ b/appraisal/ruby-2.7.rb
@@ -137,6 +137,15 @@
   gem 'rails_semantic_logger', '~> 4.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-3.0.rb b/appraisal/ruby-3.0.rb
index f4b00ee4ec0..ac024429e2f 100644
--- a/appraisal/ruby-3.0.rb
+++ b/appraisal/ruby-3.0.rb
@@ -58,6 +58,15 @@
   gem 'rails', '~> 7.1.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-3.1.rb b/appraisal/ruby-3.1.rb
index f4b00ee4ec0..ac024429e2f 100644
--- a/appraisal/ruby-3.1.rb
+++ b/appraisal/ruby-3.1.rb
@@ -58,6 +58,15 @@
   gem 'rails', '~> 7.1.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-3.2.rb b/appraisal/ruby-3.2.rb
index f4b00ee4ec0..ac024429e2f 100644
--- a/appraisal/ruby-3.2.rb
+++ b/appraisal/ruby-3.2.rb
@@ -58,6 +58,15 @@
   gem 'rails', '~> 7.1.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-3.3.rb b/appraisal/ruby-3.3.rb
index 77faa8ba5c7..d361fcd68a7 100644
--- a/appraisal/ruby-3.3.rb
+++ b/appraisal/ruby-3.3.rb
@@ -58,6 +58,15 @@
   gem 'rails', '~> 7.1.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/appraisal/ruby-3.4.rb b/appraisal/ruby-3.4.rb
index 6cb1bf51ce2..e83945820bc 100644
--- a/appraisal/ruby-3.4.rb
+++ b/appraisal/ruby-3.4.rb
@@ -58,6 +58,15 @@
   gem 'rails', '~> 7.1.0'
 end
 
+appraise 'rails-old-redis' do
+  # All dependencies except Redis < 4 are not important, they are just required to run Rails tests.
+  gem 'redis', '< 4'
+  gem 'rails', '~> 6.1.0'
+  gem 'pg', '>= 1.1', platform: :ruby
+  gem 'sprockets', '< 4'
+  gem 'lograge', '~> 0.11'
+end
+
 appraise 'resque2-redis3' do
   gem 'redis', '< 4.0'
   gem 'resque', '>= 2.0'
diff --git a/gemfiles/jruby_9.2_rails_old_redis.gemfile b/gemfiles/jruby_9.2_rails_old_redis.gemfile
new file mode 100644
index 00000000000..7b73020384b
--- /dev/null
+++ b/gemfiles/jruby_9.2_rails_old_redis.gemfile
@@ -0,0 +1,41 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-debugger-jruby"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "activerecord-jdbcpostgresql-adapter", platform: :jruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+gem "net-smtp"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/jruby_9.3_rails_old_redis.gemfile b/gemfiles/jruby_9.3_rails_old_redis.gemfile
new file mode 100644
index 00000000000..2529ebfb26e
--- /dev/null
+++ b/gemfiles/jruby_9.3_rails_old_redis.gemfile
@@ -0,0 +1,45 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-debugger-jruby"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "activerecord-jdbcpostgresql-adapter", platform: :jruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+gem "net-smtp"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/jruby_9.4_rails_old_redis.gemfile b/gemfiles/jruby_9.4_rails_old_redis.gemfile
new file mode 100644
index 00000000000..643f9bbd829
--- /dev/null
+++ b/gemfiles/jruby_9.4_rails_old_redis.gemfile
@@ -0,0 +1,46 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-debugger-jruby"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.7.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "activerecord-jdbcpostgresql-adapter", platform: :jruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+gem "net-smtp"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_2.5_rails_old_redis.gemfile b/gemfiles/ruby_2.5_rails_old_redis.gemfile
new file mode 100644
index 00000000000..f6a144fa6f9
--- /dev/null
+++ b/gemfiles/ruby_2.5_rails_old_redis.gemfile
@@ -0,0 +1,43 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-nav"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1", "< 3.19.2"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_2.6_rails_old_redis.gemfile b/gemfiles/ruby_2.6_rails_old_redis.gemfile
new file mode 100644
index 00000000000..672ac8d0500
--- /dev/null
+++ b/gemfiles/ruby_2.6_rails_old_redis.gemfile
@@ -0,0 +1,47 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-byebug"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1", "< 3.19.2"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_2.7_rails_old_redis.gemfile b/gemfiles/ruby_2.7_rails_old_redis.gemfile
new file mode 100644
index 00000000000..963760610a1
--- /dev/null
+++ b/gemfiles/ruby_2.7_rails_old_redis.gemfile
@@ -0,0 +1,47 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-byebug"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_3.0_rails_old_redis.gemfile b/gemfiles/ruby_3.0_rails_old_redis.gemfile
new file mode 100644
index 00000000000..40fe62d2eeb
--- /dev/null
+++ b/gemfiles/ruby_3.0_rails_old_redis.gemfile
@@ -0,0 +1,48 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-byebug"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.7.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_3.1_rails_old_redis.gemfile b/gemfiles/ruby_3.1_rails_old_redis.gemfile
new file mode 100644
index 00000000000..40fe62d2eeb
--- /dev/null
+++ b/gemfiles/ruby_3.1_rails_old_redis.gemfile
@@ -0,0 +1,48 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-byebug"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.7.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_3.2_rails_old_redis.gemfile b/gemfiles/ruby_3.2_rails_old_redis.gemfile
new file mode 100644
index 00000000000..6eba23b30d0
--- /dev/null
+++ b/gemfiles/ruby_3.2_rails_old_redis.gemfile
@@ -0,0 +1,47 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.7.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_3.3_rails_old_redis.gemfile b/gemfiles/ruby_3.3_rails_old_redis.gemfile
new file mode 100644
index 00000000000..6eba23b30d0
--- /dev/null
+++ b/gemfiles/ruby_3.3_rails_old_redis.gemfile
@@ -0,0 +1,47 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.7.0"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/gemfiles/ruby_3.4_rails_old_redis.gemfile b/gemfiles/ruby_3.4_rails_old_redis.gemfile
new file mode 100644
index 00000000000..a1fa7abb9b3
--- /dev/null
+++ b/gemfiles/ruby_3.4_rails_old_redis.gemfile
@@ -0,0 +1,51 @@
+# This file was generated by Appraisal
+
+source "https://rubygems.org"
+
+gem "benchmark-ips", "~> 2.8"
+gem "benchmark-memory", "< 0.2"
+gem "climate_control", "~> 0.2.0"
+gem "concurrent-ruby"
+gem "extlz4", "~> 0.3", ">= 0.3.3"
+gem "json-schema", "< 3"
+gem "memory_profiler", "~> 0.9"
+gem "os", "~> 1.1"
+gem "pimpmychangelog", ">= 0.1.2"
+gem "pry"
+gem "pry-stack_explorer"
+gem "rake", ">= 10.5"
+gem "rake-compiler", "~> 1.1", ">= 1.1.1"
+gem "rspec", "~> 3.13"
+gem "rspec-collection_matchers", "~> 1.1"
+gem "rspec-wait", "~> 0"
+gem "rspec_junit_formatter", ">= 0.5.1"
+gem "simplecov", git: "https://github.com/DataDog/simplecov", ref: "3bb6b7ee58bf4b1954ca205f50dd44d6f41c57db"
+gem "simplecov-cobertura", "~> 2.1.0"
+gem "warning", "~> 1"
+gem "webmock", ">= 3.10.0"
+gem "webrick", ">= 1.8.2"
+gem "rubocop", "~> 1.50.0", require: false
+gem "rubocop-packaging", "~> 0.5.2", require: false
+gem "rubocop-performance", "~> 1.9", require: false
+gem "rubocop-rspec", ["~> 2.20", "< 2.21"], require: false
+gem "dogstatsd-ruby", ">= 3.3.0", "!= 5.0.0", "!= 5.0.1", "!= 5.1.0"
+gem "google-protobuf", ["~> 3.0", "!= 3.7.0", "!= 3.7.1"]
+gem "strscan", git: "https://github.com/ruby/strscan", ref: "041b15df4ccc067deabd85fd489b2c15961d0e2f"
+gem "base64"
+gem "bigdecimal"
+gem "mutex_m"
+gem "redis", "< 4"
+gem "rails", "~> 6.1.0"
+gem "pg", ">= 1.1", platform: :ruby
+gem "sprockets", "< 4"
+gem "lograge", "~> 0.11"
+
+group :check do
+
+end
+
+group :dev do
+
+end
+
+gemspec path: "../"
diff --git a/lib/datadog/tracing/contrib/active_support/cache/redis.rb b/lib/datadog/tracing/contrib/active_support/cache/redis.rb
index 4004ab4a136..e9ce321caf5 100644
--- a/lib/datadog/tracing/contrib/active_support/cache/redis.rb
+++ b/lib/datadog/tracing/contrib/active_support/cache/redis.rb
@@ -22,17 +22,29 @@ module Patcher
               # For Rails >= 5.2 w/o redis-activesupport...
               # ActiveSupport includes a Redis cache store internally, and does not require these overrides.
               # https://github.com/rails/rails/blob/master/activesupport/lib/active_support/cache/redis_cache_store.rb
-              def patch_redis?(meth)
+              def patch_redis_store?(meth)
                 !Gem.loaded_specs['redis-activesupport'].nil? \
                   && defined?(::ActiveSupport::Cache::RedisStore) \
                   && ::ActiveSupport::Cache::RedisStore.instance_methods(false).include?(meth)
               end
 
+              # Patches the Rails built-in Redis cache backend `redis_cache_store`, added in Rails 5.2.
+              # We avoid loading the RedisCacheStore class, as it invokes the statement `gem "redis", ">= 4.0.1"` which
+              # fails if the application is using an old version of Redis, or not using Redis at all.
+              # @see https://github.com/rails/rails/blob/d0dcb8fa6073a0c4d42600c15e82e3bb386b27d3/activesupport/lib/active_support/cache/redis_cache_store.rb#L4
+              def patch_redis_cache_store?(meth)
+                Gem.loaded_specs['redis'] &&
+                  # Autoload constants return `constant` for `defined?`, but that doesn't mean they are loaded...
+                  defined?(::ActiveSupport::Cache::RedisCacheStore) &&
+                  # ... to check that we need to call `autoload?` and check if it returns `nil`, meaning it's loaded.
+                  ::ActiveSupport::Cache.autoload?(:RedisCacheStore).nil? &&
+                  ::ActiveSupport::Cache::RedisCacheStore.instance_methods(false).include?(meth)
+              end
+
               def cache_store_class(meth)
-                if patch_redis?(meth)
+                if patch_redis_store?(meth)
                   [::ActiveSupport::Cache::RedisStore, ::ActiveSupport::Cache::Store]
-                elsif Gem.loaded_specs['redis'] && defined?(::ActiveSupport::Cache::RedisCacheStore) \
-                    && ::ActiveSupport::Cache::RedisCacheStore.instance_methods(false).include?(meth)
+                elsif patch_redis_cache_store?(meth)
                   [::ActiveSupport::Cache::RedisCacheStore, ::ActiveSupport::Cache::Store]
                 else
                   super
diff --git a/sig/datadog/tracing/contrib/active_support/cache/patcher.rbs b/sig/datadog/tracing/contrib/active_support/cache/patcher.rbs
index 42372f58fba..302617fbfb3 100644
--- a/sig/datadog/tracing/contrib/active_support/cache/patcher.rbs
+++ b/sig/datadog/tracing/contrib/active_support/cache/patcher.rbs
@@ -10,7 +10,7 @@ module Datadog
 
             def self?.patch: () -> untyped
 
-            def self?.cache_store_class: (untyped meth) -> untyped
+            def self?.cache_store_class: (Symbol meth) -> Array[Class]
 
             def self?.patch_cache_store_read: () -> untyped
 
diff --git a/sig/datadog/tracing/contrib/active_support/cache/redis.rbs b/sig/datadog/tracing/contrib/active_support/cache/redis.rbs
index 181f0a49538..a0a624c6614 100644
--- a/sig/datadog/tracing/contrib/active_support/cache/redis.rbs
+++ b/sig/datadog/tracing/contrib/active_support/cache/redis.rbs
@@ -5,9 +5,9 @@ module Datadog
         module Cache
           module Redis
             module Patcher
-              def patch_redis?: (untyped meth) -> untyped
-
-              def cache_store_class: (untyped meth) -> untyped
+              def patch_redis_store?: (Symbol) -> bool
+              def patch_redis_cache_store?: (Symbol) -> bool
+              def cache_store_class: (Symbol) -> Array[Class]
             end
           end
         end