diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index d5db9ab2c1..daf28bdd62 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -26,8 +26,6 @@ jobs:
         ruby: ['2.7', '3.0', '3.1', '3.2']
         gemfile: [rack_2_0, rack_3_0, rails_6_0, rails_6_1, rails_7_0, rails_7_1]
         include:
-          - ruby: '2.6'
-            gemfile: rails_5_2
           - ruby: '2.7'
             gemfile: rack_1_0
           - ruby: '2.7'
diff --git a/.rubocop.yml b/.rubocop.yml
index 089a33cf67..1776de3c75 100644
--- a/.rubocop.yml
+++ b/.rubocop.yml
@@ -1,6 +1,6 @@
 AllCops:
   NewCops: enable
-  TargetRubyVersion: 2.6
+  TargetRubyVersion: 2.7
   SuggestExtensions: false
   Exclude:
     - vendor/**/*
diff --git a/.rubocop_todo.yml b/.rubocop_todo.yml
index cffa616810..b065e043fd 100644
--- a/.rubocop_todo.yml
+++ b/.rubocop_todo.yml
@@ -1,6 +1,6 @@
 # This configuration was generated by
 # `rubocop --auto-gen-config --auto-gen-only-exclude --exclude-limit 5000`
-# on 2023-07-04 00:22:04 UTC using RuboCop version 1.50.2.
+# on 2023-12-19 10:12:38 UTC using RuboCop version 1.50.2.
 # The point is for the user to remove these configuration records
 # one by one as the offenses are removed from the code base.
 # Note that changes in the inspected code, or installation of new
@@ -20,7 +20,7 @@ Lint/AmbiguousBlockAssociation:
   Exclude:
     - 'spec/grape/dsl/routing_spec.rb'
 
-# Offense count: 40
+# Offense count: 56
 # Configuration parameters: AllowedMethods.
 # AllowedMethods: enums
 Lint/ConstantDefinitionInBlock:
@@ -34,7 +34,6 @@ Lint/ConstantDefinitionInBlock:
     - 'spec/grape/api_spec.rb'
     - 'spec/grape/entity_spec.rb'
     - 'spec/grape/loading_spec.rb'
-    - 'spec/grape/middleware/auth/strategies_spec.rb'
     - 'spec/grape/middleware/base_spec.rb'
     - 'spec/grape/middleware/error_spec.rb'
     - 'spec/grape/middleware/formatter_spec.rb'
@@ -52,7 +51,7 @@ Lint/DuplicateBranch:
   Exclude:
     - 'spec/support/versioned_helpers.rb'
 
-# Offense count: 71
+# Offense count: 75
 # Configuration parameters: AllowComments, AllowEmptyLambdas.
 Lint/EmptyBlock:
   Exclude:
@@ -134,7 +133,7 @@ RSpec/AnyInstance:
     - 'spec/grape/api_spec.rb'
     - 'spec/grape/middleware/base_spec.rb'
 
-# Offense count: 343
+# Offense count: 344
 # Configuration parameters: Prefixes, AllowedPatterns.
 # Prefixes: when, with, without
 RSpec/ContextWording:
@@ -226,7 +225,7 @@ RSpec/ExpectInHook:
     - 'spec/grape/api_spec.rb'
     - 'spec/grape/validations/validators/values_spec.rb'
 
-# Offense count: 43
+# Offense count: 47
 # Configuration parameters: Include, CustomTransform, IgnoreMethods, SpecSuffixOnly.
 # Include: **/*_spec*rb*, **/spec/**/*
 RSpec/FilePath:
@@ -289,7 +288,7 @@ RSpec/IndexedLet:
     - 'spec/grape/presenters/presenter_spec.rb'
     - 'spec/shared/versioning_examples.rb'
 
-# Offense count: 38
+# Offense count: 44
 # Configuration parameters: AssignmentOnly.
 RSpec/InstanceVariable:
   Exclude:
@@ -301,7 +300,7 @@ RSpec/InstanceVariable:
     - 'spec/grape/middleware/versioner/header_spec.rb'
     - 'spec/grape/validations/validators/except_values_spec.rb'
 
-# Offense count: 84
+# Offense count: 98
 RSpec/LeakyConstantDeclaration:
   Exclude:
     - 'spec/grape/api/defines_boolean_in_params_spec.rb'
@@ -313,7 +312,6 @@ RSpec/LeakyConstantDeclaration:
     - 'spec/grape/api_spec.rb'
     - 'spec/grape/entity_spec.rb'
     - 'spec/grape/loading_spec.rb'
-    - 'spec/grape/middleware/auth/strategies_spec.rb'
     - 'spec/grape/middleware/base_spec.rb'
     - 'spec/grape/middleware/error_spec.rb'
     - 'spec/grape/middleware/exception_spec.rb'
@@ -342,7 +340,7 @@ RSpec/MissingExampleGroupArgument:
   Exclude:
     - 'spec/grape/middleware/exception_spec.rb'
 
-# Offense count: 772
+# Offense count: 788
 # Configuration parameters: Max.
 RSpec/MultipleExpectations:
   Exclude:
@@ -422,7 +420,7 @@ RSpec/MultipleMemoizedHelpers:
     - 'spec/grape/request_spec.rb'
     - 'spec/grape/validations/attributes_doc_spec.rb'
 
-# Offense count: 2150
+# Offense count: 2182
 # Configuration parameters: EnforcedStyle, IgnoreSharedExamples.
 # SupportedStyles: always, named_only
 RSpec/NamedSubject:
@@ -487,7 +485,7 @@ RSpec/NamedSubject:
     - 'spec/grape/validations/validators/presence_spec.rb'
     - 'spec/grape/validations_spec.rb'
 
-# Offense count: 173
+# Offense count: 174
 # Configuration parameters: Max, AllowedGroups.
 RSpec/NestedGroups:
   Exclude:
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 76f3ce19ac..821d3fd3b1 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,7 @@
 * [#2379](https://github.com/ruby-grape/grape/pull/2379): Take into account the `route_param` type in `recognize_path` - [@jcagarcia](https://github.com/jcagarcia).
 * [#2383](https://github.com/ruby-grape/grape/pull/2383): Use regex block instead of if - [@ericproulx](https://github.com/ericproulx).
 * [#2384](https://github.com/ruby-grape/grape/pull/2384): Allow to use `before/after/rescue_from` methods in any order when using `mount` - [@jcagarcia](https://github.com/jcagarcia).
+* [#2390](https://github.com/ruby-grape/grape/pull/2390): Drop support for Ruby 2.6 and Rails 5 - [@ericproulx](https://github.com/ericproulx).
 * Your contribution here.
 
 #### Fixes
diff --git a/README.md b/README.md
index bc2509cf57..3d4f586f82 100644
--- a/README.md
+++ b/README.md
@@ -178,7 +178,7 @@ The maintainers of Grape are working with Tidelift to deliver commercial support
 
 ## Installation
 
-Ruby 2.6 or newer is required.
+Ruby 2.7 or newer is required.
 
 Grape is available as a gem, to install it run:
 
diff --git a/gemfiles/rails_5_2.gemfile b/gemfiles/rails_5_2.gemfile
deleted file mode 100644
index f5e3f2a55c..0000000000
--- a/gemfiles/rails_5_2.gemfile
+++ /dev/null
@@ -1,44 +0,0 @@
-# frozen_string_literal: true
-
-# This file was generated by Appraisal
-
-source 'https://rubygems.org'
-
-gem 'rails', '~> 5.2'
-
-group :development, :test do
-  gem 'bundler'
-  gem 'hashie'
-  gem 'rake'
-  gem 'rubocop', '1.50.2', require: false
-  gem 'rubocop-performance', '1.17.1', require: false
-  gem 'rubocop-rspec', '2.20.0', require: false
-end
-
-group :development do
-  gem 'appraisal'
-  gem 'benchmark-ips'
-  gem 'benchmark-memory'
-  gem 'guard'
-  gem 'guard-rspec'
-  gem 'guard-rubocop'
-end
-
-group :test do
-  gem 'cookiejar'
-  gem 'grape-entity', '~> 0.6', require: false
-  gem 'mime-types'
-  gem 'rack-jsonp', require: 'rack/jsonp'
-  gem 'rack-test', '< 2.1'
-  gem 'rspec', '< 4'
-  gem 'ruby-grape-danger', '~> 0.2.0', require: false
-  gem 'simplecov', '~> 0.21.2'
-  gem 'simplecov-lcov', '~> 0.8.0'
-  gem 'test-prof', require: false
-end
-
-platforms :jruby do
-  gem 'racc'
-end
-
-gemspec path: '../'
diff --git a/grape.gemspec b/grape.gemspec
index 7dbc25a0e7..3ea7193b77 100644
--- a/grape.gemspec
+++ b/grape.gemspec
@@ -20,7 +20,7 @@ Gem::Specification.new do |s|
     'source_code_uri' => "https://github.com/ruby-grape/grape/tree/v#{s.version}"
   }
 
-  s.add_runtime_dependency 'activesupport', '>= 5'
+  s.add_runtime_dependency 'activesupport', '>= 6'
   s.add_runtime_dependency 'builder'
   s.add_runtime_dependency 'dry-types', '>= 1.1'
   s.add_runtime_dependency 'mustermann-grape', '~> 1.1.0'
@@ -29,5 +29,5 @@ Gem::Specification.new do |s|
 
   s.files = Dir['lib/**/*', 'CHANGELOG.md', 'CONTRIBUTING.md', 'README.md', 'grape.png', 'UPGRADING.md', 'LICENSE', 'grape.gemspec']
   s.require_paths = ['lib']
-  s.required_ruby_version = '>= 2.6.0'
+  s.required_ruby_version = '>= 2.7.0'
 end
diff --git a/lib/grape/api.rb b/lib/grape/api.rb
index ef6cb5cf35..536d997e9f 100644
--- a/lib/grape/api.rb
+++ b/lib/grape/api.rb
@@ -26,8 +26,8 @@ class << self
       attr_accessor :base_instance, :instances
 
       # Rather than initializing an object of type Grape::API, create an object of type Instance
-      def new(*args, &block)
-        base_instance.new(*args, &block)
+      def new(...)
+        base_instance.new(...)
       end
 
       # When inherited, will create a list of all instances (times the API was mounted)
@@ -77,8 +77,8 @@ def configure
       # the headers, and the body. See [the rack specification]
       # (http://www.rubydoc.info/github/rack/rack/master/file/SPEC) for more.
       # NOTE: This will only be called on an API directly mounted on RACK
-      def call(*args, &block)
-        instance_for_rack.call(*args, &block)
+      def call(...)
+        instance_for_rack.call(...)
       end
 
       # Alleviates problems with autoloading by tring to search for the constant
diff --git a/lib/grape/endpoint.rb b/lib/grape/endpoint.rb
index f50084270e..121b1c4d68 100644
--- a/lib/grape/endpoint.rb
+++ b/lib/grape/endpoint.rb
@@ -13,8 +13,8 @@ class Endpoint
     attr_reader :env, :request, :headers, :params
 
     class << self
-      def new(*args, &block)
-        self == Endpoint ? Class.new(Endpoint).new(*args, &block) : super
+      def new(...)
+        self == Endpoint ? Class.new(Endpoint).new(...) : super
       end
 
       def before_each(new_setup = false, &block)
@@ -55,7 +55,7 @@ def generate_api_method(method_name, &block)
 
         proc do |endpoint_instance|
           ActiveSupport::Notifications.instrument('endpoint_render.grape', endpoint: endpoint_instance) do
-            method.bind(endpoint_instance).call
+            method.bind_call(endpoint_instance)
           end
         end
       end