diff --git a/dd-java-agent/instrumentation/spring-webmvc-3.1/spring-webmvc-3.1.gradle b/dd-java-agent/instrumentation/spring-webmvc-3.1/spring-webmvc-3.1.gradle
index 172c28fd804..dc8b23ca0a0 100644
--- a/dd-java-agent/instrumentation/spring-webmvc-3.1/spring-webmvc-3.1.gradle
+++ b/dd-java-agent/instrumentation/spring-webmvc-3.1/spring-webmvc-3.1.gradle
@@ -49,7 +49,7 @@ dependencies {
   testImplementation group: 'org.spockframework', name: 'spock-spring', version: "$versions.spock"
 
   testImplementation group: 'org.springframework.boot', name: 'spring-boot-starter-test', version: '1.5.17.RELEASE'
-  testImplementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '1.5.17.RELEASE'
+  testImplementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.0.0.RELEASE'
   testImplementation group: 'org.springframework.boot', name: 'spring-boot-starter-security', version: '1.5.17.RELEASE'
   testImplementation group: 'org.springframework.security.oauth', name: 'spring-security-oauth2', version: '2.0.16.RELEASE'
 
diff --git a/dd-smoke-tests/spring-boot-rabbit/spring-boot-rabbit.gradle b/dd-smoke-tests/spring-boot-rabbit/spring-boot-rabbit.gradle
index e0b91c016a9..adb4046fc10 100644
--- a/dd-smoke-tests/spring-boot-rabbit/spring-boot-rabbit.gradle
+++ b/dd-smoke-tests/spring-boot-rabbit/spring-boot-rabbit.gradle
@@ -23,7 +23,7 @@ shadowJar {
 
 dependencies {
   main_java8Implementation project(':dd-trace-api')
-  main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.5.4'
+  main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.5.13'
   main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-amqp', version: '2.5.4'
 
   testImplementation project(':dd-smoke-tests')
diff --git a/dd-smoke-tests/springboot-grpc/springboot-grpc.gradle b/dd-smoke-tests/springboot-grpc/springboot-grpc.gradle
index cbbe5c80021..6b6b3ceacad 100644
--- a/dd-smoke-tests/springboot-grpc/springboot-grpc.gradle
+++ b/dd-smoke-tests/springboot-grpc/springboot-grpc.gradle
@@ -39,7 +39,7 @@ shadowJar {
 }
 
 dependencies {
-  main_java8Implementation 'org.springframework.boot:spring-boot-starter-web:1.5.18.RELEASE'
+  main_java8Implementation 'org.springframework.boot:spring-boot-starter-web:2.0.0.RELEASE'
   main_java8Implementation 'io.grpc:grpc-netty-shaded:1.31.1'
   main_java8Implementation 'io.grpc:grpc-protobuf:1.31.1'
   main_java8Implementation 'io.grpc:grpc-stub:1.31.1'
diff --git a/dd-smoke-tests/springboot-mongo/springboot-mongo.gradle b/dd-smoke-tests/springboot-mongo/springboot-mongo.gradle
index 720fbb65964..fc0b6e158b8 100644
--- a/dd-smoke-tests/springboot-mongo/springboot-mongo.gradle
+++ b/dd-smoke-tests/springboot-mongo/springboot-mongo.gradle
@@ -22,7 +22,7 @@ shadowJar {
 }
 
 dependencies {
-  main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.4.1'
+  main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.5.8'
   main_java8Implementation group: 'org.springframework.boot', name: 'spring-boot-starter-data-mongodb', version: '2.4.1'
   main_java8Implementation group: 'org.testcontainers', name: 'mongodb', version: '1.15.1'
   testImplementation project(':dd-smoke-tests')
diff --git a/dd-smoke-tests/springboot/springboot.gradle b/dd-smoke-tests/springboot/springboot.gradle
index f60ab6dd8de..7a7a132d1c2 100644
--- a/dd-smoke-tests/springboot/springboot.gradle
+++ b/dd-smoke-tests/springboot/springboot.gradle
@@ -13,7 +13,7 @@ jar {
 }
 
 dependencies {
-  implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '1.5.18.RELEASE'
+  implementation group: 'org.springframework.boot', name: 'spring-boot-starter-web', version: '2.0.0.RELEASE'
 
   testImplementation project(':dd-smoke-tests')
 }