diff --git a/.github/dependabot.yml b/.github/dependabot.yml
index 74ed2c99..1c090cd6 100644
--- a/.github/dependabot.yml
+++ b/.github/dependabot.yml
@@ -33,6 +33,17 @@ updates:
   - dependency-name: "eclipse-temurin"
     versions:
     - "> 11"
+  - dependency-name: "io.dropwizard:dropwizard-dependencies"
+     # Dropwizard 4.x only works with Jakarta EE and not Java EE
+    versions:
+        - ">= 4"
+  - dependency-name: "org.dhatim:dropwizard-sentry"
+      # We essentially forked Dropwizard Sentry because it did not support
+      # Dropwizard 3.x — there is now a Dropwizard Sentry 4.x, which supports
+      # Dropwizard 4.x (and maybe Dropwizard 3.x), but we’d need to do work
+      # to go back to using an unmodified version
+    versions:
+    - ">= 4"
   open-pull-requests-limit: 10
   labels:
   - dependencies
diff --git a/pom.xml b/pom.xml
index 8ba42371..8ca763c8 100644
--- a/pom.xml
+++ b/pom.xml
@@ -7,11 +7,8 @@
 
     <properties>
         <project.build.sourceEncoding>UTF-8</project.build.sourceEncoding>
-        <dropwizard.version>2.1.12</dropwizard.version>
         <hamcrest.version>2.2</hamcrest.version>
         <jmh.version>1.37</jmh.version>
-        <jackson.version>2.16.1</jackson.version>
-        <mockito.version>5.10.0</mockito.version>
         <pay-java-commons.version>1.0.20240205110547</pay-java-commons.version>
         <prometheus.version>0.16.0</prometheus.version>
         <surefire.version>3.2.5</surefire.version>
@@ -23,13 +20,43 @@
         <PACT_CONSUMER_TAG/>
     </properties>
 
-    <parent>
-        <groupId>io.dropwizard</groupId>
-        <artifactId>dropwizard-dependencies</artifactId>
-        <version>2.1.12</version>
-    </parent>
+    <dependencyManagement>
+        <dependencies>
+            <dependency>
+                <groupId>io.dropwizard</groupId>
+                <artifactId>dropwizard-dependencies</artifactId>
+                <version>3.0.6</version>
+                <type>pom</type>
+                <scope>import</scope>
+            </dependency>
+        </dependencies>
+    </dependencyManagement>
 
     <dependencies>
+        <!-- Main dependencies that are imported from one of the BOMs specified
+             in <dependencyManagement> so no explicit versions needed -->
+        <dependency>
+            <groupId>io.dropwizard</groupId>
+            <artifactId>dropwizard-core</artifactId>
+        </dependency>
+        <dependency>
+            <groupId>io.dropwizard</groupId>
+            <artifactId>dropwizard-json-logging</artifactId>
+        </dependency>
+        <dependency>
+            <groupId>com.fasterxml.jackson.core</groupId>
+            <artifactId>jackson-databind</artifactId>
+        </dependency>
+        <dependency>
+            <groupId>com.fasterxml.jackson.core</groupId>
+            <artifactId>jackson-annotations</artifactId>
+        </dependency>
+        <dependency>
+            <groupId>com.google.guava</groupId>
+            <artifactId>guava</artifactId>
+        </dependency>
+
+        <!-- Main dependencies that need explicit versions -->
         <dependency>
             <groupId>io.prometheus</groupId>
             <artifactId>simpleclient</artifactId>
@@ -47,7 +74,7 @@
         </dependency>
         <dependency>
             <groupId>uk.gov.service.payments</groupId>
-            <artifactId>logging</artifactId>
+            <artifactId>logging-dropwizard-3</artifactId>
             <version>${pay-java-commons.version}</version>
         </dependency>
         <dependency>
@@ -55,38 +82,27 @@
             <artifactId>utils</artifactId>
             <version>${pay-java-commons.version}</version>
         </dependency>
+
+        <!-- Test dependencies that are imported from one of the BOMs specified
+             in <dependencyManagement> so no explicit versions needed -->
+
         <dependency>
             <groupId>io.dropwizard</groupId>
-            <artifactId>dropwizard-core</artifactId>
-            <version>${dropwizard.version}</version>
-        </dependency>
-        <dependency>
-            <groupId>com.google.guava</groupId>
-            <artifactId>guava</artifactId>
-            <version>33.0.0-jre</version>
-        </dependency>
-        <dependency>
-            <groupId>com.fasterxml.jackson.core</groupId>
-            <artifactId>jackson-databind</artifactId>
-            <version>${jackson.version}</version>
-        </dependency>
-        <dependency>
-            <groupId>com.fasterxml.jackson.core</groupId>
-            <artifactId>jackson-annotations</artifactId>
-            <version>${jackson.version}</version>
+            <artifactId>dropwizard-testing</artifactId>
+            <scope>test</scope>
         </dependency>
         <dependency>
-            <groupId>org.dhatim</groupId>
-            <artifactId>dropwizard-sentry</artifactId>
-            <version>2.1.2-4</version>
+            <groupId>org.mockito</groupId>
+            <artifactId>mockito-core</artifactId>
+            <scope>test</scope>
         </dependency>
         <dependency>
-            <groupId>io.dropwizard</groupId>
-            <artifactId>dropwizard-json-logging</artifactId>
-            <version>${dropwizard.version}</version>
+            <groupId>org.mockito</groupId>
+            <artifactId>mockito-junit-jupiter</artifactId>
+            <scope>test</scope>
         </dependency>
 
-        <!-- testing -->
+        <!-- Test dependencies that need explicit versions -->
         <dependency>
             <groupId>org.hamcrest</groupId>
             <artifactId>hamcrest</artifactId>
@@ -99,18 +115,6 @@
             <version>${hamcrest.version}</version>
             <scope>test</scope>
         </dependency>
-        <dependency>
-            <groupId>io.dropwizard</groupId>
-            <artifactId>dropwizard-testing</artifactId>
-            <version>${dropwizard.version}</version>
-            <scope>test</scope>
-        </dependency>
-        <dependency>
-            <groupId>org.mockito</groupId>
-            <artifactId>mockito-core</artifactId>
-            <version>${mockito.version}</version>
-            <scope>test</scope>
-        </dependency>
         <dependency>
             <groupId>io.rest-assured</groupId>
             <artifactId>rest-assured</artifactId>
@@ -140,16 +144,10 @@
             <version>5.10.2</version>
             <scope>test</scope>
         </dependency>
-        <dependency>
-            <groupId>org.mockito</groupId>
-            <artifactId>mockito-junit-jupiter</artifactId>
-            <version>${mockito.version}</version>
-            <scope>test</scope>
-        </dependency>
         <dependency>
             <groupId>au.com.dius.pact.provider</groupId>
             <artifactId>junit5</artifactId>
-            <version>4.5.6</version>
+            <version>4.5.8</version>
             <scope>test</scope>
             <exclusions>
                 <exclusion>
diff --git a/src/main/java/uk/gov/pay/card/app/CardApi.java b/src/main/java/uk/gov/pay/card/app/CardApi.java
index 917210df..52dd33af 100644
--- a/src/main/java/uk/gov/pay/card/app/CardApi.java
+++ b/src/main/java/uk/gov/pay/card/app/CardApi.java
@@ -1,11 +1,11 @@
 package uk.gov.pay.card.app;
 
 import com.codahale.metrics.health.HealthCheck;
-import io.dropwizard.Application;
 import io.dropwizard.configuration.EnvironmentVariableSubstitutor;
 import io.dropwizard.configuration.SubstitutingSourceProvider;
-import io.dropwizard.setup.Bootstrap;
-import io.dropwizard.setup.Environment;
+import io.dropwizard.core.Application;
+import io.dropwizard.core.setup.Bootstrap;
+import io.dropwizard.core.setup.Environment;
 import io.prometheus.client.CollectorRegistry;
 import io.prometheus.client.dropwizard.DropwizardExports;
 import io.prometheus.client.exporter.MetricsServlet;
@@ -21,6 +21,7 @@
 import uk.gov.service.payments.logging.GovUkPayDropwizardRequestJsonLogLayoutFactory;
 import uk.gov.service.payments.logging.LoggingFilter;
 import uk.gov.service.payments.logging.LogstashConsoleAppenderFactory;
+import uk.gov.service.payments.logging.SentryAppenderFactory;
 
 import java.util.List;
 
@@ -48,6 +49,7 @@ public void initialize(Bootstrap<CardConfiguration> bootstrap) {
         );
 
         bootstrap.getObjectMapper().getSubtypeResolver().registerSubtypes(LogstashConsoleAppenderFactory.class);
+        bootstrap.getObjectMapper().getSubtypeResolver().registerSubtypes(SentryAppenderFactory.class);
         bootstrap.getObjectMapper().getSubtypeResolver().registerSubtypes(GovUkPayDropwizardRequestJsonLogLayoutFactory.class);
     }
 
diff --git a/src/main/java/uk/gov/pay/card/app/config/CardConfiguration.java b/src/main/java/uk/gov/pay/card/app/config/CardConfiguration.java
index b9ce17dc..c033a98e 100644
--- a/src/main/java/uk/gov/pay/card/app/config/CardConfiguration.java
+++ b/src/main/java/uk/gov/pay/card/app/config/CardConfiguration.java
@@ -1,7 +1,7 @@
 package uk.gov.pay.card.app.config;
 
 import com.fasterxml.jackson.annotation.JsonProperty;
-import io.dropwizard.Configuration;
+import io.dropwizard.core.Configuration;
 
 import javax.validation.constraints.NotNull;
 import java.net.URI;
diff --git a/src/main/java/uk/gov/pay/card/resources/HealthCheckResource.java b/src/main/java/uk/gov/pay/card/resources/HealthCheckResource.java
index 49c0e983..9227d862 100644
--- a/src/main/java/uk/gov/pay/card/resources/HealthCheckResource.java
+++ b/src/main/java/uk/gov/pay/card/resources/HealthCheckResource.java
@@ -2,7 +2,7 @@
 
 import com.codahale.metrics.health.HealthCheck;
 import com.google.common.collect.ImmutableMap;
-import io.dropwizard.setup.Environment;
+import io.dropwizard.core.setup.Environment;
 
 import javax.ws.rs.GET;
 import javax.ws.rs.Path;
diff --git a/src/main/resources/config/config.yaml b/src/main/resources/config/config.yaml
index dcef18ec..a7e098a0 100644
--- a/src/main/resources/config/config.yaml
+++ b/src/main/resources/config/config.yaml
@@ -23,7 +23,7 @@ logging:
       customFields:
         container: "cardid"
         environment: ${ENVIRONMENT}
-    - type: sentry
+    - type: pay-dropwizard-3-sentry
       threshold: ERROR
       dsn: ${SENTRY_DSN:-https://example.com@dummy/1}
       environment: ${ENVIRONMENT}
diff --git a/src/test/java/uk/gov/pay/card/pact/ConnectorContractTest.java b/src/test/java/uk/gov/pay/card/pact/ConnectorContractTest.java
index e2116c94..3955e896 100644
--- a/src/test/java/uk/gov/pay/card/pact/ConnectorContractTest.java
+++ b/src/test/java/uk/gov/pay/card/pact/ConnectorContractTest.java
@@ -8,10 +8,7 @@
 import au.com.dius.pact.provider.junitsupport.Provider;
 import au.com.dius.pact.provider.junitsupport.loader.PactBroker;
 import au.com.dius.pact.provider.junitsupport.loader.PactBrokerAuth;
-import au.com.dius.pact.provider.junitsupport.loader.PactFolder;
 import au.com.dius.pact.provider.junitsupport.loader.VersionSelector;
-import au.com.dius.pact.provider.junitsupport.target.Target;
-import au.com.dius.pact.provider.junitsupport.target.TestTarget;
 import io.dropwizard.testing.junit5.DropwizardAppExtension;
 import io.dropwizard.testing.junit5.DropwizardExtensionsSupport;
 import org.junit.jupiter.api.BeforeEach;
diff --git a/src/test/java/uk/gov/pay/card/resources/HealthCheckResourceTest.java b/src/test/java/uk/gov/pay/card/resources/HealthCheckResourceTest.java
index ed4838b7..e3f09e65 100644
--- a/src/test/java/uk/gov/pay/card/resources/HealthCheckResourceTest.java
+++ b/src/test/java/uk/gov/pay/card/resources/HealthCheckResourceTest.java
@@ -6,7 +6,7 @@
 import com.fasterxml.jackson.databind.ObjectMapper;
 import com.fasterxml.jackson.databind.ObjectWriter;
 import com.jayway.jsonassert.JsonAssert;
-import io.dropwizard.setup.Environment;
+import io.dropwizard.core.setup.Environment;
 import org.junit.jupiter.api.BeforeEach;
 import org.junit.jupiter.api.Test;
 import org.junit.jupiter.api.extension.ExtendWith;