diff --git a/bulker/bulkerlib/implementations/s3.go b/bulker/bulkerlib/implementations/s3.go
index 3e3e42cc0..e42b8c7d7 100644
--- a/bulker/bulkerlib/implementations/s3.go
+++ b/bulker/bulkerlib/implementations/s3.go
@@ -34,6 +34,7 @@ type S3Config struct {
 	Bucket               string `mapstructure:"bucket,omitempty" json:"bucket,omitempty" yaml:"bucket,omitempty"`
 	Region               string `mapstructure:"region,omitempty" json:"region,omitempty" yaml:"region,omitempty"`
 	Endpoint             string `mapstructure:"endpoint,omitempty" json:"endpoint,omitempty" yaml:"endpoint,omitempty"`
+	AddressingStyle      string `mapstructure:"addressingStyle,omitempty" json:"addressingStyle,omitempty" yaml:"addressingStyle,omitempty"`
 	UsePresignedURL      bool   `mapstructure:"usePresignedURL,omitempty" json:"usePresignedURL,omitempty" yaml:"usePresignedURL,omitempty"`
 
 	RoleARN    string `mapstructure:"roleARN" json:"roleARN" yaml:"roleARN"`
@@ -136,7 +137,18 @@ func NewS3(s3Config *S3Config) (*S3, error) {
 			o.Region = s3Config.Region
 			if s3Config.Endpoint != "" {
 				o.BaseEndpoint = &s3Config.Endpoint
+			}
+			// Preserve historical behavior by default (path-style for custom endpoints),
+			// but allow explicit override via addressingStyle.
+			switch s3Config.AddressingStyle {
+			case "path":
 				o.UsePathStyle = true
+			case "virtual-hosted":
+				o.UsePathStyle = false
+			case "auto", "":
+				o.UsePathStyle = s3Config.Endpoint != ""
+			default:
+				o.UsePathStyle = s3Config.Endpoint != ""
 			}
 		}
 		client := s3.NewFromConfig(awsCfg, o)
diff --git a/webapps/console/lib/schema/destinations.tsx b/webapps/console/lib/schema/destinations.tsx
index 8a333d5ec..dba93cd2e 100644
--- a/webapps/console/lib/schema/destinations.tsx
+++ b/webapps/console/lib/schema/destinations.tsx
@@ -68,6 +68,10 @@ const s3Regions = [
   "us-gov-west-1",
 ] as const;
 
+// Allowed S3 URL addressing styles. "auto" preserves the historical behavior:
+// path-style for custom endpoints, virtual-hosted-style for AWS.
+const s3AddressingStyles = ["auto", "virtual-hosted", "path"] as const;
+
 export const MASKED_SECRET = "__MASKED_BY_JITSU__";
 
 /**
@@ -888,7 +892,13 @@ export const coreDestinations: DestinationType<any>[] = [
           .describe(
             "Authentication Method::S3 authentication method: <a target='_blank' rel='noopener noreferrer' href='https://docs.jitsu.com/destinations/block-storage/s3#advanced-iam-role-for-jitsu'>IAM Role based</a> or Access Key"
           ),
-        region: z.enum(s3Regions).default(s3Regions[0]).describe("S3 Region::S3 Region"),
+        region: z
+          .string()
+          .min(1)
+          .default(s3Regions[0])
+          .describe(
+            "S3 Region::S3 Region. Any AWS region (e.g. us-east-1, eu-central-1) or custom region for S3-compatible storage."
+          ),
         roleARN: z
           .string()
           .optional()
@@ -905,6 +915,13 @@ export const coreDestinations: DestinationType<any>[] = [
         secretAccessKey: z.string().optional().describe("S3 Secret Access Key::S3 Secret Access Key"),
         bucket: z.string().describe("S3 Bucket Name::S3 Bucket Name"),
         endpoint: z.string().optional().describe("Custom endpoint of S3-compatible server"),
+        addressingStyle: z
+          .enum(s3AddressingStyles)
+          .optional()
+          .default("auto")
+          .describe(
+            "S3 Addressing Style::S3 URL addressing style: auto (path-style for custom endpoint, virtual-hosted otherwise), virtual-hosted, or path"
+          ),
       })
       .merge(blockStorageSettings),
     credentialsUi: {