diff --git a/src/toolchain/swiftly.ts b/src/toolchain/swiftly.ts
index 1e2843cd8..8e64531e6 100644
--- a/src/toolchain/swiftly.ts
+++ b/src/toolchain/swiftly.ts
@@ -24,7 +24,9 @@ const ListResult = z.object({
     toolchains: z.array(
         z.object({
             inUse: z.boolean(),
+            installed: z.boolean(),
             isDefault: z.boolean(),
+            name: z.string(),
             version: z.discriminatedUnion("type", [
                 z.object({
                     major: z.number().optional(),
@@ -125,7 +127,8 @@ export class Swiftly {
             const response = ListResult.parse(JSON.parse(stdout));
             return response.toolchains.map(t => t.version.name);
         } catch (error) {
-            outputChannel?.appendLine(`Failed to retrieve Swiftly installations: ${error}`);
+            outputChannel?.appendLine(
+                `Failed to retrieve Swiftly installations : ${error}`);
             return [];
         }
     }
@@ -155,7 +158,7 @@ export class Swiftly {
         }
     }
 
-    private static isSupported() {
+    public static isSupported() {
         return process.platform === "linux" || process.platform === "darwin";
     }
 
@@ -242,4 +245,20 @@ export class Swiftly {
         );
         return JSON.parse(swiftlyConfigRaw);
     }
+
+    public static async isInstalled() {
+        if (!Swiftly.isSupported()) {
+            return false;
+        }
+
+        try {
+            await Swiftly.version();
+            return true;
+        } catch (error) {
+            if (error instanceof ExecFileError && "code" in error && error.code === "ENOENT") {
+                return false;
+            }
+            throw error;
+        }
+    }
 }
diff --git a/src/ui/ToolchainSelection.ts b/src/ui/ToolchainSelection.ts
index 9cff98ebb..231a41872 100644
--- a/src/ui/ToolchainSelection.ts
+++ b/src/ui/ToolchainSelection.ts
@@ -257,7 +257,7 @@ async function getQuickPickItems(
     }
     // Various actions that the user can perform (e.g. to install new toolchains)
     const actionItems: ActionItem[] = [];
-    if (process.platform === "linux" || process.platform === "darwin") {
+    if (Swiftly.isSupported() && !(await Swiftly.isInstalled())) {
         const platformName = process.platform === "linux" ? "Linux" : "macOS";
         actionItems.push({
             type: "action",
diff --git a/test/unit-tests/toolchain/swiftly.test.ts b/test/unit-tests/toolchain/swiftly.test.ts
index fa48bea81..1219c481c 100644
--- a/test/unit-tests/toolchain/swiftly.test.ts
+++ b/test/unit-tests/toolchain/swiftly.test.ts
@@ -38,7 +38,9 @@ suite("Swiftly Unit Tests", () => {
                 toolchains: [
                     {
                         inUse: true,
+                        installed: true,
                         isDefault: true,
+                        name: "swift-5.9.0-RELEASE",
                         version: {
                             major: 5,
                             minor: 9,
@@ -49,7 +51,9 @@ suite("Swiftly Unit Tests", () => {
                     },
                     {
                         inUse: false,
+                        installed: true,
                         isDefault: false,
+                        name: "swift-5.8.0-RELEASE",
                         version: {
                             major: 5,
                             minor: 8,
@@ -60,7 +64,9 @@ suite("Swiftly Unit Tests", () => {
                     },
                     {
                         inUse: false,
+                        installed: false,
                         isDefault: false,
+                        name: "swift-DEVELOPMENT-SNAPSHOT-2023-10-15-a",
                         version: {
                             major: 5,
                             minor: 10,
@@ -73,10 +79,12 @@ suite("Swiftly Unit Tests", () => {
                 ],
             };
 
-            mockUtilities.execFile.withArgs("swiftly", ["list", "--format=json"]).resolves({
-                stdout: JSON.stringify(jsonOutput),
-                stderr: "",
-            });
+            mockUtilities.execFile
+                .withArgs("swiftly", ["list", "--format=json"])
+                .resolves({
+                    stdout: JSON.stringify(jsonOutput),
+                    stderr: "",
+                });
 
             const result = await Swiftly.listAvailableToolchains();
 
@@ -102,4 +110,46 @@ suite("Swiftly Unit Tests", () => {
             expect(mockUtilities.execFile).not.have.been.called;
         });
     });
+
+    suite("isInstalled", () => {
+        test("should return false when platform is not supported", async () => {
+            mockedPlatform.setValue("win32");
+
+            const result = await Swiftly.isInstalled();
+
+            expect(result).to.be.false;
+            expect(mockUtilities.execFile).not.have.been.called;
+        });
+
+        test("should return true when swiftly is installed", async () => {
+            mockedPlatform.setValue("darwin");
+
+            mockUtilities.execFile.withArgs("swiftly", ["--version"]).resolves({
+                stdout: "1.1.0\n",
+                stderr: "",
+            });
+
+            const result = await Swiftly.isInstalled();
+
+            expect(result).to.be.true;
+            expect(mockUtilities.execFile).to.have.been.calledWith("swiftly", ["--version"]);
+        });
+
+        test("should throw error when swiftly command fails with non-ENOENT error", async () => {
+            mockedPlatform.setValue("darwin");
+
+            const otherError = new Error("Other error");
+
+            mockUtilities.execFile.withArgs("swiftly", ["--version"]).rejects(otherError);
+
+            try {
+                await Swiftly.isInstalled();
+                expect.fail("Should have thrown an error");
+            } catch (error) {
+                expect(error).to.equal(otherError);
+            }
+
+            expect(mockUtilities.execFile).to.have.been.calledWith("swiftly", ["--version"]);
+        });
+    });
 });