diff --git a/.github/workflows/check.yaml b/.github/workflows/check.yaml
index 2d61621a6..71264b2f6 100644
--- a/.github/workflows/check.yaml
+++ b/.github/workflows/check.yaml
@@ -80,6 +80,7 @@ jobs:
             sudo apt-get update -y
             sudo apt-get install snapd fish csh nushell -y
           elif [ "${{ runner.os }}" = "macOS" ]; then
+            brew update
             if [[ "${{ matrix.py }}" == brew@* ]]; then
               PY=$(echo '${{ matrix.py }}' | cut -c 6-)
               brew install python@$PY || brew upgrade python@$PY
diff --git a/docs/changelog/2910.bugfix.rst b/docs/changelog/2910.bugfix.rst
new file mode 100644
index 000000000..ec994c828
--- /dev/null
+++ b/docs/changelog/2910.bugfix.rst
@@ -0,0 +1,3 @@
+Resolve Nushell activation script deprecation warnings by dynamically selecting the ``--optional`` flag for Nushell
+``get`` command on version 0.106.0 and newer, while retaining the deprecated ``-i`` flag for older versions to maintain
+compatibility. Contributed by :user:`gaborbernat`.
diff --git a/src/virtualenv/activation/nushell/activate.nu b/src/virtualenv/activation/nushell/activate.nu
index 1d7ff54f7..7f43071f7 100644
--- a/src/virtualenv/activation/nushell/activate.nu
+++ b/src/virtualenv/activation/nushell/activate.nu
@@ -1,106 +1,79 @@
-# virtualenv activation module
-# Activate with `overlay use activate.nu`
-# Deactivate with `deactivate`, as usual
+# virtualenv activation module:
+# - Activate with `overlay use activate.nu`
+# - Deactivate with `deactivate`, as usual
 #
-# To customize the overlay name, you can call `overlay use activate.nu as foo`,
-# but then simply `deactivate` won't work because it is just an alias to hide
-# the "activate" overlay. You'd need to call `overlay hide foo` manually.
+# To customize the overlay name, you can call `overlay use activate.nu as foo`, but then simply `deactivate` won't work
+# because it is just an alias to hide the "activate" overlay. You'd need to call `overlay hide foo` manually.
 
-# Warn users who accidentally 'source' it
 module warning {
-	export-env {
-		const file = path self
-		error make -u {
-			msg: $"`($file | path basename)` is meant to be used with `overlay use`, not `source`"
-		}
-	}
+    export-env {
+        const file = path self
+        error make -u {
+            msg: $"`($file | path basename)` is meant to be used with `overlay use`, not `source`"
+        }
+    }
+
 }
 
 use warning
 
 export-env {
+
+    let nu_ver = (version | get version | split row '.' | take 2 | each { into int })
+        if $nu_ver.0 == 0 and $nu_ver.1 < 106 {
+            error make {
+                msg: 'virtualenv Nushell activation requires Nushell 0.106 or greater.'
+            }
+    }
+
     def is-string [x] {
         ($x | describe) == 'string'
     }
 
     def has-env [...names] {
-        $names | each {|n|
-            $n in $env
-        } | all {|i| $i == true}
+        $names | each {|n| $n in $env } | all {|i| $i }
     }
 
-    # Emulates a `test -z`, but better as it handles e.g 'false'
     def is-env-true [name: string] {
-      if (has-env $name) {
-        # Try to parse 'true', '0', '1', and fail if not convertible
-        let parsed = (do -i { $env | get $name | into bool })
-        if ($parsed | describe) == 'bool' {
-          $parsed
+        if (has-env $name) {
+            let val = ($env | get --optional $name)
+            if ($val | describe) == 'bool' {
+                $val
+            } else {
+                not ($val | is-empty)
+            }
         } else {
-          not ($env | get -i $name | is-empty)
+            false
         }
-      } else {
-        false
-      }
     }
 
     let virtual_env = __VIRTUAL_ENV__
     let bin = __BIN_NAME__
-
-    let is_windows = ($nu.os-info.family) == 'windows'
-    let path_name = (if (has-env 'Path') {
-            'Path'
-        } else {
-            'PATH'
-        }
-    )
-
+    let path_name = if (has-env 'Path') { 'Path' } else { 'PATH' }
     let venv_path = ([$virtual_env $bin] | path join)
     let new_path = ($env | get $path_name | prepend $venv_path)
-
-    # If there is no default prompt, then use the env name instead
-    let virtual_env_prompt = (if (__VIRTUAL_PROMPT__ | is-empty) {
+    let virtual_env_prompt = if (__VIRTUAL_PROMPT__ | is-empty) {
         ($virtual_env | path basename)
     } else {
         __VIRTUAL_PROMPT__
-    })
-
-    let new_env = {
-        $path_name         : $new_path
-        VIRTUAL_ENV        : $virtual_env
-        VIRTUAL_ENV_PROMPT : $virtual_env_prompt
     }
-
-    let new_env = (if (is-env-true 'VIRTUAL_ENV_DISABLE_PROMPT') {
-      $new_env
+    let new_env = { $path_name: $new_path VIRTUAL_ENV: $virtual_env VIRTUAL_ENV_PROMPT: $virtual_env_prompt }
+    let old_prompt_command = if (has-env 'PROMPT_COMMAND') { $env.PROMPT_COMMAND } else { '' }
+    let new_env = if (is-env-true 'VIRTUAL_ENV_DISABLE_PROMPT') {
+        $new_env
     } else {
-      # Creating the new prompt for the session
-      let virtual_prefix = $'(char lparen)($virtual_env_prompt)(char rparen) '
-
-      # Back up the old prompt builder
-      let old_prompt_command = (if (has-env 'PROMPT_COMMAND') {
-              $env.PROMPT_COMMAND
-          } else {
-              ''
-        })
-
-      let new_prompt = (if (has-env 'PROMPT_COMMAND') {
-          if 'closure' in ($old_prompt_command | describe) {
-              {|| $'($virtual_prefix)(do $old_prompt_command)' }
-          } else {
-              {|| $'($virtual_prefix)($old_prompt_command)' }
-          }
-      } else {
-          {|| $'($virtual_prefix)' }
-      })
-
-      $new_env | merge {
-        PROMPT_COMMAND      : $new_prompt
-        VIRTUAL_PREFIX      : $virtual_prefix
-      }
-    })
-
-    # Environment variables that will be loaded as the virtual env
+        let virtual_prefix = $'(char lparen)($virtual_env_prompt)(char rparen) '
+        let new_prompt = if (has-env 'PROMPT_COMMAND') {
+            if ('closure' in ($old_prompt_command | describe)) {
+                {|| $'($virtual_prefix)(do $old_prompt_command)' }
+            } else {
+                {|| $'($virtual_prefix)($old_prompt_command)' }
+            }
+        } else {
+            {|| $'($virtual_prefix)' }
+        }
+        $new_env | merge { PROMPT_COMMAND: $new_prompt VIRTUAL_PREFIX: $virtual_prefix }
+    }
     load-env $new_env
 }