diff --git a/.github/workflows/test-integrations-web-1.yml b/.github/workflows/test-integrations-web-1.yml
index 9b3a2f06ec..e243ceb69a 100644
--- a/.github/workflows/test-integrations-web-1.yml
+++ b/.github/workflows/test-integrations-web-1.yml
@@ -115,7 +115,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        python-version: ["3.6","3.7","3.8","3.9","3.10","3.11","3.12"]
+        python-version: ["3.6","3.7","3.8","3.9","3.10","3.11","3.12","3.13"]
         # python3.6 reached EOL and is no longer being supported on
         # new versions of hosted runners on Github Actions
         # ubuntu-20.04 is the last version that supported python3.6
diff --git a/scripts/populate_tox/config.py b/scripts/populate_tox/config.py
index df99681e77..8982a8c53a 100644
--- a/scripts/populate_tox/config.py
+++ b/scripts/populate_tox/config.py
@@ -16,6 +16,13 @@
     "clickhouse_driver": {
         "package": "clickhouse-driver",
     },
+    "flask": {
+        "package": "flask",
+        "deps": {
+            "*": ["flask-login", "werkzeug"],
+            "<2.0": ["werkzeug<2.1.0", "markupsafe<2.1.0"],
+        },
+    },
     "gql": {
         "package": "gql[all]",
     },
@@ -47,6 +54,22 @@
     "sqlalchemy": {
         "package": "sqlalchemy",
     },
+    "starlette": {
+        "package": "starlette",
+        "deps": {
+            "*": [
+                "pytest-asyncio",
+                "python-multipart",
+                "requests",
+                "anyio<4.0.0",
+                "jinja2",
+                "httpx",
+            ],
+            "<0.37": ["httpx<0.28.0"],
+            "<0.15": ["jinja2<3.1"],
+            "py3.6": ["aiocontextvars"],
+        },
+    },
     "statsig": {
         "package": "statsig",
         "deps": {
diff --git a/scripts/populate_tox/populate_tox.py b/scripts/populate_tox/populate_tox.py
index 09c31923e6..01e5a7c463 100644
--- a/scripts/populate_tox/populate_tox.py
+++ b/scripts/populate_tox/populate_tox.py
@@ -68,7 +68,6 @@
     "dramatiq",
     "falcon",
     "fastapi",
-    "flask",
     "gcp",
     "grpc",
     "httpx",
@@ -88,7 +87,6 @@
     "rq",
     "sanic",
     "spark",
-    "starlette",
     "starlite",
     "tornado",
 }
diff --git a/scripts/populate_tox/tox.jinja b/scripts/populate_tox/tox.jinja
index a7a7ff2615..70c570ba25 100644
--- a/scripts/populate_tox/tox.jinja
+++ b/scripts/populate_tox/tox.jinja
@@ -123,12 +123,6 @@ envlist =
     {py3.7,py3.10}-fastapi-v{0.79}
     {py3.8,py3.12,py3.13}-fastapi-latest
 
-    # Flask
-    {py3.6,py3.8}-flask-v{1}
-    {py3.8,py3.11,py3.12}-flask-v{2}
-    {py3.10,py3.11,py3.12}-flask-v{3}
-    {py3.10,py3.12,py3.13}-flask-latest
-
     # GCP
     {py3.7}-gcp
 
@@ -222,12 +216,6 @@ envlist =
     {py3.8,py3.10,py3.11}-spark-v{3.1,3.3,3.5}
     {py3.8,py3.10,py3.11,py3.12}-spark-latest
 
-    # Starlette
-    {py3.7,py3.10}-starlette-v{0.19}
-    {py3.7,py3.11}-starlette-v{0.24,0.28}
-    {py3.8,py3.11,py3.12}-starlette-v{0.32,0.36,0.40}
-    {py3.8,py3.12,py3.13}-starlette-latest
-
     # Starlite
     {py3.8,py3.11}-starlite-v{1.48,1.51}
     # 1.51.14 is the last starlite version; the project continues as litestar
@@ -410,16 +398,6 @@ deps =
     fastapi-v{0.79}: fastapi~=0.79.0
     fastapi-latest: fastapi
 
-    # Flask
-    flask: flask-login
-    flask-v{1,2.0}: Werkzeug<2.1.0
-    flask-v{1,2.0}: markupsafe<2.1.0
-    flask-v{3}: Werkzeug
-    flask-v1: Flask~=1.0
-    flask-v2: Flask~=2.0
-    flask-v3: Flask~=3.0
-    flask-latest: Flask
-
     # gRPC
     grpc: protobuf
     grpc: mypy-protobuf
@@ -581,24 +559,6 @@ deps =
     spark-v4.0: pyspark==4.0.0.dev2
     spark-latest: pyspark
 
-    # Starlette
-    starlette: pytest-asyncio
-    starlette: python-multipart
-    starlette: requests
-    # (this is a dependency of httpx)
-    starlette: anyio<4.0.0
-    starlette: jinja2
-    starlette-v{0.19,0.24,0.28,0.32,0.36}: httpx<0.28.0
-    starlette-v0.40: httpx
-    starlette-latest: httpx
-    starlette-v0.19: starlette~=0.19.0
-    starlette-v0.24: starlette~=0.24.0
-    starlette-v0.28: starlette~=0.28.0
-    starlette-v0.32: starlette~=0.32.0
-    starlette-v0.36: starlette~=0.36.0
-    starlette-v0.40: starlette~=0.40.0
-    starlette-latest: starlette
-
     # Starlite
     starlite: pytest-asyncio
     starlite: python-multipart
diff --git a/sentry_sdk/integrations/__init__.py b/sentry_sdk/integrations/__init__.py
index d803a0b169..9bff264752 100644
--- a/sentry_sdk/integrations/__init__.py
+++ b/sentry_sdk/integrations/__init__.py
@@ -135,7 +135,7 @@ def iter_default_integrations(with_auto_enabling_integrations):
     "dramatiq": (1, 9),
     "falcon": (1, 4),
     "fastapi": (0, 79, 0),
-    "flask": (0, 10),
+    "flask": (1, 1, 4),
     "gql": (3, 4, 1),
     "graphene": (3, 3),
     "grpc": (1, 32, 0),  # grpcio
@@ -151,6 +151,7 @@ def iter_default_integrations(with_auto_enabling_integrations):
     "rq": (0, 6),
     "sanic": (0, 8),
     "sqlalchemy": (1, 2),
+    "starlette": (0, 16),
     "starlite": (1, 48),
     "statsig": (0, 55, 3),
     "strawberry": (0, 209, 5),
diff --git a/tox.ini b/tox.ini
index 0487b3c595..73085eb243 100644
--- a/tox.ini
+++ b/tox.ini
@@ -123,12 +123,6 @@ envlist =
     {py3.7,py3.10}-fastapi-v{0.79}
     {py3.8,py3.12,py3.13}-fastapi-latest
 
-    # Flask
-    {py3.6,py3.8}-flask-v{1}
-    {py3.8,py3.11,py3.12}-flask-v{2}
-    {py3.10,py3.11,py3.12}-flask-v{3}
-    {py3.10,py3.12,py3.13}-flask-latest
-
     # GCP
     {py3.7}-gcp
 
@@ -222,12 +216,6 @@ envlist =
     {py3.8,py3.10,py3.11}-spark-v{3.1,3.3,3.5}
     {py3.8,py3.10,py3.11,py3.12}-spark-latest
 
-    # Starlette
-    {py3.7,py3.10}-starlette-v{0.19}
-    {py3.7,py3.11}-starlette-v{0.24,0.28}
-    {py3.8,py3.11,py3.12}-starlette-v{0.32,0.36,0.40}
-    {py3.8,py3.12,py3.13}-starlette-latest
-
     # Starlite
     {py3.8,py3.11}-starlite-v{1.48,1.51}
     # 1.51.14 is the last starlite version; the project continues as litestar
@@ -288,7 +276,19 @@ envlist =
     {py3.8,py3.10,py3.11}-strawberry-v0.209.8
     {py3.8,py3.11,py3.12}-strawberry-v0.226.2
     {py3.8,py3.11,py3.12}-strawberry-v0.243.1
-    {py3.9,py3.12,py3.13}-strawberry-v0.260.1
+    {py3.9,py3.12,py3.13}-strawberry-v0.260.2
+
+
+    # ~~~ Web 1 ~~~
+    {py3.6,py3.7,py3.8}-flask-v1.1.4
+    {py3.8,py3.12,py3.13}-flask-v2.3.3
+    {py3.8,py3.12,py3.13}-flask-v3.0.3
+    {py3.9,py3.12,py3.13}-flask-v3.1.0
+
+    {py3.6,py3.9,py3.10}-starlette-v0.16.0
+    {py3.7,py3.10,py3.11}-starlette-v0.26.1
+    {py3.8,py3.11,py3.12}-starlette-v0.36.3
+    {py3.9,py3.12,py3.13}-starlette-v0.45.3
 
 
     # ~~~ Misc ~~~
@@ -463,16 +463,6 @@ deps =
     fastapi-v{0.79}: fastapi~=0.79.0
     fastapi-latest: fastapi
 
-    # Flask
-    flask: flask-login
-    flask-v{1,2.0}: Werkzeug<2.1.0
-    flask-v{1,2.0}: markupsafe<2.1.0
-    flask-v{3}: Werkzeug
-    flask-v1: Flask~=1.0
-    flask-v2: Flask~=2.0
-    flask-v3: Flask~=3.0
-    flask-latest: Flask
-
     # gRPC
     grpc: protobuf
     grpc: mypy-protobuf
@@ -634,24 +624,6 @@ deps =
     spark-v4.0: pyspark==4.0.0.dev2
     spark-latest: pyspark
 
-    # Starlette
-    starlette: pytest-asyncio
-    starlette: python-multipart
-    starlette: requests
-    # (this is a dependency of httpx)
-    starlette: anyio<4.0.0
-    starlette: jinja2
-    starlette-v{0.19,0.24,0.28,0.32,0.36}: httpx<0.28.0
-    starlette-v0.40: httpx
-    starlette-latest: httpx
-    starlette-v0.19: starlette~=0.19.0
-    starlette-v0.24: starlette~=0.24.0
-    starlette-v0.28: starlette~=0.28.0
-    starlette-v0.32: starlette~=0.32.0
-    starlette-v0.36: starlette~=0.36.0
-    starlette-v0.40: starlette~=0.40.0
-    starlette-latest: starlette
-
     # Starlite
     starlite: pytest-asyncio
     starlite: python-multipart
@@ -731,10 +703,36 @@ deps =
     strawberry-v0.209.8: strawberry-graphql[fastapi,flask]==0.209.8
     strawberry-v0.226.2: strawberry-graphql[fastapi,flask]==0.226.2
     strawberry-v0.243.1: strawberry-graphql[fastapi,flask]==0.243.1
-    strawberry-v0.260.1: strawberry-graphql[fastapi,flask]==0.260.1
+    strawberry-v0.260.2: strawberry-graphql[fastapi,flask]==0.260.2
     strawberry: httpx
 
 
+    # ~~~ Web 1 ~~~
+    flask-v1.1.4: flask==1.1.4
+    flask-v2.3.3: flask==2.3.3
+    flask-v3.0.3: flask==3.0.3
+    flask-v3.1.0: flask==3.1.0
+    flask: flask-login
+    flask: werkzeug
+    flask-v1.1.4: werkzeug<2.1.0
+    flask-v1.1.4: markupsafe<2.1.0
+
+    starlette-v0.16.0: starlette==0.16.0
+    starlette-v0.26.1: starlette==0.26.1
+    starlette-v0.36.3: starlette==0.36.3
+    starlette-v0.45.3: starlette==0.45.3
+    starlette: pytest-asyncio
+    starlette: python-multipart
+    starlette: requests
+    starlette: anyio<4.0.0
+    starlette: jinja2
+    starlette: httpx
+    starlette-v0.16.0: httpx<0.28.0
+    starlette-v0.26.1: httpx<0.28.0
+    starlette-v0.36.3: httpx<0.28.0
+    py3.6-starlette: aiocontextvars
+
+
     # ~~~ Misc ~~~
     loguru-v0.7.3: loguru==0.7.3