diff --git a/CMakeLists.txt b/CMakeLists.txt
index 8dae55e5..4dc4e631 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -3,8 +3,8 @@ cmake_minimum_required(VERSION 3.10)
 project (luv C ASM)
 
 set(LUV_VERSION_MAJOR 1)
-set(LUV_VERSION_MINOR 49)
-set(LUV_VERSION_PATCH 2)
+set(LUV_VERSION_MINOR 50)
+set(LUV_VERSION_PATCH 0)
 set(LUV_VERSION ${LUV_VERSION_MAJOR}.${LUV_VERSION_MINOR}.${LUV_VERSION_PATCH})
 
 if(NOT ${CMAKE_VERSION} VERSION_LESS "3.5.0")
diff --git a/deps/libuv b/deps/libuv
index e1095c7a..8fb9cb91 160000
--- a/deps/libuv
+++ b/deps/libuv
@@ -1 +1 @@
-Subproject commit e1095c7a4373ce00cd8874d8e820de5afb25776e
+Subproject commit 8fb9cb919489a48880680a56efecff6a7dfb4504
diff --git a/docs.md b/docs.md
index ef74a499..084fa513 100644
--- a/docs.md
+++ b/docs.md
@@ -2464,6 +2464,54 @@ completed immediately.
 
 **Returns:** `integer` or `fail`
 
+### `uv.udp_try_send2(udp, messages, flags)`
+
+> method form `udp:try_send2(messages, flags)`
+
+**Parameters:**
+- `udp`: `uv_udp_t userdata`
+- `messages`: `table`
+  - `[1, 2, 3, ..., n]` : `table`
+    - `data` : `buffer`
+    - `addr` : `table`
+      - `ip` : `string`
+      - `port` : `integer`
+- `flags`: `nil` (see below)
+- `port`: `integer`
+
+Like `uv.udp_try_send()`, but can send multiple datagrams.
+Lightweight abstraction around `sendmmsg(2)`, with a `sendmsg(2)` fallback loop
+for platforms that do not support the former.
+
+`messages` should be an array-like table, where `addr` must be specified
+if the `udp` has not already been connected via `udp_connect` (otherwise, it
+must be `nil`).
+
+`flags` is reserved for future extension and must currently be `nil` or `0` or
+`{}`.
+
+Returns the number of messages sent successfully. An error will only be returned
+if the first datagram failed to be sent.
+
+**Returns:** `integer` or `fail`
+
+```lua
+-- If client:connect() was not called
+local addr = { ip = "127.0.0.1", port = 1234 }
+client:try_send2({
+  { data = "Message 1", addr = addr },
+  { data = "Message 2", addr = addr },
+  { data = "Message 3", addr = addr },
+})
+
+-- If client:connect() was called
+client:try_send2({
+  { data = "Message 1" },
+  { data = "Message 2" },
+  { data = "Message 3" },
+})
+```
+
 ### `uv.udp_recv_start(udp, callback)`
 
 > method form `udp:recv_start(callback)`
diff --git a/src/luv.c b/src/luv.c
index cb9c1c7c..f855b74b 100644
--- a/src/luv.c
+++ b/src/luv.c
@@ -227,6 +227,9 @@ static const luaL_Reg luv_functions[] = {
   {"udp_set_ttl", luv_udp_set_ttl},
   {"udp_send", luv_udp_send},
   {"udp_try_send", luv_udp_try_send},
+#if LUV_UV_VERSION_GEQ(1, 50, 0)
+  {"udp_try_send2", luv_udp_try_send2},
+#endif
   {"udp_recv_start", luv_udp_recv_start},
   {"udp_recv_stop", luv_udp_recv_stop},
 #if LUV_UV_VERSION_GEQ(1, 27, 0)
@@ -585,6 +588,9 @@ static const luaL_Reg luv_udp_methods[] = {
   {"set_ttl", luv_udp_set_ttl},
   {"send", luv_udp_send},
   {"try_send", luv_udp_try_send},
+#if LUV_UV_VERSION_GEQ(1, 50, 0)
+  {"try_send2", luv_udp_try_send2},
+#endif
   {"recv_start", luv_udp_recv_start},
   {"recv_stop", luv_udp_recv_stop},
 #if LUV_UV_VERSION_GEQ(1, 27, 0)
diff --git a/src/udp.c b/src/udp.c
index d13372ff..bff9bfc4 100644
--- a/src/udp.c
+++ b/src/udp.c
@@ -324,6 +324,74 @@ static int luv_udp_try_send(lua_State* L) {
   return 1;
 }
 
+#if LUV_UV_VERSION_GEQ(1, 50, 0)
+static int luv_udp_try_send2(lua_State* L) {
+  uv_udp_t* handle = luv_check_udp(L, 1);
+  int err_or_num_datagrams_sent;
+  unsigned int num_msgs;
+  // to-be-allocated with the length of num_msgs
+  struct sockaddr_storage* addrs;
+  struct sockaddr** addr_ptrs;
+  unsigned int* counts;
+  uv_buf_t** bufs;
+  unsigned int flags = 0;
+
+  luaL_checktype(L, 2, LUA_TTABLE);
+  num_msgs = lua_rawlen(L, 2);
+  
+  // flags param can be nil, an integer, or a table
+  if (lua_type(L, 3) == LUA_TNUMBER || lua_isnoneornil(L, 3)) {
+    flags = (unsigned int)luaL_optinteger(L, 3, 0);
+  }
+  else if (lua_type(L, 3) == LUA_TTABLE) {
+    // this is for forwards-compatibility: if flags ever get added,
+    // we want to be able to take a table
+  }
+  else {
+    return luaL_argerror(L, 3, "expected nil, integer, or table");
+  }
+
+  addrs = malloc(sizeof(struct sockaddr_storage) * num_msgs);
+  addr_ptrs = malloc(sizeof(struct sockaddr_storage*) * num_msgs);
+  counts = malloc(sizeof(unsigned int) * num_msgs);
+  bufs = malloc(sizeof(uv_buf_t*) * num_msgs);
+  for (unsigned int i=0; i<num_msgs; i++) {
+    lua_rawgeti(L, 2, i+1);
+    int element_index = lua_gettop(L);
+    lua_getfield(L, element_index, "data");
+    size_t count;
+    bufs[i] = luv_check_bufs_noref(L, -1, &count);
+    if (count > UINT_MAX)
+      return luaL_error(L, "data at index %d contains too many bufs (max is %d)", UINT_MAX);
+    counts[i] = count;
+    lua_pop(L, 1);
+    lua_getfield(L, element_index, "addr");
+    int addr_index = lua_gettop(L);
+    if (!lua_isnoneornil(L, addr_index)) {
+      lua_getfield(L, addr_index, "ip");
+      lua_getfield(L, addr_index, "port");
+      addr_ptrs[i] = luv_check_addr(L, &addrs[i], -2, -1);
+      lua_pop(L, 4); // ip, port, addr, and current array element
+    }
+    else {
+      addr_ptrs[i] = NULL;
+      lua_pop(L, 2); // addr and current array element
+    }
+  }
+  err_or_num_datagrams_sent = uv_udp_try_send2(handle, num_msgs, bufs, counts, addr_ptrs, flags);
+  free(addrs);
+  free(addr_ptrs);
+  free(counts);
+  for (unsigned int i=0; i<num_msgs; i++)
+    free(bufs[i]);
+  free(bufs);
+
+  if (err_or_num_datagrams_sent < 0) return luv_error(L, err_or_num_datagrams_sent);
+  lua_pushinteger(L, err_or_num_datagrams_sent);
+  return 1;
+}
+#endif
+
 static void luv_udp_recv_cb(uv_udp_t* handle, ssize_t nread, const uv_buf_t* buf, const struct sockaddr* addr, unsigned flags) {
   luv_handle_t* data = (luv_handle_t*)handle->data;
   lua_State* L = data->ctx->L;
diff --git a/tests/test-udp.lua b/tests/test-udp.lua
index 6a564b38..152b534c 100644
--- a/tests/test-udp.lua
+++ b/tests/test-udp.lua
@@ -344,4 +344,78 @@ return require('lib/tap')(function (test)
       assert(sender:try_send("PING", "127.0.0.1", TEST_PORT))
     end
   end, "1.39.0")
+
+  local function udp_try_send2_test(should_connect)
+    return function(print, p, expect, uv)
+      -- If udp_connect is called on the sender, then addr cannot be specified in any messages.
+      -- Otherwise, it *must* be specified in every message.
+      local send_addr = { ip = "127.0.0.1", port = TEST_PORT }
+      local msgs_to_send = {
+        { data = "PING", addr = send_addr },
+        { data = "PING", addr = send_addr },
+        { data = "PING", addr = send_addr },
+        -- Add in a message that goes to a different address to ensure that
+        -- messages having a different address are allowed (when not connected)
+        { data = "PING", addr = { ip = "127.0.0.1", port = TEST_PORT + 1 } },
+        { data = { "P", "I", "N", "G" }, addr = send_addr },
+      }
+      local expected_msgs = #msgs_to_send
+      if not should_connect then
+        expected_msgs = expected_msgs - 1
+      end
+      -- Remove addr from the messages if we are calling udp_connect
+      if should_connect then
+        for _,v in ipairs(msgs_to_send) do
+          v.addr = nil
+        end
+      end
+
+      local recver = uv.new_udp()
+      assert(recver:bind("0.0.0.0", TEST_PORT))
+
+      local sender = uv.new_udp()
+      if should_connect then
+        assert(uv.udp_connect(sender, send_addr.ip, send_addr.port))
+      end
+
+      local msgs_recved = 0
+      local recv_cb = function(err, data, addr, flags)
+        assert(not err, err)
+        p(data, addr)
+
+        -- empty callback can happen, just return early
+        if data == nil and addr == nil then
+          return
+        end
+
+        assert(addr)
+        assert(data == "PING")
+
+        msgs_recved = msgs_recved + 1
+        if msgs_recved == expected_msgs then
+          sender:close()
+          recver:close()
+        end
+      end
+
+      assert(recver:recv_start(recv_cb))
+      while #msgs_to_send > 0 do
+        local num_sent = assert(sender:try_send2(msgs_to_send))
+        print('sent '..num_sent..' out of '..#msgs_to_send..', expecting '..expected_msgs..' to be received')
+        for _=1,num_sent do
+          table.remove(msgs_to_send, 1)
+        end
+      end
+    end
+  end
+
+  test("udp try_send2 not connected", function(print, p, expect, uv)
+    local testfn = udp_try_send2_test(false)
+    return testfn(print, p, expect, uv)
+  end, "1.50.0")
+
+  test("udp try_send2 connected", function(print, p, expect, uv)
+    local testfn = udp_try_send2_test(true)
+    return testfn(print, p, expect, uv)
+  end, "1.50.0")
 end)