Can the Kraken drag a ship?

I instinctively think "yes". Right? I mean... it's the Kraken! It's gargantuan. It's got a 30 strength. It's the undisputed master of the oceans. Right? So of course it should be able to drag your sailing ship through the water like a kid pulling a toboggan through the snow. Right? 

But the RAW math doesn't seem to agree. Granted, I'm definitely a Rule of Cool > RAW kinda guy. But it's late and I'm all hopped up on the Dr. Pepper, so this is bothering me.

Drag weight is Strength score x 30. The Kraken has a strength of 30, so 30 x 30 is 900. But that's for a medium creature. So throw in a x2, and another x2, and another x2 because the Kraken is gargantuan. We're still only at 7,200 pounds. (That's 3,266 kg for the other 192 silly goose countries in the world). A sailing ship in D&D weighs 300,000 pounds. So we're a bit short.

But it just FEELS right that it should be able to do it. So can somebody please offer up some D&D math that'll iron out this conundrum? I must be missing something here.   Thanks in advance! 

Remember, that’s just for what you’re able to carry consistently. If you’re unable to say, lift a large boulder as a barbarian purely by weight, the dm may allow you to make a strength check to lift it for a moment. Also the rules are there for the players and are extremely general. Mythologically, Rocs are famous for being able to lift entire elephants up into the air, but elephants can weigh up to 14,000 pounds, but Rocs can only lift up to 6,720 pounds, this is where you ignore the rules completely for the sake of making the game more fun.

Mostly, the carrying rules were written for normal-sized humanoids. I expect they get equally weird when scaled in the other direction, too.

The size categories are similarly written for normal scales. Gargantuan and tiny are the catch-all categories of "really quite big/small". Any mechanic that scales on size is going to break down when it includes both brontosauruses and krakens.

You could use the grapple rules and just kind of ignore the weight. Both are gargantuan, so one can grapple the other and move at 1/2 speed.

The dragging weight limit is also for dragging across land, while pulling something buoyant across water is easier.  A person can push or pull a floating object across water, that they wouldn't be able to push/drag across dry ground due to it being too heavy.  D&D has no rules to account for this that I'm aware of, though.

If you want the math, you will probably not find it.  So  Rule of Cool > RAW is your method to justifying it to work.

This is one of those situations where, because only the GM is going to ever be the one trying to do it, they can absolutely go ahead and let it happen even if it's not technically accurate to the rules because it's cinematic.