Drinking Painkillers in St. John

With all this snow we’ve had I wish I was back drinking Painkillers in St. John! There’s nothing like that warm island breeze and a delicious, boozy drink!


My family and I took a trip this past November to St. Thomas to stay at the Marriott Frenchman’s Reef which is set on a huge cliff overlooking the ocean. We’re lucky enough to have good friends that have a timeshare so we all stayed together in a large suite.

From our room we could watch all of the cruise ships come into the bay in the morning to drop people off to swim and shop.

Drinking rum punch at 8 am for breakfast…that’s what was going on. I love vacation.

The pool at the hotel was unbelievable. It was perfect because the beach was literally right next to the pool so if the kids wanted to go back and forth you could still see them without having to move too much.

Which is good because I don’t move a whole lot on vacation. Because at home I’m moving all the time. Give me a beer and a beautiful beach and I’m good. No need to move at all.

But on our second day we did move – we took a day trip over to St. John and everything changed.

I have never seen a beach so amazing in my whole life. It was literally just as you would see on a postcard or in a Corona commercial.

6 hours on this beach was not even close to being enough time for me. Then once we started Drinking Painkillers in St. John…my whole vacation world changed.

The exact place we drank these Painkiller cocktails at for the first time was the Soggy Dollar Bar on Jost Van Dyke, which is actually the British Virgin Islands where we took a day trip to.


This is Trunk Bay which is where Kenny Chesney’s video “Life on a Rock” was shot. Kenny Chesney actually owns a house on St. John so most of his beach scenes are shot there.

After about 5 hours of floating in the ocean, drinking some beer and playing football with the kids we headed out for dinner. We had filet, mahi mahi with bacon pineapple salsa and some crazy good mashed potatoes that the kids ordered seconds and thirds of.

The waitress was nice enough to stop charging us after the third re-order of the mashed potato sides for the kids…we gave her a good tip!

As we were floating around the pool the next day I asked my friends if they thought they might want to head back to Trunk Bay again before we leave…because I needed more time for Drinking Painkillers in St. John.

Hands down, we all agreed. That’s when you know that you’re traveling with the right people. When you all agree on the next move.

The next day we spent at the Frenchman’s Reef pool. Infinity pools that overlook the ocean, and my favorite part, an infinity pool swim up bar.

Ask me where I was all day? The swim up bar. They were serving a local drink called a Painkiller. I’m sure you’ve all heard of Painkillers, but this is where they originated. In the Islands with all the rum. That was a good day too, but there wasn’t a bad day in this place.



The second time we went to Trunk Bay was as awesome as the first. We had stopped by a local bar called Woody’s (where they say Kenny Chesney goes to when he’s in town) to pick up some more beer and some of Kenny’s Blue Chair Bay Rum.

We needed to mix up some of those Painkillers for out last trip to the beach.

We swam, drank, played, and sat in the sun. Kids were all having a blast, as were the adults. But when that whistle blew from the lifeguards that it was time to go…man, talk about getting depressed quick.

At least we had one more round of Painkillers for the ride back!

I totally get why Kenny Chesney has a house here – if I were him I would too!


How To Make a Painkiller Cocktail

The short answer is it’s pretty easy. Just gather up your favorite rum, pineapple juice, orange juice, cream of coconut and fresh nutmeg.

I’m going to go out and say that the nutmeg has to be fresh. Don’t go yucking up this Painkiller with nutmeg from a can. When I was Drinking Painkillers in St. John you could smell the fresh nutmeg at every bar you bellied up to.


Painkiller Cocktail

  • Prep Time: 5 minutes
  • Total Time: 5 minutes
  • Yield: 1 1x
  • Category: cocktails
  • Method: shaken
  • Cuisine: American


A super tasty, easy recipe for a Painkiller cocktail that you can make at home! This drink takes me right back to my vacation on St. John.


  • 24 oz. Rum (I went with 4)
  • 4 oz. pineapple juice
  • 1 oz. cream of coconut
  • 1 oz. orange juice
  • fresh grated nutmeg


  1. Combine all ingredients except the nutmeg in a cocktail shaker.
  2. Shake well and strain into a glass with ice.
  3. Top with fresh grated nutmeg.


  • This recipe can also be multiplied and made ahead in a pitcher.


  • Serving Size: 1

Keywords: painkiller recipe, painkiller cocktail, rum drinks, cream of coconut, island cocktails

4 Responses

  1. Oh this has me longing for summer!!! I’m with you … give me a drink and a beach and there is no need to move. 🙂 These drinks are a must on the first day it hits 70 degrees this year!

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