News & Reviews Caribbean & Mexico Caribbean Trip 2023

It’s finally happening.  No, I’m not referring to Cocaine Bear winning an Oscar; I, of course, mean my newsworthy, headline tour to the Caribbean.

Every time I’ve been prepared to come to this part of the world, I’m inundated with glorious reviews from friends like “it’s beautiful, but everything else sucks”.  I’m paraphrasing, of course – there’s always more swearing.  Yet seeing that 70% of traffic to this site and over 90% of Dorsia clients are American, I figured I’d help y’all out and tell you how much they suck in my own words.  Although seeing how expensive everything is, I’m hoping all prior feedback is some elaborate hoax as punishment for all that colonialism my forefathers did, and it’s, in fact, even better than you’ve all been telling me.  I’m sure it’ll be just as good as the Maldives…

So next week, we fly out to Antigua to try Jumby Bay, part of the Oetker Collection, followed by Richard Branson’s private islands, Moskito Island and Necker Island, part of the Virgin Limited Edition.  Finally, we’ll go to Little Dix Bay, part of Rosewood.  I would have loved to have thrown in some additional properties, like Amanyara, Amanera and Cap Juluca, but alas, my funds are not unlimited.  Especially after I invested my life savings into some NFTs of monkeys – it seemed impossible to fail.  Next, they’ll be telling me it’s not safe to put my money in Silicon Valley banks.

There’s good coverage on Jumby Bay and Little Dix Bay already, so my real interest, and our longest stays, are at Moskito Island and Necker Island.  The latter looks like it could be one of the most impressive properties I’ve ever stayed in.  There are only four villas on the island, each totally unique and capable of hosting between 18 to 22 guests.  I invited all my friends, which translates into us travelling by ourselves.  My children are loud, so hopefully, their shrieks fill the empty spaces.  After only changing my mind three times, I settled on the Branson Estate for our villa because it has a private beach, and I’m sure once this article goes live, the papperazzi will be swarming around the island.

I’m really not sure what I’ve set myself up for with Necker Island, as the notorious party atmosphere was not the place for me pre-kids and certainly isn’t now, where I will kill anything that makes a noise after 7 pm and might ruin my night by waking a child.  But they do have a kid’s menu, which makes them more prepared for kids than Cheval Blanc Courchevel.  And they do have lemurs.  How bad can it be?

This is also the first trip our eldest daughter has to sit in her own seat, as she turned two a few months ago.  A part of me is terrified about how she’s going to handle this, whereas another part gets a kick from knowing how much everyone else in first class is going to be annoyed by it.  I think it’s more like a 25/75 split.  With a nine-hour flight to look forward to, it’s not a coincidence that this is the first trip we’ve hired a nanny to be with us for the majority of it.

As always, reviews will be coming, Instagram will be regularly updated and you can contact me with any questions.

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Tom Cahalan

Written by Tom Cahalan on 12th Mar '23

Dorsia Travel’s co-founder Tom Cahalan’s take on travel is reliably candid. Here’s his take on what’s good, bad, and luxurious.

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