Emmie Blower went to Anguilla and fell in love with it so much, she’s already planning her fiftieth there…

Milestone birthdays have a way of sneaking up on us. Fairly soon I’ll be embracing my big five-oh. And while my fortieth was all about Ibiza with an extended crew of friends, a huge party, and a ‘recovery’ trip back to Spain, I can’t quite imagine repeating that level of, er, admin for the next decade marker.

These days, what calls me isn’t deep house and dancing until dawn, but something that makes me feel special. And something that will help me celebrate how far I’ve come.  This does all need to come with a side of style, and barefoot luxury.

I had my answer the moment I stepped into the lobby of Malliouhana in Anguilla. The mirrored mosaic floor flickered like liquid silver, reflecting the turquoise sea just beyond. Pastel walls, ‘70s black-and-white photography, and Moorish arches framed the Caribbean in the most effortlessly chic way. It was luxurious without being loud, exclusive without being pretentious, and I knew instantly: this is the kind of place where milestone birthdays should be marked.

Meads Bay

If you’re considering the Caribbean for a bucket-list trip, Anguilla should be top of the list. Meads Bay in Anguilla has been voted among the world’s best beaches, by USA Today and Travel + Leisure, and the entire island of Anguilla has also received numerous accolades for its pristine shores.

As soon as I set foot on Meads Bay, the sand was impossibly soft and bright white, and the glare was so strong it took a moment to adjust.  The water is glassy, aquamarine perfection, clearer than anywhere I’ve ever swum. It’s not an exaggeration to say that this beach doesn’t just top the awards lists, it alters your brain chemistry.

It sounds incredibly privileged to say but Antigua feels a little faded in comparison

Anguilla is blissfully unspoilt. There are no fast-food chains, no casinos, no cruise ships, and no noisy jet skis. The island has no heavy industry and as such, its beauty is protected. This is an island for those who want exclusive, unhurried, Caribbean paradise.

Anguilla is a little off the radar, and that’s the exact reason why A-listers have made it their go-to for years.  Oprah Winfrey, Justin Bieber, Sandra Bullock, and Robert De Niro all have homes here, and it’s not unusual to spot them at the island’s legendary Elvis’ Beach Bar. A ramshackle bar built out of an old boat, Elvis’ feels like a museum of good times and core holiday memories.

A playground for the sea-lovers

One fantasy I’ve long flirted with for my fiftieth is chartering a yacht. Anguilla, with its calm bays and impossibly blue water, is the perfect place for this. Watching glamorous couples being whisked away from Crocus Bay to their catamaran reminded me that this is indeed a millionaire’s playground, and that’s really what I should be aspiring to for my glam half-century.

Anguilla is already on the radar for serious yachters, and with a new marina and upgraded airport terminal underway – funded, interestingly enough, by revenue from its highly sought-after .ai internet domain – this slice of paradise will become even more accessible from 2026.

By luck or design the ai domain that’s native to Anguilla has generated millions for the island as artificial intelligence companies have paid to own the domains.  Forward thinking or sheer good luck? Who knows. But the island has now got a major income stream and they are spending it wisely on improving the accessibility.

A feast from the sea

For me, milestone celebrations must involve food, and seafood is my true passion. Anguilla does not disappoint. Imagine lobster so big that you don’t need sides, crayfish grilled over charcoal until the shell blackens and the flesh inside becomes smoky-sweet, and red snapper served fresh from the boat. Many of the island’s chefs are Michelin-trained, having traded the intensity of yacht kitchens for island life. Which means the standard of dining is consistently extraordinary.

At Mango’s Seafood Restaurant you can find giant, beautifully seasoned lobster portions. For something more refined, Sand Bar is a chic spot for small plates with international flair, cocktails, and live music at sunset.  It is fair to say I did not have one bad meal on the island which is another box ticked for my celebrations.

Where to stay

The island is small but packed with extraordinary places to stay. Malliouhana remains an icon, with its contemporary Caribbean chic. Zemi Beach House on Shoal Bay East combines modern design with a Thai-style spa housed in a centuries-old sugar mill, perfect for slow, indulgent days. For a more boutique feel, Frangipani Beach Resort offers just 19 rooms, making it feel like you’ve been invited into someone’s elegant island home.

Getting there

From the UK, the most straightforward route is via St Maarten, with British Airways and Virgin Atlantic offering direct flights from London to Princess Juliana International Airport. From there, it’s a 25-minute ferry or short charter flight to Anguilla. Alternatively, fly direct to Antigua and connect via a short regional hop. The journey might be slightly longer than to other Caribbean islands, but trust me, it’s worth every mile.

Does Anguilla make the cut?

For my fiftieth birthday celebrations, I want world class beaches. I want to eat lobster until I can’t move. I want to jump off boats into turquoise waters and I want to feel both grown-up yet relaxed.

Ibiza was perfect for my fortieth. But Anguilla with its stunning hotels, jaw dropping views, friendly locals and exclusive energy I think has made it high on the list for the big five-oh.

FACT BOX

Anguilla Tourist Board

For more information on Anguilla, please visit www.ivisitanguilla.com.

Zemi Beach House

Prices to stay at Zemi Beach House start from US$600 per room, per night, plus taxes, service charge and a reef recovery fee at an additional 27%.

• At the Thai House Spa, the price of the ‘5 Elements Massage’ is $170, plus taxes & service, for 50 minutes and $240, plus taxes & service, for 80 minutes.
• The price of the lobster BBQ evening is $75, plus taxes & service, per person.

Frangipani Beach Resort

www.frangipaniresort.com

Prices to stay at Frangipani Beach Resort start from US$385 per night for single or double occupancy, plus tax and service at an additional 23%.

• The price for the FrangiCat II trip is $100 per person for a full day. Rum punch, beer, wine, sodas, water, towels, snorkel gear, music, stories, dancing are all included! FrangiCat II makes a lunch stop at one of the island’s beach restaurants, which the guest covers.

Trans Anguilla Airways

www.transanguilla.com

Trans Anguilla Airways provides scheduled flights between Antigua (ANU) and Anguilla (AXA), among other routes. The flight costs for ANU – AXA range from US$400 – $550 per person, for a return journey.

How to get to Anguilla

From the UK, you can fly from UK regional airports first to Paris or Amsterdam, and then connect to a flight to the neighbouring island of St Maarten’s Princess Juliana International Airport. From St Maarten, it’s a 25-minute ferry or short charter flight to Anguilla.

Alternatively, fly direct to Antigua with British Airways or Virgin Atlantic and reach Anguilla via a short regional flight. The journey might be slightly longer than to other Caribbean islands, but trust me, it’s worth every mile.

Restaurants/bars:

• Madeariman: madeariman.restaurant
• Rendezvous by Tasty’s Beach Club: instagram.com/rendezvoustastysbeachclub
• Blanchards Beach Shack: https://blanchardsrestaurant.com/blanchards-beach-shack-anguilla-restaurants
• Mango’s Seaside Grill: https://mangosseasidegrill.com
• Da’Vida Beach Club: https://davidabeachclub.com
• SandBar: https://sandbar-anguilla.com
• Elvis’ Beach Bar: elvisbeachbar.com