Anguilla consistently ranks among the Caribbean's most romantic destinations — and for good reason. The island is small, quiet, and deliberately unhurried. There are no cruise ship crowds, no casinos, no all-inclusive mega-resorts. What you get instead are 33 beaches, world-class restaurants, a handful of genuinely exceptional luxury resorts, and an atmosphere that feels designed for couples who want to be left alone in beautiful surroundings.
This guide covers everything you need to plan an Anguilla honeymoon: where to stay, which beaches to prioritise, where to eat, how to reach the island, and how to move around once you are there — including why most honeymooners book a private chauffeur rather than dealing with taxis at every turn.
Why Couples Choose Anguilla for a Honeymoon
Most Caribbean islands have been developed in ways that prioritise volume — large resorts, busy beaches, crowded bars. Anguilla took a different path. Development on the island has been intentionally limited, which means the beaches remain uncrowded, the pace is slow, and the overall atmosphere is one of quiet luxury rather than tourist activity.
A few things that set Anguilla apart for a honeymoon specifically:
- — No cruise ships: Anguilla does not have a cruise ship port. The beaches are never flooded with day-trippers. Shoal Bay on a Tuesday morning feels genuinely private.
- — Exceptional food: The island punches well above its size for restaurants. From barefoot beach shacks to Michelin-level dining, Anguilla's food scene is one of the best in the Caribbean.
- — World-class resorts: Four Seasons, Cap Juluca, Malliouhana, and Zemi Beach House are among the finest properties in the region — not just the Caribbean.
- — Privacy at the villa level: Many couples choose a private villa over a resort. Anguilla has an excellent villa rental market and the infrastructure (private drivers, concierge services) to support it.
- — Close to St Maarten: Easy access via a 20-minute ferry or private boat from St Maarten's Princess Juliana Airport makes arrival simple — you can fly in almost anywhere and connect.
Best Resorts for a Honeymoon in Anguilla
These five properties are consistently the top choices for honeymooners — each offers something distinct depending on what kind of trip you want.
Four Seasons Resort Anguilla
Best for all-round luxuryBarnes Bay
The Four Seasons opened in 2016 and immediately became the island's benchmark for full-service luxury. Overwater villas, multiple pools, three restaurants, and a spa that handles honeymoon packages. If you want everything taken care of without leaving the property, this is it.
Cap Juluca (A Belmond Hotel)
Best for romance and atmosphereMaunday's Bay
Cap Juluca's whitewashed Moorish architecture against Maunday's Bay is one of the most photographed scenes in the Caribbean. The beach is exceptional and the property has a timeless, cinematic quality that suits a honeymoon perfectly.
Malliouhana (An Auberge Resort)
Best for secluded eleganceMeads Bay
Perched on a cliff above Meads Bay, Malliouhana has a French-influenced sophistication and an intimacy that the larger resorts can't match. The cliffside pool with Caribbean views is genuinely extraordinary.
Zemi Beach House
Best for beach loversShoal Bay East
Positioned right on Shoal Bay East — widely considered the most beautiful beach in Anguilla — Zemi is relaxed, stylish, and designed around beach time. Perfect for couples who want powder-white sand and turquoise water outside their door.
CuisinArt Golf Resort & Spa
Best for active couplesRendezvous Bay
Set on the wide stretch of Rendezvous Bay with views across to St Maarten, CuisinArt has a full 18-hole golf course, a Venus Spa, multiple pools, and an extensive beach. The hydroponic farm on-site supplies the resort's restaurants — a detail that makes the food exceptional.
The Most Romantic Beaches in Anguilla
Anguilla has 33 beaches, and most are uncrowded enough to feel private. These are the ones that honeymooners come back and talk about.
Shoal Bay East
The classic postcard beach. Two miles of white sand and water so clear it almost looks artificial. Go early morning before it fills (it never truly fills — just fills relative to its usual emptiness). There are a few beach bars and shack restaurants at the end: Gwen's, Uncle Ernie's.
Meads Bay
The most resort-lined beach on the island, which also means the most consistently calm water, well-maintained sand, and restaurant access. Blanchards Beach Shack and Straw Hat are here. Sunset from Meads Bay is exceptional.
Rendezvous Bay
Long, wide, and quiet — with an unobstructed view across to St Maarten on the horizon. Less visited than Shoal Bay, which means more privacy. The eastern end near the salt pond is especially still.
Little Bay
Accessible only by boat or by rope down a cliff face. The boat approach is the better option. Completely undeveloped, with dramatic cliffs and water that changes colour from turquoise to deep blue. Worth the effort — it is the beach most couples cite when asked which one surprised them most.
Sandy Island
A tiny sand spit island offshore from Sandy Ground, surrounded by a shallow lagoon. Reachable by short boat charter. There is a single beach bar and shade from a few palms. You can have the place almost to yourselves if you go at off-peak hours.
Romantic Dining in Anguilla
Anguilla's restaurant scene is the island's most underappreciated feature. For a destination this small and this quiet, the quality and range of restaurants is remarkable — a product of decades of hosting high-end guests who expect serious food.
A few standouts for a honeymoon dinner:
For evenings out, having a private driver changes the experience significantly. You pick the restaurant, set a time, and your driver collects you from your villa and brings you back when dinner is finished. No taxis to chase, no cutting the night short. It is the way most returning visitors handle evenings in Anguilla.
Private Boat Charters for Couples
A private boat day is one of the things that makes an Anguilla honeymoon different from anywhere else in the Caribbean. The surrounding waters are calm, clear, and home to a handful of offshore cays and reefs that are only accessible by boat.
The two most popular destinations for a private charter:
Sandy Island
A 15-minute boat ride from Sandy Ground brings you to a small sand island ringed by shallow turquoise water. Snorkel, swim, or simply sit under a palm. There is a small bar that serves rum punch and lobster. Completely removed from everything on the main island.
Prickly Pear Cay
Further offshore and even quieter than Sandy Island. Two small islets connected by a sandbar at low tide, with excellent snorkelling on the reef. The water colour here is particularly striking.
Island Life Luxury Transfers offers private captained boat charters from $1,800 for the full day. Shared group trips to Sandy Island start from $200 per person if you prefer a more social option. View boat charter options →
Getting Around Anguilla on Your Honeymoon
Anguilla has no public transport and no rideshare apps. Getting around means either hiring a taxi from the rank, renting a car, or booking a private driver. For a honeymoon, the private driver option is by far the most seamless.
Here is how most honeymooners structure transport:
| Journey | How It Works |
|---|---|
| Arriving via ferry from St Maarten | Driver meets you at Blowing Point Ferry Terminal and transfers you directly to your resort or villa |
| Arriving via Clayton J Lloyd Airport | Meet-and-greet arrival transfer with live flight tracking — driver is there as you exit arrivals |
| Evenings out at restaurants | Driver collects you from your villa, waits at the restaurant, brings you home when ready |
| Day trip across the island | Private driver for the full day — beaches, lunch, shopping, back to villa |
| Boat charter day | Driver takes you to the marina, you board your charter; driver collects you on return |
| Departure transfer | Private transfer to the ferry terminal or airport, timed to your departure |
The biggest difference with a private chauffeur on a honeymoon is not the individual transfers — it is having a driver you can WhatsApp directly throughout your stay. Need a last-minute beach run at 7am? Want to extend dinner and need a later pickup? The flexibility that comes from having one trusted contact for all your transport removes the one source of daily friction that can quietly chip away at a holiday.
Island Life Luxury Transfers
Private Transfers & Concierge for Your Anguilla Honeymoon
Island Life Luxury Transfers handles everything from your ferry arrival at Blowing Point to your final departure transfer — and everything in between. Airport pickups, evening dining runs, private boat charter days, and WhatsApp concierge support throughout your stay.
Book before you travel so your transport is confirmed and your driver knows your itinerary from day one.
Best Time to Visit Anguilla for a Honeymoon
Anguilla sits below the main Atlantic hurricane belt but can still be affected between June and November. The safest and most reliable window for a Caribbean honeymoon is December through April — dry season, reliably calm seas, and near-perfect weather. This is also peak season, so rates at the top resorts are highest and availability fills early.
May and early June offer a useful middle ground — prices drop, the island quietens significantly, and the weather is still predominantly good. Late November is similar. The island is noticeably more peaceful outside the December–April window, which suits couples who want privacy over amenity availability.
If budget is a consideration, May or late November gives you a genuinely excellent honeymoon at significantly reduced rates — the beaches and water are the same; the resort pools are quieter.
Planning Your Trip
Anguilla does not need much to be extraordinary — the island does most of the work. What makes the difference between a good honeymoon and an exceptional one is usually the details: the right resort for what you actually want, a boat day you booked before it sold out, and transport that never makes you wait or plan around it.
Book your transfers and any boat charters early, especially for peak season travel. Message us on WhatsApp if you want recommendations or want to talk through a full itinerary before you arrive — we handle transport for dozens of couples each season and know what tends to work.