Babymoon Guide to the Island of Anguilla

The DL: Anguilla is a hidden gem in the Caribbean, not only offering pristine beaches, high end resorts, and a laid-back beach vibes but is the perfect spot for a weekend getaway, anniversary, or babymoon.

Insider Tips About Anguilla:

Flights to the actual island are very limited, most flights go into the neighboring island of Saint Martin and then take a ferry to the island. New direct flights just came in 2026 out of Newark (Bermudair)- this is the best option if you can get directly to Anguilla.
Its pretty much only high end hotels on the island or locals, not much in between
You should have a car if you want to go off property really at all and explore, they are cheap and its nice if you want to explore other beaches and resorts. Unless you plan on never leaving the resort you will want one. Cabs are limited, there is no uber.
Make sure you have a way to get from the airport to the resort/air bnb if they do not provide.
Bring cash, if you need to taxi you will need cash and for tips around the island!
The main thing to do here besides the top rated beaches is to resort hop, and it is encouraged which makes it fun.
The entry customs line via SXM is very long, and I mean very long. I dont know if it was because the time of day or construction but it was long. We were able to skip the line because I was pregnant but it would have taken forever.
Sunset is a big deal in Anguilla so plan to see the sunset each night
Best Time to Visit: The dry season (December-April) offers the best weather and more is open

How to Get to Anguilla

We flew into SXM since we had a direct from NYC, if you can fly to Anguilla that is ideal as mentioned above. We used Funtime charters and highly recommend, they pick you up from the airport, take a small more private boat to the ferry terminal so its a direct route.

Where to Stay

$$$ – Four Seasons or Cap Juluca
$$ – Frangipani
$ – Turtle Creek or Airbnb but would skip and splurge for a nicer spot with amenities

Day 1:

Land + Ferry to Anguilla (build in enough time if flight is delayed or take public ferry if you are concerned)
Pick up rental car at blowing rock ferry or have hotel arrange a drive and then check into hotel
Grab late lunch at hotel or on the way in, other options:
- Elodia’s Beach Bar or Sharky’s, where you can dive into some fresh seafood like grilled fish or conch fritters.
- We ate at Jacala a little beachside spot
Hit the beach at your hotel!
or Shoal Bay East, one of the best beaches in the world.
Grab Drinks at your hotel or
we liked:
- Malliouhana: https://malliouhana.com/bar-soleil/beverages/ or https://malliouhana.com/dine/leons-at-meads-bay/book
- Quintessence Hotel for frose and local feel***
Dinner – Blanchards (get a resy) – and you must get the cracked coconut dessert!
Post Dinner Drinks: The Dune Preserve or Elivs beach beach
*They are not really known for night life here so perfect for a babymoon if you want to crash after

Day 2:

Start the day with breakfast at the hotel or one of my favorites Malliouhana
Lounge by the pool or arrange a boat trip
Grab lunch at Blanchards Beach Shack (mahi blt _ cracked coconut dessert)
Afternoon – beach and nap of course!
- spend the afternoon by the beach at Meads Bay, a quieter, more secluded beach that feels like your private oasis
Happy hour – Zemi Beach House, sunset
Dinner – if its dark and you don’t need a view, some of our friends who lived in Anguilla loved picante for mexican. We did veya for the lobster, it felt very local and you eat in a treehouse situation in the middle of a field so felt kind of random.

Day 3: Four Seasons Day

Morning – Beach + pool
Lunch – Four seasons half shell beach bar – I loved this place!
Spend the afternoon enjoying a spa treatment. The Spa at Four Seasons was my favorite and offers incredible ocean view massages, an infiniti pool just for spa guests, and a range of treatments
Dinner: Four seasons sushi bar at sunset – plenty of options for pregos

Day 4:

Slow morning by the water
11- Lunch: Uchu – iconic spot overlooking Maunday’s Bay at Cap Juluca
Afternoon – Shoal Bay Beach (30 min drive)
Sunset Dinner at Straw Hat – get a resy
Night life – Da vida live music, Savi beach club we did for live music one night and near straw hat, Dj Leon’s

Day 5: Head back home!