Dining in Anguilla

Dining: A Week in Anguilla

As of today, there are two weeks until my parents set foot in Anguilla. They’ll be in town for nine days in total and will be getting to experience parts of Anguilla that they didn’t see when they were in town for our wedding. Now, without having 120 of our closest friends and family, we’re able to plan a loose itinerary of things to do, places to eat and must-have experiences while they’re on the island. Here’s what we’ve set up for them for their time in Anguilla. Hopefully this will help serve as a guide for others making their way to the island. My parents appreciate the occasional fine dining experience but aren’t ones to splurge nightly. The restaurants and experiences we’ve chosen take budget into consideration and mix a few high-end splurges with lots of mid-priced buys.


After a long flight from California, I expect my parents to be a bit jet lagged when they arrive. We’ll be prepping dinner at home while they get settled in. If they have more energy than I expect (crossing my fingers), we’ll head down to the Pumphouse to get them fully indoctrinated during night one.

TIP: Cooking in during your time in Anguilla? Best Buy, the newest and largest grocery store on the West End, will get you stocked up with most of your cooking needs. Head to Les Grand Vin de France to stock up on affordable wine.


Dolce Vita, ANguilla

Friday’s traditionally our day off though we aren’t religious about making it a free day. With my parents in town, I’ll be taking the day to get out and explore with them. Part of my excitement for my parents’ visits is the fact that we’ll be celebrating my mom’s birthday (the big 6-0, but don’t tell her I said that).

Lunch: Geraud’s — a little to-go lunch for a beachside picnic
Sunset Lounge at Viceroy 
 Dolce Vita for Italian fare with Sprocka serenading us in the background


By special request, we’re taking Saturday to head over to St. Martin as my parents haven’t really spent any time there. Since Saturday offers a bigger open air market in Marigot we’ll head over early to enjoy the better part of our day on a neighboring island. We’ll likely opt for a casual dinner to offset a long day.

Breakfast: Serafina’s {Marigot, St. Martin}
Lunch: Tropicana {Marina Royale, St. Martin}
Dinner: Ken’s BBQ for local fare at home

TIP: Ken’s and B&D’s are both fan favorites for roadside BBQ but there are loads of local spots that are worth checking out. Chicken, ribs and johnny cakes are musts. B&Ds also offers fish with the occasional lobster thrown in!


Gwen's, Gwen's Reggae Grill, Anguilla Dining, Shoal Bay

I’m convinced that the phrase ‘Sunday Funday’ originated in Anguilla. Sunday is the ultimate fun day in Anguilla with live music and activities taking place across the island before sunset. My parents have done Scilly Cay twice so we’re veering away from that favorite this time. We’re still heading over to the East End of the island for food and relaxation. We’ll grab lunch on a budget, explore Savannah Bay and Shoal Bay, and finish the afternoon with a drink (and dancing) at Gwen’s Reggae Grill.

Lunch: On Da Rocks for $5 crayfish
Dinner: Home

TIP: Sundays really are all about the daytime in Anguilla. Scilly Cay, live music at Gwen’s Reggae Grill, jazz at Johnno’s, Omari Banks at da ‘Vida… the list goes on and on. Map out your tentative plan of attack and you can be rockin’ all day.


We’re sending my parents off on their own during the day on Monday and obligating them only to dinner with us that evening.

Lunch: When it comes to casual lunch spots on the island, there are a few that are top of mind for great food at reasonable prices. My faves? Blanchard’s Beach Shack, Geraud’s, Smokey’s and da ‘Vida.
Dinner: Straw Hat Restaurant

TIP: Lunch provides a great opportunity to try some of Anguilla’s great dining spots with lower priced options. Places like Jacala, Straw Hat, da’Vida and others offer great lunch menus in incomparable settings.


Tuesday will be much like Monday with my parents finding a lunch spot on their own. Dinner is up in the air but will be at another of the island’s more casual spots to balance out Monday’s dinner at Straw Hat. Provided Sandbar has reopened by then, we may give it a whirl. Picante would be a top choice for a more casual dining experience but they’re typically closed Mondays and Tuesdays.

Dinner: Sandbar, Pumphouse or Elvis’

TIP: For casual dining, Pumphouse offers great food in the heart of Sandy Ground. As a bonus, they’re providing live music most nights with pub trivia on Monday nights (typically hosted by Scott). Elvis’ is now serving up affordable Mexican food + some of the best margaritas on the island.


On Wednesdays, we host a Manager’s Cocktail Party which will bring my parents to Meads Bay in the early evening. Before then, lunch will be for them to choose though Blanchard’s Beach Shack is a likely option.

Cocktails: Frangipani Beach Resort
Dinner: Wings Night at Ferry Boat Inn

TIP: If you’re looking for a super casual experience, Ferry Boat Inn offers $1 wings on Wednesdays. For non-meat eaters like myself, you’ll be happy with their callaloo soup or their fish dish!


Thursday is still very up in the air but it’s my family’s last full day in Anguilla. While we’re still figuring out the details for dinner (a lot will be contingent on whether they feel like going out or having a casual night in while packing), a long lunch sounds like a great way to cap off their trip. There’s something so luxurious about a leisurely lunch on the beach with small bites and a glass of rosé. Am I right?

Lunch: AXA Seafood House or Jacala
Dinner: Home or Picante

TIP: Adding on to my previous tip about lunches at great locales, great leisurely lunches are truly a spectacular luxury. Jacala provides a very St. Barths-esque setting with its French menu and Meads Bay backdrop. AXA Seafood House, a newcomer to Anguilla, serves up Spanish bites and pitchers of sangria for tapas lovers.

If you’re visiting the island and planning on dining out without too much concern about spending then your options are clearly endless. Veya, Hibernia, Mango’s, Jacala, Blanchard’s and others may make the cut. With only two bigger splurges during their time here, Dolce Vita and Straw Hat won out for us.

If you had a week in Anguilla which restaurants would top your list? Any major (somewhat budget-friendly) spots that I’m missing?

xo from Anguilla,

Shannon Kircher, The Wanderlust Effect


More about Shannon Kircher

Shannon Kircher is the founder and editor of The Wanderlust Effect. Founded in 2009, she has continued to document her international escapes as an expat in Europe and the Caribbean. Additionally, Shannon is the founder of Compass & Vine, a luxury boutique travel design firm, and is the Director of Marketing for the Frangipani Beach Resort. Shannon holds an MSc in Social Policy and Development from the London School of Economics and is a current candidate for WSET Level 3 in Wines & Spirits.