One of my most popular posts and a lot of fun to update over the years was a similar title for TCI, where I offer a 7 day eating itinerary. Granted I havent updated that in over 5 years (blame Anguilla). Although this is the same concept, I will focus on my favorite 4 dinners and 4 lunches and will give suggestions on the rest of the week. While my three visits so far dont give me the same amount of expertise as the over 20 in TCI, I think I got a pretty good handle on things in tiny and delicious Anguilla.
7 Lunches
Sunshine Shack – A no brainer and not exactly a secret. It is a lot more popular these days than on our first visit. Still, this is a shack in its core, not a full blown restaurant. You’ll just need to wait a bit for the food. Get the frozen BBC (Banana Baileys Coconut) to start which will fill you up like an appetizer, to make that wait a lot less painful, and fun). There are only a few items on the menu. I prefer the chicken and ribs combo over the expensive lobster.
Blanchards Beach Shack – Another popular shack, but very different than SS. This is more of a full crew cross between a Caribbean shack and American fast casual. You got multiple windows for orders, pickup and drinks. Even in slower months expect lines to order and waits for the food (you get a buzzer). But its worth it for the crafty salads and sandwiches. Try the Jerk Burger.
Johnno’s – This pick might surprise the hardcore Anguilla fans. By day, a very low key, rustic joint, overlooking beautiful Sandy Ground. By night, well, I wouldnt know. I’ve only been during the day, and each time I got the quintessential Anguillan treatment, including fresh, well cooked food. And a strong rum punch to boot. Sunday is funday with live music. In a way Johnno’s reminds me of Flamingo’s in TCI. Try the steamed snapper with Fungi, and/or Shrimpi Scampi, as long as you forget everything you know about shrimp scampi.
Vincy – I’ve already written about Vincy. The restaurant is one of the newer kids on the block, but the talented Vincy the owner has been around. The view overlooking Sandy Ground adds to the atmosphere at lunch, and the food is not too shabby. Vincy keeps things relatively simple with the ingredient driven menu. Try the shrimp tacos and grilled snapper with lemon sauce.
The rest
Falcon Nest – Another casual shack/bar with a full menu of goodies. Try the seafood pasta
Trattoria Tramonto – Good place to hang out on a gorgeous beach. Try the Vongole
Tasty’s – Solid local cuisine for lunch or dinner. Try the seafood salad
7 Dinners
Jacala – One of my favorite restaurants in the entire Caribbean. Even now, without the Jac half (retired), hospitality and cooking at the highest level. Some like it for lunch, overlooking beautiful Meads Bay, but I think this is the type of meal that should be experienced at night. Its French at its core, utilizing local ingredients with the expertise of a seasoned master (the “Ala” part). Try the tuna tartare, the stupendous chicken, and grilled crayfish.
Hibernia – Another absolute must. You can pretty much copy and paste everything I said about Jacala above, except that its a very different place. A French and Asian mashup pioneer, opened before it even became a thing in Paris (today you can find them in almost every corner). And the museum-like environment and view is a major bonus. While I’m listing it for dinner, I think everyone should try to experience Hibernia for lunch at least once. Try the Foie Gras, smoked fish trio, any of the fish dishes, and homemade rum raisin ice cream
Straw Hat – Although not exactly new to us, its a new addition to the rotation. In fact I think we’ll make it our early first night meal from now on. It has just the right kind of “Welcome to Anguilla” thing going. You got the view of Meads Bay beach, great frozen drinks (BBC!), and expertly cooked food with a clever mix of local and eclectic items. Try the flatbread, goat curry, and snapper.
Blanchards – A 25 year old legend and one of the most popular spots on the island. I admit it took me a few trips to finally try it, as the menu looked a bit too New Yorkish for me. But I get it now. Just like its beach shack, a well-oiled machine by an exceptionally friendly and capable crew. Try the jerk chicken, and do not leave the island without trying the famous Cracked Coconut. Although the Bread pudding isnt too shabby either.
The rest:
Mango’s – Some of the island’s best and freshest seafood
Artisan – Solid Neapolitan pizza
E’s Oven – Popular with locals. Try the Pumpkin soup, goat curry, skip the steak
On paper, these are my favorite kind of owners. The fully present ones. They oversee every aspect of the operation the entire time they are there. Shmoozing with a customer for 30 minutes is not fully present. While Alain is busy in the kitchen, Jacques is running the front, taking every order, and even has time to prepare Martha Stewart’s favorite steak tartare, table side. He will also tell you if you order items that dont exactly mesh. Its a level of service you just dont see very often.
Simply put, every single dish we’ve had at Jacala ever was outstanding. That creates all sorts of challenges when you order, choosing between the proven and the new. Its hard to pass on the magnificently fresh, and expertly crafted Tuna Tartare for example. Or the stupendously moist and flavorful chicken breast rolled around lobster, chicken mousse, and served over lobster sauce. The latter has been pretty much on the menu since day one.
It’s becoming increasingly difficult to write posts like this considering everything that’s going on in the world today. Fires in Australia, mayhem in Iran, Hong Kong, impeachment, and this dude is writing about some beach in Anguilla. But this is a place worth writing about. And as I get older and wiser its becoming more and more clear that in this fragile world, a beach and even looking at pictures of a beach (which I dont do enough) has crazy healing powers. Numerous recent studies 
Rendezvous Bay (special shutout to the person who invented copy and paste) simply put is the perfect beach. Just like most such beaches, you may not find it at its best behavior when you first see it. The winds can get too strong, and sometimes it may feel deserted for a reason. When we first saw it four years ago we werent impressed. But after spending a week at what looks like its best side, we understood. It’s one of the most walkable, most swimmable, and most perfect size beaches we’ve seen. But most of all, its almost empty! From my vantage point, best seat in the theater, one person walking by every 20 minutes. It’s one of the best sheer beauty to people ratio in the Caribbean.
Spaghetti alle Vongole at Trattoria Tramonto
I’ve come to realize that I’m not much of a beach reader these days. The heat, the glare, the turquoise water, way too many distractions out there. But what’s my excuse at home? Dont know. But at the beach I prefer long walks, listening to music, and sometimes just aimless staring while getting lost in random thoughts. Albert Einstein got much of his ideas from aimless wandering. I’m getting there. The best I came up with in 6 days is “What the heck is a Post Malone”, and “How do you spell Rendezvous, anyway”. Silent Zs just seem so annoyingly wasteful, especially these days for some New Yorkers (Verrazzano is missing a Z in all 96 road signs and business names).
Eating With Ziggy 