An Anguilla Bucket List for Visitors
You’ve seen the images: powdery white sand, turquoise blue waters, the bright burst of color from the ever-present rum punch. For those that have daydreamed about a Caribbean island experience, Anguilla is a postcard. If you can believe it, despite its jaw-dropping natural beauty, there’s much more than meets the eye. For most repeat guests to Anguilla, a relationship with the island goes far beyond the superficial. The best memories are from casual conversations with fellow visitors, a day on the boat exploring the island by water, having a drink with newfound friends at your favorite toes-in-the-sand beach bar, or noshing on local BBQ while listening to live music. There are few people who visit Anguilla just once. With that in mind, you can go through my list of 25 things to do in Anguilla and know that it’s okay if you can’t get through this list on your first trip… if I were a betting gal, I’d say there’s a solid chance that you’ll be back for another opportunity to delve into these experiences.
Scope Out Anguilla’s Top 3 Beaches
1Let’s start with the basics. If you’re coming to Anguilla, you’re a beach person. Good news: you picked the right island. Bad news: the chances are very slim that you’ll visit all 33 beaches in one trip (truth be told there are still many I haven’t seen). Don’t fret because the reality is that there are a handful of beaches that stand out on the island as must-visits for visitors to AXA. Your first mission? Check out three of Anguilla’s most famous beaches to get a feel for how they differ. Each beach really has its own feel and personality and many guests come to develop an affinity for one particular beach after years on the island. Spend time on Meads Bay, Rendezvous Bay and Shoal Bay and you’ll have a great start to your beach hopping. Meads Bay has the highest concentration of high-end resorts and upscale restaurants. Rendezvous has that gorgeous view of St. Martin and, like Meads, is a lovely long stretch for a beach walk. Shoal Bay is iconic and perfect for that white sand meets turquoise water photo-op. Have time to add a couple of more to your daytime excursions? Check out Maundays Bay and Shoal Bay West, two of my other favorites on the island.
Visit Little Bay
2If you’ve been planning your trip, you’ve probably seen mention of Little Bay, a stunning little cove that brings major drama with its rugged cliffs and perfectly hidden slice of sand. While Anguilla is by no means famous for its snorkeling, Little Bay is a marine preserve so snorkeling can be better here than in other places on the island. Plus, it’s peaceful and serene and many times it feels like it’s just you and the world.
The kicker of course is that Little Bay is really only accessible by water but for a rope that drops down the cliff side to the beach. Rappelling isn’t a terrible option (we’ve done it fairly easily) but finding the rope can be a challenge. If you’re looking to reach Little Bay by water, here are some options:
- Look at joining a boat trip (Tradition Sailing, Chocolat or hotels like Frangipani Beach Resort offer beach hopping trips for this)
- Rent a kayak or stand up paddleboard from nearby da’Vida Restaurant located at Crocus Bay and make your way to Little Bay on your own
- Link up with Calvin, a boat operator that runs trips to Little Bay from Crocus Bay. Not to go totally islandy on you, but to find him, look for him sitting under the tree on your way to da’Vida Restaurant (you’ll see signs).
If you’re looking to score extra points, climb the rock at Little Bay — and jump off! It’s practically a rite of passage. Check out this post from a previous boat trip to Little Bay.
Do the Sandy Ground Beach Bar Scene
3If you have one night to go out and experience the evening beach bar scene, your go-to area is Sandy Ground, which has the highest concentration of restaurants and nightlife on the island. Your beach bar musts? The Pumphouse and Elvis’ Beach Bar.
During my first ever trip to Anguilla, I remember being really taken with both bars. They’re close to one another – about two minutes walking – but bring entirely different vibes and settings. The Pumphouse is an institution in Anguilla and has a dose of history that comes with the bar scene. What’s now a vibrant bar was once a mill used for refining salt, Anguilla’s main export at the time. The Pumphouse is located on the road in Sandy Ground, not on the beach, but that doesn’t make it any less of a draw. It’s a go-to for live music many nights of the week, especially on Thursdays when locals, tourists and expats alike head down to listen to The Musical Brothers.
Elvis’ Beach Bar is Sandy Ground’s best toes-in-the-sand beach bar experience. The bar is a converted boat that brings loads of Caribbean charm, and Elvis himself will likely be slingin’ drinks from behind the bar (look for the guy wearing a basketball jersey). Like The Pumphouse, Elvis becomes livelier in the evening hours so if you go before 7PM you may have the bar to yourself. Cozy on up to the bar with a cocktail or grab a rum punch and tackle a game of corn hole with your group.
Enjoy the Perfect Picnic Lunch
4I was just chatting with a friend on the island and we were discussing parks; good old green spaces where people can go and play and have a picnic on the lawn. Wouldn’t it be nice if Anguilla had more of that, we thought.
Uhhh… wait. WE HAVE BEACHES. Beaches are our parks; they’re our equivalent of green spaces, where we lunch and where kids can run freely and play. Who’s heading to the park for a picnic when you can head to the beach, right? Pack your own picnic or head to a local bakery like Geraud’s Patisserie where you can pick up sandwiches, wraps and sweet treats for a perfect picnic lunch. While you’re at it, pop in to Grands Vins de France next door to Geraud’s to pick up a bottle of wine (or two!) for the afternoon.
Shop for Anguilla Favorites
5Anguilla gets a bad rap on the shopping front, and I GET IT. It’s not St. Barths, guys, so don’t expect upmarket stores or a ‘downtown’ area for shopping.That being said, the island has a handful of great boutiques to stock up on your Anguilla favorites. Pick up locally made jams from Anguilla’s Jammin’, locally crafted soaps and bath products from Caribbean Soaps and Sundries, or pick up the requisite hat, shirt or Anguilla-imbued jewelry. For reasonably priced shops carrying a great range of Anguilla items, check out Petals Boutique (yes, this is our boutique so come say hello to me if you pop by!), Limin’ Boutique, Sea Spray Boutique, and Irie Life. For high-end jewelry and spendy designer items, check out the boutiques at Four Seasons and Malliouhana but be prepared to splurge.
Get Your History Fix at the Heritage Museum
6For history buffs wanting to learn a bit more about Anguillian history and the revolution, head to the Heritage Museum on the island’s eastern side. The museum includes artifacts that have been curated by Colville Petty, who himself runs the museum and provides tours. Call first as opening hours can vary.
Visit Anguilla’s Off Island Cays
7You thought Anguilla was small? Ha.
Check out Anguilla’s off island cays for the ultimate desert island experience and it’ll give ‘tiny island’ a whole new meaning. There are three main off island cays worth considering and each has its own flair:
Scilly Cay is our personal favorite with its drool-worthy lobster and conch-shell lined facade. It’s a dream, and it’s a must-visit when we have friends and family in town. No one has ever been disappointed. Part of the beauty here is in the simplicity of the menu: chicken, lobster, crayfish, or fish, or a combo of two of those items. They do a few items, and they do them extremely well. Plus, their famous rum punch is worth a sip. Scilly Cay is only open on Wednesdays and Sundays and offers a complimentary ferry service from the pier in Island Harbour.
Sandy Island (pictured above from our Vineyard Vines shoot) is Instagram worthy for sure. With its colorful restaurant, gorgeous stretch of sand, and perfectly placed hammock, it’s practically an ad. The restaurant is open most days of the week and serves up Caribbean fare. Ferries are available from Sandy Ground for $10 per person. Be aware that chair rentals on the island are at a cost so be prepared to see that on your final bill if you’re looking to laze for the day.
Prickly Pear Cays is one of my favorite beaches on the island. Prickly’s only challenge is that it’s a bit harder to reach since its further off shore. For those that do make it there, it’s a little island paradise. You’ll need to be part of an organized boat trip or will need to charter a boat to make it out to the islands. There are two restaurants on site: Prickly Pear Restaurant, which serves up great and reasonably priced food and drinks, plus Johnno’s, a satellite of its main restaurant which is located in Sandy Ground.
Give Water Sports a Go
8For the more active of the bunch, Anguilla is a great destination to try your hand at water sports. If you’re staying at Frangipani Beach Resort you’ll benefit from complimentary motorized and non-motorized water sports so you’ll have plenty of opportunities to test your stand up paddleboarding, wake boarding, and sailing skills. If you’re staying at a hotel that doesn’t have water sports on offer, you still have options! Anguilla Watersports offers kite surfing lessons, stand up paddle board lessons and SUP rentals for guests wanting to stay active.
Get a Taste of Local BBQ
9If you’re looking for local fare, BBQ is where it’s at. On the weekends The Strip (a row of restaurants and shacks in The Valley) is dotted with vendors doling out slow cooked chicken and ribs, loading up plates that are smothered in BBQ sauce and paired with traditional accompaniments like cole slaw, rice and peas, and fries. For dinner, Ken’s Pork in The Valley and B&D’s near Meads Bay are the go-tos on the weekends. For lunch, head to the Sunshine Shack on Rendezvous Bay where Garvey serves up chicken and ribs along with the occasional fish option.
Go Horseback Riding on the Beach
10Horseback riding at sunset on the beach – I mean, does it get any more romantic? Seaside Stables offers horseback riding experiences throughout the day, and offers packages that range from an hour-long ride to a longer session. Rides can be private (wedding proposal, anyone?) or can be group sessions depending on what you’re looking for and what you’d like to spend. Riding is suitable for most, including children.
Zen Out with a Spa Day
11When it comes to a getaway focused on a little R&R, a spa day is practically a requirement to enter full decompression mode. Fortunately, Anguilla’s larger resort properties have great spa facilities for a perfect day of massages, manis and facials. I’ve never visited Cap Juluca’s spa before so can’t speak to their facility, but my top spa experiences are in the following order: Zemi Beach House, Four Seasons, Cuisinart Resort and Malliouhana. I loved Zemi’s hour-long pre-service Taino ritual, and Four Season’s plunge pool and relaxation space makes for a spectacular place to lounge. Malliouhana’s spa is on the small side and doesn’t offer a view. If I’m going to spend the money on a full-fledged spa day, I want all of the gratuitous amenities and small touches… can you blame me?
If a full spa day outing isn’t your thing and you’re staying at a smaller property that doesn’t have a spa on site, talk to the concierge about bringing a massage therapist to the hotel for an in-room massage at your leisure.
Explore the Island By Boat
12From my personal experience at our resort, boat trips are an absolute highlight for guests. Anguilla’s a tiny island, only 16 miles long x 3 miles wide, and seeing the island by water is a great way to get the lay of the land and see the island from a different perspective. A beach hopping trip can take many forms, but most of ours include stops at Little Bay and Shoal Bay, two places that most guests are interested in seeing, and often includes a quick stop at Sandy Island.
Read about our beach hopping trip in Anguilla here.
Enjoy Drinks with a View
13Isn’t a drink with a view a must on any great trip? Anguilla’s no exception and if there’s one thing the island does really well, it’s views. Head on up to the bar and take in the sunset or enjoy the beauty of one of the island’s beaches by day. If you’re looking for a snazzy place for a cocktail, check out Four Seasons’ Sunset Lounge for the crème de la crème. Drinks are a splurge, but they’re well crafted and the view is spectacular, especially at sunset (as the moniker implies). If you’re a fan of the frosé trend, you’ll be happy to know they have you covered. Malliouhana’s Sunset Bar brings a bit of the old-world glam with a lovely space for a cocktail. Plus, their lobby is the perfect place for a pretty photo-op. If you’re staying on the island’s eastern side, head to Zemi Beach House for a drink at their beach bar, tucked right into the sands of Shoal Bay.
If daytime drinks are your thing, skip Four Seasons and Malli and head to the beach where you can sip a rum punch or a frozen concoction beachside. My tops for a drink with a view pairing? Try an Aperol Spritz at Trattoria Tramonto on Shoal Bay West, a glass of rosé at Jacala on Meads Bay, or a Cool Me Off at Straw Hat Restaurant on Meads Bay.
Visit Furry Friends at AARF
14The Anguilla Animal Rescue Foundation (AARF) is arguably the most supported non-profit on the island. Through donations and volunteers, AARF is able to bring abandoned dogs and cats into the shelter, provide immunizations, and assist with spaying and neutering. Our dog, Atlas (shown above as a newly adopted pup), was adopted from AARF nearly four years ago, and since then we’ve taken three puppies into the shelter for care and for assistance with finding permanent placement. How do you get involved as a visitor? If you’re looking for a way to help, there are a couple of opportunities to give back. First off, you may be drawn enough to one of these little guys to take them home with you. AARF can help with that entire process if you’re an animal lover interested in the ultimate Anguilla souvenir. If adopting isn’t in the cards, there are times when the shelter needs assistance with transport only. Through partnerships with US-based shelters, AARF is able to place some of the puppies in the US to increase their chances of adoption. There are also folks in the US who have committed to adopting pets through AARF but need the animal to be transported to the mainland. In any of these cases AARF covers the cost of transport and assists with getting you through the process. If you’re up for it, it’s an amazing way to do something impactful for an animal and for the island!
Hit the Links
15Golfers will be happy to know that Anguilla has a Greg Norman Signature Course for those wanting to hit the links during their stay on the island. The golf course – there’s only one on the island, if you don’t count mini golf in Anguilla – is located at Cuisinart Resort on Rendezvous Bay. Be prepared to splurge a bit – the rates are what you’d expect to pay at some of the world’s top courses.
Explore the Local Art Scene
16Anguilla may be tiny, but there are a number of artists that call this island home and a range of great galleries to check out if you’re an art lover or if you’re interested in taking home a one-of-a-kind piece from the island.
- Lynne Bernbaum, shown above, has her gallery in Sandy Ground but you’re also like to see her paintings at restaurants across the island where she has them featured. She put together a gorgeous hat-themed series for Straw Hat Restaurant that guests love!
- Hibernia Restaurant, located in Island Harbour, has a great gallery with items curated from Southeast Asia. The owners spend their time in the off-season exploring the region, with a special interest in Myanmar where they work with a local orphanage to give back. If you’re looking for something super unique with an Asian twist, this is a great place to check out!
- Pineapple Gallery, located in Sandy Ground, has a gorgeous selection of Caribbean art with a heavy focus on Haitian artists. In fact, when Scott and I moved to the island, we almost splurged on a statement piece for our house. It’s worth stopping in to take a peek at the collection!
- Savannah Gallery, located in the Lower Valley, has some great Caribbean artwork by local artists plus regional talent.
- For those looking for a unique piece of driftwood art for their home, Cheddie’s Carving Studio houses a range of driftwood pieces hand carved by Anguillian artist, Cheddie.
- Courtney Devonish is a sculptor and potter who originally hails from Barbados. Devonish Gallery, located on the western side of the island, houses a range from his collection including pots and vases locally crafted on the island.
Get Your Fitness Fix
17Some of you are gonna gloss over this one (I mean, fitness on vacation?!) but I know fitness matters for many people and keeping a consistent routine can be key! Many high-end resorts offer fitness facilities for guest use which is a good way to start, but there are other options if you want to up the ante or switch up your routine a bit. For private yoga sessions for example, reach out to Sammi Green or Holly Jahn, two ladies on the island who offer private or semi-private sessions. During the season, Sammi offers yoga classes on Meads Bay (at Bamboo Beer Box) and at Cuisinart Resort for those wanting a yoga fix.
If it’s personal training that you’re after, Joe Pradel of La Severin Fitness is a great go-to on the island for personal training sessions and he can join you at your villa or at your resort to whip you into shape. Scott and I worked with Joe for a year and he kept us on our toes!
Go Deep Sea Fishing
18If you’re the fishing type, this is your opportunity to head out to sea with local fishermen who know the lay of the land… or sea, rather. There are a few operators based in Anguilla but one of our go-tos is Scilly Cay Fishing Charters, where Alexander Wallace runs the operation. His family owns Scilly Cay and he was born and raised in Island Harbour, the island’s fishing village. Head out to catch kingfish, wahoo, mahi and tuna on a half day or full day fishing charter.
Have a Splurge-Worthy Lunch
19Here’s a little secret: to me, a perfect afternoon on vacation is as simple as a gorgeous long lunch with a great view and exceptional company. Does it really get any better than that? Lunch, when experienced properly, is my favorite meal of the day. By that I mean gimme a couple of hours, a bottle of wine, and a coursed out meal a lá the French, and I’m golden. Speaking of France, leave it to the French to do it best. In my opinion, Jacala Restaurant on Meads Bay (owned and operated by two French men, Jacques and Alain) is the best lunch on the island. No, no. Jacala lunch is probably my favorite meal on the island. In fact, when it was my 30th birthday and we were celebrating in Anguilla, I wanted one thing. You guessed it – lunch at Jacala.
It’s a place that’s worth a splurge. Enjoy an appetizer, a bottle of rosé, and a lovely lunch with a stunning view of Meads Bay. I’m a simple woman. Give me their shrimp caesar or a classic Niçoise and I’m content. For those wanting something heavier, their lobster tortilla (a Spanish-style tortilla, which is more of a frittata) is fabulous, plus their lobster club is out of this world. Make a reservation (yes, even for lunch) to get prime seating. In high season, lunch reservations are practically mandatory.
In case you missed it, check out my post on the best beaches for lunchtime lazing in Anguilla. I’ve highlighted a few places where you can get a complimentary beach chair while enjoying a beachside lunch. It’s a great way to explore the island’s beaches!
… and a World-Class Dinner
20Many will argue that Anguilla is the culinary capital of the Caribbean. Guests who aren’t aware of that are often overwhelmed by the incredible dining scene in Anguilla. It’s more than beach shacks for BBQ. Many of the fine dining establishments here rival the world’s best, and even our mid-range dining leaves visitors in awe. There are too many incredible restaurants to include, but you can check out my round-up for Top Dining in Anguilla for Every Traveler to begin with. I’ll be updating that with a new version in the 2017/2018 season since some of those restaurants are now defunct.
Quick rundown if I had to pick 5 dinner restaurants to visit during my time on island: Picante Restaurant for Mexican cuisine ($$), Straw Hat Restaurant for upscale Caribbean fare on the beach ($$$), Dolce Vita for beachfront Italian ($$$), Sandbar Restaurant for American-style tapas on the beach ($$), and Jacala for beachfront French fare ($$$$, though I honestly prefer their lunch).
Listen to Live Music
21Live music is abundant in Anguilla and no trip to the island is complete without listening to some local artists over dinner or over a drink on the beach. In season, there’s music every single day, and even into our slower season in the summer months you’re likely to find a local artist playing somewhere each day. If you’re a music person though and planning your itinerary, the big day for live music is Sunday, when many restaurants and beach bars have daytime music to maximize #SundayFunday. A few places to check out on a Sunday include Gwen’s Reggae Grill to listen to the string band, Scilly Cay for live music, da ‘Vida where Omari Banks often plays over lunch, Ocean Echo to hear Omalie 360, Sunshine Shack where Mystic Vibes often plays on Sundays, and Johnno’s for jazz.
Check out a Hidden Beach
22So you’ve checked out some of Anguilla’s go-to hotspots but want a more local experience? Get off the beaten path and settle into a lesser known beach to enjoy a beach to yourself! Places like Savannah Bay, Sandy Hill Bay, and Dropsey Bay (amongst MANY others) are little secluded gems where you’ll often times find that it’s just you and the sea. Grab a map of the island and just go. Plan on bringing your own chairs, towels, and food + beverages (maybe combine this with #4 above) since many of the lesser trafficked beaches don’t have dining establishments on site.
23I personally have yet to experience this myself but every time I see people ATVing around the island I feel a little pang of desire. For ATV rentals, head to Freedom Rentals, located in Blowing Point near where the ferry comes in. They offer a 2 1/2 hour island tour for those interested in seeing the lay of the land in a unique way but they also offer rentals if you want a self-guided tour.
Go on a Search for the Best Rum Punch
24Rum punch is the de facto national drink of Anguilla. It seems simple enough – rum plus punch – but there’s an art to mixing up a perfect rum cocktail. Whether it’s Scilly Cay’s extra-potent version or Ocean Echo’s peach-y take on the drink, every establishment on the island is serving up their own take. Most people who visit have their favorite, so it’s time to find yours! Need some guidance on where to start? Here are my favorites on the island:
- The rum punch at Sea Spray Boutique is probably my favorite rum punch on the island, and there’s such a beauty to this little purple-hued establishment near the Sandy Ground round about. Everything about this captures the easy spirit of Anguilla: walk on up to the shop, chat with Pam (the owner), take a peek at the boutique, and order a rum punch for the road.
- When it comes to potency, the rum punch at Scilly Cay has no equal. Watch them pour one and you’ll get an idea of their generous rum-to-punch ratio. The scary part is that it actually tastes really good and at $6 a pop you’ll be tempted to order them by the handfuls, so pace yourself and enjoy responsibly!
- For one of the more unique rum punches that I’ve had on the island, try Ocean Echo’s Rumzie, their version of a rum punch that has a unique flavor profile. I analyze this one every time I sip, and I’ve come to the conclusion that this one’s more peach-forward than others, which makes it pretty special. I’ve never confirmed that theory so taste one for yourself and let me know if you agree!
Enjoy a Special Sunset Experience
25A beautiful sunset on the island can be a really magical experience. As the summer progresses, we see more of the purple and pink hued skies that really do take your breath away. If you want to up the ante on a sunset experience, enjoy a sunset sail with Tradition Sailing Charters. You’ll board a classic West Indian sloop and head to sea, often positioned at Little Bay to watch the sun set while enjoying small plates and a rum punch. The sunset gives way to a star-filled night as you make your way back; the perfect mix of luxury and simplicity.
Read about our sunset tapas cruise on Tradition Sailing Charters.
✧ ✧ ✧
Alright, you’re primed and ready for an incredibly memorable trip to Anguilla. The island is so special to so many because it can be whatever you want: if you’re someone who wants to do absolutely nothing and spend days on end lounging on the beach, that’s absolutely 100% acceptable. If you’re someone who’s more on the active side, you’re now armed with plenty to keep you busy for an extended stay!
Anguilla lovers, chime in! What are your favorite experiences when you’re on the island?