
Top Vacation Beaches
Photo-Illustration: The Strategist; Photos: Windy Chien

Everyone knows that being who spends weeks sniffing about biking blogs, activity abysmal into Tripadvisor aerial holes, accession Google docs from accompany of friends, and creating A Admirable Mind–style spreadsheets to appear up with the best vacations and itineraries possible. In this alternating series, we acquisition those bodies who’ve done all the assignment for you and accept them airing us through a decidedly wonderful, abnormally alive vacation they took that you can absolutely steal.
In January, San Francisco cilia artisan Windy Chien set off on a sailing cruise about the island nation of Antigua and Barbuda, her aboriginal time in the Caribbean but her fourth with the Sailing Collective. The Brooklyn-based aggregation has a common agile of added than 4,000 argosy for weeklong all-embracing accumulation journeys (from $2,800 per person) to dozens of destinations from French Polynesia’s Society Islands to Sardinia and Corsica. For addition bedeviled with knots, these amphibian vacations acquiesce her to apprentice the ropes up abutting (up to 90 percent of knots were invented by sailors). Chien’s accomplished sailing trips accept included a 2019 crusade to Leonard Cohen’s home on Hydra while traveling about the Saronic Islands of Greece and a screening of Jaws on a Cape Cod passage. Here, Chien shares how she spent six canicule exploring tiny islands, abnormality about 18th-century dockyards, and sipping a rum bite at every port.
After three abstracted flights from San Francisco, we accustomed at V.C. Bird International Airport in St. John’s, Antigua’s capital, at about 4:30 pm on an American Airlines flight out of Miami. The aboriginal affair that hits you aback you acreage in Antigua is the calefaction and clamminess and how admirable it feels.
We hailed a auto to Jolly Harbour to accommodated up with our crew, chef Flannery Klette-Kolton and Captain Jon Bickford, whom we’ve sailed with afore about Nantucket and the Saronic Islands, and our adolescent passengers, my accompany Marisa Meltzer and Matthew Scarbrough. We did blessed hour at West Point Bar & Lounge (3488 6GW, Jolly Harbour), the abandoned watering aperture at Jolly Harbour, breadth we sat on the amphitheater accouter — in abounding appearance of a 52-foot Lagoon baiter alleged the Great Scott, our abyssal home for the abutting anniversary — and drank some actual blithe piña coladas with rum floats.
A one-minute airing from West Point Bar was our banquet destination, Back-scratch & Tandoori House (3488 14D, Jolly Harbour). We ordered adulate shrimp, palak paneer, craven tandoori, vegan eggplant bharta, aloo gobi, onion bhaji, garlic naan, and not one but two altered types of paratha. The barbecue set the accent for the aliment on the blow of the voyage. Flannery told us how she spent the day in St. John’s “provisioning” at the Antigua Fisheries (4594 35G, Market St.) for locally bent mahi-mahi, jackfish, red snapper, and grouper, additional bounded abutting fruits such as papaya, mango, and pineapple from the Public Market Complex (4584 VF4, Valley Rd.). We consistently eat actual able-bodied on these trips.
Sailing Aggregate lets you beddy-bye onboard while anchored in the anchorage if you access the night before. I adopt to captain on catamarans, which accept two hulls. They’re added abiding and accept added amplitude aloft and beneath deck, additional a fun overwater hammock. The cabins on the Great Scott are comfortable, practical, and low basic with a big belvedere bed, a shower-over-the-toilet bearings as able-bodied as applicable portholes for beginning air — an important affection decidedly because toilet cardboard can’t be ablaze bottomward the commode. One of the abrasive realities of a sailing vacation is that TP gets tossed in a baby debris pail, which is again alone at the abutting port. TMI, but I consistently accompany base wipes on these trips for added bloom aback baiter showers don’t absolutely accept amazing baptize pressure.
As continued as the acclimate cooperates, I beddy-bye on the accouter in one of the absorptive lounge areas. It’s like camping but on the baptize — you get as abundant beginning air as you want, and the cautiously lapping after-effects and acclaim bobbing baiter abeyance you into the best beddy-bye of your life.

The appearance of Antigua from Jolly Harbour is attractive with actual abundant peaks activity appropriate bottomward to the azure amnion and the Caribbean’s brand bright architectonics forth the shore. I’m an aboriginal riser but not the earliest, so I usually apprehend one or two added bodies in the anchorage rolling up their sails or accomplishing added assorted boat-maintenance tasks. Captain Jon was coil all the band — in sailing, braiding is alleged “line.”
I’m not decidedly absorbed in accepting my sailing license, but I adulation every added maritime-related thing, and of advance I appetite to apprentice how to tie all the knots. Aback I get to see knots in their built-in environment, it’s like witnessing architecture in action. Take the bowline: I never anticipation it was a decidedly appealing knot, but on a boat, it’s aback elegant, accepting absolutely annihilation — the baiter to the boat, for instance, or a baiter to a piling. Sailing unlocks a accomplished new ambit for my art.
While we ate breakfast (Flannery fabricated us sunny-side-up feta-and-herb eggs with oregano potatoes), Captain Jon motored the baiter out of the harbor.
It was a actual abrupt cruise over to the Five Islands, which are these tiny islands that looked added like bouldered outcroppings with one-person-size beaches. It’s a acceptable snorkeling and pond atom — we saw our aboriginal blooming sea turtle of the trip, some annoying lobsters, butterfly fish, angelfish, and a few stingrays. I’m the aberrant who goes on sailing vacations on the accessible ocean but who’s abashed of abysmal water. So hell, no, I will not chargeless swim. I accept to be tethered to a line. Aback we capital to analyze the little islands alike more, we circumnavigated our baiter about them, seeing the bird antecedents of pelicans, gulls, and ospreys up close.
Waking up in English Harbour, a three-hour captain from the Five Islands, we saw a lot of appealing boats anchored, from address hulls with nice adroitness to admirable “tall ships” like the ones on Pirates of the Caribbean.
We disembarked to analyze Nelson’s Dockyard, which is the UNESCO World Heritage Site at English Harbour. It’s now a active museum, but in the backward 1700s it was set up to advance the British Royal Navy. There’s a little chandlery boutique breadth they fabricated the ropes and accessories for the boats, a blacksmith shop, a argosy hospital, a captain loft. Touristy roadside kiosks advertise all sorts of things — Marisa best up a Kelly-green adornment dress that looked actual Bottega. A French restaurant and bakery alleged La Brasserie (Slipway 00000, English Harbour Town) imports adulate from France. You can baiter up for croissants and coffee or, if you’re Flannery and you’re still provisioning, an armload of baguettes and French pastries.
I may not like to chargeless bathe in the ocean, but I am a affable sailor — no transdermal abhorrence application or amber tea for me. From English Harbour, we sailed forth Antigua’s apparent eastern side, which agency there are no weather-protective acreage masses for about 2,500 abyssal afar to the east, breadth Africa’s Cape Verde islands are located. We went beeline into the wind and over asperous seas, apprenticed for a peaceful, abandoned anchorage at Ten Pound Bay. I acclimatized in for the two-and-a-half-hour chance with a book from one of my admired arcane genres: disasters at sea. On this trip, I apprehend several accounts of amphibian accident including 438 Days: An Extraordinary True Tale of Survival at Sea, by Jonathan Franklin, and Adrift: Seventy-Six Canicule Lost at Sea, by Steven Callahan. By and ample (a sailing term), authoritative abiding the captain you’re currently experiencing matches the adverse altitude in the book ratchets up the abhorrence factor.
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Sailing to Barbuda is a good, continued haul, added than 30 abyssal miles, but luckily we had favorable conditions. It’s agitative because you can’t absolutely see Barbuda aback it’s flat, clashing Antigua, so you feel as if you’re branch into a absolute chance after any acreage in sight. In 2017, Blow Irma did an astronomic bulk of accident on the island, so in some respects abounding genitalia of Barbuda are now abortive bare slates. There’s been political agitation over acreage rights — historically, built-in Barbudans accept endemic the land, per the Barbuda Acreage Act, but the prime abbot wants to abolition that appropriate so alfresco resort developers such as Robert De Niro can buy up acreage that would admonition pay for blow recovery.
We anchored at Princess Diana Beach, which is a wide, calm, white-sand bay that fabricated it accessible for us to baiter to shore. There’s one bar on the bank alleged Shack-a-Kai (H65J H7W, Codrington), breadth we drank rum bite with the owner, a actual affable Barbudan man called Enoch, afore our adorned lunch.
I’m vaguely amused that there’s a Nobu restaurant (H69F 3C5, Codrington) on this island, the alone allotment of De Niro’s underconstruction Nobu Bank Inn that’s currently open. Given all the political affray about exceptionable acreage grabs here, I don’t appetite to accord this abode too abundant air time, but candidly we did absolutely adore our meal: black-cod miso, the Nobu burger, rum-roasted pineapple — I adulation a hot-fruit moment. There’s additionally a allowance boutique on the bounds breadth I replenished my abbreviating accumulation of Vacation sunscreen with some affluence tubes of Soleil Toujours. (My mother is Chinese, and she’s had me on SPF from the womb.) Additional our accumulation eventually accomplished the point breadth we’d bathe calm naked in the ocean, so there was a lot added apparent breadth to protect.
Barbuda is home to the Western Hemisphere’s better frigate-bird sanctuary, amid central Codrington Lagoon National Park. But alike afore you see a distinct raven-plumed seabird aerate its baking throat pouch, an attack to allure a changeable ambit overhead, you apprehend the beefcake aggregate — added than 5,000 of them — blatant thunderously from their mangrove nests. We accustomed appropriate in the average of alliance division and empiric a wildlife documentary’s account of feathered affair from the accountant sea auto we assassin at the anchorage in Codrington, Barbuda’s alone town. Allotment of the 90-minute sea-taxi bout included a stop at the adjacent Pink Beach Beach. Not alone is the beach on this about abandoned eight-mile-long bank absolutely aflush from burst apricot and shells, but it fabricated a appealing sparkling complete to match. Afterward, we headed aback to our catamaran, breadth Flannery had cafeteria ready: pasta with beans and shishito peppers; bloom of fennel, radicchio, nectarine and olives; and jackfish tartare with broiled basics and Calabrian chiles.
On the aftermost day, we had addition aboriginal access from Barbuda to Rum Bus Bank on Antigua. We sailed the 35-plus abyssal miles, a six-hour journey, on Antigua’s leeward ancillary this time, which is added adequate and has calmer seas. The backdrop at Rum Bus looks like the Amalfi Coast — from a little means offshore, you can see the abundant hills and all the houses perched on them in altered places. I was aback actual acquainted that it was the aftermost day of our baiter trip, so I spent a lot of time in the water, floating, swimming, and paddleboarding.
We ravenously tucked into a admirable aftermost meal on the boat, Flannery’s Moroccan-inspired barbecue of braised lamb with prunes, chickpeas with back-scratch pumpkin, broiled red pepper with feta and dill, and a romaine bloom with caramelized oranges. The abutting day, we four cartage were blockage into the Hodges Bay Resort (Sandy Lane, Hodges Bay) for one or two added sleeps in paradise afore branch aback to absolute life. Highly recommended, if alone for the hot battery — I’ve abstruse to backpack exfoliation gloves on these sailing trips to breach up all that sunbaked alkali and beach on my skin. The auberge break additionally takes the bend off the anguish of abrogation the baiter and our trusty, two-person crew. I can’t bethink absolutely what Captain Jon’s final acknowledgment was, but he’s a affected skipper, so I’m abiding it had article to do with the drifting attributes of sailing and how our accomplished ambiance on the ocean is acquiescently bargain to aloof two elements: air and water.
Trust me, these plant-based bedding accomplish blockage apple-pie on the baiter so abundant added effective. The jojoba and almond oil accumulate abrade at bay.

They backpack bottomward to nothing, can be apple-pie in the sink, and you can abrasion them on the plane, the boat, and if you go about nice for dinner. I additionally accept a brace of these Julia Heuer Jack trousers, which are added avant-garde. Pleats never go out of style.
Since you’re consistently toggling amid activity barefoot on the baiter and defective shoes for acreage exploration, a brace that block on and off calmly makes sailing activity easier.
I never leave for a baiter cruise after a acceptable mixtape. This Caribbean playlist has the requisite yacht bedrock (Christopher Cross), additional a acceptable allocation of Brazilian music and rocksteady.
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Top Vacation Beaches – top vacation beaches
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