The island of Anguilla, a somewhat less-traveled-to paradise, has continued to cement itself as a favorite destination of Tradewind guests. Starting in December, Tradewind’s scheduled service to the island will return, providing the most seamless way for travelers to reach this little slice of paradise.
Anguilla scheduled flights depart from San Juan, St Barths, and Antigua and offer a one-of-a-kind onboard experience, flown by modern Pilatus PC-12 aircraft. For flights departing from San Juan, guests can opt to purchase Tradewind’s VIP Experience, which offers a convenient transfer between flights. A Tradewind representative will meet guests at their arrival gate, escort them to the private Tradewind lounge, and retrieve their luggage, all while guests sit back and relax to enjoy the complimentary snacks and refreshments available in the lounge.
Scheduled flights to Anguilla from Antigua and St Barths will also return in January 2025 after their premiere launch last festive season.
In addition to flights being available on Tradewind’s website and all major ticketing systems, they also have interline agreements with American Airlines, United Airlines, and British Airways, allowing for single ticketing and a smooth transfer to Anguilla. Guests booking an interline ticket through San Juan also benefit from automatic luggage transfer.
Once you arrive on the island of Anguilla, there are scores of top-tier accommodations to choose from. The best hotels in Anguilla combine luxury with a laid-back, toes-in-the-sand vibe, while villas offer seclusion and privacy.
Read on to learn about the best accommodations in Anguilla, many of which offer Tradewind guests exclusive perks.
Cap Juluca, a Belmond Hotel
This luxury property is located on arguably the best beach on Anguilla, Maundays Bay. This half-moon beach on the western end of the island offers crystal clear, calm waters ideal for snorkeling. Cap Juluca is one of the island’s gems, where Belmond’s signature warm service shines. The hotel offers fine dining options, as well as one of the island’s best infinity pools.
Tradewind guests who stay at Cap Juluca can take advantage of an exclusive offer: fly with Tradewind to Anguilla and stay at Cap Juluca to receive a complimentary VIP Experience ($250 value) at the San Juan Airport or a 5% discount on your Anguilla scheduled flight from Antigua or St Barths. Private charter guests flying from anywhere to Anguilla can receive a 5% discount. Once at Cap Juluca, guests then receive an exclusive 10% discount on their hotel accommodations.
Malliouhana
This five-star property on the north side of the island has long been a favorite among Tradewind guests—and other visitors to Anguilla. Malliouhana opened in 1984 as one of the island’s finest new resorts, and this year marks its 40th anniversary. To celebrate, the hotel is reimagining its extensive wine collection, rolling out new menus at all its on-site dining outlets, showcasing a boat-inspired art collection, and hosting special events throughout the year. The resort promises its festive season offerings will be better than ever this year—providing an ideal reason to plan a visit in December.
Zemi Beach House
Located directly on Shoal Bay, Zemi Beach House feels like an upscale beach home that happens to be an exquisite boutique hotel. A highlight of the property is its spa, which is set in a 300-year-old Thai house that was imported and painstakingly restored into house treatment rooms. Zemi Beach House is located on the northeast side of the island, just steps from Shoal Bay Beach — and although the property’s dining options are excellent, it’s worth planning to venture to one of the authentic Caribbean restaurants that line the beach for a toes-in-the-sand meal as well.
Tradewind guests who stay between three and six nights at Zemi Beach House have access to an exclusive offer: fly scheduled service from San Juan to receive complimentary VIP Experience ($250 value), or fly via Antigua or St Barths to receive a 5% discount. Private charter guests also receive a 5% discount on their airfare. Once at Zemi Beach House, guests enjoy between $150-$600 in daily hotel credit, depending upon the length of their stay, which can be applied to food, drink, or spa treatments, in addition to a welcome amenity.
Altamer Luxury Villas
For those traveling with children or a larger group, a private villa can be the most comfortable option. In Anguilla, one of the finest choices is Altamer, which combines the comfort of a private villa with the amenities of a 5-star resort. Villas at Altamer come with personal butler service, which means you’ll have someone who knows the island like the back of their hand arranging whatever you need – whether a private chef, live entertainment, private boat charters, sailing lessons, or more.
Travelers who journey to Anguilla with Tradewind have exclusive access to two comprehensive luxury packages at Altamer—the Island Bliss Package or the Island Explorer Package, or opt for a discount on their stay. Tradewind guests who book the Island Bliss Package will receive a 5% discount on their roundtrip private charter to Anguilla as well as a private yoga session and therapeutic massage of their choice. Adventure-seeking guests who book the Island Explorer Package will receive a 5% discount on their round-trip private charter to Anguilla, an afternoon of horseback riding on the beach, and a private tour of the island. For those who select the discount at Altamer, they will receive 10% off their standard rates in addition to a 5% discount on their private Tradewind charter to Anguilla.
Nevaeh Villa Anguilla
This luxury villa rental offers true privacy to guests who value spending time with friends and family in a secluded paradise. The Balinese-inspired nine-bedroom estate sits directly on Long Bay, a half-mile stretch of pristine sand and clear blue waters. The property sits on more than an acre of beachfront, which means your exclusive retreat is exceedingly serene. But the villa is anything but boring—when you need a break from the island sun, there is the opportunity to play tennis or basketball or utilize the property’s golf simulator, private gym, and home movie theater. Booking a stay at Nevaeh means you also have access to the property’s staff, who are on hand to assist with anything you might need, from coordinating candlelit dinners on the beach to private yoga sessions.
Tradewind guests who book a stay at Nevaeh Villa Anguilla have access to an exclusive offer: fly scheduled service from San Juan and receive a complimentary VIP Experience at the airport ($250 value). Guests flying from Antigua or St Barths receive a 5% discount on their scheduled flight. Private charter guests flying Tradewind to Anguilla will also receive a 5% discount. Once in Anguilla, stays of five nights or longer at Nevaeh will receive a complimentary welcome barbecue with guitarist entertainment.
Anguilla remains a hidden gem in the Caribbean, however more travelers are beginning to discover its beauty as a relaxing paradise to visit year after year. There’s no time like the present to plan your upcoming winter getaway and experience all it has to offer, and the Tradewind team would be happy to assist in getting you there with ease.
To learn more about Tradewind’s private charter and scheduled flights to Anguilla and booking your vacation, please visit our website. To receive a private charter quote, please submit an inquiry here or contact our specialists at sales@flytradewind.com or 1-800-376-7922 option 2. For questions regarding scheduled flights, contact our scheduled service team at scheduledservice@flytradewind.com or 1-800-376-7922 option 1.