When it seems as if there’s no end in sight to the sub-zero temperatures and gray skies of winter, the appeal of a getaway to St Barths hits its peak. You’ll feel your cares melt away the second you spot the island’s mountainous landscape and signature red roofs, especially if it’s from the comfort of a Tradewind Pilatus PC-12.
Tradewind operates up to six convenient scheduled departure times from San Juan to St Barths per day in the winter months, making flying into the famously difficult-to-get-to island a breeze, or on-demand private charters for guests looking to travel on their own time. Once you arrive, the island’s luxury accommodations are plentiful, and Tradewind guests who book curated partner experiences have access to special perks at many of the island’s best hotels and villas. Read on to discover which St Barths accommodation is best for your travels.
For the Couples Getaway
Hotel Manapany
Expect luxurious yet unpretentious vibes at this eco-chic property on Anse des Cayes. Couples who enjoy staying active will love Hotel Manapany for its location on one of the island’s best surf beaches and its complimentary outdoor yoga and Pilates sessions.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive a dinner for two and a bottle of Champagne at the hotel’s restaurant, On the Rocks, as well as round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
Le Sereno
This chic hotel’s stunning infinity pool overlooks a quiet bay, and it’s the ideal spot for honeymooners (or babymooners) to spend their days relaxing. With its quiet and secluded location on the island, Le Sereno is perfect for celebrating with a special someone—the hotel can even organize a candlelit dinner for two on the beach.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive a 45-minute massage at the Valmont Spa, a beach bag, a bottle of Champagne, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
Le Toiny
If you’re looking for a private spot to escape for a romantic getaway, Le Toiny is the perfect place to do it. Each of its 22 one- and two-bedroom suites are self-standing and has a private pool, large terrace, and ocean views, so you can happily spend most of your trip in your room if desired while still enjoying all St Barths has to offer. Its restaurants and bars are available exclusively for guests, making it the ideal spot for high-profile couples who are looking for complete privacy.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive a full daily breakfast, access to a full mini bar, a bottle of Champagne, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
For Girls’ Trips or Groups
Eden Rock St Barths
This ultimate see-and-be-seen spot is made for girls’ getaways or for a group of friends who appreciate understated luxury—and the occasional celebrity spotting. The iconic hotel is a bucket-list destination for many people, and what better excuse to celebrate a bachelorette party or birthday trip than with a stay at Eden Rock? Its location at the heart of the island means you’re only a short drive away from Gustavia’s iconic nightlife scene. Its beautifully designed rooms, suites, and villas can accommodate groups of all sizes, no matter the occasion. Don’t forget about its spa, which has treatments featuring products from Ligne St Barth and Dr. Barbara Sturm.
Hotel Christopher
St Barths is a luxury destination, to be sure, but Hotel Christopher manages to be a top-notch destination with a slightly lower price tag than other hotels on this list, making it a perfect option for a younger crowd. There aren’t many properties on their section of the island, which means it has a monopoly on the island’s best sunset views. The understated elegance of its rooms and suites makes it perfect for a low-key group of friends—but its location is a stone’s throw away from Le Ti nightclub, meaning a night of dancing is always in the cards too.
Le Barthélemy
For groups who want to experience one of the best beaches on the island, Le Barthélemy is the obvious choice. Its unpretentious vibe and chic design (with interiors by Sybille de Margerie) will impress your whole group. But the real draw here for girls’ getaways is Le Spa, which is the only Caribbean spa that uses La Mer products in its treatments. Groups can easily plan a day of indulgence using the property’s amenities, including three vitality pools, a sauna, and a hammam.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will enjoy a two-hour sunset cruise with Champagne, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
For Family
Gyp Sea St Barth
Kids will love The Jungle Book vibes and the maximalist design of Gyp Sea St Barth, and adults will love that its standalone villas offer privacy from other guests, which is ideal for energetic young children with early wake-up times. Gyp Sea St Barth also offers villas with more space and private pools, perfect for trips including the entire extended family.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive a $100 bar or spa credit, sun loungers at Gyp Sea Beach Club, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
Villa Nanne
This four-bedroom villa was designed to offer guests every type of luxury. It’s ideal for multigenerational family getaways, and its stunning infinity pool overlooks the bay of Corossol Beach. Guests who stay in the villa will also have access to Hotel Manapany’s five-star amenities, including two pools, a private beach, a fitness center, exercise classes, and more.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive one welcome bottle of Champagne per occupied room, two one-hour-long massages per occupied room, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
WIMCO St Barth Properties
Extended families or friends who are traveling in large groups will have no issue finding a suitable villa available through WIMCO St Barth Properties, the largest villa rental agency on St Barths. Its properties are typically set on hillsides with stunning ocean views, private pools, and up to eight bedrooms, perfect to accommodate all group sizes from large to small.
Tradewind offer: Guests who book the Ultimate Private Jet Experience will receive 24/7 concierge service, a complimentary rental car waiting for them at the airport, gourmet food and wine from Atelier Joel Robuchon pre-stocked in their villa, round-trip ground transportation, and a 10% discount on a future trip with Tradewind.
To learn more about flying to St Barths, 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. To learn more about booking Tradewind’s Ultimate Private Jet Experiences, please visit our Partner Experiences page.