Every March, the turquoise waters around Saint Barthélemy transform into the world's most glamorous sailing arena. The St Barths Bucket Regatta — now in its 32nd edition — draws fleets of majestic superyachts racing around the island with billowing spinnakers against an impossibly blue sky. For the lucky few who own a villa on the right hillside or overlooking the right bay, the regatta is not an event you attend. It is a spectacle that unfolds at your doorstep, from the privacy of your terrace, glass in hand.
We have curated seven exceptional properties currently for sale — each positioned to offer breathtaking views of the Caribbean Sea and the racing fleet. For a full guide to the regatta itself, read our companion article: St Barths Bucket Regatta 2026 - The Superyacht Racing Guide.
01. Villa Haus Von Hin Ha - Lurin
9 bedrooms · 8 bathrooms · 2 Heated pools · Price upon request
Perched at the summit of Lurin — one of the island's highest residential points — this extraordinary estate, entirely rebuilt and formerly owned by Steve Martin, commands a full 180-degree panorama that encompasses the Salines in the foreground, the sunlit bay of Saint-Jean, Gustavia harbour where the Bucket fleet anchors during race week, and the distant outlines of Saint-Martin and Anguilla on the horizon. During regatta days, the spectacle unfolds continuously below: starting sequences, spinnaker runs, and the parade of giant hulls rounding the island's western tip are all visible from this singular vantage point.
02. Villa Les Amis du Vent - Mont-Jean
3 bedrooms · 5 bathrooms · oceanfront peninsula · Heated pool · Price upon request
Few properties in St Barths occupy a site as singular as this: a private peninsula of 3.843 acres in the exclusive gated enclave of Mont Jean, stretching right down to the sea. Designed by architect François Pecard with arched Mediterranean-inspired architecture, the villa faces the Atlantic and the Tortue Islet, with Anse Maréchal and Marigot Bay sweeping into view from its principal terrace. The Bucket's racing courses carry the fleet past this northern coastline, and the size and scale of the superyachts — sails fully deployed at racing speed — is most dramatic seen from the water's edge.
03. Villa Paulista - Petit Cul de Sac
6 bedrooms · 7 bathrooms · oceanfront · Heated pool · €21,500,000
Set within the prestigious Domaine du Levant on over two acres of oceanfront land at Petit Cul de Sac, Villa Paulista was designed by architect François Pécard and constructed by the island's finest firms. The property follows the contours of a majestic volcanic rock and opens directly onto the Caribbean, where passing whales and yachts are a regular feature of the horizon — and during Bucket week, that horizon fills with the most magnificent racing fleet in the world.
04. Villa Lao - Corossol
3 bedrooms · 3 bathrooms · Heated infinity pool · Private jacuzzis · €9,800,000
On the heights of Corossol — just west of Gustavia, where the Bucket fleet anchors and race headquarters is established — Villa Lao stands across three elegant contemporary levels with an unobstructed panorama of Gustavia harbour, its boats and the sea beyond. From here, Saba, Saint Eustatius, Saint Kitts and Nevis are visible on the horizon, and the regatta fleet's comings and goings from the harbour are visible in real time. The geometry of spinnakers rounding the island's western headlands is perfectly framed from the terrace.
05. Villa My Way - Colombier
5 bedrooms · 5 bathrooms · 180° view of Flamands Bay · Heated infinity pool · Price upon request
Named with intention after the Frank Sinatra anthem, Villa My Way sits on the heights of Colombier, and the moment you cross its threshold, a breathtaking 180-degree panorama of Flamands Bay and the open ocean — with îlet Bonhomme in the background — confirms that this is a home designed around its view. The Bucket's race courses sweep past this northwest coastline on both the first-day around-the-island circuit and on subsequent coastal legs, making Colombier one of the island's great spectator positions.
06. Villa ZOE - Toiny
3 bedrooms · 4 bathrooms · Two villas · Sunrise & ocean views · €8,000,000
On the wild southeastern coastline of Toiny — one of the most unspoiled and authentically Caribbean neighbourhoods on the island — Villa ZOE occupies a position that offers sunrise views over an open ocean horizon. The Bucket's around-the-island circuit brings the fleet past this rugged coastline during the traditional first-day race, and from the elevated terraces of Villa ZOE, the procession of superyachts under full sail against the Atlantic light is genuinely arresting.
07. Villa NYX - Colombier
6 bedrooms · 8 bathrooms · Privileged location · €45,500,000
In the utterly private enclave of «Les Étoiles» overlooking Colombier, Villa NYX is in a category of its own. This rare estate of nearly two acres was entirely renovated in 2024 to an exceptional standard, and its 360° view deck — facing the Caribbean Sea, magical tropical sunsets and the islands of Saba and Saint Eustatius on the horizon — is one of the finest observation points on the island. The Bucket's coastal courses run below Colombier's headland, and the regatta fleet's passage, with coloured spinnakers billowing against the western sky, is visible in full from this elevated promontory.
Why Regatta Season Is the Perfect Moment to Visit — and Buy
The Bucket Regatta runs March 12–15, 2026, and represents the single most concentrated moment of prestige, energy and international attention on the island each year. Real estate buyers who visit during regatta week consistently report that seeing the island at its most alive — the harbour full, the hillsides animated, the social calendar overflowing — is what makes the decision to purchase feel not just logical, but inevitable.
We recommend scheduling any property viewing during this window. Our team is on-island throughout regatta week and available for confidential, by-appointment showings. Whether you are exploring the St Barths market for the first time or looking to expand an existing portfolio, we would be delighted to arrange tours that align with your regatta schedule, so you can experience each villa exactly as it was designed to be experienced: with a fleet of superyachts racing below.
Arrange a Private Viewing
Our team is on-island throughout regatta week and availablefor confidential, by-appointment showings. Whether you are exploring the St Barths market for the first time or looking to expand an existing portfolio, we would be delighted to guide you.
Contact our team to book a private viewing.
Main Picture: © Hugo Martins
