Lagoon 55 Smiley – A Journey into the Heart of the Caribbean
Step aboard Smiley, a Lagoon 55 catamaran with plenty of space and light.
This boat offers comfort and the real experience of sailing.
Enjoy open-air living areas, simple design, and quality materials.
Caribbean
Explore the Caribbean Aboard Smiley
Your journey follows the trade winds.
Sail from Guadeloupe to the wild shores of Dominica, then explore quiet anchorages in Antigua and the blue lagoons of Saint Barthélemy.
Enjoy a rare escape, guided by the wind and the ocean’s call.
Smiley
Smiley is a spacious and comfortable Lagoon 55 catamaran, perfect for exploring the Caribbean in complete serenity.
With 5 double cabins, each with its own private bathroom, it can accommodate up to 10 guests in a warm and modern setting.
The Layout
Smiley has four elegant cabins and a large owner’s suite.
It is designed for comfort and privacy. There are many outdoor spaces to relax and enjoy beautiful sea views. The bright main salon is perfect for spending time together.
Onboard Comfort & Amenities
SUP Boards
Snorkeling
Dinghy
Wakeboard
Waterskis
Wingfoil
Air Conditioning
Wi-Fi
Tiwal Dinghy
Watermaker
Bluetooth Sound
Smart TV
Deck Shower
Hydraulic Platform
Linens
7-Days Suggested Itinerary in the Caribbean
From chic Gustavia to Anguilla’s serene bays and back, this route blends short sails, powder-white sands, calm anchorages and starlit evenings — perfect for effortless island-hopping.
Day 1 · Gustavia, Saint-Barthélemy
Your voyage begins in the heart of Gustavia, Saint-Barthélemy’s chic and sun-drenched capital. The yacht sails toward Maundays Bay, one of Anguilla’s most iconic beaches, where powder-white sands meet the sleek design of Cap Juluca.
Highlights: Sunset cocktails on deck, a first swim in crystal-clear waters, and dinner under the stars.
Day 2 · Maundays Bay, Anguilla
A serene bay lined with white sands and aquamarine waters. Maundays Bay is a sanctuary of calm elegance, embraced by the curved architecture of Cap Juluca and the scent of frangipani in the breeze.
Moments to savor: Swimming in translucent waters, sunset aperitif on deck, dinner with refined island cuisine.
Day 3 · Road Bay, Anguilla
An anchorage rich in local character. Road Bay is Anguilla’s gateway to authenticity — colorful, musical, and quietly vibrant.
Suggested experiences: Strolls along Sandy Ground beach, local rum tasting, or a peaceful evening under the stars.
Day 4 · Scrub Island, Anguilla
Untouched and uninhabited, Scrub Island offers a return to nature in its purest form. An exclusive escape for those who seek silence, clarity, and connection with the sea.
Signature moments: Morning meditation, snorkeling in coral gardens, barefoot walks on windswept shores.
Day 5 · Grande Case – Marigot, Saint Martin
An elegant port of call on the French side of Saint Martin. Grande Case is celebrated for its fine gastronomy and relaxed, artistic atmosphere.
Unmissable experiences: Lunch at a French bistro, visit to local art galleries, or a curated dinner under soft island lanterns.
Day 6 – 7 · Gustavia, Saint-Barthélemy (Return)
As the cruise comes full circle, Gustavia welcomes you back with its timeless allure. Red rooftops, designer boutiques, and gentle trade winds signal the end of an unforgettable passage.
Tailor made luxury holiday
with SAILOE
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Dear Captain, Dear Julien,
It is with a deep sense of emotion that we left LA DÉSIRADE and her crew. We were truly touched by your kindness and availability, to the point that we felt treated like friends!
Please know that we will always keep the fondest memories of each of you.
Of course, we also appreciated the luxury and refinement of La Désirade, which greatly contributed to the enjoyment of our cruise.
Christian G.
LAGOON 77 “LA DESIRADE” – Corsica – June 2025
A wonderful experience, thank you!
An amazing crew – friendly, professional, and always attentive.
Chiara F.
LAGOON 77 “LA DESIRADE” – Corsica – August 2024
Thank you for the quality of service on board
and the professionalism of the entire crew.
Vadim S.
LAGOON 77 “LA DESIRADE” – Corsica – July 2024
This vacation will remain etched in my memory as a magical break aboard the Spirit of Ponant, in the heart of the Seychelles.
From the moment we arrived in Mahé, we were warmly welcomed by the crew – caring, discreet, and passionate.
The catamaran is a gem: spacious, full of light, and refined.
The Spirit of Ponant offers a rare and precious way to discover the Indian Ocean — taking your time, respecting nature, and savoring every moment.
A huge thank you to the crew for this unforgettable experience. I return with a full heart and a peaceful mind.
Marina C.
LAGOON 77 “SPIRIT OF PONANT” – Seychelles – February 2025
Thank you to the whole team — we had a wonderful stay.
Caroline P.
LAGOON 77 “LA DESIRADE” – Corsica – September 2025
Must do it again very soon!
André C.
LAGOON 77 “LA DESIRADE” – Corsica – June 2024




