Caribbean Sailing Holidays by Oceanedia

An Enviable Lifestyle

Whether it’s skimming jewel coloured waters between Antigua and the Grenadines or mooring in a picturesque anchorage off the coast of the British Virgin Islands. Caribbean Sailing Holidays by Oceanedia, offers a fleet of private, luxury crewed yachts for the discerning and stylish vacationer. Discover the colour and culture of the Caribbean, the art deco havens of Florida, the magic of Mexico’s east coast beaches, and the aquatic enclaves of South America.

Meet the Fleet

Caribbean Sailing Holidays works in partnership with long established yacht charter providers and holds access to some of the world’s most sophisticated luxury yachts directly. Select 10m to 100m, classic, vintage, motor and sail. Between November and June, you can circumnavigate Bermuda and the Caribbean or discover Mexico and South America, with a hand-selected team of service staff and highly experienced qualified professional captain and crew.

The Caribbean Sailing Holidays’ range of Motor Vessels and Sailing Yachts, our luxury yacht range boast sun-drenched entertaining areas and exquisite open-plan spaces, akin to a premium hotel interior.

Unwind in the ambient lounge with cocktail and canape in hand or take in the balmy evening breeze under a scattering of stars. At night, when gentle waves lull you into the deepest of sleeps, retire to the most beautiful boudoir, complete with ensuite bathroom.

Desirable Destinations 

From diving into azure waters in the Florida Keys, The Bahamas, Antigua, Martinique, Guadalopue, St Lucia, Grenada, St Vincent and the Grenadines, The British Virgin Islands, St Barth’s, St Kitts and Saba to wandering ashore to sample the divine cuisine of Cozumel, Anguilla and St Martin, Caribbean Sailing Holidays with works with you, to map the route to paradise. We know every sugar white shoreline, picturesque city and secret cove around the Caribbean and adjacent shores and waters. Whether you dream of cosmopolitan chic or to glimpse ancient relics, we will help you discover it.

Work on a caramel tan in the tantalising Turks and Caicos before exploring the Mayan Ruins near La Amada marina in Mexico. For the truly adventurous, charter your way to the bays of Colombia, to the historic town of Santa Marta.  

And if blissful 181 islands of Bermuda beckons, you can experience the glamour of Caroline Bay and the palm-fringed City of Hamilton – both favourite destinations during America’s Cup, the world’s eminent yacht sailing race.

Enquire Now

Ready to go on a voyage of discovery? Seeking a lavish vacation that will linger long in the mind? Contact Caribbean Sailing Holidays by Oceanedia today to design an unforgettable yacht charter – entirely bespoke, secure and private.

You only live once. It’s time to tick the bucket list. Those warm tropical waters and powder soft sands are inviting you in. Step aboard. Take the plunge. Live the ultimate dream.