The Best Sailing Vacations For Exploring Secret Islands

Imagine anchoring on an unspoilt island without a soul in sight; only lapping turquoise waves and silky sand. From the Seychelles islands to Bora Bora, these once-in-a-lifetime sailing holidays will give you a taste of life on a tropical hideaway – with the bonus of a private cook and skipper.

Pack your Desert Island Discs – these TRIPS by Culture Trip will take you to the most paradisiacal locations on the planet. While the boat is moored, snorkel around barrier reefs, sunbathe on empty beaches and kayak through aquamarine lagoons. With international destinations ranging from French Polynesia to the Caribbean and the Seychelles, here are the places where you can find your island sanctuary.

Launch Offer

Two people stand on the edge of a yacht on the water off a forested island in the Grenadines

Deserted islands and geothermal pools await on this voyage around the Grenadines

Discover the uninhabited Tobago Cays on this sailing holiday around the Grenadine islands, where you’ll encounter green sea turtles and spotted eagle rays gliding through crystalline lagoons. You’ll also get the chance to step ashore at Petit Tabac, a pristine island that appeared in Pirates of the Caribbean: The Curse of the Black Pearl (2003). Cap off the trip with a mud bath inside Saint Lucia’s La Soufrière volcano and a swim at the foot of the Dark View waterfalls in Saint Vincent.

From US$1191.2 Next available from 16th Apr 2025 Secure your spot with a low deposit

Trip highlights and details

STARTS AT Bali, Indonesia