Two Winters in the Sun. One You've Never Heard Of.

The Caribbean needs no introduction. The Canary Islands might.

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September 1, 2026 6:15pm EDT

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DESTINATIONS

YACHTS

SPECIALS

This winter, the real question isn't whether to go somewhere warm — it's which islands you want to wake up in, aboard a yacht that hosts fewer than 350 guests.

In the Caribbean, that means a quiet harbor on Jost Van Dyke too small for the big ships, a glass of rum poured a few steps from where it's distilled in Antigua's English Harbour, an afternoon in Gustavia before the sun drops over St. Barts.

Or, on the other side of the Atlantic, the same rhythm plays out in the Canary Islands, just 60 miles from Morocco at the southernmost edge of Europe. A camel ride across Lanzarote's petrified lava fields in Timanfaya, a hike through La Gomera's laurel cloud forest beneath the volcanic spire of Roque de Agando, an evening tasting Madeira wine at a hillside lodge above Funchal.

Beach days, water so clear you can count the fish beneath you, an afternoon paddleboarding straight off the yacht's own Marina — that's the Caribbean version of this winter. Ducking into a lava tube carved through solid rock, an afternoon watching for whales off Tenerife, nights spent on deck under some of the clearest skies in Europe — that's the Canary Islands version.

Book either destination by November 17, 2026, and your voyage comes with a complimentary All-Inclusive Package — gratuities, unlimited Wi-Fi, and select beer, cocktails and wine by the glass — plus reduced deposits on voyages through 2027.

Both destinations are yours to discover this winter. The only real mistake is picturing yourself on one of these islands — and not being there.