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Sailing the Caribbean Dream

Who hasn’t dreamed of sailing in a billionaire’s magnificent yacht to magic islands in the Caribbean? This January you can, at an astonishing price. Wheeler Expeditions has made arrangements with the owners of a 180-foot dream yacht to sail to a half-dozen Caribbean paradises. We get there in style with a professional crew – Skipper, first mate, mechanic, bosun, cook and 4 stewards – catering to your every need. We stay away from crowded resorts and beaches full of giant cruise ship hordes, berthing instead at secluded bays and small fishing villages to experience true Caribbean culture. This is the Caribbean Dream come true – and we invite you to live it with us.

Sailing the Caribbean Dream

Who hasn’t dreamed of sailing in a billionaire’s magnificent yacht to magic islands in the Caribbean? This January you can, at an astonishing price. Wheeler Expeditions has made arrangements with the owners of a 180-foot dream yacht to sail to a half-dozen Caribbean paradises. We get there in style with a professional crew – Skipper, first mate, mechanic, bosun, cook and 4 stewards – catering to your every need. We stay away from crowded resorts and beaches full of giant cruise ship hordes, berthing instead at secluded bays and small fishing villages to experience true Caribbean culture. This is the Caribbean Dream come true – and we invite you to live it with us.

One Hundred And Eighty Feet Of  Super-Yacht Luxury

Only four couples may accompany Jack and Rebel on this Wheeler Expedition. Each couple has their own en suite air-conditioned private cabin. We dive off the boat every morning to swim in clear turquoise water, snorkel with sea turtles, befriend pink flamingos in a blue lagoon.

All this on a magnificent super yacht where we enjoy sumptuous dining, the bar is always open, and we have as much fun as we want.

One Hundred And Eighty Feet Of  Super-Yacht Luxury

Only four couples may accompany Jack and Rebel on this Wheeler Expedition. Each couple has their own en suite air-conditioned private cabin. We dive off the boat every morning to swim in clear turquoise water, snorkel with sea turtles, befriend pink flamingos in a blue lagoon. All this on a magnificent super yacht where we enjoy sumptuous dining, the bar is always open, and we have as much fun as we want.

Intimate Experiences To Caribbean Island Secrets

From the geological wonder of “The Baths” on Virgin Gorda, to the Caribbean’s “Unspoiled Queen” of Saba, from mysterious Monstserrat – half under the ash of smoking Soufrière Volcano, the other still the gorgeous “Emerald Isle of the Caribbean” – to Sting Ray City on Antigua, and so much more, we sail to spectacular yet little-known Caribbean secret jewels.

Intimate Experiences To Caribbean Island Secrets

From the geological wonder of “The Baths” on Virgin Gorda, to the Caribbean’s “Unspoiled Queen” of Saba, from mysterious Monstserrat – half under the ash of smoking Soufrière Volcano, the other still the gorgeous “Emerald Isle of the Caribbean” – to Sting Ray City on Antigua, and so much more, we sail to spectacular yet little-known Caribbean secret jewels.

Play It Your Way

From the best golf in the Caribbean to the best snorkeling and scuba diving in the Caribbean, from a helicopter tour of an active volcano to just floating in secluded peace on a turquoise sea, you get to choose what you want to do from an extraordinary array of memorable activities.

Play It Your Way

From the best golf in the Caribbean to the best snorkeling and scuba diving in the Caribbean, from a helicopter tour of an active volcano to just floating in secluded peace on a turquoise sea, you get to choose what you want to do from an extraordinary array of memorable activities. 

Then There Are The Beaches

No crowded beaches for us. We sail and moor off the Caribbean’s most beautiful – and most secluded – beaches you can enjoy in privacy… such as Keyonna Beach on Antigua above. You get to live your Caribbean Dream your way.

Then There Are The Beaches

No crowded beaches for us. We sail and moor off the Caribbean’s most beautiful – and most secluded – beaches you can enjoy in privacy… such as Keyonna Beach on Antigua above. You get to live your Caribbean Dream your way.

Ready for this incredible adventure?

Get the full itinerary now!