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Top Holidays
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A place of contrasting
A place of contrasting

Cuba & St. Lucia, 11 Days

FIVE Nts Cuba & FIVE Nts St. Lucia

Experience Caribbean luxury with stays at Gran Hotel Manzana Kempinski and Marigot Bay Resort. Enjoy a private Havana tour in a vintage car, followed by ultimate relaxation in St. Lucia.

Experience Caribbean luxury with stays at Gran Hotel Manzana Kempinski and Marigot Bay Resort. Enjoy a private Havana tour in a vintage car, followed by ultimate relaxation in St. Lucia.

Experience Caribbean luxury with stays at Gran Hotel Manzana Kempinski and Marigot Bay Resort. Enjoy a private Havana tour in a vintage car, followed by ultimate relaxation in St. Lucia.

Antigua, St. Lucia & Barbados, 15 Days

FIVE Nts Antigua, FOUR Nts St. Lucia & FIVE Nts Barbados

Embark on a two-week Caribbean odyssey. Enjoy Antigua's pristine beaches at Jumby Bay, rejuvenate at St. Lucia's Calabash Cove, and revel in the beauty of Barbados' Sandy Lane. Paradise awaits at every turn.

Embark on a two-week Caribbean odyssey. Enjoy Antigua's pristine beaches at Jumby Bay, rejuvenate at St. Lucia's Calabash Cove, and revel in the beauty of Barbados' Sandy Lane. Paradise awaits at every turn.

Embark on a two-week Caribbean odyssey. Enjoy Antigua's pristine beaches at Jumby Bay, rejuvenate at St. Lucia's Calabash Cove, and revel in the beauty of Barbados' Sandy Lane. Paradise awaits at every turn.

Grenada & St Lucia, 15 Days

SEVEN Nts Grenada & SEVEN Nts St. Lucia

Combine two of the best islands in the Caribbean on this getaway. Explore the highlights of Grenada including chocolate making and a rum distillery tour before jetting to St. Lucia where a land and sea trip awaits.

Combine two of the best islands in the Caribbean on this getaway. Explore the highlights of Grenada including chocolate making and a rum distillery tour before jetting to St. Lucia where a land and sea trip awaits.

Combine two of the best islands in the Caribbean on this getaway. Explore the highlights of Grenada including chocolate making and a rum distillery tour before jetting to St. Lucia where a land and sea trip awaits.

Grenada & St. Lucia, 15 Days

SEVEN Nts Grenada & SEVEN Nts St. Lucia

Immerse yourself in Caribbean luxury with a 14-night retreat to Grenada's Spice Island Beach Resort and St. Lucia's Sugar Beach, A Viceroy Resort. Exquisite cuisine, stunning beaches, and endless activities await.

Immerse yourself in Caribbean luxury with a 14-night retreat to Grenada's Spice Island Beach Resort and St. Lucia's Sugar Beach, A Viceroy Resort. Exquisite cuisine, stunning beaches, and endless activities await.

Immerse yourself in Caribbean luxury with a 14-night retreat to Grenada's Spice Island Beach Resort and St. Lucia's Sugar Beach, A Viceroy Resort. Exquisite cuisine, stunning beaches, and endless activities await.

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Here for the Journey

From that first spark of wanderlust to your arrival back at home

We're committed to crafting holidays that go the extra mile - see what sets us apart
We're committed to crafting holidays that go the extra mile - see what sets us apart
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10 reasons to book with Winged Boots

You'll soon understand why we're a leading luxury travel specialist

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How Winged Boots' luxury travel concierge can take your holiday to new heights

From bookings to expert advice, discover how our luxury travel concierge service can create a bespoke itinerary fit for royalty.

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