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Top Holidays
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Sun-kissed
Sun-kissed

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. James & Antigua, 15 Days

FIVE Nts Grenada, FIVE Nts Barbados & FOUR Nts Antigua

Embark on a 14-night island-hopping dream. Begin with five nights at Calabash Grenada’s luxurious suites, seafood dining, and serene spa. Continue to Barbados' Fairmont Royal Pavilion, then conclude in Antigua's opulent Blue Waters Resort & Spa.

Embark on a 14-night island-hopping dream. Begin with five nights at Calabash Grenada’s luxurious suites, seafood dining, and serene spa. Continue to Barbados' Fairmont Royal Pavilion, then conclude in Antigua's opulent Blue Waters Resort & Spa.

Embark on a 14-night island-hopping dream. Begin with five nights at Calabash Grenada’s luxurious suites, seafood dining, and serene spa. Continue to Barbados' Fairmont Royal Pavilion, then conclude in Antigua's opulent Blue Waters Resort & Spa.

Antigua & Anguilla, 11 Days

FIVE Nts Antigua & FIVE Nts Anguilla

Experience paradise with a 10-night Caribbean getaway to Antigua and Anguilla, featuring luxurious stays at Carlisle Bay and Cap Juluca, exquisite local cuisine, a powerboat tour, and exciting watersports amidst breathtaking oceanfront settings.

Experience paradise with a 10-night Caribbean getaway to Antigua and Anguilla, featuring luxurious stays at Carlisle Bay and Cap Juluca, exquisite local cuisine, a powerboat tour, and exciting watersports amidst breathtaking oceanfront settings.

Experience paradise with a 10-night Caribbean getaway to Antigua and Anguilla, featuring luxurious stays at Carlisle Bay and Cap Juluca, exquisite local cuisine, a powerboat tour, and exciting watersports amidst breathtaking oceanfront settings.

St. Lucia & Antigua, 15 Days

SEVEN Nts St. Lucia & SEVEN Nts Antigua

Experience 14 nights of paradise in St. Lucia and Antigua. Begin with seven nights at St. Lucia’s Calabash Cove Resort & Spa, then enjoy seven nights at Antigua’s luxurious Hermitage Bay, offering stunning views and ultimate relaxation.

Experience 14 nights of paradise in St. Lucia and Antigua. Begin with seven nights at St. Lucia’s Calabash Cove Resort & Spa, then enjoy seven nights at Antigua’s luxurious Hermitage Bay, offering stunning views and ultimate relaxation.

Experience 14 nights of paradise in St. Lucia and Antigua. Begin with seven nights at St. Lucia’s Calabash Cove Resort & Spa, then enjoy seven nights at Antigua’s luxurious Hermitage Bay, offering stunning views and ultimate relaxation.

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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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