img
img
Top Holidays
img
A small island with a
A small island with a

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.

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.

img
The Finishing Touches

You've chosen your accommodation, booked your flights, so what's next?

Our personal experience team are here to help you holiday your way, from reservations to unique recommendations
Our personal experience team are here to help you holiday your way, from reservations to unique recommendations
Read More
img

Winged Boots Interviews: Claire Baker, Luxury Concierge for Winged Boots

From reservations to romantic proposals, see how our dedicated personal experience team can add some extra sparkle to an already incredible travel experience.

img

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.

img
Inspired?
Start planning your
next trip today

Our expert team of personal travel managers are ready to craft your perfect journey. From business trips to luxury leisure holidays, simply put your pin in the map, and we’ll make it happen.