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Caribbean Holidays

Historic harbours, remote beaches, and sailing adventures

7 Night Itinerary from  £3,762

Windward Tour

Explore the fascinating history of the glisteningly gorgeous Windward Islands on a relaxing cruise aboard the luxurious Royal Clipper.

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Tour Route

Travel Highlights

  • Departing the UK: 23 Dec 2023; 6, 20 Jan, 3, 17 Feb, 2, 16 Mar, 14, 28 Dec 2024; 11,25 Jan, 8, 22 Feb and 8 Mar 2025  
  • Take a 7-night Royal Clipper cruise with all meals, port transfers and port taxes included
  • Be invigorated by joys of sailing in the style of the golden age of travel
  • Explore the colonial architecture in Bridgetown, the capital of Barbados
  • Admire scenic St Lucia, with the famous Pitons, waterfalls and spas
  • Sail to Dominica, an island known for it natural wonders and lush interior
  • Discover the history of pirates and traders in Antigua
  • Relax in the exotic islands of St Kitts, Les Saintes and Martinique
  • Extend your stay in Barbados

This itinerary can be tailored to your preferences by our specialist advisors, who can provide a guaranteed price based on your choice of route, duration, flights, hotels, transport and excursions.

Tour Itinerary

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Bridgetown, Barbados - 1 Night

Day 1 - Fly to Bridgetown, Barbados and embark the Royal Clipper

  • Full Description
  • Accommodation

Friday, 01 December 2023

Fly to Bridgetown, Barbados and embark the Royal Clipper

Depart the UK on a daytime flight to Bridgetown. On arrival, transfer to the port and embark the Royal Clipper. 

Royal Clipper

Barbados - Luxury Motor Yacht

Inspired by the tall ship Preussen, the Royal Clipper has the proud distinction of being the largest and only five-masted full-rigged sailing ship built since her predecessor was launched at the beginning of the last century.

With her complement of 42 sails, Royal Clipper is a splendid sight to behold. You might think she was an apparition from the grand age of sail, but Royal Clipper is as new as tomorrow, boasting state-of-the-art navigation systems and all the comfort of today.

For connoisseurs of sail cruising, the 134 metres Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities and accommodations of the finest modern yacht. Royal Clipper carries just 227 guests in luxurious style.  A full 1760 square metres of open deck and three swimming pools create a wonderfully spacious and expansive outdoor environment.

Public areas include the sun deck, swimming pool, dining room, bar, lounge, gym, and spa.

The rates include all meals and tenders to each port of call. Port taxes are extra.


Royal Clipper
Enjoy sailing in the beautiful Caribbean

Rodney Bay, St Lucia - 1 Night

Day 2 - Rodney Bay, St Lucia

  • Full Description

Saturday, 02 December 2023

Rodney Bay, St Lucia

A lush island of tropical beauty, St. Lucia is part of the Windward Islands. Its 238 square miles are covered with rain forests, banana plantations, palm lined beaches, mountains and even a drive-in volcano. Prettier sights are to be seen at Diamond Falls and Mineral Baths where you can walk the gardens and take a dip in the pool under the waterfalls. One of St. Lucia's truly spectacular attractions is the Pitons, two volcanic cones rising up from the sea that have become a symbol of the island itself. Today, St. Lucia offers its guests a wide range of natural charm with beautiful beaches, lush scenery, fishing villages unchanged by time and friendly Caribbean hospitality.

Poc Anguilla

Cabrits, Dominica - 1 Night

Day 3 - Sail to Cabrits, Dominica


  • Full Description

Sunday, 03 December 2023

Sail to Cabrits, Dominica

The charming four-masted Star Flyer and the magnificent five-masted Royal Clipper will sail alongside each other as passengers travel towards Cabrits, on the north-western tip of Dominica. This breath-taking 525-hectare national park is home to a beautiful tropical forest, vibrant coral reefs and wetlands that are teeming with native wildlife. It is also home to Fort Shirley – a restored 18th-century British garrison that offers panoramic views of Prince Rupert Bay.

Dominica is a dream-like island, full of surprises. Glide through a steamy orchid-festooned rainforest in a fascinating boat ride or hike to breathtaking Trafalgar Falls and a bubbling lake.

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Falmouth Harbour, Antigua - 1 Night

Day 4 - Falmouth Harbour, Antigua

  • Full Description

Monday, 04 December 2023

Falmouth Harbour, Antigua

The dockyards, marinas, old inns, venerable pubs and convivial crowds of sun-tanned yacht crews- this is the epicentre of the Caribbean yachting world. Today, every faded pink brick and weather-worn bollard of Nelson's Dockyard evokes the presence of the greatest naval commander in history.

Rc Destinations Andy Lovering Tobago Cays Sf011

St Kitts - 1 Night

Day 5 - St Kitts

  • Full Description

Tuesday, 05 December 2023

St Kitts

St. Kitts' was the first successful colony in the British West Indies. Shop in colourful Basseterre, play golf and tour old plantation houses. For the adventuresome there's a brisk hike through the rainforest.

Royal Clipper in a Caribbean Harbour

Les Saintes - 1 Night

Day 6 - Les Saintes

  • Full Description

Wednesday, 06 December 2023

Les Saintes

Les Saintes is a thoroughly entrancing group of islands lying off Guadeloupe. You'll enjoy the superb beaches, snorkelling, diving and other watersports on offer.

Rc Destinations Caribbean 16F

Martinique - 1 Night

Day 7 - Martinique

  • Full Description

Thursday, 07 December 2023


Martinique is the classic French Caribbean island. Wild and mysterious, yet urbane and sophisticated, it is France with a tropical twist, with something for almost everyone. You won't be able to resist the charms of spicy Creole cooking and tempting boutiques in Fort de France.

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Bridgetown - 0 Nights

Day 12 - Disembark in Bridgetown & fly back to the UK

Day 13 - Arrive in the UK

  • Full Description

Friday, 08 December 2023

Disembark in Bridgetown & fly back to the UK

We arrive back in Bridgetown and disembark after breakfast. After a relaxing day, transfer to the airport for your overnight flight back to the UK.

Saturday, 09 December 2023

Arrive in the UK

Arrive back in the UK in the morning.

Price Guidelines

Season Low Season High Season
Travel Dates January-March 2024 and 2025 Dec 2023 & 2024
Room Arrangement Deluxe Deluxe
Multiple Travellers - Twin Room £3,762 £4,837

Prices are a guideline and per person. Please request a quote for Special Events, Christmas, New Year's Eve & Easter.

What's Included

  • 9 Days/8 Nights
  • International flights (1 overnight)
  • Transfers
  • 7-night Royal Clipper Windward cruise including all meals and transfers in port
  • Port taxes
  • All transfers
  • Prices are per person
  • Prices for Special Events, Christmas, New Year's Eve, Easter on request

Client Testimonials

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READY - 24 November 2023

CHILE ARGENTINA: Patagonia Glaciers & Landscapes

LANDMARK TOURS: Multi-Country & Cross Continent

COSTA RICA TOURS & LODGES: Rainforest Habitats

CLIPPER CRUISES: Stunning Traditional Tall Sailling Ships: Costa Rica, Barbados, Saint Martin

CHINAINDIA: Local Life, People & Unique Cultures

GUIDES by Veloso Tours, are the best Local Hosts

TRAVEL INSURANCE with extensive COVID-19 cover