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Barbados and Sailing the Windward Isles

14 days from £3,750pp

What is tailor made? Customised itinerary | Every trip is unique | Flexible accommodation options | Designed to your budget

Itinerary highlights

  • Take some time to visit the historical highlights on Barbados, including St Nicholas Abbey, Bathsheba and Holetown.

  • Sample some of the islands best food in Speightstown or Oistins.

  • Embark on a seafaring adventure navigating the Windward Isles onboard the Royal Clipper Sailing vessel.

Price includes

Scheduled international flights
In-destination transfers
Activities and excursions as detailed
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  • Barbados
  • Oistins
  • Rodney Bay
  • Cabrits
  • Falmouth Harbour
  • Basseterre
  • Terre De Haut
  • Fort de France
  • Bridgetown
  • Bathsheba

Itinerary idea in detail

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With international flights from a choice of airports including London, Birmingham, Manchester, Newcastle, Edinburgh and Glasgow.

Day 1 Oistins

International outbound flight , Barbados , Oistins

Today you begin your journey by boarding your international outbound flight to Barbados. On arrival in Barbados you will be met by a local representative and transferred to your nearby accommodation in Oistins. After checking in you will have the evening to relax.

Day 2 Oistins


Spend the day relaxing on the beautiful Enterprise Beach or venture out to explore Oistins.

Day 3 Oistins


Oistins comes to life on a Friday when the weekly fish fry takes place. Tasty food is accompanied by live music and a street party atmosphere. Not to be missed.

Day 4 On-board ship (Bridgetown)

Oistins , On-board ship

Leave your accommodation in Oistins today and transfer to Bridgetown Marina in time to meet your cruise. Spend the next seven nights onboard the magnificent Royal Clipper sailing vessel. Cruise from Barbados to Martinique and back taking in the beautiful islands of St Lucia and Dominica en route.


Day 5 On-board ship (Rodney Bay)

Rodney Bay , On-board ship

Throughout the morning, the ship continues sailing towards the next port of call, St Lucia’s Rodney Bay. St Lucia is perhaps one of the Caribbean’s most iconic destinations, easily spotted by its verdant interior and plunging seaside mountains – the famous Pitons.


Day 6 On-board ship (Cabrits)

Cabrits , On-board ship

Today the Royal Clipper unites with its sister ship, the Star Flyer, sailing together to Cabrits on the north-west tip of Dominica. The large national park is home to lush tropical forest, native wildlife and the resorted British garrison at Fort Shirley where you are afforded panoramic views of Prince Rupert Bay.


Day 7 On-board ship (Falmouth Harbour)

Falmouth Harbour , On-board ship

Today sailing takes you to Falmouth Harbour in Antigua, playground to the rich and famous and the epicentre of the Caribbean yachting world. This was one of the well-trodden haunts of Admiral Nelson, so much so that one of the docks is named after him.


Day 8 On-board ship (Basseterre)

Basseterre , On-board ship

St Kitts was the first successful colony in the British West Indies and make for an interesting day exploring. Shop in colourful Basseterre or tour the old plantation houses or for the adventurous there is a brisk hike available through the rainforest. Later this afternoon, Royal Clipper makes a stop at South Friar’s Bay.


Day 9 On-board ship (Terre De Haut)

Terre De Haut , On-board ship

Early this morning the ship moors off Les Saintes – an entrancing group of islands just off Guadeloupe. Here you can enjoy the superb beaches, snorkelling and water sports on offer.


Day 10 On-board ship (Fort de France)

Fort de France , On-board ship

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.


Day 11 Bathsheba

Bridgetown , Bathsheba

Upon disembarking your cruise, you will be met and transferred to Bathsheba on the other side of the island. The rugged Atlantic Coast at Bathsheba makes for a wonderful base from which to explore the island.


Day 12 Bathsheba


Enjoy your first full day in Bathsheba - today you may wish to take in the renowned Andromeda Botanical gardens or Harrison's Cave.


Day 13 Bathsheba


Venture to the north of the island today and pay a visit to St Nicholas Abbey - the birthplace of rum.


Day 14 International return flight

Bathsheba , International return flight

You'll have most of the day at leisure before being transferred back to the airport in time for your overnight flight home. Your return flight will arrive the same day.

Audley Travel specialist Anna
Audley Travel specialist Kate

Contact a specialist

The specialist who designs your trip to Barbados will have explored the country many times and, in some cases, lived there. Their first-hand knowledge gives us the belief that no other travel company can match our expertise in helping you plan your trip. Your dedicated specialist will take the time to understand your preferences and build them into an itinerary to match, working to your budget. He or she will keep perfecting it until you’re completely happy and ready to book.

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When to go

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Rodney Bay