Leeward & Windward Islands

8 days

Ship: Corinthian

Leeward & Windward Islands
Orient Express Sailing Yachts

Sailing from charming Marigot, your voyage begins on a desert island near Anguilla, where you will experience a secluded paradise where sugar-white sands and luminous turquoise waters whisper of castaway dreams. Paradise soon meets its match at Virgin Gorda, where towering granite boulders sculpt secret pools, caves, and sun-dappled tunnels at The Baths. On December 31, as your elegant sailing yacht anchors at St Barth., you will welcome the New Year in unforgettable style. Later, sand beckon on Barbuda’s Princess Diana Beach, where an enchanting interlude awaits you. Then, onward to the lush green beauty of St. Lucia . After eight magical days and seven starlit nights, your journey concludes in Bridgetown, where colourful facades line bustling streets shaded by flamboyant trees.

Journey Summary

  • Day 1 - Dec. 28, 2026, Mon. - Marigot, Saint-Martin
  • Day 2 - Dec. 29, 2026, Tue. - Prickly Pear Cay, Anguilla
  • Day 3 - Dec. 30, 2026, Wed. - Virgin Gorda, British Virgin Islands
  • Day 4 - Dec. 31, 2026, Thu. - Gustavia, Saint-Barth
  • Day 5 - Jan. 1, 2027, Fri. - Gustavia, Saint-Barth
  • Day 6 - Jan. 2, 2027, Sat. - Princess Diana Beach, Barbuda
  • Day 7 - Jan. 3, 2027, Sun. - Sugar Bay, St Lucia
  • Day 8 - Jan. 4, 2027, Mon. - Bridgetown, Barbados

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - December 28, 2026

Marigot, Saint-Martin

Day 2 - December 29, 2026

Prickly Pear Cay, Anguilla

Day 3 - December 30, 2026

Virgin Gorda, British Virgin Islands

Day 4 - December 31, 2026

Gustavia, Saint-Barth

Day 5 - January 01, 2027

Gustavia, Saint-Barth

Day 6 - January 02, 2027

Princess Diana Beach, Barbuda

Day 7 - January 03, 2027

Sugar Bay, St Lucia

Day 8 - January 04, 2027

Bridgetown, Barbados

Dates and Prices

Select year & month:

Unavailable dates are greyed out

JanFebMarAprMayJunJulAugSepOctNovDec

Available dates:

Dec 28, 2026

consultation

Need information to make a decision?

Reach out to our travel concierges today to create your perfect journey.