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St Lucia Caribbean, woman on vacation at the tropical Island of Saint Lucia

Classic Caribbean with Windstar Cruises

calendar_today Date: - | All-included price: $3987 - $6637

Classic Caribbean with Windstar Cruises

Feb.20 - 27, 2027

CAA Orleans presents Classic Caribbean, a seven-night Windstar Cruises voyage sailing round trip from St. Maarten. Discover secluded beaches, turquoise waters and lush island landscapes while experiencing the distinctive culture and flavours of the Caribbean. 

Sail from the volcanic scenery of Nevis to the captivating charm of Les Saintes, with stops in Dominica, the Grenadines, St. Kitts and St. Barthélemy along the way. Explore colourful markets and lively cafés, unwind beside hidden coves and experience the region’s natural beauty, including verdant hills and cascading waterfalls. This intimate Caribbean voyage offers a relaxing way to discover several unique islands in one unforgettable journey.

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Trip pricing:

  • $3,987/ person (double occupancy)
  • $6,637/person (single occupancy)

 

Your itinerary at a glance

Day 1: Philipsburg, St. Maarten | Embark on your Windstar cruise

Days 2 to 7: Caribbean cruise (6 nights)

  • Day 2: Visit Charlestown, Nevis, surrounded by the island’s lush volcanic landscape.
  • Day 3: Discover Roseau, Dominica, known for its tropical scenery and natural beauty.
  • Day 4: Unwind in Mayreau, one of the picturesque Grenadine Islands.
  • Day 5: Explore the captivating charm of Les Saintes, Guadeloupe.
  • Day 6: Visit Basseterre, St. Kitts, and experience the island’s Caribbean character.
  • Day 7: Discover Gustavia, St. Barthélemy, with its beautiful harbour and lively cafés.

Day 8: Return to Philipsburg, St. Maarten | Disembark the ship