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Caribbean Sailings

Winter season from early December through to late March

22 November 2025 - Treasure Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800

29 November 2025 - Classic Yachtsman Caribbean 7 Nights

Royal Clipper
Antigua - Barbados RATES FROM £1,965

29 November 2025 - Leeward Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800

06 December 2025 - Grenadine Islands 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,905

06 December 2025 - Treasure Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,745

13 December 2025 - Leeward Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,745
Yoga Cruise

20 December 2025 - Grenadine Islands Christmas Cruise 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,965

20 December 2025 - Treasure Islands Christmas Cruise 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800

27 December 2025 - Windward Islands New Year's Cruise 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £2,025

27 December 2025 - Leeward Islands New Year's Cruise 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,855

03 January 2026 - Grenadine Islands 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,905

03 January 2026 - Panama to Jamaica 14 Nights

Star Clipper
Balboa - Jamaica RATES FROM £3,600

03 January 2026 - Treasure Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,745
Health & Wellness Cruise

10 January 2026 - Windward Islands 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,965

10 January 2026 - Leeward Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800

17 January 2026 - Grenadine Islands 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,965

17 January 2026 - Jamaica to Antigua 11 Nights

Star Clipper
Jamaica - Antigua RATES FROM £2,830

17 January 2026 - Treasure Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800

24 January 2026 - Windward Islands 7 Nights

Royal Clipper
Barbados - Barbados RATES FROM £1,965

24 January 2026 - Leeward Islands 7 Nights

Star Flyer
St. Maarten - St. Maarten RATES FROM £1,800