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MY CRUISE
Caribbean Sailings
Winter season from early December through to late March
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Caribbean
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Tall Ship
Royal Clipper
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Duration
1 - 7 Days
8 - 14 Days
15 - 25 Days
26+ Days
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View
28 November 2026 - Classic Yachtsman's 7 Nights
Royal Clipper
St. John's - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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28 November 2026 - Treasure Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,005
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VIEW ITINERARY & PRICES
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05 December 2026 - Windward Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,155
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VIEW ITINERARY & PRICES
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05 December 2026 - Leeward Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £1,950
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VIEW ITINERARY & PRICES
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12 December 2026 - Grenadine Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,155
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VIEW ITINERARY & PRICES
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12 December 2026 - Treasure Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £1,950
VIEW ITINERARY & PRICES
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VIEW ITINERARY & PRICES
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19 December 2026 - Windward Islands Christmas Cruise 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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19 December 2026 - Leeward Islands Christmas Cruise 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,005
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VIEW ITINERARY & PRICES
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26 December 2026 - Grenadine Islands New Year's Cruise 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,275
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VIEW ITINERARY & PRICES
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26 December 2026 - Treasure Islands New Year's Cruise 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,060
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VIEW ITINERARY & PRICES
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02 January 2027 - Windward Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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02 January 2027 - Leeward Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £1,950
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VIEW ITINERARY & PRICES
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09 January 2027 - Grenadine Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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09 January 2027 - Treasure Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,005
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VIEW ITINERARY & PRICES
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16 January 2027 - Windward Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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16 January 2027 - Leeward Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,005
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VIEW ITINERARY & PRICES
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23 January 2027 - Grenadine Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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23 January 2027 - Treasure Islands 7 Nights
Star Flyer
St. Maarten - St. Maarten
RATES FROM £2,005
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27 January 2027 - Aruba to Grenada 10 Nights
Star Clipper
Oranjestad - St. George's
RATES FROM £2,860
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30 January 2027 - Windward Islands 7 Nights
Royal Clipper
Bridgetown - Bridgetown
RATES FROM £2,215
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VIEW ITINERARY & PRICES
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