These magnificent four- and five-masted tall ships offer a unique travel experience as you enjoy the character of traditional sailing but in modern surroundings, immersing among the beauty of the sun-kissed Caribbean on islands such as St Lucia and its iconic Pitons and the wild beauty of St Kitts.
The Caribbean with Star Clippers
Find a cruise
Our top Caribbean picks with Star Clippers
Star Clippers
Westbound Atlantic Ocean Crossing
From Lisbon to Bridgetown
16 Oct - 31 Oct 2026 (15 Nights)
From £2,395 per guest
Star Clippers
Barbados to Panama
From Bridgetown to Balboa
31 Oct - 14 Nov 2026 (14 Nights)
From £4,990 per guest
Star Clippers
Westbound Atlantic Ocean Crossing
From Las Palmas de Gran Canaria to Philipsburg
13 Nov - 28 Nov 2026 (15 Nights)
From £2,315 per guest
Star Clippers
Panama to Antigua
From Balboa to St John's
14 Nov - 28 Nov 2026 (14 Nights)
From £4,990 per guest
Star Clippers
Westbound Atlantic Ocean Crossing
From Las Palmas de Gran Canaria to Bridgetown
20 Nov - 5 Dec 2026 (15 Nights)
From £2,315 per guest
Star Clippers
Classic Yachtsman's
From St John's to Bridgetown
28 Nov - 5 Dec 2026 (7 Nights)
From £2,385 per guest
Star Clippers
Treasure Islands
From Philipsburg to Philipsburg
28 Nov - 5 Dec 2026 (7 Nights)
From £2,175 per guest
Star Clippers
Windward Islands
From Bridgetown to Bridgetown
5 Dec - 12 Dec 2026 (7 Nights)
From £2,325 per guest
Star Clippers
Barbados to Panama
From Bridgetown to Balboa
5 Dec - 19 Dec 2026 (14 Nights)
From £4,570 per guest
Star Clippers
Leeward Islands
From Philipsburg to Philipsburg
5 Dec - 12 Dec 2026 (7 Nights)
From £2,120 per guest
Star Clippers
Grenadine Islands
From Bridgetown to Bridgetown
12 Dec - 19 Dec 2026 (7 Nights)
From £2,325 per guest
Star Clippers
Treasure Islands
From Philipsburg to Philipsburg
12 Dec - 19 Dec 2026 (7 Nights)
From £2,120 per guest
Our Insight
The Caribbean with Star Clippers
If it's sunshine and beaches that you're after, island hopping around the Caribbean with Star Clippers is truly the perfect option. If you are seduced by the romance of the sea then Star Clippers really is a unique experience, whether you watch the expert crew working with the sails or sit back and enjoy the relaxation of travelling under sail on either the magnificent five-masted, 227-guest Royal Clipper, with an amazing 42 sails, or the four-masted Star Clipper and Star Flyer, carry 170 guests each.
Expect no enforced schedules, occasional local entertainment and easy-going informality, with leisurely days as you explore the Caribbean, and the chance to explore a whole host of islands (with all their variations) without having to pack and unpack each time you arrive at a new port of call.
Highlights on Star Clippers' Caribbean cruises, which depart between November and March, include calls in at islands such as unspoilt St Kitts and upmarket St Barts, as well as Jost Van Dyke's stunning beaches and the French charm of Martinique and Guadeloupe, and the rugged beauty, iconic Pitons and white-sand shores of St Lucia.
cruise lines
The Caribbean with Star Clippers
