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Caribbean
Any date
Any duration
6 cruise lines
Any ship size

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Philipsburg, St Maarten

Windward Islands Surf & Sunsets

Windstar Cruises

26 Feb - 7 Mar 2026 (9 Nights)

From £4,581 pp

Gustavia, St Barths

Star Collector: Lovely Leewards

Windstar Cruises

27 Feb - 13 Mar 2026 (14 Nights)

From £8,210 pp

Beach on Union Island, St Vincent & The Grenadines

Discover Eastern Caribbean & Grenadines

Emerald Cruises

28 Feb - 14 Mar 2026 (14 Nights)

From £6,855 pp

Historic Bridgetown, Barbados

Eastern Caribbean with St. Barths

Emerald Cruises

28 Feb - 7 Mar 2026 (7 Nights)

From £3,677 pp

View of Martinique

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Ponant

28 Feb - 8 Mar 2026 (8 Nights)

From £4,580 pp

Soufrière and the Pitons, Saint Lucia

Gliding the Waters of the Windward Islands

Ponant

28 Feb - 7 Mar 2026 (7 Nights)

From £6,340 pp

Beach on Anguilla

Charlotte Amalie Roundtrip

SeaDream Yacht Club

28 Feb - 7 Mar 2026 (7 Nights)

From £3,707 pp

Gustavia, St Barths

Lush & Lovely Islands of the Lesser Antilles

Windstar Cruises

28 Feb - 7 Mar 2026 (7 Nights)

From £2,048 pp

Fort Rodney, Pigeon Island, Saint Lucia

Star Collector: Antilles Adventures

Windstar Cruises

28 Feb - 14 Mar 2026 (14 Nights)

From £3,280 pp

Pigeon Island, Saint Lucia

Classic Caribbean

Windstar Cruises

28 Feb - 7 Mar 2026 (7 Nights)

From £2,072 pp

Volcanic peak in Nevis

Star Collector: Caribbean Explorations

Windstar Cruises

28 Feb - 14 Mar 2026 (14 Nights)

From £3,510 pp

Saba island in the Dutch Caribbean

Philipsburg to Charlotte Amalie

SeaDream Yacht Club

1 Mar - 8 Mar 2026 (7 Nights)

From £3,707 pp

Philipsburg, St Maarten

San Juan & the Virgin Islands

Windstar Cruises

6 Mar - 13 Mar 2026 (7 Nights)

From £4,602 pp

Pigeon Island, Saint Lucia

Star Collector: Lovely Leewards

Windstar Cruises

6 Mar - 20 Mar 2026 (14 Nights)

From £8,207 pp

Aerial view of Barbados

Discover Eastern Caribbean & Grenadines

Emerald Cruises

7 Mar - 21 Mar 2026 (14 Nights)

From £8,500 pp

Beach on Mayreau, St Vincent & The Grenadines

Grenadines & Windwards yachting

Emerald Cruises

7 Mar - 14 Mar 2026 (7 Nights)

From £3,860 pp

What our clients say

“I have been booking cruises with the company since 1977 and the staff have always been excellent, often anticipating my thoughts.”

Mr Fisher

Get in touch & let us tailor-make your perfect cruise holiday

Call us on +44 20 7399 7670 or visit us at our comfortable offices just off London's Regent Street.

Enquire Now

Mundy Cruising office in Russell Square, London