Windward Islands Surf & Sunsets

Windstar Cruises

30 Jan - 6 Feb 2026 (7 Nights)

From £4,654 pp

Star Collector: Lovely Leewards

Windstar Cruises

30 Jan - 13 Feb 2026 (14 Nights)

From £8,202 pp

Eastern Caribbean with St. Barths

Emerald Cruises

31 Jan - 7 Feb 2026 (7 Nights)

From £3,677 pp

Pearls of the Society Islands

Paul Gauguin Cruises

31 Jan - 7 Feb 2026 (7 Nights)

From £2,910 pp

Gliding the Waters of the Windward Islands

Ponant

31 Jan - 7 Feb 2026 (7 Nights)

From £6,040 pp

San Juan (Puerto Rico) to Charlotte Amalie

SeaDream Yacht Club

31 Jan - 7 Feb 2026 (7 Nights)

From £3,707 pp

Beach Fun & Sun: A Remote Caribbean Getaway

Windstar Cruises

31 Jan - 7 Feb 2026 (7 Nights)

From £2,080 pp

Star Collector: Caribbean Explorations

Windstar Cruises

31 Jan - 14 Feb 2026 (14 Nights)

From £3,396 pp

Lesser Antilles featuring Curaçao & Martinique

Four Seasons Yachts

1 Feb - 8 Feb 2026 (7 Nights)

From £8,290 pp

Volcanic landscapes from Cape Verde to Canary Islands

Ponant

1 Feb - 11 Feb 2026 (10 Nights)

From £4,050 pp

Bridgetown Roundtrip

SeaDream Yacht Club

1 Feb - 11 Feb 2026 (10 Nights)

From £5,077 pp

In the Wake of the Spanish Armadas

Windstar Cruises

1 Feb - 9 Feb 2026 (8 Nights)

From £2,634 pp

Star Collector: Natural History Meets Ancient Mystery: Latin America & Beyond

Windstar Cruises

1 Feb - 17 Feb 2026 (16 Nights)

From £4,214 pp

Zanzibar, Aldabra & the treasures of the Indian Ocean

Ponant

2 Feb - 14 Feb 2026 (12 Nights)

From £5,800 pp

Winter Italy and the Dalmatian Coast

Windstar Cruises

4 Feb - 12 Feb 2026 (8 Nights)

From £2,484 pp

Star Collector: Twice the Tahiti

Windstar Cruises

5 Feb - 23 Feb 2026 (18 Nights)

From £5,472 pp