Silversea's fleet travel the Caribbean extensively, with all meals and all drinks included in the fare, resulting in a laid-back house party style which facilitates blossoming friendships and attentive service. If it's sunshine and beaches that are your motivation for a holiday, then island hopping around the Caribbean is the perfect option.
Caribbean with Silversea
Find a cruise
Caribbean Cruises with Silversea
Silversea Cruises
Montreal to Miami
From Montréal to Miami
24 Oct - 7 Nov 2026 (14 Nights)
From £6,120 per guest
Silversea Cruises
Miami to Miami
From Miami to Miami
7 Nov - 18 Nov 2026 (11 Nights)
From £3,170 per guest
Silversea Cruises
Miami to Miami
From Miami to Miami
18 Nov - 30 Nov 2026 (12 Nights)
From £3,600 per guest
Silversea Cruises
Lisbon to Bridgetown
From Lisbon to Bridgetown
22 Nov - 5 Dec 2026 (13 Nights)
From £3,050 per guest
Silversea Cruises
Lisbon to Miami
From Lisbon to Miami
28 Nov - 11 Dec 2026 (13 Nights)
From £3,400 per guest
Silversea Cruises
Miami to Miami
From Miami to Miami
30 Nov - 10 Dec 2026 (10 Nights)
From £3,450 per guest
Silversea Cruises
Bridgetown to Bridgetown
From Bridgetown to Bridgetown
5 Dec - 12 Dec 2026 (7 Nights)
From £3,395 per guest
Silversea Cruises
Lisbon to Miami
From Lisbon to Miami
9 Dec - 21 Dec 2026 (12 Nights)
From £2,940 per guest
Silversea Cruises
Lisbon to Bridgetown
From Lisbon to Bridgetown
9 Dec - 21 Dec 2026 (12 Nights)
From £2,940 per guest
Silversea Cruises
Miami to San Juan
From Miami to San Juan
10 Dec - 20 Dec 2026 (10 Nights)
From £2,700 per guest
Silversea Cruises
Charms of the Caribbean
From Miami to Miami
11 Dec - 23 Dec 2026 (12 Nights)
From £4,440 per guest
Silversea Cruises
Caribbean Escapade
From Bridgetown to Bridgetown
12 Dec - 20 Dec 2026 (8 Nights)
From £2,580 per guest
Our Insight
Caribbean with Silversea
The very best of Italian hospitality can be found on the intimate ships of Silversea, with a personal touch and Italian style to the hospitality on board, and a truly cosmopolitan and sophisticated passenger mix which provides a stimulating experience.
A luxury Silversea cruise to the Caribbean will see you explore the likes of Antigua with its rainforests and remote islands, unspoilt St Kitts and its wild beauty, and Jost Van Dyke's stunning beaches popular with the yachting crowd, as well as the French charm of Martinique and Guadeloupe.
Silversea's ships offer up to eight dining venues concluding the fabulous S.A.L.T. programme whose menus will reflect local Caribbean delights, and guests enjoy all shore excursions included in every port, alongside a fabulous onboard spa, entertainment and much more.
