The Caribbean, a tropical paradise comprised of over 7,000 islands and islets, is celebrated for its rich cultural heritage, where a harmonious blend of African, European, and Indigenous influences has given rise to a unique tapestry of traditions, languages, and cuisines. From the reggae beats of Jamaica to the carnival extravaganzas of Trinidad and Tobago, each island carries its distinct character, yet all share a common thread of warm hospitality and laid-back charm. The crystalline waters that lap against pristine beaches host abundant marine life, making the Caribbean a haven for snorkelers and divers alike. Beyond the sun-soaked shores, the lush tropical rainforests, cascading waterfalls, and historic colonial architecture add depth to the region's allure, inviting travellers to explore a world where nature, history, and the rhythm of life converge in a symphony of sensory delights.
Caribbean Itineraries (Page 7)
15 Nights
Star Collector: Merry Christmas & Happy New Years from the Caribbean
Star Collector: Merry Christmas & Happy New Years from the Caribbean
Departure Date
20 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Bridgetown |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Saint George's, Saint George's, Mayreau Island, Port Elizabeth, Bequia, Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Mayreau Island, Fort-de-France and Bridgetown
|
From £5,030pp
Plus substantial savings from Deluxe Cruises
8 Nights
An ABC Christmas
An ABC Christmas
Departure Date
20 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Bridgetown |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Saint George's, Saint George's, Mayreau Island, Port Elizabeth, Bequia and Bridgetown
|
From £2,377pp
Plus substantial savings from Deluxe Cruises
7 Nights
Leeward Islands Celebration
Leeward Islands Celebration
Departure Date
21 Dec 25
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, Charlestown, Gustavia, Gustavia, Prickly Pear Island, Spanish Town, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Holiday Havens
Holiday Havens
Departure Date
21 Dec 25
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Kingstown, Roseau, Saint John's, Philipsburg and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
21 Dec 25
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Soufrière, Gustavia, Saint John Island and San Juan (Puerto Rico)
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
7 Nights
Bridgetown Roundtrip
Bridgetown Roundtrip
Departure Date
21 Dec 25
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Saint George's, Canouan Island, Port Elizabeth, Bequia, Grande Anse, Les Anses-d'Arlet, Soufrière and Bridgetown
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £6,505pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,246pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,398pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Dec 25
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,835pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey into Caribbean Sparkle and Joyful Celebration
An Extended Journey into Caribbean Sparkle and Joyful Celebration
Departure Date
21 Dec 25
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Scarborough, Martinique, Saint John's, Philipsburg, Tortola, Miami, Florida, Great Harbour, Jost Van Dyke, Deshaies, Bridgetown, Martinique, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £13,100pp
Plus substantial savings from Deluxe Cruises
13 Nights
An Extended Celebration Journey into New Caribbean Dawns
An Extended Celebration Journey into New Caribbean Dawns
Departure Date
21 Dec 25
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Scarborough, Martinique, Saint John's, Philipsburg, Tortola, Miami, Florida, Great Harbour, Jost Van Dyke, Deshaies and Bridgetown
|
From £7,690pp
Plus substantial savings from Deluxe Cruises