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.

Barbados

Caribbean Itineraries (Page 7)

15 Nights

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

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

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

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

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

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

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

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

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

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

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

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