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 57)

7 Nights

Classic Caribbean

Departure Date
26 Dec 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Gustavia, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts and Philipsburg

From £2,499pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

Departure Date
26 Dec 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Gustavia, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £3,744pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Yachtsman's Caribbean

Departure Date
26 Dec 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Sint Maarten
Destination Port Bridgetown
Itinerary
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown

From £3,229pp

Plus substantial savings from Deluxe Cruises

13 Nights

Discover the Grenadines & Windwards islands

Departure Date
27 Dec 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Marigot
Itinerary
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays, Bridgetown, Soufrière, Îles des Saintes, Falmouth, Saint Kitts, Gustavia and Marigot

From £10,324pp

Plus substantial savings from Deluxe Cruises

7 Nights

Grenadines & Windwards yachting

Departure Date
27 Dec 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown

From £6,105pp

Plus substantial savings from Deluxe Cruises

7 Nights

Vibes of the Virgin Islands

Departure Date
27 Dec 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Saint Thomas
Destination Port Saint Thomas
Itinerary
Saint Thomas, Saint John Island, Virgin Gorda, Norman Island, Norman Island, Sandy Ground, Philipsburg, Philipsburg, Gustavia, Gustavia and Saint Thomas

From £4,622pp

Plus substantial savings from Deluxe Cruises

7 Nights

Tropical New Year's I

Departure Date
27 Dec 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Charlotte Amalie
Destination Port San Juan (Puerto Rico)
Itinerary
Charlotte Amalie, Norman Island, Spanish Town, Virgin Gorda, Marigot, Gustavia, Gustavia, Gustavia, Prickly Pear Island and San Juan (Puerto Rico)

From £6,427pp

Plus substantial savings from Deluxe Cruises

7 Nights

Tropical New Year's II

Departure Date
27 Dec 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Philipsburg, Gustavia, Gustavia, Gustavia, White Bay, Jost Van Dyke and Charlotte Amalie

From £7,954pp

Plus substantial savings from Deluxe Cruises

14 Nights

Panama Canal & Central America

Departure Date
27 Dec 26
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Mars
Region Caribbean
Departure Port Sailing the Caribbean Sea
Destination Port Fort Lauderdale, Florida
Itinerary
Montego Bay, Cartagena, Colón, Limon, Belize City, Cozumel and Fort Lauderdale, Florida

From £5,295pp

Plus substantial savings from Deluxe Cruises

15 Nights

An Extended Journey through Island Joys & Volcanic Majesty

Departure Date
27 Dec 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, Isla Catalana, Cruz Bay, Saint John, Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Charlotte Amalie, San Juan (Puerto Rico), Philipsburg, Saint John's, Little Bay, Tortola and Miami, Florida

From £6,860pp

Plus substantial savings from Deluxe Cruises

8 Nights

A Journey of Sparkling Skies & Bright Beginnings

Departure Date
27 Dec 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Puerto Plata, Isla Catalana, Cruz Bay, Saint John, Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Charlotte Amalie and San Juan (Puerto Rico)

From £3,990pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan to San Juan

Departure Date
27 Dec 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Îles des Saintes, Port Elizabeth, Bequia, Saint Thomas and San Juan (Puerto Rico)

From £3,010pp

Plus substantial savings from Deluxe Cruises