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 Cruising
Caribbean Cruising

Caribbean Itineraries (Page 74)

7 Nights

Jewels of the Windward Islands

Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Trois-Ilets, Pigeon Island and Bridgetown

From £2,125pp

Plus substantial savings from Deluxe Cruises

Departure Date
21 Mar 26
14 Nights

Star Collector: Caribbean Explorations

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, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £3,103pp

Plus substantial savings from Deluxe Cruises

Departure Date
21 Mar 26
7 Nights

Classic Caribbean

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 £1,910pp

Plus substantial savings from Deluxe Cruises

Departure Date
21 Mar 26
7 Nights

Bridgetown to San Juan (Puerto Rico)

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Bridgetown
Destination Port San Juan (Puerto Rico)
Itinerary
Bridgetown, Le Marin, Terre-de-Haut, Charlestown, Sint Eustatius, Gustavia, Gustavia, Prickly Pear Island and San Juan (Puerto Rico)

From £3,707pp

Plus substantial savings from Deluxe Cruises

Departure Date
22 Mar 26
9 Nights

Western Caribbean

Cruise Line Cunard Line
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida

From £849pp

Plus substantial savings from Deluxe Cruises

Departure Date
24 Mar 26
21 Nights

Caribbean

Cruise Line Cunard Line
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida

From £1,699pp

Plus substantial savings from Deluxe Cruises

Departure Date
24 Mar 26
7 Nights

"A Journey from San Juan to San Juan"

Cruise Line Explora Journeys
Cruise Type Ocean
Ship Explora II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Kralendijk, Willemstad, Oranjestad, Gustavia and San Juan (Puerto Rico)

From £2,680pp

Plus substantial savings from Deluxe Cruises

Departure Date
26 Mar 26
12 Nights

Bermuda Sunset & Southern Charm

Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Nassau, Kings Wharf, Kings Wharf, Kings Wharf, Norfolk, Virginia, Charleston, South Carolina, Charleston, South Carolina, Port Canaveral, Florida and Miami, Florida

From £5,879pp

Plus substantial savings from Deluxe Cruises

Departure Date
26 Mar 26
10 Nights

Gems of the Leeward Islands

Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan
Destination Port San Juan
Itinerary
San Juan, Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke and San Juan

From £5,249pp

Plus substantial savings from Deluxe Cruises

Departure Date
27 Mar 26
17 Nights

Star Collector: Seeking the Antilles

Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan
Destination Port Colón
Itinerary
San Juan, Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke, San Juan, Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands and Colón

From £10,230pp

Plus substantial savings from Deluxe Cruises

Departure Date
27 Mar 26
49 Nights

Star Collector: Grand Caribbean & Americas Explorer

Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan
Destination Port Juneau, Alaska
Itinerary
San Juan, Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke, San Juan, Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands, Colón, Fuerte Amador, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos (Puerto Quepos), Puerto Caldera, Curú Wildlife Refuge, Playas del Coco, Puerto Chiapas, Huatulco (Santa María Huatulco), Manzanillo, Puerto Vallarta, Seattle, Washington, Vancouver, British Columbia, Ketchikan, Alaska, Misty Fjords National Monument, Alaska, Wrangell, Alaska, Sitka, Alaska, Haines, Alaska and Juneau, Alaska

From Please Call

Plus substantial savings from Deluxe Cruises

Departure Date
27 Mar 26
7 Nights

Eastern Caribbean with St. Barths

Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Marigot
Itinerary
Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Gustavia, Prickly Pear Island, Marigot and Marigot

From £3,799pp

Plus substantial savings from Deluxe Cruises

Departure Date
28 Mar 26