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 74)
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
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
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)
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
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
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"
"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
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
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
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
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
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