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 23)
14 Nights
Atlantic & Balmy Bermuda
Atlantic & Balmy Bermuda
Departure Date
21 Mar 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charleston, South Carolina, Norfolk, Virginia, Norfolk, Virginia, Kings Wharf, Kings Wharf, Freeport, Grand Bahama, Nassau, Great Stirrup Cay and Miami, Florida
|
From £3,872pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Island Delights
Windward Island Delights
Departure Date
21 Mar 26
| 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, Fort-de-France, Mayreau Island and Bridgetown
|
From £1,711pp
Plus substantial savings from Deluxe Cruises
22 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean and Transatlantic |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Trois-Ilets, Mayreau Island, Bridgetown and Lisbon
|
From £3,366pp
Plus substantial savings from Deluxe Cruises
22 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Transatlantic and Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Fort-de-France, Mayreau Island, Bridgetown and Lisbon
|
From £3,231pp
Plus substantial savings from Deluxe Cruises
7 Nights
Jewels of the Windward Islands
Jewels of the Windward Islands
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
From £2,125pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Mar 26
| 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 £3,388pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Mar 26
| 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 £1,936pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £1,910pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Mar 26
| 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
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
21 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £2,889pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean Isles
14-Day Exotic Caribbean Isles
Departure Date
21 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £5,269pp
Plus substantial savings from Deluxe Cruises
27 Nights
27-Day Caribbean & Atlantic Passage
27-Day Caribbean & Atlantic Passage
Departure Date
21 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean and Transatlantic |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Bridgetown, Casablanca, Tangier, Portimão and Lisbon
|
From £7,649pp
Plus substantial savings from Deluxe Cruises