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 25)
10 Nights
Gems of the Leeward Islands
Gems of the Leeward Islands
Departure Date
27 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,379pp
Plus substantial savings from Deluxe Cruises
17 Nights
Star Collector: Seeking the Antilles
Star Collector: Seeking the Antilles
Departure Date
27 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Colón |
| Itinerary |
San Juan (Puerto Rico), Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands and Colón
|
From £4,783pp
Plus substantial savings from Deluxe Cruises
24 Nights
Star Collector: Historic Caribbean: Legendary Islands, Colombia and Panama
Star Collector: Historic Caribbean: Legendary Islands, Colombia and Panama
Departure Date
27 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Puerto Caldera |
| Itinerary |
San Juan (Puerto Rico), Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands, Colón, Fuerte Amador, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos (Puerto Quepos) and Puerto Caldera
|
From £7,590pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
28 Mar 26
| 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, Saint Kitts, Gustavia, Prickly Pear Island and Marigot
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Best of British Virgin Islands & St. Barths
Best of British Virgin Islands & St. Barths
Departure Date
28 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Sandy Ground, Gustavia, Gustavia, Philipsburg, Spanish Town, Virgin Gorda, Beef Island, Tortola, White Bay, Jost Van Dyke, Cruz Bay, Saint John and Charlotte Amalie
|
From £4,267pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
28 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Soufrière, Terre-de-Haut, Saint John's, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £2,049pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Lisbon |
| Itinerary |
Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Ponta Delgada, Azores and Lisbon
|
From £3,327pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Lisbon |
| Itinerary |
Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Ponta Delgada, Azores and Lisbon
|
From £3,069pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,004pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
Departure Date
28 Mar 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, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £2,974pp
Plus substantial savings from Deluxe Cruises
7 Nights
Turks & Caicos
Turks & Caicos
Departure Date
29 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | West Palm Beach, Florida |
| Itinerary |
San Juan (Puerto Rico), Samaná, Grand Turk Island, Gordon's Beach, Long Island, Staniel Cay, Taino Beach and West Palm Beach, Florida
|
From £5,536pp
Plus substantial savings from Deluxe Cruises