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 12)
7 Nights
Philipsburg to Philipsburg
Philipsburg to Philipsburg
Departure Date
19 Feb 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Saint John's, Saint Thomas, Little Bay, Castries, Port Elizabeth, Bequia, Îles des Saintes and Philipsburg
|
From £3,400pp
Plus substantial savings from Deluxe Cruises
14 Nights
Philipsburg, St. Maarten to Bridgetown
Philipsburg, St. Maarten to Bridgetown
Departure Date
19 Feb 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Saint John's, Saint Thomas, Little Bay, Castries, Port Elizabeth, Bequia, Îles des Saintes, Philipsburg, Philipsburg, Saint John Island, Gustavia, Roseau, Saint George's, Trois-Ilets, Kingstown and Bridgetown
|
From £6,700pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
20 Feb 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), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)
|
From £4,714pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
20 Feb 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), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,796pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
20 Feb 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), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
20 Feb 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), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,813pp
Plus substantial savings from Deluxe Cruises
6 Nights
A Journey of Vibrant Landscapes & Island Calm
A Journey of Vibrant Landscapes & Island Calm
Departure Date
20 Feb 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk and Bridgetown
|
From £2,735pp
Plus substantial savings from Deluxe Cruises
17 Nights
An Extended Journey into Tropical Utopia, Coral Wonders & Blissful Beaches
An Extended Journey into Tropical Utopia, Coral Wonders & Blissful Beaches
Departure Date
20 Feb 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint John's, Road Bay, Spanish Town, Virgin Gorda, Charlotte Amalie and Miami, Florida
|
From £5,600pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey into Historic Charm & Tropical Bliss
A Journey into Historic Charm & Tropical Bliss
Departure Date
20 Feb 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,270pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the yachting islands of the Caribbean
Discover the yachting islands of the Caribbean
Departure Date
21 Feb 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Saint John's |
| Itinerary |
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Caribbean yachting discovery
Caribbean yachting discovery
Departure Date
21 Feb 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Antigua |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Antigua, Barbuda, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
21 Nights
Discover the hidden treasures of the Caribbean
Discover the hidden treasures of the Caribbean
Departure Date
21 Feb 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Anguilla, Virgin Gorda, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Marigot, Prickly Pear Island, Charlestown, Gustavia, Falmouth, Îles des Saintes, Soufrière, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Mayreau Island, Union Island, Tobago Cays and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises