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 15)
14 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
24 Feb 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Port Elizabeth, Bequia, Soufrière, Bridgetown, Fort-de-France, Deshaies, Basseterre, Saint Kitts, Road Town, Tortola and Fort Lauderdale, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
25 Feb 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Marigot, Saint John Island and San Juan (Puerto Rico)
|
From £3,400pp
Plus substantial savings from Deluxe Cruises
11 Nights
Azure Antilles
Azure Antilles
Departure Date
26 Feb 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Tortola and Miami, Florida
|
From £4,409pp
Plus substantial savings from Deluxe Cruises
12 Nights
Tropical Island Rhythms
Tropical Island Rhythms
Departure Date
26 Feb 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Nautica |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Saint George's, Castries, Basseterre, Saint Kitts, San Juan (Puerto Rico), Grand Turk Island and Miami, Florida
|
From £2,739pp
Plus substantial savings from Deluxe Cruises
4 Nights
A Journey through Azure Waters & Island Marvels
A Journey through Azure Waters & Island Marvels
Departure Date
26 Feb 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £1,835pp
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
26 Feb 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), Virgin Gorda, Marigot, Saint John Island and San Juan (Puerto Rico)
|
From £3,800pp
Plus substantial savings from Deluxe Cruises
7 Nights
Philipsburg to Bridgetown
Philipsburg to Bridgetown
Departure Date
26 Feb 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Saint John Island, Gustavia, Roseau, Saint George's, Trois-Ilets, Kingstown and Bridgetown
|
From £2,800pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
27 Feb 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £8,990pp
Plus substantial savings from Deluxe Cruises
11 Nights
Fort Lauderdale to Fort Lauderdale
Fort Lauderdale to Fort Lauderdale
Departure Date
27 Feb 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Grand Turk Island, Saint Thomas, Basseterre, Saint Kitts, Saint John's, Philipsburg, San Juan (Puerto Rico) and Fort Lauderdale, Florida
|
From £6,900pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
27 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), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Mayreau Island and San Juan (Puerto Rico)
|
From £2,792pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
27 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan |
| Destination Port | San Juan |
| Itinerary |
San Juan, Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Mayreau Island, San Juan, Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan
|
From £11,950pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
27 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), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises