The 2026 season highlights high-touch personalization, such as "Marina Days" where guests can kayak or paddleboard directly from the ship's stern. Onboard, the Caribbean experience is refined through regional farm-to-table dining, featuring fresh snapper and lobster, while shore excursions lean into private access - think guided hikes to Dominica’s thermal pools or helicopter tours over the turquoise reefs of the Bahamas.
Caribbean Itineraries (Page 3)
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
17 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, Saint John's, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £3,940pp
Plus substantial savings from Deluxe Cruises
3 Nights
A Journey from Light-Dappled Shores to Historic Spirit
A Journey from Light-Dappled Shores to Historic Spirit
Departure Date
17 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, Deshaies, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £1,315pp
Plus substantial savings from Deluxe Cruises
18 Nights
Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean
Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean
Departure Date
17 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Cozumel |
| Destination Port | Philipsburg |
| Itinerary |
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke, Philipsburg, Roseau, Mayreau Island, Deshaies, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £5,085pp
Plus substantial savings from Deluxe Cruises
11 Nights
Stars of the Greater Antilles
Stars of the Greater Antilles
Departure Date
17 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Cozumel |
| Destination Port | Philipsburg |
| Itinerary |
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke and Philipsburg
|
From £2,446pp
Plus substantial savings from Deluxe Cruises
11 Nights
Stars of the Greater Antilles
Stars of the Greater Antilles
Departure Date
17 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Cozumel |
| Destination Port | Philipsburg |
| Itinerary |
From £3,302pp
Plus substantial savings from Deluxe Cruises
18 Nights
Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean
Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean
Departure Date
17 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Cozumel |
| Destination Port | Philipsburg |
| Itinerary |
Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke, Philipsburg, Roseau, Mayreau Island, Deshaies, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £4,645pp
Plus substantial savings from Deluxe Cruises
10 Nights
Fort Lauderdale to Fort Lauderdale
Fort Lauderdale to Fort Lauderdale
Departure Date
17 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, Philipsburg, San Juan (Puerto Rico) and Fort Lauderdale, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
12 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
19 Feb 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £799pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
19 Feb 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Turk Island, Montego Bay, Belize City, Cozumel and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
19 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, Cozumel, Belize City, Roatán Island, Costa Maya and Miami, Florida
|
From £2,829pp
Plus substantial savings from Deluxe Cruises
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 Please Call
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 £16,400pp
Plus substantial savings from Deluxe Cruises