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 62)
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
28 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Philipsburg and Philipsburg
|
From £2,065pp
Plus substantial savings from Deluxe Cruises
10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage
Departure Date
29 Nov 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fuerte Amador, Colón, Limon, Belize City, Cozumel, Progreso, Progreso and Fort Lauderdale, Florida
|
From £3,990pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
29 Nov 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sky |
| 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 £3,990pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean
Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean
Departure Date
29 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Puerto Caldera |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Isla Catalana, Isla Catalana, Santo Domingo, Santo Domingo, Cartagena, Cartagena, Cartagena, Cartagena, San Blas Islands, San Blas Islands, Colón, Colón, Fuerte Amador, Fuerte Amador, Fuerte Amador, Fuerte Amador, Isla Parida, Isla Parida, Golfo Dulce, Golfo Dulce, Quepos (Puerto Quepos), Quepos (Puerto Quepos), Puerto Caldera and Puerto Caldera
|
From £3,616pp
Plus substantial savings from Deluxe Cruises
7 Nights
The Spanish Main: Rise of the New World
The Spanish Main: Rise of the New World
Departure Date
29 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Colón |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Isla Catalana, Isla Catalana, Santo Domingo, Santo Domingo, Cartagena, Cartagena, Cartagena, Cartagena, San Blas Islands, San Blas Islands, Colón and Colón
|
From £2,053pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean Cruise: Sint Maarten, Martinique & Saint Lucia
Eastern Caribbean Cruise: Sint Maarten, Martinique & Saint Lucia
Departure Date
30 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Onward |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries and Bridgetown
|
From £1,719pp
Plus substantial savings from Deluxe Cruises
14 Nights
Eastern Caribbean Cruise: Sint Maarten, Barbados & Saint Kitts
Eastern Caribbean Cruise: Sint Maarten, Barbados & Saint Kitts
Departure Date
30 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Onward |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, San Juan (Puerto Rico), Key West, Florida and Miami, Florida
|
From £3,199pp
Plus substantial savings from Deluxe Cruises
22 Nights
Caribbean Intensive Cruise: Sint Maarten, Barbados & Cozumel
Caribbean Intensive Cruise: Sint Maarten, Barbados & Cozumel
Departure Date
30 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Onward |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, San Juan (Puerto Rico), Key West, Florida, Miami, Florida, Costa Maya, Belize City, Roatán Island, Cozumel, Cozumel and Miami, Florida
|
From £5,099pp
Plus substantial savings from Deluxe Cruises
14 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
02 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Sint Maarten, Tortola, Miami, Florida, Saint Thomas, Saint Kitts, Sao Vicente Island and Bridgetown
|
From £1,079pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey through Caribbean Havens & the Tropical Gems of Seaside Cities
A Journey through Caribbean Havens & the Tropical Gems of Seaside Cities
Departure Date
02 Dec 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Port Antonio, Colón, Bocas del Toro, Puerto Limón, San Andrés Island and Miami, Florida
|
From £3,920pp
Plus substantial savings from Deluxe Cruises
8 Nights
Cartagena to San Juan
Cartagena to San Juan
Departure Date
02 Dec 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Cartagena, Oranjestad, Willemstad, Kralendijk, Pointe-à-Pitre, Marigot and San Juan (Puerto Rico)
|
From £2,650pp
Plus substantial savings from Deluxe Cruises
7 Nights
Miami to Miami
Miami to Miami
Departure Date
03 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Great Exuma Island, Grand Turk Island, Bimini Island, Key West, Florida and Miami, Florida
|
From £2,100pp
Plus substantial savings from Deluxe Cruises