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 28)
7 Nights
Balmy Island Holiday
Balmy Island Holiday
Departure Date
21 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Tortola, Charlotte Amalie, Nassau and Miami, Florida
|
From £2,089pp
Plus substantial savings from Deluxe Cruises
14 Nights
Caribbean Celebration
Caribbean Celebration
Departure Date
21 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Tampa, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Tampa, Florida, Georgetown, Grand Cayman, Ocho Rios, Oranjestad, Willemstad, Kralendijk, Basseterre, Saint Kitts, Philipsburg, Tortola and Miami, Florida
|
From £6,539pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
21 Dec 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), Marigot, Terre-de-Haut, Portsmouth, Sandy Ground, Virgin Gorda and San Juan (Puerto Rico)
|
From £7,300pp
Plus substantial savings from Deluxe Cruises
18 Nights
Roundtrip San Diego, California
Roundtrip San Diego, California
Departure Date
21 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | San Diego, California |
| Destination Port | San Diego, California |
| Itinerary |
San Diego, California, Topolobampo, Loreto, La Paz, Isla Natividad, San Diego, California, Manzanillo, Mexico, Puerto Vallarta, Mazatlán, Cabo San Lucas, Cabo San Lucas and San Diego, California
|
From £8,290pp
Plus substantial savings from Deluxe Cruises
18 Nights
Miami to Los Angeles
Miami to Los Angeles
Departure Date
21 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Los Angeles, California |
| Itinerary |
Miami, Florida, Cartagena, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, San Diego, California and Los Angeles, California
|
From £6,075pp
Plus substantial savings from Deluxe Cruises
8 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
21 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Soufrière, Port Elizabeth, Bequia, Saint George's, Fort-de-France, Basseterre, Saint Kitts, Saint Thomas and San Juan (Puerto Rico)
|
From £4,328pp
Plus substantial savings from Deluxe Cruises
16 Nights
Bridgetown to Miami
Bridgetown to Miami
Departure Date
21 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Soufrière, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Oranjestad, Fort-de-France, Deshaies, Saint John Island, San Juan (Puerto Rico) and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Caribbean Celebration
Caribbean Celebration
Departure Date
22 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Montego Bay, Oranjestad, Willemstad, Kralendijk, Saint George's, Fort-de-France, Basseterre, Saint Kitts, Philipsburg and Miami, Florida
|
From £3,289pp
Plus substantial savings from Deluxe Cruises
14 Nights
Miami to Miami
Miami to Miami
Departure Date
22 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Turk Island, Basseterre, Saint Kitts, Oranjestad, Kralendijk, Willemstad, Saint John Island, San Juan (Puerto Rico) and Miami, Florida
|
From £7,560pp
Plus substantial savings from Deluxe Cruises
12 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
22 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Mayreau Island, Saint George's, Oranjestad, Willemstad, Kralendijk, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
12 Nights
Bridgetown to Miami
Bridgetown to Miami
Departure Date
22 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Castries, Saint George's, Kralendijk, Willemstad, Oranjestad, Saint John Island, San Juan (Puerto Rico) and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
26 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Gustavia, Gustavia, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Philipsburg and Philipsburg
|
From £1,735pp
Plus substantial savings from Deluxe Cruises