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 22)
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
20 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Deshaies, Marigot and San Juan (Puerto Rico)
|
From £1,623pp
Plus substantial savings from Deluxe Cruises
21 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
20 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Saint Thomas, Virgin Gorda, Saint John's, San Juan (Puerto Rico), Samaná, Nassau, Fort Lauderdale, Florida, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island, Georgetown, Grand Cayman, Ocho Rios, Nassau and Fort Lauderdale, Florida
|
From £7,850pp
Plus substantial savings from Deluxe Cruises
10 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
20 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Saint Thomas, Virgin Gorda, Saint John's, San Juan (Puerto Rico), Samaná, Nassau and Fort Lauderdale, Florida
|
From £4,190pp
Plus substantial savings from Deluxe Cruises
19 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
20 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Saint Thomas, Virgin Gorda, Saint John's, San Juan (Puerto Rico), Samaná, Nassau, Fort Lauderdale, Florida, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island, Georgetown, Grand Cayman and Fort Lauderdale, Florida
|
From £7,840pp
Plus substantial savings from Deluxe Cruises
20 Nights
Fort Lauderdale to Fort Lauderdale
Fort Lauderdale to Fort Lauderdale
Departure Date
20 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
From £8,500pp
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
21 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Costa Maya, Roatán Island, Harvest Caye, Cozumel and Miami, Florida
|
From £2,328pp
Plus substantial savings from Deluxe Cruises
17 Nights
Tropical Serenade
Tropical Serenade
Departure Date
21 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Costa Maya, Roatán Island, Harvest Caye, Cozumel, Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £6,679pp
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 £7,079pp
Plus substantial savings from Deluxe Cruises
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 £1,976pp
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 £6,900pp
Plus substantial savings from Deluxe Cruises