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 76)
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
19 Dec 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 £4,290pp
Plus substantial savings from Deluxe Cruises
25 Nights
Ultimate Island Holiday
Ultimate Island Holiday
Departure Date
19 Dec 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Voyager |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Tortola, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Saint John's, Roseau, Castries, Bridgetown, Saint George's, Oranjestad, Kralendijk, Willemstad, Cartagena, Colón, Puerto Limón, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £12,159pp
Plus substantial savings from Deluxe Cruises
8 Nights
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
Departure Date
19 Dec 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £1,659pp
Plus substantial savings from Deluxe Cruises
17 Nights
Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba
Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba
Departure Date
19 Dec 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Kralendijk, Willemstad, Oranjestad, Puerto Plata, Nassau and Miami, Florida
|
From £3,569pp
Plus substantial savings from Deluxe Cruises
9 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
19 Dec 27
| 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, Grand Turk Island, Punta Cana, San Juan (Puerto Rico), Gustavia, Nassau and Fort Lauderdale, Florida
|
From £3,380pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
Departure Date
19 Dec 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Tortola, Pointe-à-Pitre, Gustavia, Cruz Bay, Saint John and Miami, Florida
|
From £3,520pp
Plus substantial savings from Deluxe Cruises
15 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
19 Dec 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Gustavia, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,893pp
Plus substantial savings from Deluxe Cruises
8 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
19 Dec 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Gustavia, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke and Philipsburg
|
From £2,436pp
Plus substantial savings from Deluxe Cruises
7 Nights
West Indies Island Hopping
West Indies Island Hopping
Departure Date
20 Dec 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Saint Thomas, Saint Thomas, Gustavia, Gustavia, Great Harbour, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)
|
From £5,440pp
Plus substantial savings from Deluxe Cruises
16 Nights
Holiday In Panama
Holiday In Panama
Departure Date
20 Dec 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Los Angeles, California |
| Itinerary |
Miami, Florida, Ocho Rios, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, Cabo San Lucas and Los Angeles, California
|
From £7,589pp
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
20 Dec 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Costa Maya, Belize City, Roatán Island, Cozumel and Miami, Florida
|
From £1,599pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
20 Dec 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £3,874pp
Plus substantial savings from Deluxe Cruises