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 68)
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, Philipsburg, Gustavia, Gustavia, Road Bay, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg and Philipsburg
|
From £2,366pp
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 | San Francisco, California |
| Itinerary |
Miami, Florida, Ocho Rios, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, Cabo San Lucas and San Francisco, 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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £3,762pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,362pp
Plus substantial savings from Deluxe Cruises
13 Nights
Caribbean Celebration
Caribbean Celebration
Departure Date
21 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York
|
From £1,862pp
Plus substantial savings from Deluxe Cruises
21 Nights
Transatlantic Crossing and Caribbean Celebration
Transatlantic Crossing and Caribbean Celebration
Departure Date
21 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton
|
From £2,339pp
Plus substantial savings from Deluxe Cruises
13 Nights
From New York to New York
From New York to New York
Departure Date
21 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
From £1,979pp
Plus substantial savings from Deluxe Cruises
21 Nights
From New York to Southampton
From New York to Southampton
Departure Date
21 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
From £2,564pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
21 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| 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, Castries, Saint John's, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,800pp
Plus substantial savings from Deluxe Cruises
14 Nights
Festive Caribbean Frolic
Festive Caribbean Frolic
Departure Date
22 Dec 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sirena |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Kingstown, Castries, Fort-de-France, Roseau, Tortola and Miami, Florida
|
From £3,349pp
Plus substantial savings from Deluxe Cruises