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 20)
10 Nights
Sunset Serenity
Sunset Serenity
Departure Date
01 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Tampa, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Montego Bay, Georgetown, Grand Cayman and Tampa, Florida
|
From £4,699pp
Plus substantial savings from Deluxe Cruises
10 Nights
Cartagena to Puerto Caldera
Cartagena to Puerto Caldera
Departure Date
02 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | Puerto Caldera |
| Itinerary |
Cartagena, Willemstad, Kralendijk, Oranjestad, Santa Marta, Fuerte Amador, Fuerte Amador and Puerto Caldera
|
From £3,590pp
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Island Bliss
Caribbean Island Bliss
Departure Date
02 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, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £3,049pp
Plus substantial savings from Deluxe Cruises
10 Nights
Fort Laudedale to San Juan
Fort Laudedale to San Juan
Departure Date
03 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Fort Lauderdale, Florida, Road Town, Tortola, Gustavia, Pointe-à-Pitre, Kingstown, Castries, Fort-de-France, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £2,930pp
Plus substantial savings from Deluxe Cruises
17 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
03 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, Road Town, Tortola, Gustavia, Pointe-à-Pitre, Kingstown, Castries, Fort-de-France, Basseterre, Saint Kitts, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Marigot, Saint John's, Saint Thomas and Fort Lauderdale, Florida
|
From £6,210pp
Plus substantial savings from Deluxe Cruises
3 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
04 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), Virgin Gorda, Saint John Island and San Juan (Puerto Rico)
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
8 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
04 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Oranjestad |
| Itinerary |
Bridgetown, Bridgetown, Rodney Bay, Rodney Bay, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Kralendijk, Kralendijk, Willemstad, Willemstad, Oranjestad and Oranjestad
|
From £1,712pp
Plus substantial savings from Deluxe Cruises
16 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
04 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Fuerte Amador |
| Itinerary |
Bridgetown, Bridgetown, Rodney Bay, Rodney Bay, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Kralendijk, Kralendijk, Willemstad, Willemstad, Oranjestad, Oranjestad, Cartagena, Cartagena, Cartagena, Cartagena, Bocas del Toro, Bocas del Toro, San Blas Islands, San Blas Islands, Fuerte Amador and Fuerte Amador
|
From £2,834pp
Plus substantial savings from Deluxe Cruises
15 Nights
Caribbean Dream Route
Caribbean Dream Route
Departure Date
05 Dec 26
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Miami, Florida |
| Itinerary |
New York, New York, Gustavia, Portsmouth, Marigot, Kralendijk, Willemstad, Ocho Rios and Miami, Florida
|
From £5,151pp
Plus substantial savings from Deluxe Cruises
7 Nights
British Islands Discovery
British Islands Discovery
Departure Date
05 Dec 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint John's, Sint Eustatius, Gustavia, Gustavia, Charlestown, Sandy Ground, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £3,664pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
05 Dec 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Fajardo Bay, White Bay, Jost Van Dyke, Gustavia, Gustavia, Sandy Ground, Cruz Bay, Saint John and Charlotte Amalie
|
From £3,518pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
05 Dec 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| 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 £4,345pp
Plus substantial savings from Deluxe Cruises