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 11)
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
30 Nov 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, Falmouth, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,100pp
Plus substantial savings from Deluxe Cruises
10 Nights
Miami to Miami
Miami to Miami
Departure Date
30 Nov 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
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 £3,906pp
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, Gustavia, Philipsburg, Frederiksted, Saint Croix, Tortola and Miami, Florida
|
From £3,299pp
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 | Puntarenas |
| Itinerary |
Cartagena, Willemstad, Kralendijk, Oranjestad, Santa Marta, Fuerte Amador, Fuerte Amador and Puntarenas
|
From £3,716pp
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 £5,580pp
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, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad and Oranjestad
|
From £2,087pp
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, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad, Oranjestad, Cartagena, Cartagena, Bocas del Toro, San Blas Islands and Fuerte Amador
|
From £4,651pp
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 £4,721pp
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 £3,838pp
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