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 14)
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
08 Nov 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), 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), 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 £2,883pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
08 Nov 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), 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 £1,671pp
Plus substantial savings from Deluxe Cruises
4 Nights
Miami, Florida Roundtrip
Miami, Florida Roundtrip
Departure Date
09 Nov 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
From £4,100pp
Plus substantial savings from Deluxe Cruises
18 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
10 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | New York, New York |
| Itinerary |
Southampton, New York, New York, Saint Thomas, Saint Kitts, English Harbour, Sint Maarten and New York, New York
|
From £1,574pp
Plus substantial savings from Deluxe Cruises
25 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
10 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, New York, New York, Saint Thomas, Saint Kitts, English Harbour, Sint Maarten, New York, New York and Southampton
|
From £2,564pp
Plus substantial savings from Deluxe Cruises
25 Nights
Star Collector: Southern Caribbean Thanksgiving Jubilee
Star Collector: Southern Caribbean Thanksgiving Jubilee
Departure Date
10 Nov 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Star |
| Region | Caribbean |
| Departure Port | Lisbon |
| Destination Port | Colón |
| Itinerary |
Lisbon, Bridgetown, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Oranjestad, Cartagena, San Blas Islands and Colón
|
From £4,816pp
Plus substantial savings from Deluxe Cruises
14 Nights
Dutchman's Caribbean
Dutchman's Caribbean
Departure Date
11 Nov 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Saint George's, Bridgetown, Castries, Basseterre, Saint Kitts and Miami, Florida
|
From £3,544pp
Plus substantial savings from Deluxe Cruises
13 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
11 Nov 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, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Roatán Island, Santo Tomás de Castilla, Montego Bay, Georgetown, Grand Cayman and Fort Lauderdale, Florida
|
From £3,670pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) to Panama City
San Juan (Puerto Rico) to Panama City
Departure Date
12 Nov 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Panama City |
| Itinerary |
From £6,600pp
Plus substantial savings from Deluxe Cruises
10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage
Departure Date
13 Nov 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fuerte Amador, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £4,595pp
Plus substantial savings from Deluxe Cruises
3 Nights
Miami, Florida Roundtrip
Miami, Florida Roundtrip
Departure Date
13 Nov 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
From £3,300pp
Plus substantial savings from Deluxe Cruises
7 Nights
British & French Islands Discovery
British & French Islands Discovery
Departure Date
14 Nov 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Sopers Hole, Tortola, Norman Island, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Gustavia, Gustavia, Terre-de-Haut, Mayreau Island and Bridgetown
|
From £3,664pp
Plus substantial savings from Deluxe Cruises