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 6)
20 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
14 Nov 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Transatlantic and Caribbean |
| Departure Port | Lisbon |
| Destination Port | Bridgetown |
| Itinerary |
From £3,164pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
15 Nov 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 £4,795pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Blissful Escapes & Island Splendour
A Journey of Blissful Escapes & Island Splendour
Departure Date
15 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata and Miami, Florida
|
From £3,075pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Tropical Harmony & Natural Wonders
An Extended Journey of Tropical Harmony & Natural Wonders
Departure Date
15 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £5,400pp
Plus substantial savings from Deluxe Cruises
15 Nights
Sapphire Sea Dreams
Sapphire Sea Dreams
Departure Date
15 Nov 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Galveston, Texas |
| Itinerary |
Miami, Florida, Willemstad, Oranjestad, Kralendijk, Montego Bay, Georgetown, Grand Cayman, Roatán Island, Cozumel, Progresso and Galveston, Texas
|
From £3,910pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
15 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), 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 £3,907pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
15 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,434pp
Plus substantial savings from Deluxe Cruises
9 Nights
Western Caribbean
Western Caribbean
Departure Date
17 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida
|
From £654pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
17 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £1,424pp
Plus substantial savings from Deluxe Cruises
11 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
17 Nov 26
| 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 Thomas, Tortola, Saint Kitts, Sint Maarten and New York, New York
|
From £1,063pp
Plus substantial savings from Deluxe Cruises
18 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
17 Nov 26
| 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 Thomas, Tortola, Saint Kitts, Sint Maarten, New York, New York and Southampton
|
From £2,516pp
Plus substantial savings from Deluxe Cruises
18 Nights
An Extended Journey through Caribbean Beauty & Ocean Stillness
An Extended Journey through Caribbean Beauty & Ocean Stillness
Departure Date
17 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progreso, Roatán Island, Belize City, Ocean Cay, MSC Marine Reserve, Miami, Florida, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman and Miami, Florida
|
From £6,790pp
Plus substantial savings from Deluxe Cruises