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 4)
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
05 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
Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada
Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada
Departure Date
07 Nov 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £1,329pp
Plus substantial savings from Deluxe Cruises
14 Nights
Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts
Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts
Departure Date
07 Nov 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £2,759pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
07 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, Little Bay, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,500pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Blissful Escapes & Shoreline Splendour
An Extended Journey of Blissful Escapes & Shoreline Splendour
Departure Date
08 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia, San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata and Miami, Florida
|
From £6,440pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey through Beguiling Caribbean Coastlines & Lush Landscapes
A Journey through Beguiling Caribbean Coastlines & Lush Landscapes
Departure Date
08 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia and San Juan (Puerto Rico)
|
From £3,600pp
Plus substantial savings from Deluxe Cruises
21 Nights
Atlantic Ocean Isles
Atlantic Ocean Isles
Departure Date
08 Nov 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Transatlantic and Caribbean |
| Departure Port | Civitavecchia |
| Destination Port | Miami, Florida |
| Itinerary |
Civitavecchia, Palma de Mallorca, Funchal, Madeira, Kings Wharf, Miami, Florida, Roatán Island, Santo Tomás de Castilla, Harvest Caye, Costa Maya and Miami, Florida
|
From £8,062pp
Plus substantial savings from Deluxe Cruises
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,544pp
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £2,535pp
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 |
Miami, Florida, Nassau, Bimini Island and Miami, Florida
|
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, Tortola, Saint Kitts, Sint Maarten and New York, New York
|
From £1,749pp
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, Tortola, Saint Kitts, Sint Maarten, New York, New York and Southampton
|
From £2,849pp
Plus substantial savings from Deluxe Cruises