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 63)
13 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
28 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Saint George's, Port Elizabeth, Bequia, Castries, Kralendijk, Willemstad, Oranjestad, Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Fort-de-France and Bridgetown
|
From £5,300pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
29 Dec 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sky |
| 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 £4,290pp
Plus substantial savings from Deluxe Cruises
10 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
29 Dec 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Marigot, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, Punta Cana, Montego Bay, Georgetown, Grand Cayman, Cozumel and Fort Lauderdale, Florida
|
From £4,010pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
29 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Key West, Florida, Saint Thomas, Sopers Hole, Tortola, Gustavia, Saint John's, Saint John Island and Miami, Florida
|
From £5,800pp
Plus substantial savings from Deluxe Cruises
19 Nights
Caribbean Celebration
Caribbean Celebration
Departure Date
30 Dec 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Southampton |
| Itinerary |
Bridgetown, Castries, Sint Maarten, Tortola, Miami, Florida, Praia da Vitória, Ponta Delgada, Azores and Southampton
|
From £1,709pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm
A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm
Departure Date
30 Dec 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Cayo Levantado, Puerto Plata, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £4,025pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey to Island Rhythms & Tranquil Bahamian Bliss
A Journey to Island Rhythms & Tranquil Bahamian Bliss
Departure Date
02 Jan 28
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Tortola, Pointe-à-Pitre, Gustavia, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
5 Nights
Beaches of the Virgin Islands
Beaches of the Virgin Islands
Departure Date
03 Jan 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,055pp
Plus substantial savings from Deluxe Cruises
6 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
03 Jan 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Marigot, Prickly Pear Island and Charlotte Amalie
|
From £2,924pp
Plus substantial savings from Deluxe Cruises
5 Nights
St. Barths Getaway
St. Barths Getaway
Departure Date
03 Jan 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Gustavia, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,499pp
Plus substantial savings from Deluxe Cruises
12 Nights
Miami to Miami
Miami to Miami
Departure Date
03 Jan 28
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Fort-de-France, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £4,800pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
03 Jan 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, 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 £3,545pp
Plus substantial savings from Deluxe Cruises