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)
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 £4,100pp
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 £2,790pp
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 £2,838pp
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 £2,426pp
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 £4,134pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
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 and San Juan (Puerto Rico)
|
From £1,756pp
Plus substantial savings from Deluxe Cruises
13 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
03 Jan 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Road Bay, Gustavia, Great Harbour, Jost Van Dyke, Sopers Hole, Tortola, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,897pp
Plus substantial savings from Deluxe Cruises