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 55)
9 Nights
Western Caribbean
Western Caribbean
Departure Date
16 Feb 27
| 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 Please Call
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
16 Feb 27
| 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, Dominica, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Rum, Roatan & Ruins
Rum, Roatan & Ruins
Departure Date
16 Feb 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cozumel, Belize City, Roatán Island, Costa Maya and Miami, Florida
|
From £4,389pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
16 Feb 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Bridgetown |
| Itinerary |
Fuerte Amador, Bocas del Toro, San Blas Islands, Cartagena, Oranjestad, Willemstad, Kralendijk, Saint George's, Rodney Bay, Mayreau Island, Port Elizabeth, Bequia and Bridgetown
|
From £3,087pp
Plus substantial savings from Deluxe Cruises
11 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Little Bay, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £5,000pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,960pp
Plus substantial savings from Deluxe Cruises
9 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
17 Feb 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Punta Cana, Santo Domingo, Santo Domingo, Port Antonio, Montego Bay, Georgetown, Grand Cayman and Fort Lauderdale, Florida
|
From £2,610pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
18 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Basseterre, Saint Kitts, Fort-de-France, Castries and Bridgetown
|
From £3,600pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
Departure Date
19 Feb 27
| 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, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Spanish Town, Virgin Gorda, Road Bay, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Charlotte Amalie and San Juan (Puerto Rico)
|
From £6,560pp
Plus substantial savings from Deluxe Cruises
9 Nights
A Journey through Caribbean Delights & Wildlife Wonders
A Journey through Caribbean Delights & Wildlife Wonders
Departure Date
19 Feb 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Spanish Town, Virgin Gorda, Road Bay and Miami, Florida
|
From £4,460pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
19 Feb 27
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Canouan Island, Soufrière, Saint John's, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
8 Nights
Caribbean Essence
Caribbean Essence
Departure Date
19 Feb 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola and Miami, Florida
|
From £2,509pp
Plus substantial savings from Deluxe Cruises