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 23)
12 Nights
Collector's Caribbean
Collector's Caribbean
Departure Date
10 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Gustavia, Saint John's, Fort-de-France, Basseterre, Saint Kitts, Philipsburg, Tortola and Miami, Florida
|
From £2,344pp
Plus substantial savings from Deluxe Cruises
12 Nights
Miami to San Juan
Miami to San Juan
Departure Date
10 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Saint John Island, Philipsburg, Basseterre, Saint Kitts, Îles des Saintes, Castries, Fort-de-France, Little Bay, Saint John's, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
10 Nights
Miami to San Juan
Miami to San Juan
Departure Date
10 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Saint John Island, Philipsburg, Basseterre, Saint Kitts, Îles des Saintes, Fort-de-France, Little Bay, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,925pp
Plus substantial savings from Deluxe Cruises
10 Nights
Shimmering Reefs, Mighty Ruins
Shimmering Reefs, Mighty Ruins
Departure Date
11 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Tampa, Florida |
| Destination Port | Tampa, Florida |
| Itinerary |
Tampa, Florida, Georgetown, Grand Cayman, Montego Bay, Roatán Island, Belize City, Costa Maya, Cozumel and Tampa, Florida
|
From £4,559pp
Plus substantial savings from Deluxe Cruises
17 Nights
Tropical Sparkle & Holiday Cheer
Tropical Sparkle & Holiday Cheer
Departure Date
11 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Galveston, Texas |
| Destination Port | Galveston, Texas |
| Itinerary |
Galveston, Texas, Montego Bay, Ocho Rios, Punta Cana, San Juan (Puerto Rico), Tortola, Philipsburg, Gustavia, Saint John's, Georgetown, Grand Cayman and Galveston, Texas
|
From £7,349pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
11 Dec 26
| 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, Basseterre, Saint Kitts, Gustavia, Deshaies, Road Town, Tortola and Miami, Florida
|
From £3,900pp
Plus substantial savings from Deluxe Cruises
3 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
11 Dec 26
| 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), Virgin Gorda, Saint John Island and San Juan (Puerto Rico)
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
21 Nights
Transatlantic Crossing and Caribbean Celebration
Transatlantic Crossing and Caribbean Celebration
Departure Date
12 Dec 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, Tortola, Sint Maarten, Bridgetown, Castries, Dominica, Saint Kitts and New York, New York
|
From £2,474pp
Plus substantial savings from Deluxe Cruises
30 Nights
Transatlantic Crossing and Caribbean Celebration
Transatlantic Crossing and Caribbean Celebration
Departure Date
12 Dec 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, Tortola, Sint Maarten, Bridgetown, Castries, Dominica, Saint Kitts, New York, New York, Southampton and Southampton
|
From £3,104pp
Plus substantial savings from Deluxe Cruises
7 Nights
Spanish & British Caribbean Delight
Spanish & British Caribbean Delight
Departure Date
12 Dec 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Charlotte Amalie |
| Itinerary |
San Juan (Puerto Rico), Fajardo Bay, Cruz Bay, Saint John, Philipsburg, Gustavia, Gustavia, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £3,518pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
12 Dec 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Charlotte Amalie, Philipsburg, Gustavia, Gustavia, Falmouth, Charlestown, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,518pp
Plus substantial savings from Deluxe Cruises
9 Nights
Sunlit Caribbean Gems
Sunlit Caribbean Gems
Departure Date
12 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Tortola and Miami, Florida
|
From £2,392pp
Plus substantial savings from Deluxe Cruises