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 11)
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
29 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), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,144pp
Plus substantial savings from Deluxe Cruises
13 Nights
Discover the Vibes of the Caribbean
Discover the Vibes of the Caribbean
Departure Date
30 Nov 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Saint Thomas |
| Itinerary |
Miami, Florida, Nassau, Bahamas, San Salvador Island, Gordon's Beach, Long Island, Grand Turk Island, San Juan (Puerto Rico), Cruz Bay, Saint John, Nevis, Falmouth, Gustavia, Virgin Gorda and Saint Thomas
|
From £9,947pp
Plus substantial savings from Deluxe Cruises
7 Nights
Caribbean escapade
Caribbean escapade
Departure Date
30 Nov 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Nassau, Bahamas, San Salvador Island, Gordon's Beach, Long Island, Grand Turk Island and San Juan (Puerto Rico)
|
From £4,546pp
Plus substantial savings from Deluxe Cruises
11 Nights
Waterfalls & Divers
Waterfalls & Divers
Departure Date
30 Nov 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, Georgetown, Grand Cayman, Roatán Island, Belize City, Costa Maya, Cozumel and Galveston, Texas
|
From £3,927pp
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
30 Nov 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), Marigot, Falmouth, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,100pp
Plus substantial savings from Deluxe Cruises
10 Nights
Miami to Miami
Miami to Miami
Departure Date
30 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, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,700pp
Plus substantial savings from Deluxe Cruises
10 Nights
Sunset Serenity
Sunset Serenity
Departure Date
01 Dec 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Tampa, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Montego Bay, Georgetown, Grand Cayman and Tampa, Florida
|
From £3,210pp
Plus substantial savings from Deluxe Cruises
10 Nights
Cartagena to Puerto Caldera
Cartagena to Puerto Caldera
Departure Date
02 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | Puerto Caldera |
| Itinerary |
Cartagena, Willemstad, Kralendijk, Oranjestad, Santa Marta, Fuerte Amador, Fuerte Amador and Puerto Caldera
|
From £3,716pp
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Island Bliss
Caribbean Island Bliss
Departure Date
02 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, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £3,299pp
Plus substantial savings from Deluxe Cruises
17 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
03 Dec 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Road Town, Tortola, Gustavia, Pointe-à-Pitre, Kingstown, Castries, Fort-de-France, Basseterre, Saint Kitts, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Marigot, Saint John's, Saint Thomas and Fort Lauderdale, Florida
|
From £5,292pp
Plus substantial savings from Deluxe Cruises
3 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
04 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
8 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
04 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Oranjestad |
| Itinerary |
Bridgetown, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad and Oranjestad
|
From £2,548pp
Plus substantial savings from Deluxe Cruises