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 6)
14 Nights
An Extended Journey of Tropical Harmony & Natural Wonders
An Extended Journey of Tropical Harmony & Natural Wonders
Departure Date
15 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £6,230pp
Plus substantial savings from Deluxe Cruises
15 Nights
Sapphire Sea Dreams
Sapphire Sea Dreams
Departure Date
15 Nov 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Galveston, Texas |
| Itinerary |
Miami, Florida, Willemstad, Oranjestad, Kralendijk, Montego Bay, Georgetown, Grand Cayman, Roatán Island, Cozumel, Progresso and Galveston, Texas
|
From £4,719pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Blissful Escapes & Island Splendour
A Journey of Blissful Escapes & Island Splendour
Departure Date
15 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata and Miami, Florida
|
From £3,920pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
15 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), Basseterre, Saint Kitts, Gustavia, 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 £4,425pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
15 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,078pp
Plus substantial savings from Deluxe Cruises
9 Nights
Western Caribbean
Western Caribbean
Departure Date
17 Nov 26
| 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 £649pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
17 Nov 26
| 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, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £1,409pp
Plus substantial savings from Deluxe Cruises
11 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
17 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
New York, New York, Saint Thomas, Tortola, Saint Kitts, Sint Maarten and New York, New York
|
From £1,119pp
Plus substantial savings from Deluxe Cruises
18 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
17 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
New York, New York, Saint Thomas, Tortola, Saint Kitts, Sint Maarten, New York, New York and Southampton
|
From £2,389pp
Plus substantial savings from Deluxe Cruises
18 Nights
An Extended Journey through Caribbean Beauty & Ocean Stillness
An Extended Journey through Caribbean Beauty & Ocean Stillness
Departure Date
17 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progreso, Roatán Island, Belize City, Ocean Cay, MSC Marine Reserve, Miami, Florida, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman and Miami, Florida
|
From £7,105pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey through Mayan Marvels, Rich Reefs & Ocean Serenity
A Journey through Mayan Marvels, Rich Reefs & Ocean Serenity
Departure Date
17 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progreso, Roatán Island, Belize City, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £3,360pp
Plus substantial savings from Deluxe Cruises
12 Nights
Miami to Miami
Miami to Miami
Departure Date
18 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, Saint John's, Little Bay, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,900pp
Plus substantial savings from Deluxe Cruises