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 16)
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 £5,100pp
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 £7,039pp
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 £3,075pp
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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,883pp
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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £1,742pp
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, Saint Kitts, English Harbour, Sint Maarten and New York, New York
|
From £1,007pp
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, Saint Kitts, English Harbour, Sint Maarten, New York, New York and Southampton
|
From £2,384pp
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 £656pp
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 £1,421pp
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 £6,790pp
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 £3,920pp
Plus substantial savings from Deluxe Cruises