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 18)
14 Nights
14-Day Leeward Island Jewels
14-Day Leeward Island Jewels
Departure Date
22 Nov 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Quest |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Road Bay, South Friars Bay, Roseau, Fort-de-France, Terre-de-Haut, Montserrat, Virgin Gorda, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £4,164pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Sunlit Horizons & Sapphire Bays
An Extended Journey of Sunlit Horizons & Sapphire Bays
Departure Date
22 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg, San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Grand Turk Island and Miami, Florida
|
From £5,355pp
Plus substantial savings from Deluxe Cruises
7 Nights
Fall For The Caribbean
Fall For The Caribbean
Departure Date
22 Nov 26
| 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, Roatán Island, Santo Tomás de Castilla, Harvest Caye, Costa Maya and Miami, Florida
|
From £4,389pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Departure Date
22 Nov 26
| 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, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £3,075pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
22 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), 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), San Juan (Puerto Rico), Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,543pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
22 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), 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 £1,623pp
Plus substantial savings from Deluxe Cruises
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
23 Nov 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Montego Bay, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £4,995pp
Plus substantial savings from Deluxe Cruises
19 Nights
Fort Lauderdale to Puerto Caldera
Fort Lauderdale to Puerto Caldera
Departure Date
23 Nov 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Puerto Caldera |
| Itinerary |
Fort Lauderdale, Florida, Nassau, Samaná, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Oranjestad, Cartagena, Cartagena, Willemstad, Kralendijk, Oranjestad, Santa Marta, Fuerte Amador and Puerto Caldera
|
From £7,420pp
Plus substantial savings from Deluxe Cruises
9 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
24 Nov 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, Saint Thomas, Road Town, Tortola, Marigot, San Juan (Puerto Rico), Puerto Plata and Fort Lauderdale, Florida
|
From £2,750pp
Plus substantial savings from Deluxe Cruises
11 Nights
Colombian & Southern Caribbean Coastlines
Colombian & Southern Caribbean Coastlines
Departure Date
24 Nov 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Star |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Colón |
| Itinerary |
Bridgetown, Bridgetown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Saint George's, Saint George's, Kralendijk, Kralendijk, Willemstad, Willemstad, Oranjestad, Oranjestad, Cartagena, Cartagena, San Blas Islands, San Blas Islands, Colón and Colón
|
From £2,933pp
Plus substantial savings from Deluxe Cruises
18 Nights
Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal
Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal
Departure Date
24 Nov 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Star |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Puerto Caldera |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Oranjestad, Cartagena, San Blas Islands, Colón, Fuerte Amador, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos (Puerto Quepos) and Puerto Caldera
|
From £7,960pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
25 Nov 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,695pp
Plus substantial savings from Deluxe Cruises