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 8)
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 £3,600pp
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,070pp
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £1,701pp
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 £5,095pp
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 £7,051pp
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 £3,020pp
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, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Oranjestad, Cartagena, San Blas Islands and Colón
|
From £5,073pp
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 £5,290pp
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 £4,795pp
Plus substantial savings from Deluxe Cruises
12 Nights
Antillean Island Sojourn
Antillean Island Sojourn
Departure Date
25 Nov 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Fort-de-France, Pointe-à-Pitre, Saint John's, Tortola and Miami, Florida
|
From £2,807pp
Plus substantial savings from Deluxe Cruises
18 Nights
An Extended Journey of Historic Echoes & Ocean Breezes
An Extended Journey of Historic Echoes & Ocean Breezes
Departure Date
25 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, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman, Miami, Florida, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island and Miami, Florida
|
From £7,000pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey of Caribbean Charm & Spectacular Natural Beauty
A Journey of Caribbean Charm & Spectacular Natural Beauty
Departure Date
25 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, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman and Miami, Florida
|
From £4,410pp
Plus substantial savings from Deluxe Cruises