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 34)
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
13 Feb 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £2,745pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
13 Feb 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £4,298pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean In Depth
Featured Cruise
14-Day Exotic Caribbean In Depth
Departure Date
13 Feb 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £8,398pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
14 Feb 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Charlotte Amalie |
| Itinerary |
Marigot, Sandy Ground, Gustavia, Gustavia, Charlestown, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Prickly Pear Island, Norman Island and Charlotte Amalie
|
From £4,132pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
14 Feb 27
| 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
9 Nights
Western Caribbean
Western Caribbean
Departure Date
16 Feb 27
| 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 Please Call
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
16 Feb 27
| 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, Dominica, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Rum, Roatan & Ruins
Rum, Roatan & Ruins
Departure Date
16 Feb 27
| 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, Cozumel, Belize City, Roatán Island, Costa Maya and Miami, Florida
|
From £3,165pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
16 Feb 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Bridgetown |
| Itinerary |
Fuerte Amador, Bocas del Toro, San Blas Islands, Cartagena, Oranjestad, Willemstad, Kralendijk, Saint George's, Rodney Bay, Mayreau Island, Port Elizabeth, Bequia and Bridgetown
|
From £5,428pp
Plus substantial savings from Deluxe Cruises
11 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Little Bay, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £5,000pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,900pp
Plus substantial savings from Deluxe Cruises
9 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
17 Feb 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Punta Cana, Santo Domingo, Santo Domingo, Port Antonio, Montego Bay, Georgetown, Grand Cayman and Fort Lauderdale, Florida
|
From £2,930pp
Plus substantial savings from Deluxe Cruises