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 47)
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
05 Nov 27
| 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 £4,790pp
Plus substantial savings from Deluxe Cruises
23 Nights
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Departure Date
05 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Lisbon |
| Destination Port | Philipsburg |
| Itinerary |
Lisbon, Funchal, Madeira, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Deshaies, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke and Philipsburg
|
From £3,403pp
Plus substantial savings from Deluxe Cruises
15 Nights
Broadway To The Abc Islands
Broadway To The Abc Islands
Departure Date
06 Nov 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sirena |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Miami, Florida |
| Itinerary |
New York, New York, Tortola, Saint John's, Basseterre, Saint Kitts, Kralendijk, Willemstad, Oranjestad, Ocho Rios, Georgetown, Grand Cayman and Miami, Florida
|
From £3,199pp
Plus substantial savings from Deluxe Cruises
8 Nights
Southern Caribbean Cruise: Martinique, Grenada & U.s. Virgin Islands
Southern Caribbean Cruise: Martinique, Grenada & U.s. Virgin Islands
Departure Date
06 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £1,709pp
Plus substantial savings from Deluxe Cruises
15 Nights
Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia
Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia
Departure Date
06 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £3,119pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of the Virgin Islands & St. Barths
Best of the Virgin Islands & St. Barths
Departure Date
07 Nov 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Charlotte Amalie |
| Itinerary |
San Juan (Puerto Rico), Culebra Island, Esperanza, Vieques Island, Gustavia, Gustavia, Sandy Ground, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Beef Island, Tortola and Charlotte Amalie
|
From £2,969pp
Plus substantial savings from Deluxe Cruises
6 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
07 Nov 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Norman Island, Prickly Pear Island and San Juan (Puerto Rico)
|
From £2,696pp
Plus substantial savings from Deluxe Cruises
13 Nights
Freedom That Takes You Places Along America’s East Coast
Freedom That Takes You Places Along America’s East Coast
Departure Date
08 Nov 27
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Nassau |
| Itinerary |
New York, New York, New York, New York, Philadelphia, Pennsylvania, Baltimore, Maryland, Charleston, South Carolina, Charleston, South Carolina, Jacksonville, Florida, Port Canaveral, Florida, West Palm Beach, Florida, Bimini Island, Bahamas and Nassau
|
From £6,415pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
08 Nov 27
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,327pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
08 Nov 27
| 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 £2,122pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) to Panama City
San Juan (Puerto Rico) to Panama City
Departure Date
10 Nov 27
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Panama City |
| Itinerary |
San Juan (Puerto Rico), Casa de Campo, Cartagena, Cartagena, San Blas Islands and Panama City
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
14 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
11 Nov 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Saint Thomas, Saint Kitts, Saint George's, Bridgetown, Castries, Sint Maarten, Tortola and Miami, Florida
|
From £1,281pp
Plus substantial savings from Deluxe Cruises