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.

Barbados

Caribbean Itineraries (Page 8)

14 Nights

An Extended Journey of Blissful Escapes & Shoreline Splendour

Departure Date
08 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, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia, San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix, Isla Catalana, Puerto Plata and Miami, Florida

From £5,585pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey through Beguiling Caribbean Coastlines & Lush Landscapes

Departure Date
08 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, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia and San Juan (Puerto Rico)

From £3,225pp

Plus substantial savings from Deluxe Cruises

21 Nights

Atlantic Ocean Isles

Departure Date
08 Nov 26
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Transatlantic and Caribbean
Departure Port Civitavecchia
Destination Port Miami, Florida
Itinerary
Civitavecchia, Palma de Mallorca, Funchal, Madeira, Kings Wharf, Miami, Florida, Roatán Island, Santo Tomás de Castilla, Harvest Caye, Costa Maya and Miami, Florida

From £10,599pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
08 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,883pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
08 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 £1,671pp

Plus substantial savings from Deluxe Cruises

4 Nights

Miami, Florida Roundtrip

Departure Date
09 Nov 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Nassau, Bimini Island and Miami, Florida

From £4,100pp

Plus substantial savings from Deluxe Cruises

18 Nights

Transatlantic Crossing and Eastern Caribbean

Departure Date
10 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port Southampton
Destination Port New York, New York
Itinerary
Southampton, New York, New York, Saint Thomas, Saint Kitts, English Harbour, Sint Maarten and New York, New York

From £1,799pp

Plus substantial savings from Deluxe Cruises

25 Nights

Transatlantic Crossing and Eastern Caribbean

Departure Date
10 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port Southampton
Destination Port Southampton
Itinerary
Southampton, New York, New York, Saint Thomas, Saint Kitts, English Harbour, Sint Maarten, New York, New York and Southampton

From £2,849pp

Plus substantial savings from Deluxe Cruises

25 Nights

Star Collector: Southern Caribbean Thanksgiving Jubilee

Departure Date
10 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Star
Region Caribbean
Departure Port Lisbon
Destination Port Colón
Itinerary
Lisbon, Lisbon, 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 £4,409pp

Plus substantial savings from Deluxe Cruises

14 Nights

Dutchman's Caribbean

Departure Date
11 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, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Saint George's, Bridgetown, Castries, Basseterre, Saint Kitts and Miami, Florida

From £3,202pp

Plus substantial savings from Deluxe Cruises

13 Nights

Roundtrip Fort Lauderdale

Departure Date
11 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, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Roatán Island, Santo Tomás de Castilla, Montego Bay, Georgetown, Grand Cayman and Fort Lauderdale, Florida

From £3,670pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan (Puerto Rico) to Panama City

Departure Date
12 Nov 26
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