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 25)

14 Nights

Star Collector: Lovely Leewards

Departure Date
13 Dec 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), Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, 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 £2,737pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
13 Dec 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), 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 £1,597pp

Plus substantial savings from Deluxe Cruises

7 Nights

Tropical Retreats

Departure Date
14 Dec 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Vista
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Cozumel, Roatán Island, Harvest Caye, Costa Maya and Miami, Florida

From £1,760pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
14 Dec 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Saint George's, Canouan Island, Soufrière, Gustavia, Saint John Island and San Juan (Puerto Rico)

From £6,300pp

Plus substantial savings from Deluxe Cruises

21 Nights

From the Caribbean to the Amazon

Departure Date
15 Dec 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), Bridgetown, Iles du Salut, Santarém, Parintins, Manaus, Manaus, Belem, Scarborough, Castries, Saint John's, Charlotte Amalie and San Juan (Puerto Rico)

From £9,595pp

Plus substantial savings from Deluxe Cruises

12 Nights

Caribbean Celebration

Departure Date
17 Dec 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Bridgetown, Sint Maarten and Miami, Florida

From £1,259pp

Plus substantial savings from Deluxe Cruises

21 Nights

Caribbean Celebration

Departure Date
17 Dec 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Bridgetown, Sint Maarten, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida

From £2,150pp

Plus substantial savings from Deluxe Cruises

33 Nights

Eastern Caribbean

Departure Date
17 Dec 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Southampton
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Bridgetown, Sint Maarten, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel, Miami, Florida, Praia da Vitória, Ponta Delgada, Azores and Southampton

From £2,789pp

Plus substantial savings from Deluxe Cruises

10 Nights

Classic Panama Canal Passage

Departure Date
17 Dec 26
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Mars
Region Caribbean
Departure Port Fuerte Amador
Destination Port West Palm Beach, Florida
Itinerary
Fuerte Amador, Colón, Limon, Roatán Island, Belize City, Cozumel and West Palm Beach, Florida

From £4,095pp

Plus substantial savings from Deluxe Cruises

18 Nights

Panama Canal Cruise: Miami, Cabo Rojo & San Diego

Departure Date
18 Dec 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port Miami, Florida
Destination Port San Francisco, California
Itinerary
Miami, Florida, Cabo Rojo, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, San Diego, California and San Francisco, California

From £3,659pp

Plus substantial savings from Deluxe Cruises

10 Nights

Carribean Christmas Cruise: Antigua, Martinique & Saint Barth√Âlemy

Departure Date
18 Dec 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Gustavia, Saint Pierre, Port Elizabeth, Bequia, Scarborough, Mayreau Island and Bridgetown

From £1,819pp

Plus substantial savings from Deluxe Cruises

18 Nights

Caribbean Holiday Cruise: San Juan, St. Barts & Curacao

Departure Date
18 Dec 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
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, Gustavia, Saint Pierre, Port Elizabeth, Bequia, Scarborough, Mayreau Island, Bridgetown, Oranjestad, Willemstad, Castries, Charlestown, Frederiksted, Saint Croix and San Juan (Puerto Rico)

From £3,939pp

Plus substantial savings from Deluxe Cruises