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 62)

13 Nights

Star Collector: Caribbean Explorations

Departure Date
27 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Road Bay, Gustavia, Great Harbour, Jost Van Dyke, Sopers Hole, Tortola and Philipsburg

From £4,014pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

Classic Caribbean

Departure Date
27 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg

From £2,111pp

Plus substantial savings from Deluxe Cruises

View Cruise
9 Nights

Tropical Retreat: Roundtrip Bridgetown

Departure Date
28 Dec 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Bridgetown, Speightstown, Soufrière, Martinique, Tobago Cays, Mayreau Island, Union Island, Union Island, Kingstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia and Bridgetown

From £6,814pp

Plus substantial savings from Deluxe Cruises

View Cruise
10 Nights

New Year Exuberance

Departure Date
28 Dec 27
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Prestige
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Cozumel, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida

From £5,329pp

Plus substantial savings from Deluxe Cruises

View Cruise
10 Nights

10-Day Southern Caribbean & St. Barts Holiday

Departure Date
28 Dec 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Quest
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), South Friars Bay, Montserrat, Gustavia, Great Harbour, Jost Van Dyke and Miami, Florida

From £4,098pp

Plus substantial savings from Deluxe Cruises

View Cruise
17 Nights

Panama Canal & the Pacific Coast

Departure Date
28 Dec 27
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Vesta
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Los Angeles, California
Itinerary
Fort Lauderdale, Florida, Cozumel, Cartagena, Colón, Puntarenas, Cabo San Lucas, Ensenada and Los Angeles, California

From £5,790pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
28 Dec 27
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), Port Elizabeth, Bequia, Canouan Island, Soufrière, Marigot, Norman Island and San Juan (Puerto Rico)

From £8,900pp

Plus substantial savings from Deluxe Cruises

View Cruise
14 Nights

Roundtrip Fort Lauderdale

Departure Date
28 Dec 27
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, Georgetown, Grand Cayman, Montego Bay, Casa de Campo, San Juan (Puerto Rico), Marigot, Saint John's, Basseterre, Saint Kitts, Road Town, Tortola, Samaná, Grand Turk Island and Fort Lauderdale, Florida

From £4,601pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

San Juan to San Juan

Departure Date
28 Dec 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Dawn
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Saint John Island, Philipsburg, Roseau, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £3,200pp

Plus substantial savings from Deluxe Cruises

View Cruise
11 Nights

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

Departure Date
28 Dec 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Sint Maarten
Destination Port Bridgetown
Itinerary
Sint Maarten, Frenchman's Cay, Road Bay, English Harbour, South Friars Bay, Terre-de-Haut, Aruba, Curaçao, Bonaire and Bridgetown

From £4,998pp

Plus substantial savings from Deluxe Cruises

View Cruise
13 Nights

Bridgetown to Bridgetown

Departure Date
28 Dec 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Saint George's, Port Elizabeth, Bequia, Castries, Kralendijk, Willemstad, Oranjestad, Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Fort-de-France and Bridgetown

From £5,300pp

Plus substantial savings from Deluxe Cruises

View Cruise
10 Nights

West Indies Explorer

Departure Date
29 Dec 27
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sky
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 £4,290pp

Plus substantial savings from Deluxe Cruises

View Cruise