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 55)

10 Nights

West Indies Explorer

Departure Date
29 Nov 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 £3,990pp

Plus substantial savings from Deluxe Cruises

View Cruise
14 Nights

Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean

Departure Date
29 Nov 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Puerto Caldera
Itinerary
San Juan (Puerto Rico), Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands, Colón, Fuerte Amador, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos (Puerto Quepos) and Puerto Caldera

From £3,616pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

The Spanish Main: Rise of the New World

Departure Date
29 Nov 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Colón
Itinerary
San Juan (Puerto Rico), Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands and Colón

From £2,053pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

Eastern Caribbean Cruise: Sint Maarten, Martinique & Saint Lucia

Departure Date
30 Nov 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Onward
Region Caribbean
Departure Port Miami, Florida
Destination Port Bridgetown
Itinerary
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries and Bridgetown

From £3,679pp

Plus substantial savings from Deluxe Cruises

View Cruise
14 Nights

Eastern Caribbean Cruise: Sint Maarten, Barbados & Saint Kitts

Departure Date
30 Nov 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Onward
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, San Juan (Puerto Rico), Key West, Florida and Miami, Florida

From £7,019pp

Plus substantial savings from Deluxe Cruises

View Cruise
22 Nights

Caribbean Intensive Cruise: Sint Maarten, Barbados & Cozumel

Departure Date
30 Nov 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Onward
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Charlotte Amalie, Philipsburg, Saint Pierre, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, San Juan (Puerto Rico), Key West, Florida, Miami, Florida, Costa Maya, Belize City, Roatán Island, Cozumel, Cozumel and Miami, Florida

From £11,139pp

Plus substantial savings from Deluxe Cruises

View Cruise
14 Nights

Eastern Caribbean

Departure Date
02 Dec 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Castries, Sint Maarten, Tortola, Miami, Florida, Saint Thomas, Saint Kitts, Sao Vicente Island and Bridgetown

From £1,079pp

Plus substantial savings from Deluxe Cruises

View Cruise
10 Nights

A Journey through Caribbean Havens & the Tropical Gems of Seaside Cities

Departure Date
02 Dec 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Port Antonio, Colón, Bocas del Toro, Puerto Limón, San Andrés Island and Miami, Florida

From £3,920pp

Plus substantial savings from Deluxe Cruises

View Cruise
8 Nights

Cartagena to San Juan

Departure Date
02 Dec 27
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Symphony
Region Caribbean
Departure Port Cartagena
Destination Port San Juan (Puerto Rico)
Itinerary
Cartagena, Oranjestad, Willemstad, Kralendijk, Pointe-à-Pitre, Marigot and San Juan (Puerto Rico)

From £3,100pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

Miami to Miami

Departure Date
03 Dec 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Great Exuma Island, Grand Turk Island, Bimini Island, Key West, Florida and Miami, Florida

From £2,400pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

Grenadines & Windwards yachting

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

From £5,004pp

Plus substantial savings from Deluxe Cruises

View Cruise
7 Nights

Caribbean Yachting Hideaways

Departure Date
04 Dec 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Saint John's
Itinerary
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's

From £5,442pp

Plus substantial savings from Deluxe Cruises

View Cruise