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 63)

7 Nights

St. Barths & Caribbean Gems

Departure Date
28 Nov 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Saba, Gustavia, Gustavia, Deshaies, Terre-de-Haut, Rodney Bay, Soufrière, Mayreau Island and Bridgetown

From £3,226pp

Plus substantial savings from Deluxe Cruises

12 Nights

Caribbean Carousel

Departure Date
28 Nov 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sirena
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries, Pointe-à-Pitre, Philipsburg and Miami, Florida

From £2,589pp

Plus substantial savings from Deluxe Cruises

10 Nights

Island Rendezvous

Departure Date
28 Nov 27
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Gustavia, Tortola and Miami, Florida

From £4,389pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis

Departure Date
28 Nov 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port Bridgetown
Destination Port San Juan (Puerto Rico)
Itinerary
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico)

From £1,459pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Cruise: Dominica, Bequia & Grenada

Departure Date
28 Nov 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Charlotte Amalie, San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £2,749pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

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

From £3,272pp

Plus substantial savings from Deluxe Cruises

7 Nights

Classic Caribbean

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

From £2,065pp

Plus substantial savings from Deluxe Cruises

10 Nights

Classic Panama Canal Passage

Departure Date
29 Nov 27
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Mars
Region Caribbean
Departure Port Fuerte Amador
Destination Port Fort Lauderdale, Florida
Itinerary
Fuerte Amador, Colón, Limon, Belize City, Cozumel, Progreso, Progreso and Fort Lauderdale, Florida

From £3,990pp

Plus substantial savings from Deluxe Cruises

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

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), San Juan (Puerto Rico), Isla Catalana, Isla Catalana, Santo Domingo, Santo Domingo, Cartagena, Cartagena, Cartagena, Cartagena, San Blas Islands, San Blas Islands, Colón, Colón, Fuerte Amador, Fuerte Amador, Fuerte Amador, Fuerte Amador, Isla Parida, Isla Parida, Golfo Dulce, Golfo Dulce, Quepos (Puerto Quepos), Quepos (Puerto Quepos), Puerto Caldera and Puerto Caldera

From £3,616pp

Plus substantial savings from Deluxe Cruises

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), San Juan (Puerto Rico), Isla Catalana, Isla Catalana, Santo Domingo, Santo Domingo, Cartagena, Cartagena, Cartagena, Cartagena, San Blas Islands, San Blas Islands, Colón and Colón

From £2,053pp

Plus substantial savings from Deluxe Cruises

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 £1,719pp

Plus substantial savings from Deluxe Cruises