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 51)

14 Nights

Caribbean Cruise: Dominica, Bequia & Grenada

Departure Date
14 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, Road Town, Tortola, San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £2,849pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
15 Nov 27
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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)

From £3,327pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
15 Nov 27
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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,072pp

Plus substantial savings from Deluxe Cruises

14 Nights

Eastern Caribbean

Departure Date
18 Nov 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, Saint George's and Bridgetown

From £1,079pp

Plus substantial savings from Deluxe Cruises

10 Nights

Rainforest To Reef

Departure Date
18 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, Freeport, Grand Bahama, Progresso, Harvest Caye, Roatán Island, Georgetown, Grand Cayman and Miami, Florida

From £4,309pp

Plus substantial savings from Deluxe Cruises

13 Nights

Eastern Caribbean

Departure Date
19 Nov 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port New York, New York
Destination Port New York, New York
Itinerary
New York, New York, Saint Thomas, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York

From £1,619pp

Plus substantial savings from Deluxe Cruises

20 Nights

Transatlantic Crossing and Eastern Caribbean

Departure Date
19 Nov 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port New York, New York
Destination Port Southampton
Itinerary
New York, New York, Saint Thomas, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton

From £2,149pp

Plus substantial savings from Deluxe Cruises

10 Nights

Classic Panama Canal Passage

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

From £4,090pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the Yachting Islands of the Caribbean

Departure Date
20 Nov 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
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, Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From £10,784pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Hideaways

Departure Date
20 Nov 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

7 Nights

Cruising the Leeward Islands

Departure Date
20 Nov 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg

From £5,103pp

Plus substantial savings from Deluxe Cruises

7 Nights

Best of British Virgin Islands & St. Barths

Departure Date
20 Nov 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Philipsburg
Itinerary
San Juan (Puerto Rico), Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Prickly Pear Island, Norman Island, Sandy Ground, Gustavia, Gustavia, South Friars Bay and Philipsburg

From £2,715pp

Plus substantial savings from Deluxe Cruises