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 74)

7 Nights

Southern Caribbean Cruise: Puerto Rico, British Virgin Islands & Grenada

Departure Date
05 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £1,359pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Cruise: Antigua, Grenada & Saint Lucia

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

From £2,689pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

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

From £3,371pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
05 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £2,137pp

Plus substantial savings from Deluxe Cruises

13 Nights

Caribbean Calm

Departure Date
06 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sonata
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Tortola and Miami, Florida

From £4,789pp

Plus substantial savings from Deluxe Cruises

29 Nights

Holiday Harbors & Hollywood

Departure Date
06 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sonata
Region Caribbean
Departure Port Miami, Florida
Destination Port Los Angeles, California
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Tortola, Miami, Florida, Georgetown, Grand Cayman, Cartagena, Puntarenas, Puerto Quetzal, Zihuatanejo, Manzanillo, Mexico, Ensenada and Los Angeles, California

From £10,249pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Vibes And Advent Joy

Departure Date
07 Dec 27
Cruise Line Hapag-Lloyd Cruises
Cruise Type Ocean
Ship MS EUROPA 2
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Bahamas, La Romana, San Juan (Puerto Rico), Gustavia, Saint John's, Roseau, Pointe-à-Pitre, Marigot, Great Harbour, Jost Van Dyke and Miami, Florida

From £7,207pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
07 Dec 27
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), 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

11 Nights

Virgin Islands Voyage

Departure Date
07 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, Charlotte Amalie, Saint John's, Castries, Pointe-à-Pitre, Basseterre, Saint Kitts, Tortola and Miami, Florida

From £5,999pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean Cruise: Barbados, Saint Kittsand Nevis & Puerto Rico

Departure Date
07 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Onward
Region Caribbean
Departure Port Bridgetown
Destination Port Miami, Florida
Itinerary
Bridgetown, Roseau, Basseterre, Saint Kitts, San Juan (Puerto Rico), Key West, Florida and Miami, Florida

From £1,359pp

Plus substantial savings from Deluxe Cruises

14 Nights

Heavenly Hideaways

Departure Date
08 Dec 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, Ocho Rios, Oranjestad, Willemstad, Kralendijk, Saint George's, Kingstown, Fort-de-France, Basseterre, Saint Kitts and Miami, Florida

From £5,999pp

Plus substantial savings from Deluxe Cruises

14 Nights

Eastern Caribbean

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

From £1,299pp

Plus substantial savings from Deluxe Cruises