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)

8 Nights

Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada

Departure Date
19 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, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £1,659pp

Plus substantial savings from Deluxe Cruises

17 Nights

Eastern & Southern Caribbean Cruise: Grenada, Barbados & Aruba

Departure Date
19 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Kralendijk, Willemstad, Oranjestad, Puerto Plata, Nassau and Miami, Florida

From £3,569pp

Plus substantial savings from Deluxe Cruises

9 Nights

Roundtrip Fort Lauderdale

Departure Date
19 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, Grand Turk Island, Punta Cana, San Juan (Puerto Rico), Gustavia, Nassau and Fort Lauderdale, Florida

From £3,380pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey of Tropical Spirits & the Colourful Beauty of the Antilles

Departure Date
19 Dec 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Tortola, Pointe-à-Pitre, Gustavia, Cruz Bay, Saint John and Miami, Florida

From £3,520pp

Plus substantial savings from Deluxe Cruises

15 Nights

Star Collector: Caribbean Explorations

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

From £3,780pp

Plus substantial savings from Deluxe Cruises

8 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

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

From £2,366pp

Plus substantial savings from Deluxe Cruises

7 Nights

West Indies Island Hopping

Departure Date
20 Dec 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), Saint John's, Saint Thomas, Saint Thomas, Gustavia, Gustavia, Great Harbour, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)

From £5,440pp

Plus substantial savings from Deluxe Cruises

16 Nights

Holiday In Panama

Departure Date
20 Dec 27
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Splendor
Region Caribbean
Departure Port Miami, Florida
Destination Port San Francisco, California
Itinerary
Miami, Florida, Ocho Rios, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, Cabo San Lucas and San Francisco, California

From £7,569pp

Plus substantial savings from Deluxe Cruises

7 Nights

Tropical Retreats

Departure Date
20 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Marina
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Costa Maya, Belize City, Roatán Island, Cozumel and Miami, Florida

From £1,599pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
20 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
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 £3,762pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
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 £2,362pp

Plus substantial savings from Deluxe Cruises

13 Nights

Caribbean Celebration

Departure Date
21 Dec 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 Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York

From £2,069pp

Plus substantial savings from Deluxe Cruises