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 9)

12 Nights

Eastern Caribbean

Departure Date
26 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida

From £749pp

Plus substantial savings from Deluxe Cruises

21 Nights

Caribbean

Departure Date
26 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida

From £1,299pp

Plus substantial savings from Deluxe Cruises

8 Nights

Best of British Virgin Islands & St. Barths

Departure Date
27 Nov 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Philipsburg, Gustavia, Gustavia, Charlestown, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and Charlotte Amalie

From £3,999pp

Plus substantial savings from Deluxe Cruises

5 Nights

San Juan to Cartagena

Departure Date
27 Nov 26
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Serenity
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Cartagena
Itinerary
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Oranjestad, Cartagena and Cartagena

From £1,980pp

Plus substantial savings from Deluxe Cruises

3 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
27 Nov 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Gustavia, Virgin Gorda and San Juan (Puerto Rico)

From £3,300pp

Plus substantial savings from Deluxe Cruises

7 Nights

Jewels of the Windward Islands

Departure Date
27 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Trois-Ilets, Rodney Bay, Rodney Bay, Castries, Mayreau Island, Saint George's, Port Elizabeth, Bequia and Bridgetown

From £1,790pp

Plus substantial savings from Deluxe Cruises

15 Nights

Star Collector: Captivating Caribbean

Departure Date
27 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port Bridgetown
Destination Port Oranjestad
Itinerary
Bridgetown, Trois-Ilets, Rodney Bay, Rodney Bay, Castries, Mayreau Island, Saint George's, Port Elizabeth, Bequia, Bridgetown, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad and Oranjestad

From £4,500pp

Plus substantial savings from Deluxe Cruises

2 Nights

Yachting Pop-up: Miami Roundtrip

Departure Date
28 Nov 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Bimini Island and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

West Indies Explorer

Departure Date
28 Nov 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Bridgetown
Destination Port Saint John's
Itinerary
Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Terre-de-Haut, Philipsburg, Sint Maarten, Gustavia, Gustavia and Saint John's

From £3,544pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Combination Cruise: Barbados, St. Lucia & St. Maarten

Departure Date
28 Nov 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Gustavia, San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £2,829pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth√Âlemy

Departure Date
28 Nov 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
Region Caribbean
Departure Port Bridgetown
Destination Port San Juan (Puerto Rico)
Itinerary
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Gustavia and San Juan (Puerto Rico)

From £1,259pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Classic Caribbean Yacht Harbors

Departure Date
28 Nov 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Bridgetown
Destination Port Sint Maarten
Itinerary
Bridgetown, Rodney Bay, Montserrat, Antigua, South Friars Bay, Virgin Gorda and Sint Maarten

From £3,098pp

Plus substantial savings from Deluxe Cruises