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 66)

8 Nights

Southern Caribbean Cruise: Martinique, Grenada & U.s. Virgin Islands

Departure Date
06 Nov 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), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £1,689pp

Plus substantial savings from Deluxe Cruises

15 Nights

Caribbean Cruise: Antigua, Grenada & Saint Lucia

Departure Date
06 Nov 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), Charlotte Amalie, 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 £3,079pp

Plus substantial savings from Deluxe Cruises

7 Nights

Best of the Virgin Islands & St. Barths

Departure Date
07 Nov 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), Culebra Island, Esperanza, Vieques Island, Gustavia, Gustavia, Sandy Ground, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Beef Island, Tortola and Charlotte Amalie

From £2,861pp

Plus substantial savings from Deluxe Cruises

6 Nights

St. Barths & Caribbean Gems

Departure Date
07 Nov 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Norman Island, Prickly Pear Island and San Juan (Puerto Rico)

From £2,598pp

Plus substantial savings from Deluxe Cruises

13 Nights

Freedom That Takes You Places Along America’s East Coast

Departure Date
08 Nov 27
Cruise Line Hapag-Lloyd Cruises
Cruise Type Ocean
Ship MS EUROPA 2
Region Caribbean
Departure Port New York, New York
Destination Port Nassau
Itinerary
New York, New York, New York, New York, Philadelphia, Pennsylvania, Baltimore, Maryland, Charleston, South Carolina, Charleston, South Carolina, Jacksonville, Florida, Port Canaveral, Florida, West Palm Beach, Florida, Bimini Island, Bahamas and Nassau

From £6,415pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

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

From £3,427pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
08 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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)

From £2,185pp

Plus substantial savings from Deluxe Cruises

14 Nights

Eastern Caribbean

Departure Date
11 Nov 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, Saint George's, Bridgetown, Castries, Sint Maarten, Tortola and Miami, Florida

From £1,349pp

Plus substantial savings from Deluxe Cruises

20 Nights

Transatlantic Crossing and Eastern Caribbean

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

From £2,199pp

Plus substantial savings from Deluxe Cruises

27 Nights

Transatlantic Crossing and Eastern Caribbean

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

From £2,899pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the Pearls of the Caribbean

Departure Date
13 Nov 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Philipsburg
Itinerary
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg

From £10,106pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean with St. Barths

Departure Date
13 Nov 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Philipsburg
Itinerary
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg

From £4,522pp

Plus substantial savings from Deluxe Cruises