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.
Caribbean Itineraries (Page 70)
7 Nights
St. Barths New Year's I
St. Barths New Year's I
Departure Date
27 Dec 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Sandy Ground, Gustavia, Gustavia, Gustavia, White Bay, Jost Van Dyke and Charlotte Amalie
|
From £6,876pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths New Year's II
St. Barths New Year's II
Departure Date
27 Dec 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), Culebra Island, Esperanza, Vieques Island, Sandy Ground, Gustavia, Gustavia, Gustavia, Prickly Pear Island and San Juan (Puerto Rico)
|
From £6,876pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
27 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 £4,290pp
Plus substantial savings from Deluxe Cruises
10 Nights
Fantasy Islands
Fantasy Islands
Departure Date
27 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, Nassau, San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Charlotte Amalie, Puerto Plata and Miami, Florida
|
From £2,359pp
Plus substantial savings from Deluxe Cruises
9 Nights
Southern Caribbean Holiday Cruise: Aruba, Bonaire & Cura√Áao
Southern Caribbean Holiday Cruise: Aruba, Bonaire & Cura√Áao
Departure Date
27 Dec 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Kralendijk, Willemstad, Oranjestad, Puerto Plata, Nassau and Miami, Florida
|
From £1,929pp
Plus substantial savings from Deluxe Cruises
28 Nights
Caribbean, Central America & Peru Cruise: Aruba, Miami & Panama Canal
Caribbean, Central America & Peru Cruise: Aruba, Miami & Panama Canal
Departure Date
27 Dec 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Valparaiso |
| Itinerary |
Bridgetown, Kralendijk, Willemstad, Oranjestad, Puerto Plata, Nassau, Miami, Florida, Cozumel, Belize City, Roatán Island, Puerto Limón, Bocas del Toro, Fuerte Amador, Fuerte Amador, Manta, Callao, Callao, Pisco, Coquimbo and Valparaiso
|
From £6,909pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
27 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), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,339pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
27 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), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico), San Juan (Puerto Rico), Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £3,617pp
Plus substantial savings from Deluxe Cruises
13 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
27 Dec 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Road Bay, Road Bay, Gustavia, Gustavia, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Sopers Hole, Tortola, Sopers Hole, Tortola, Philipsburg and Philipsburg
|
From £3,490pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
27 Dec 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £2,355pp
Plus substantial savings from Deluxe Cruises
9 Nights
Tropical Retreat: Roundtrip Bridgetown
Tropical Retreat: Roundtrip Bridgetown
Departure Date
28 Dec 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Soufrière, Martinique, Tobago Cays, Mayreau Island, Union Island, Union Island, Kingstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia and Bridgetown
|
From £6,814pp
Plus substantial savings from Deluxe Cruises
10 Nights
New Year Exuberance
New Year Exuberance
Departure Date
28 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, Cozumel, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £5,389pp
Plus substantial savings from Deluxe Cruises