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 20)
10 Nights
Lesser Antilles Journey
Lesser Antilles Journey
Departure Date
19 Dec 26
| 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, Charlotte Amalie, Roseau, Saint John's, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £5,969pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
19 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Gustavia, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke and Philipsburg
|
From £1,795pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
19 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Gustavia, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts and Philipsburg
|
From £3,046pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
19 Dec 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £4,099pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean In Depth
14-Day Exotic Caribbean In Depth
Departure Date
19 Dec 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £8,099pp
Plus substantial savings from Deluxe Cruises
8 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
19 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Roseau, Basseterre, Saint Kitts, Saint John Island, Castries and Bridgetown
|
From £3,450pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
20 Dec 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
7 Nights
Vibes of the Virgin Islands
Vibes of the Virgin Islands
Departure Date
20 Dec 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Saint Thomas |
| Destination Port | Saint Thomas |
| Itinerary |
Saint Thomas, Saint John Island, Virgin Gorda, Norman Island, Norman Island, Sandy Ground, Philipsburg, Philipsburg, Gustavia, Gustavia and Saint Thomas
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
17 Nights
Idyllic Festive Days In The Caribbean
Idyllic Festive Days In The Caribbean
Departure Date
20 Dec 26
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Gustavia, Saint John's, Fort-de-France, Marigot, Mayreau Island, Port Elizabeth, Bequia, Saint George's, Bridgetown, Bridgetown, Bridgetown, Basse-Terre, Norman Island and Miami, Florida
|
From £7,752pp
Plus substantial savings from Deluxe Cruises
16 Nights
16-Day Leeward Island Holiday
16-Day Leeward Island Holiday
Departure Date
20 Dec 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Quest |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Road Bay, South Friars Bay, Marigot, Terre-de-Haut, Fort-de-France, Rodney Bay, Roseau, Montserrat, Antigua, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £8,099pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Sparkling Skies & Dramatic Natural Beauty
An Extended Journey of Sparkling Skies & Dramatic Natural Beauty
Departure Date
20 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Ocho Rios, Isla Catalana, Great Harbour, Jost Van Dyke, Philipsburg, Charlotte Amalie, San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Tortola, Samaná, Puerto Plata and Miami, Florida
|
From £9,180pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey of Tropical Festivities & Dazzling Island Beauty
A Journey of Tropical Festivities & Dazzling Island Beauty
Departure Date
20 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Ocho Rios, Isla Catalana, Great Harbour, Jost Van Dyke, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico)
|
From £4,590pp
Plus substantial savings from Deluxe Cruises