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 58)
10 Nights
10-Day Leeward Islands Holiday
10-Day Leeward Islands Holiday
Departure Date
18 Dec 27
| 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, Montserrat, South Friars Bay, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £4,098pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
18 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Sopers Hole, Tortola, Basseterre, Saint Kitts, Deshaies, Fort-de-France, Saint John Island and Miami, Florida
|
From £5,100pp
Plus substantial savings from Deluxe Cruises
10 Nights
10-Day Caribbean Yacht Harbor Holiday
10-Day Caribbean Yacht Harbor Holiday
Departure Date
18 Dec 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Saint George's, Port Elizabeth, Bequia, Saint Pierre, Terre-de-Haut, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Road Bay and Sint Maarten
|
From £4,598pp
Plus substantial savings from Deluxe Cruises
21 Nights
21-Day Bonaire, Curacao & Southern Caribbean Holiday
Featured Cruise
21-Day Bonaire, Curacao & Southern Caribbean Holiday
Departure Date
18 Dec 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Saint George's, Port Elizabeth, Bequia, Saint Pierre, Terre-de-Haut, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Road Bay, Sint Maarten, Frenchman's Cay, Road Bay, English Harbour, South Friars Bay, Terre-de-Haut, Aruba, Curaçao, Bonaire and Bridgetown
|
From £8,998pp
Plus substantial savings from Deluxe Cruises
8 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
18 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Castries, Saint George's, Port Elizabeth, Bequia, Fort-de-France, Roseau, Saint John's and San Juan (Puerto Rico)
|
From £3,900pp
Plus substantial savings from Deluxe Cruises
9 Nights
Tropical Retreat: Roundtrip Bridgetown
Tropical Retreat: Roundtrip Bridgetown
Departure Date
19 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 £6,434pp
Plus substantial savings from Deluxe Cruises
8 Nights
Caribbean Celebration I
Caribbean Celebration I
Departure Date
19 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, Cruz Bay, Saint John, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Norman Island, Gustavia, Gustavia, Marigot, White Bay, Jost Van Dyke and Charlotte Amalie
|
From £3,735pp
Plus substantial savings from Deluxe Cruises
8 Nights
Caribbean Celebration II
Caribbean Celebration II
Departure Date
19 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, Marigot, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £3,735pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
19 Dec 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sky |
| 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
25 Nights
Ultimate Island Holiday
Ultimate Island Holiday
Departure Date
19 Dec 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Voyager |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Tortola, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Saint John's, Roseau, Castries, Bridgetown, Saint George's, Oranjestad, Kralendijk, Willemstad, Cartagena, Colón, Puerto Limón, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £11,419pp
Plus substantial savings from Deluxe Cruises
8 Nights
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
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 £1,649pp
Plus substantial savings from Deluxe Cruises
17 Nights
Eastern & Southern Caribbean Combination Cruise: Grenada, Barbados & Aruba
Eastern & Southern Caribbean Combination 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 £3,549pp
Plus substantial savings from Deluxe Cruises