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 24)
7 Nights
Tropical New Year's I
Tropical New Year's I
Departure Date
27 Dec 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Charlotte Amalie, Spanish Town, Virgin Gorda, Norman Island, Marigot, Gustavia, Gustavia, Gustavia, Prickly Pear Island and San Juan (Puerto Rico)
|
From £6,876pp
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical New Year's II
Tropical New Year's II
Departure Date
27 Dec 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, Philipsburg, Sint Maarten, Gustavia, Gustavia, Gustavia, White Bay, Jost Van Dyke and Charlotte Amalie
|
From £8,335pp
Plus substantial savings from Deluxe Cruises
15 Nights
An Extended Journey through Island Joys & Volcanic Majesty
An Extended Journey through Island Joys & Volcanic Majesty
Departure Date
27 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, Isla Catalana, Cruz Bay, Saint John, Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Charlotte Amalie, San Juan (Puerto Rico), Philipsburg, Saint John's, Little Bay, Tortola and Miami, Florida
|
From £6,685pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey of Sparkling Skies & Bright Beginnings
A Journey of Sparkling Skies & Bright Beginnings
Departure Date
27 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Puerto Plata, Isla Catalana, Cruz Bay, Saint John, Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Charlotte Amalie and San Juan (Puerto Rico)
|
From £5,100pp
Plus substantial savings from Deluxe Cruises
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
27 Dec 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | West Palm Beach, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
West Palm Beach, Florida, Montego Bay, Cartagena, Colón, Limon, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £5,495pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
27 Dec 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Îles des Saintes, Port Elizabeth, Bequia, Saint Thomas and San Juan (Puerto Rico)
|
From £2,900pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
27 Dec 26
| 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), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Deshaies, Marigot and San Juan (Puerto Rico)
|
From £3,611pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
27 Dec 26
| 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), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,082pp
Plus substantial savings from Deluxe Cruises
8 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
27 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, Deshaies, Basseterre, Saint Kitts, Saint George's, Castries and Bridgetown
|
From £3,350pp
Plus substantial savings from Deluxe Cruises
10 Nights
Tropical Island Havens
Tropical Island Havens
Departure Date
28 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £3,989pp
Plus substantial savings from Deluxe Cruises
9 Nights
Calypso Sunsets
Calypso Sunsets
Departure Date
28 Dec 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Vista |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Montego Bay, Roatán Island, Harvest Caye, Cozumel and Miami, Florida
|
From £2,504pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey of Spectacular Festivities & Caribbean Wonders
A Journey of Spectacular Festivities & Caribbean Wonders
Departure Date
28 Dec 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Tortola, Samaná, Puerto Plata and Miami, Florida
|
From £5,140pp
Plus substantial savings from Deluxe Cruises