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 61)
7 Nights
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
Departure Date
26 Dec 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Puerto Plata, Isla Catalana, Frederiksted, Saint Croix, Charlotte Amalie, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,990pp
Plus substantial savings from Deluxe Cruises
8 Nights
San Juan to Miami
San Juan to Miami
Departure Date
26 Dec 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Saint John's, Fort-de-France, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £4,400pp
Plus substantial savings from Deluxe Cruises
7 Nights
West Indies Island Hopping
West Indies Island Hopping
Departure Date
27 Dec 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Philipsburg, Saint John's, South Friars Bay, Norman Island, Virgin Gorda and San Juan (Puerto Rico)
|
From £5,677pp
Plus substantial savings from Deluxe Cruises
9 Nights
Tropical Charms of the Caribbean
Tropical Charms of the Caribbean
Departure Date
27 Dec 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, South Friars Bay, Deshaies, Îles des Saintes, Little Bay, Virgin Gorda, Norman Island, Norman Island, Gustavia, Saint John's and Philipsburg
|
From £6,863pp
Plus substantial savings from Deluxe Cruises
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 £6,926pp
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 £6,926pp
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 New Year's Cruise: Aruba, Bonaire & Cura√Áao
Southern Caribbean New Year's 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 £1,919pp
Plus substantial savings from Deluxe Cruises
28 Nights
Caribbean, Central America & Peru Combination Cruise: Aruba, Miami & Panama Canal
Caribbean, Central America & Peru Combination 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 £6,569pp
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £1,861pp
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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,249pp
Plus substantial savings from Deluxe Cruises