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 15)
14 Nights
14-Day Yachtsman's Caribbean In Depth
14-Day Yachtsman's Caribbean In Depth
Departure Date
05 Dec 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Bridgetown |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's, Bridgetown, South Friars Bay, Terre-de-Haut, Saint Pierre, Roseau, Rodney Bay and Bridgetown
|
From £5,399pp
Plus substantial savings from Deluxe Cruises
7 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
05 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, Gustavia, Saint John's, Castries and Bridgetown
|
From £3,500pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
Departure Date
06 Dec 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Marigot |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Gustavia, Prickly Pear Island, Marigot, Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia and Marigot
|
From £10,715pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
06 Dec 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Marigot |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Gustavia, Prickly Pear Island, Marigot and Marigot
|
From £4,397pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Leeward Island Jewels
14-Day Leeward Island Jewels
Departure Date
06 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), Virgin Gorda, South Friars Bay, Roseau, Fort-de-France, Terre-de-Haut, Montserrat, Road Bay, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £4,399pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Breathtaking Natural Wonders & Island Retreats
A Journey of Breathtaking Natural Wonders & Island Retreats
Departure Date
06 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, Belize City, Santo Tomás de Castilla, Roatán Island, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey through Islands of Scenic Wonder & Coastal History
An Extended Journey through Islands of Scenic Wonder & Coastal History
Departure Date
06 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, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Gustavia, San Juan (Puerto Rico), Road Bay, Saint John's, Basseterre, Saint Kitts, Grand Turk Island and Miami, Florida
|
From £5,320pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Colourful Treasures & Idyllic Island Scenery
A Journey of Colourful Treasures & Idyllic Island Scenery
Departure Date
06 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, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Gustavia and San Juan (Puerto Rico)
|
From £3,185pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
06 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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Deshaies, Marigot, San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,689pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
06 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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Deshaies, Marigot and San Juan (Puerto Rico)
|
From £1,574pp
Plus substantial savings from Deluxe Cruises
6 Nights
Splendours of the Caribbean
Splendours of the Caribbean
Departure Date
07 Dec 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Saint Thomas |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Nevis, Falmouth, Gustavia, Virgin Gorda and Saint Thomas
|
From £4,993pp
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
07 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, Cozumel, Roatán Island, Harvest Caye, Costa Maya and Miami, Florida
|
From £1,845pp
Plus substantial savings from Deluxe Cruises