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 21)
15 Nights
An Extended Journey of Cultural Treasures & Seaside Harmony
An Extended Journey of Cultural Treasures & Seaside Harmony
Departure Date
05 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, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)
|
From £5,005pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey into Tropical Idylls & Mayan Mystery
A Journey into Tropical Idylls & Mayan Mystery
Departure Date
05 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, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island and Miami, Florida
|
From £3,465pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Departure Date
05 Dec 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Lisbon |
| Destination Port | Philipsburg |
| Itinerary |
Lisbon, Lisbon, Philipsburg, Philipsburg, Gustavia, Gustavia, Falmouth, Falmouth, Road Bay, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg and Philipsburg
|
From £2,692pp
Plus substantial savings from Deluxe Cruises
7 Nights
Southern Caribbean Cruise: Antigua, Martinique & Grenada
Southern Caribbean Cruise: Antigua, Martinique & Grenada
Departure Date
05 Dec 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £1,089pp
Plus substantial savings from Deluxe Cruises
13 Nights
Caribbean Cruise: San Juan, Antigua & St. Lucia
Caribbean Cruise: San Juan, Antigua & St. Lucia
Departure Date
05 Dec 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg and San Juan (Puerto Rico)
|
From £2,389pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
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 and Bridgetown
|
From £2,804pp
Plus substantial savings from Deluxe Cruises
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 £4,844pp
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 £3,220pp
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 £4,164pp
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 £5,040pp
Plus substantial savings from Deluxe Cruises