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 54)
10 Nights
Reggae Rhythms
Reggae Rhythms
Departure Date
27 Nov 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cozumel, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £5,389pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey through Shimmering Island History & Mesmerisingly Cultures
A Journey through Shimmering Island History & Mesmerisingly Cultures
Departure Date
27 Nov 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Spanish Town, Virgin Gorda, Charlotte Amalie, Cayo Levantado, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
27 Nov 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Caribbean Yacht Explorer
14-Day Caribbean Yacht Explorer
Departure Date
27 Nov 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
28 Nov 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Saba, Gustavia, Gustavia, Deshaies, Terre-de-Haut, Rodney Bay, Soufrière, Mayreau Island and Bridgetown
|
From £3,956pp
Plus substantial savings from Deluxe Cruises
10 Nights
Island Rendezvous
Island Rendezvous
Departure Date
28 Nov 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Gustavia, Tortola and Miami, Florida
|
From £4,389pp
Plus substantial savings from Deluxe Cruises
12 Nights
Caribbean Carousel
Caribbean Carousel
Departure Date
28 Nov 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sirena |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries, Pointe-à-Pitre, Philipsburg and Miami, Florida
|
From £2,589pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis
Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis
Departure Date
28 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico)
|
From £1,459pp
Plus substantial savings from Deluxe Cruises
14 Nights
Caribbean Cruise: Dominica, Bequia & Grenada
Caribbean Cruise: Dominica, Bequia & Grenada
Departure Date
28 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Charlotte Amalie, San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £2,749pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
28 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Gustavia, Basseterre, Saint Kitts, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,272pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
28 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Gustavia, Basseterre, Saint Kitts and Philipsburg
|
From £2,065pp
Plus substantial savings from Deluxe Cruises
10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage
Departure Date
29 Nov 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fuerte Amador, Colón, Limon, Belize City, Cozumel, Progreso, Progreso and Fort Lauderdale, Florida
|
From £3,990pp
Plus substantial savings from Deluxe Cruises