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 50)
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
08 Nov 27
| 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, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,327pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
08 Nov 27
| 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, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £2,122pp
Plus substantial savings from Deluxe Cruises
14 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
11 Nov 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Saint Thomas, Saint Kitts, Saint George's, Bridgetown, Castries, Sint Maarten, Tortola and Miami, Florida
|
From £1,349pp
Plus substantial savings from Deluxe Cruises
20 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
12 Nov 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | New York, New York |
| Itinerary |
Southampton, New York, New York, Saint Thomas, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York
|
From £2,199pp
Plus substantial savings from Deluxe Cruises
27 Nights
Transatlantic Crossing and Eastern Caribbean
Transatlantic Crossing and Eastern Caribbean
Departure Date
12 Nov 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, New York, New York, Saint Thomas, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton
|
From £2,899pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
Departure Date
13 Nov 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £10,106pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
13 Nov 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg
|
From £5,004pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of the Virgin Islands & St. Barths
Best of the Virgin Islands & St. Barths
Departure Date
13 Nov 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, Cruz Bay, Saint John, Marigot, Gustavia, Gustavia, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,007pp
Plus substantial savings from Deluxe Cruises
10 Nights
10-Day Southern Caribbean & St. Barts
10-Day Southern Caribbean & St. Barts
Departure Date
13 Nov 27
| 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), South Friars Bay, Montserrat, Gustavia, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,799pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey Across the Caribbean’s Colourful Heart
A Journey Across the Caribbean’s Colourful Heart
Departure Date
13 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), Charlotte Amalie, Isla Catalana, Puerto Plata, Key West, Florida, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of the Virgin Islands & St. Barths
Best of the Virgin Islands & St. Barths
Departure Date
14 Nov 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, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Marigot, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £3,007pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean Cruise: Saint Lucia, Sint Maarten & British Virgin Islands
Eastern Caribbean Cruise: Saint Lucia, Sint Maarten & British Virgin Islands
Departure Date
14 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, Road Town, Tortola and San Juan (Puerto Rico)
|
From £1,439pp
Plus substantial savings from Deluxe Cruises