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 9)
14 Nights
Discover Eastern Caribbean & Grenadines
Discover Eastern Caribbean & Grenadines
Departure Date
28 Feb 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Prickly Pear Island, Charlestown, Gustavia, Falmouth, Îles des Saintes, Soufrière, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Mayreau Island, Union Island, Tobago Cays and Bridgetown
|
From £24,188pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
28 Feb 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Prickly Pear Island, Charlestown, Gustavia, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From £12,118pp
Plus substantial savings from Deluxe Cruises
7 Nights
British Islands Discovery
British Islands Discovery
Departure Date
28 Feb 26
| 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, Prickly Pear Island, Spanish Town, Virgin Gorda, Beef Island, Tortola, Sandy Ground, Gustavia, Gustavia, Philipsburg and Charlotte Amalie
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
A Blissful Escape
A Blissful Escape
Departure Date
28 Feb 26
| 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, Oranjestad, Willemstad, Kralendijk, Saint George's, Pointe-à-Pitre, Fort-de-France, Basseterre, Saint Kitts, Gustavia and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Lush & Lovely Islands of the Lesser Antilles
Lush & Lovely Islands of the Lesser Antilles
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Gustavia, Falmouth, Terre-de-Haut, Roseau, Mayreau Island and Bridgetown
|
From £2,924pp
Plus substantial savings from Deluxe Cruises
15 Nights
Star Collector: Antilles Adventures
Star Collector: Antilles Adventures
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Gustavia, Falmouth, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Mayreau Island, Trois-Ilets and Bridgetown
|
From £5,847pp
Plus substantial savings from Deluxe Cruises
7 Nights
Lush & Lovely Islands of the Lesser Antilles
Lush & Lovely Islands of the Lesser Antilles
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island and Bridgetown
|
From £2,048pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Antilles Adventures
Star Collector: Antilles Adventures
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Mayreau Island and Bridgetown
|
From £3,280pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Deshaies, Basseterre, Saint Kitts, Gustavia, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £4,338pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Deshaies, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,637pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,154pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
28 Feb 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Roseau, Mayreau Island, Deshaies, Basseterre, Saint Kitts, Gustavia, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,754pp
Plus substantial savings from Deluxe Cruises