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 6)
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
21 Mar 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Prickly Pear Island, Gustavia, Charlestown, Saint Kitts, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Caribbean Yachting Discovery
Caribbean Yachting Discovery
Departure Date
21 Mar 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Antigua |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Antigua, Barbuda, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £3,880pp
Plus substantial savings from Deluxe Cruises
7 Nights
Spanish & British Caribbean Delight
Spanish & British Caribbean Delight
Departure Date
21 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Charlotte Amalie |
| Itinerary |
San Juan (Puerto Rico), Culebra Island, Esperanza, Vieques Island, Cruz Bay, Saint John, Prickly Pear Island, Gustavia, Charlestown, Spanish Town, Virgin Gorda, Norman Island and Charlotte Amalie
|
From £3,624pp
Plus substantial savings from Deluxe Cruises
14 Nights
Atlantic & Balmy Bermuda
Atlantic & Balmy Bermuda
Departure Date
21 Mar 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charleston, South Carolina, Norfolk, Virginia, Norfolk, Virginia, Kings Wharf, Kings Wharf, Freeport, Grand Bahama, Nassau, Great Stirrup Cay and Miami, Florida
|
From £3,198pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Island Delights
Windward Island Delights
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Fort-de-France, Mayreau Island and Bridgetown
|
From £1,811pp
Plus substantial savings from Deluxe Cruises
22 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean and Transatlantic |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Trois-Ilets, Mayreau Island, Bridgetown and Lisbon
|
From £3,366pp
Plus substantial savings from Deluxe Cruises
22 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Transatlantic and Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Fort-de-France, Mayreau Island, Bridgetown and Lisbon
|
From £3,381pp
Plus substantial savings from Deluxe Cruises
23 Nights
Star Collector: Caribbean Beats & Transatlantic Treats
Star Collector: Caribbean Beats & Transatlantic Treats
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Transatlantic and Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Málaga |
| Itinerary |
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Fort-de-France, Mayreau Island, Bridgetown, Tangier and Málaga
|
From £3,381pp
Plus substantial savings from Deluxe Cruises
7 Nights
Jewels of the Windward Islands
Jewels of the Windward Islands
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
From £2,125pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, 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, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £4,114pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £2,318pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
21 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £1,910pp
Plus substantial savings from Deluxe Cruises