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 12)
7 Nights
Jewels of the Windward Islands
Jewels of the Windward Islands
Departure Date
07 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, Mayreau Island and Bridgetown
|
From £2,206pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Blue Seas of the Windward Islands
Star Collector: Blue Seas of the Windward Islands
Departure Date
07 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, Mayreau Island, Trois-Ilets, Bridgetown, Tobago Cays, Pigeon Island, Pigeon Island, Castries, Mayreau Island, Port Elizabeth, Bequia and Bridgetown
|
From £3,359pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
07 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £1,949pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
07 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,248pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
Departure Date
07 Mar 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, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £7,317pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Yachtsman's Island Jewels
14-Day Yachtsman's Island Jewels
Departure Date
07 Mar 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, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Bridgetown, South Friars Bay, Pointe-à-Pitre, Trois-Ilets, Roseau, Rodney Bay and Bridgetown
|
From £7,202pp
Plus substantial savings from Deluxe Cruises
7 Nights
Charlotte Amalie Roundtrip
Charlotte Amalie Roundtrip
Departure Date
08 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Lovango Cay, Gustavia, Saba, Gustavia, Philipsburg, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and Charlotte Amalie
|
From £3,707pp
Plus substantial savings from Deluxe Cruises
7 Nights
Leeward Islands Discovery
Leeward Islands Discovery
Departure Date
08 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Charlotte Amalie |
| Itinerary |
Philipsburg, Falmouth, Charlestown, Terre-de-Haut, Saba, Gustavia, Gustavia, White Bay, Jost Van Dyke and Charlotte Amalie
|
From Please Call
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
08 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,800pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
09 Mar 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Philipsburg, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Charlotte Amalie, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £5,090pp
Plus substantial savings from Deluxe Cruises
12 Nights
Dutch Isles Delights
Dutch Isles Delights
Departure Date
09 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, Oranjestad, Willemstad, Willemstad, Saint George's, Kingstown, Fort-de-France, Tortola and Miami, Florida
|
From £4,779pp
Plus substantial savings from Deluxe Cruises
6 Nights
Panama’s Pristine Caribbean
Panama’s Pristine Caribbean
Departure Date
09 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Colón |
| Destination Port | Oranjestad |
| Itinerary |
Colón, Bocas del Toro, San Blas Islands, Cartagena, Cartagena and Oranjestad
|
From £1,563pp
Plus substantial savings from Deluxe Cruises