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 81)
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
05 Mar 28
| 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, Basseterre, Saint Kitts, Gustavia, Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,490pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
05 Mar 28
| 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, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,209pp
Plus substantial savings from Deluxe Cruises
12 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
06 Mar 28
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York
|
From £1,439pp
Plus substantial savings from Deluxe Cruises
20 Nights
Transatlantic Crossing And Eastern Caribbean
Transatlantic Crossing And Eastern Caribbean
Departure Date
06 Mar 28
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton
|
From £1,999pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands, ABC Islands & the Virgin Islands
Star Collector: Windward Islands, ABC Islands & the Virgin Islands
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £3,252pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Caribbean Collection: ABC, BVI & the Windwards
Star Collector: Caribbean Collection: ABC, BVI & the Windwards
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke, 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 £5,036pp
Plus substantial savings from Deluxe Cruises
7 Nights
Island Trails: Aruba to the Virgin Islands
Island Trails: Aruba to the Virgin Islands
Departure Date
06 Mar 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £1,852pp
Plus substantial savings from Deluxe Cruises
15 Nights
Sunshine In Pastels And Poetry
Sunshine In Pastels And Poetry
Departure Date
07 Mar 28
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA 2 |
| Region | Caribbean |
| Departure Port | Willemstad |
| Destination Port | Santa Cruz de Tenerife |
| Itinerary |
Willemstad, Oranjestad, Saint George's, Marigot, Mindelo, São Vicente Island, Mindelo, São Vicente Island, Porto Novo, Santo Antão Island, Santa Cruz de La Palma and Santa Cruz de Tenerife
|
From £6,486pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) to Miami, Florida
San Juan (Puerto Rico) to Miami, Florida
Departure Date
09 Mar 28
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Saint John Island, Grand Turk Island, Bimini Island and Miami, Florida
|
From £7,700pp
Plus substantial savings from Deluxe Cruises
10 Nights
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
Departure Date
10 Mar 28
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Grand Turk Island, Marigot, Saint John's, Basseterre, Saint Kitts, San Juan (Puerto Rico), Nassau and Fort Lauderdale, Florida
|
From £3,740pp
Plus substantial savings from Deluxe Cruises
7 Nights
Grenadines & Windwards yachting
Grenadines & Windwards yachting
Departure Date
11 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Yachting Islands of the Caribbean
Discover the Yachting Islands of the Caribbean
Departure Date
11 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Saint John's |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island, San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's
|
From £11,354pp
Plus substantial savings from Deluxe Cruises