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 83)
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
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
7 Nights
Caribbean Yachting Discovery
Caribbean Yachting Discovery
Departure Date
11 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £5,627pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
11 Mar 28
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière and Bridgetown
|
From £5,288pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
Departure Date
11 Mar 28
| 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, Saba, Gustavia, Gustavia, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,664pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey through Island Charm & Cultural Treasures
A Journey through Island Charm & Cultural Treasures
Departure Date
11 Mar 28
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Providenciales, Gustavia, Saint John's, Road Bay and San Juan (Puerto Rico)
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
7 Nights
Reefs Of The Maya
Reefs Of The Maya
Departure Date
11 Mar 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sonata |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cozumel, Roatán Island, Harvest Caye, Costa Maya and Miami, Florida
|
From £2,549pp
Plus substantial savings from Deluxe Cruises