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 13)
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
14 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,004pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
14 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, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,103pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Caribbean Gems
Featured Cruise
7-Day Caribbean Gems
Departure Date
14 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, South Friars Bay, Pointe-à-Pitre, Trois-Ilets, Roseau, Rodney Bay and Bridgetown
|
From £3,751pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward & Leeward Islands
Windward & Leeward Islands
Departure Date
15 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Bridgetown |
| Itinerary |
Charlotte Amalie, Prickly Pear Island, Sandy Ground, Gustavia, Gustavia, Falmouth, Terre-de-Haut, Le Marin and Bridgetown
|
From £3,956pp
Plus substantial savings from Deluxe Cruises
1 Nights
Castries to Bridgetown
Castries to Bridgetown
Departure Date
15 Mar 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Castries |
| Destination Port | Bridgetown |
| Itinerary |
Castries and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
15 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Bridgetown |
| Itinerary |
Oranjestad, Kralendijk, Kingstown, Port Elizabeth, Bequia, Mayreau Island and Bridgetown
|
From £1,713pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
15 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Bridgetown |
| Itinerary |
Oranjestad, Kralendijk, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Man O War Bay, Tobago and Bridgetown
|
From £2,128pp
Plus substantial savings from Deluxe Cruises
6 Nights
Jewels of the Windward Islands
Jewels of the Windward Islands
Departure Date
15 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Tobago Cays, Pigeon Island, Pigeon Island, Castries, Mayreau Island, Port Elizabeth, Bequia and Bridgetown
|
From £2,110pp
Plus substantial savings from Deluxe Cruises
5 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
15 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, Marigot, Virgin Gorda and San Juan (Puerto Rico)
|
From £5,600pp
Plus substantial savings from Deluxe Cruises
11 Nights
Panama Canal & Southern Caribbean Cruise: Cartagena, Aruba & Curacao
Panama Canal & Southern Caribbean Cruise: Cartagena, Aruba & Curacao
Departure Date
15 Mar 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Miami, Florida |
| Itinerary |
Fuerte Amador, Cartagena, Santa Marta, Oranjestad, Willemstad, Kralendijk, Cabo Rojo and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
16 Mar 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Gustavia, Roseau, Saint George's, Castries and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Melodies
Caribbean Melodies
Departure Date
17 Mar 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Nautica |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Falmouth, Punta Cana, Charlotte Amalie, Tortola and Miami, Florida
|
From £1,568pp
Plus substantial savings from Deluxe Cruises