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 82)
10 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
12 Feb 28
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's, Canouan Island, Castries, Saint John's, Saint John Island and San Juan (Puerto Rico)
|
From £3,280pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
Departure Date
13 Feb 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Sandy Ground, Gustavia, Gustavia, Marigot, Norman Island, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £3,226pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
13 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
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, 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 £3,490pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
13 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
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 £2,149pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
14 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Philipsburg, Philipsburg, Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £3,545pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
14 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Philipsburg, Philipsburg, Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,218pp
Plus substantial savings from Deluxe Cruises
10 Nights
Be My Island Valentine
Be My Island Valentine
Departure Date
14 Feb 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Saint George's, Kingstown, Castries, Fort-de-France, Gustavia, Basseterre, Saint Kitts, Saint John's, Roseau and Bridgetown
|
From £4,619pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
16 Feb 28
| 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), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,490pp
Plus substantial savings from Deluxe Cruises
15 Nights
Romance Of Roseau
Romance Of Roseau
Departure Date
16 Feb 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Tortola, Roseau, Castries, Bridgetown, Saint George's, Kralendijk, Willemstad, Oranjestad, Georgetown, Grand Cayman and Miami, Florida
|
From £9,079pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
17 Feb 28
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sky |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,490pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey through Amazonian Mesmerising Wonders to the Caribbean Sunlit Landscapes
A Journey through Amazonian Mesmerising Wonders to the Caribbean Sunlit Landscapes
Departure Date
17 Feb 28
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Manaus |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Manaus, Parintins, Alter do Chão, Macapa, Scarborough, Castries, Roseau, Philipsburg and San Juan (Puerto Rico)
|
From £5,375pp
Plus substantial savings from Deluxe Cruises
10 Nights
Splendid Sunsets
Splendid Sunsets
Departure Date
17 Feb 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Frederiksted, Saint Croix, Basseterre, Saint Kitts, Gustavia, Philipsburg and Miami, Florida
|
From £2,359pp
Plus substantial savings from Deluxe Cruises