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 78)
Vibrant Island Culture
Vibrant Island Culture
| 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, Gustavia, Basseterre, Saint Kitts, Castries, Philipsburg and Miami, Florida
|
From £5,479pp
Plus substantial savings from Deluxe Cruises
West Indies Explorer
West Indies Explorer
| 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
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £10,724pp
Plus substantial savings from Deluxe Cruises
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg
|
From £5,337pp
Plus substantial savings from Deluxe Cruises
Caribbean Yachting Discovery
Caribbean Yachting Discovery
| 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
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
| 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), Cruz Bay, Saint John, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)
|
From £3,226pp
Plus substantial savings from Deluxe Cruises
A journey through the Vibrant Pulse of the Antilles
A journey through the Vibrant Pulse of the Antilles
| 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, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
Bridgetown to Bridgetown
Bridgetown to Bridgetown
| 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 £2,880pp
Plus substantial savings from Deluxe Cruises
A Journey into Dominican Charm & Caribbean Splendour
A Journey into Dominican Charm & Caribbean Splendour
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Puerto Plata, Isla Catalana, Charlotte Amalie, Road Bay, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Falmouth, Falmouth, 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
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Falmouth, Falmouth, 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
Miami to Miami
Miami to Miami
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Saint John Island, Gustavia, Saint John's, Fort-de-France, Basseterre, Saint Kitts, San Juan (Puerto Rico) and Miami, Florida
|
From £4,800pp
Plus substantial savings from Deluxe Cruises