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 32)
7 Nights
Yachtsman's Harbors
Yachtsman's Harbors
Departure Date
05 Feb 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Saint John's, Gustavia and San Juan (Puerto Rico)
|
From £2,179pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Natural Allure & Captivating Culture
An Extended Journey of Natural Allure & Captivating Culture
Departure Date
05 Feb 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John, San Juan (Puerto Rico), Charlotte Amalie, Saint John's, Terre-de-Haut, Puerto Plata and Miami, Florida
|
From £6,525pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey through Secluded Isles & Caribbean Havens
A Journey through Secluded Isles & Caribbean Havens
Departure Date
05 Feb 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £3,880pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
Departure Date
06 Feb 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia, Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From £8,820pp
Plus substantial savings from Deluxe Cruises
7 Nights
Cruising the Leeward Islands
Cruising the Leeward Islands
Departure Date
06 Feb 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Marigot |
| Itinerary |
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia and Marigot
|
From £5,427pp
Plus substantial savings from Deluxe Cruises
7 Nights
Quintessential Caribbean
Quintessential Caribbean
Departure Date
06 Feb 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Saint Thomas |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint Thomas, Cruz Bay, Saint John, Nevis, Deshaies, Falmouth, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
7 Nights
Leeward Islands Discovery
Leeward Islands Discovery
Departure Date
06 Feb 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Norman Island, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,575pp
Plus substantial savings from Deluxe Cruises
10 Nights
San Juan to Bridgetown
San Juan to Bridgetown
Departure Date
06 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Little Bay, Îles des Saintes, Roseau, Trois-Ilets, Castries, Saint George's and Bridgetown
|
From £4,000pp
Plus substantial savings from Deluxe Cruises
12 Nights
Miami to Bridgetown
Miami to Bridgetown
Departure Date
06 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries and Bridgetown
|
From £4,600pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
06 Feb 27
| 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 £2,500pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
06 Feb 27
| 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, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £4,287pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Caribbean Gems
7-Day Caribbean Gems
Departure Date
06 Feb 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, South Friars Bay, Saint Pierre, Roseau, Terre-de-Haut, Rodney Bay and Bridgetown
|
From £4,199pp
Plus substantial savings from Deluxe Cruises