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 27)
8 Nights
A Journey of Lively Caribbean Culture & Stunning Beaches
A Journey of Lively Caribbean Culture & Stunning Beaches
Departure Date
13 Jan 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Saint George, Castries, Puerto Plata and Miami, Florida
|
From £4,240pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Island Energy & Ocean Tranquillity
An Extended Journey of Island Energy & Ocean Tranquillity
Departure Date
13 Jan 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Saint George, Castries, Puerto Plata, Miami, Florida, Charlotte Amalie, Road Bay, Saint Pierre, Basseterre, Saint Kitts, Philipsburg and San Juan (Puerto Rico)
|
From £8,560pp
Plus substantial savings from Deluxe Cruises
6 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
13 Jan 27
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Philipsburg, Gustavia, Sandy Ground, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,100pp
Plus substantial savings from Deluxe Cruises
11 Nights
Eastern Caribbean: St.kitts, Antigua & Martinique
Eastern Caribbean: St.kitts, Antigua & Martinique
Departure Date
14 Jan 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, Saint John Island, Charlotte Amalie, Philipsburg, Charlestown, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £2,269pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
15 Jan 27
| 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 £4,895pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
15 Jan 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Oranjestad, Willemstad, Kralendijk, Fort-de-France, Castries and Bridgetown
|
From £4,700pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover Eastern Caribbean & Grenadines
Discover Eastern Caribbean & Grenadines
Departure Date
16 Jan 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière, 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 £11,040pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
16 Jan 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From £4,921pp
Plus substantial savings from Deluxe Cruises
7 Nights
Vibes of the Virgin Islands
Vibes of the Virgin Islands
Departure Date
16 Jan 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Saint Thomas |
| Destination Port | Saint Thomas |
| Itinerary |
Saint Thomas, Saint John Island, Virgin Gorda, Norman Island, Norman Island, Sandy Ground, Philipsburg, Philipsburg, Gustavia, Gustavia and Saint Thomas
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
Departure Date
16 Jan 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, Marigot, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,105pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
16 Jan 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Road Town, Tortola, Anguilla, Charlestown and Miami, Florida
|
From £5,200pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
16 Jan 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Falmouth and Philipsburg
|
From £2,366pp
Plus substantial savings from Deluxe Cruises