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 38)
8 Nights
A Journey of Sunny Shores & Caribbean Island Bliss
A Journey of Sunny Shores & Caribbean Island Bliss
Departure Date
21 Jan 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, Charlotte Amalie, Road Bay, Saint Pierre, Basseterre, Saint Kitts, Philipsburg and San Juan (Puerto Rico)
|
From £4,040pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
22 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), Canouan Island, Soufrière, Saint John's, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,500pp
Plus substantial savings from Deluxe Cruises
7 Nights
Grenadines & Windwards yachting
Grenadines & Windwards yachting
Departure Date
23 Jan 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
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 £5,282pp
Plus substantial savings from Deluxe Cruises
7 Nights
Vibes of the Virgin Islands
Vibes of the Virgin Islands
Departure Date
23 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 Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
Leeward Islands Discovery
Leeward Islands Discovery
Departure Date
23 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), Norman Island, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Charlestown, Sandy Ground, Gustavia, Gustavia, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,737pp
Plus substantial savings from Deluxe Cruises
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
23 Jan 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
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 £1,686pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
23 Jan 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, 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, Falmouth, Falmouth, Philipsburg and Philipsburg
|
From £2,900pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
23 Jan 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £3,654pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean In Depth
14-Day Exotic Caribbean In Depth
Departure Date
23 Jan 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £6,629pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
24 Jan 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Prickly Pear Island, Norman Island, Sandy Ground, Gustavia, Gustavia, Marigot and Charlotte Amalie
|
From £3,737pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
25 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
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
25 Jan 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Costa Maya, Harvest Caye, Roatán Island, Cozumel and Miami, Florida
|
From £1,499pp
Plus substantial savings from Deluxe Cruises