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 71)
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
29 Jan 28
| 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 £3,598pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Caribbean Yacht Explorer
Featured Cruise
14-Day Caribbean Yacht Explorer
Departure Date
29 Jan 28
| 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 £7,098pp
Plus substantial savings from Deluxe Cruises
7 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
29 Jan 28
| 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 £2,900pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey into Dominican Charm & Caribbean Splendour
A Journey into Dominican Charm & Caribbean Splendour
Departure Date
30 Jan 28
| 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 £2,790pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
30 Jan 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £4,016pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
30 Jan 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £1,683pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
31 Jan 28
| 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
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
31 Jan 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), Gustavia, Philipsburg, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £4,134pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
31 Jan 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), Gustavia, Philipsburg, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £1,756pp
Plus substantial savings from Deluxe Cruises
11 Nights
Leeward & Windward Islands Explorer
Leeward & Windward Islands Explorer
Departure Date
02 Feb 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Charlotte Amalie |
| Itinerary |
Bridgetown, Bridgetown, Port St Charles, Tobago Cays, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Saint Pierre, Terre-de-Haut, Charlestown, South Friars Bay, Marigot, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke and Charlotte Amalie
|
From £4,896pp
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Splendor
Caribbean Splendor
Departure Date
02 Feb 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sonata |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Pointe-à-Pitre, Tortola and Miami, Florida
|
From £3,589pp
Plus substantial savings from Deluxe Cruises
7 Nights
Aruba to San Juan (Puerto Rico)
Aruba to San Juan (Puerto Rico)
Departure Date
04 Feb 28
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Aruba |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Aruba, Willemstad, Kralendijk, Falmouth, Sandy Ground, Virgin Gorda and San Juan (Puerto Rico)
|
From £7,700pp
Plus substantial savings from Deluxe Cruises