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 9)
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
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, Philipsburg and Philipsburg
|
From £2,086pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores
Departure Date
28 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Lisbon |
| Itinerary |
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, Philipsburg, Philipsburg, Ponta Delgada, Azores, Ponta Delgada, Azores, Lisbon and Lisbon
|
From £3,101pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
Departure Date
28 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Bridgetown |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £3,229pp
Plus substantial savings from Deluxe Cruises
7 Nights
Turks & Caicos
Turks & Caicos
Departure Date
29 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | West Palm Beach, Florida |
| Itinerary |
San Juan (Puerto Rico), Samaná, Grand Turk Island, Gordon's Beach, Long Island, Staniel Cay, Taino Beach and West Palm Beach, Florida
|
From £5,416pp
Plus substantial savings from Deluxe Cruises
3 Nights
Fort Lauderdale, Florida Roundtrip
Fort Lauderdale, Florida Roundtrip
Departure Date
31 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Bimini Island, Key West, Florida and Fort Lauderdale, Florida
|
From £3,100pp
Plus substantial savings from Deluxe Cruises
12 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
02 Apr 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £749pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey from San Juan to Miami
A Journey from San Juan to Miami
Departure Date
02 Apr 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Gustavia, Gustavia, Puerto Plata, Key West, Florida and Miami, Florida
|
From £4,245pp
Plus substantial savings from Deluxe Cruises
7 Nights
Fort Lauderdale, Florida Roundtrip
Fort Lauderdale, Florida Roundtrip
Departure Date
03 Apr 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Cockburn Town, San Salvador Island, Nassau, Bimini Island, Key West, Florida and Fort Lauderdale, Florida
|
From £5,900pp
Plus substantial savings from Deluxe Cruises
7 Nights
British & French Islands Discovery
British & French Islands Discovery
Departure Date
04 Apr 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, Prickly Pear Island, Sandy Ground, Gustavia, Gustavia, Charlestown, Norman Island and San Juan (Puerto Rico)
|
From £3,624pp
Plus substantial savings from Deluxe Cruises
3 Nights
Caribbean Celebration
Caribbean Celebration
Departure Date
04 Apr 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, White Bay, Jost Van Dyke, Gustavia and Charlotte Amalie
|
From £1,590pp
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Illumination
Caribbean Illumination
Departure Date
04 Apr 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Basseterre, Saint Kitts, Castries, Roseau, Charlotte Amalie and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
04 Apr 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,600pp
Plus substantial savings from Deluxe Cruises