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 84)
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Rodney Bay, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From Please Call
Plus substantial savings from Deluxe Cruises
14-Day Caribbean Yacht Explorer
14-Day Caribbean Yacht Explorer
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Rodney Bay, 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 Please Call
Plus substantial savings from Deluxe Cruises
Bridgetown to Bridgetown
Bridgetown to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Îles des Saintes, Philipsburg, Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Roseau and Bridgetown
|
From £2,400pp
Plus substantial savings from Deluxe Cruises
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Charlotte Amalie |
| Itinerary |
Philipsburg, Deshaies, Little Bay, Saba, Gustavia, Gustavia, White Bay, Jost Van Dyke, Cruz Bay, Saint John and Charlotte Amalie
|
From £2,496pp
Plus substantial savings from Deluxe Cruises
A Journey through Tropical Utopia & Rhythmic Streets
A Journey through Tropical Utopia & Rhythmic Streets
| 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), Tortola, Gustavia, Frederiksted, Saint Croix, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Lisbon |
| Itinerary |
Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Horta, Azores, Ponta Delgada, Azores and Lisbon
|
From £3,330pp
Plus substantial savings from Deluxe Cruises
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
| 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 and Philipsburg
|
From £2,149pp
Plus substantial savings from Deluxe Cruises
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Saint George's, Castries, Saint Pierre, Roseau, Philipsburg, Road Town, Tortola and Miami, Florida
|
From £2,109pp
Plus substantial savings from Deluxe Cruises
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,545pp
Plus substantial savings from Deluxe Cruises
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £2,194pp
Plus substantial savings from Deluxe Cruises
Bon Bini Aruba
Bon Bini Aruba
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Miami, Florida |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie and Miami, Florida
|
From £6,619pp
Plus substantial savings from Deluxe Cruises
Azure To Iberia
Azure To Iberia
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Lisbon |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie, Miami, Florida, Kings Wharf, Kings Wharf, Ponta Delgada, Azores, Funchal, Madeira, Cádiz and Lisbon
|
From £12,449pp
Plus substantial savings from Deluxe Cruises