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.

Barbados

Caribbean Itineraries (Page 11)

8 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
06 Mar 26
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), Port Elizabeth, Bequia, Saint George's, Soufrière, Portsmouth, Falmouth, Virgin Gorda and San Juan (Puerto Rico)

From £6,800pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
06 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £4,277pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
06 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Marigot, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Pigeon Island and San Juan (Puerto Rico)

From £11,215pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
06 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
06 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Marigot, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Pigeon Island and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the yachting islands of the Caribbean

Departure Date
07 Mar 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Saint John's
Destination Port Saint John's
Itinerary

From £7,314pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Discovery

Departure Date
07 Mar 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Antigua
Destination Port Saint Thomas
Itinerary
Antigua, Gustavia, Îles des Saintes, Deshaies, Barbuda, Virgin Gorda, Norman Island and Saint Thomas

From £12,824pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover Eastern Caribbean & Grenadines

Departure Date
07 Mar 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Marigot
Itinerary
Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Mayreau Island, Union Island, Tobago Cays, Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Saint Kitts, Gustavia, Prickly Pear Island and Marigot

From £24,188pp

Plus substantial savings from Deluxe Cruises

7 Nights

Grenadines & Windwards yachting

Departure Date
07 Mar 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Mayreau Island, Union Island, Tobago Cays and Bridgetown

From £12,071pp

Plus substantial savings from Deluxe Cruises

7 Nights

British & French Islands Discovery

Departure Date
07 Mar 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, Gustavia, Sandy Ground, South Friars Bay, Spanish Town, Virgin Gorda, Peter Island and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Blue Seas of the Windward Islands

Departure Date
07 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Mayreau Island, Trois-Ilets, Bridgetown, Tobago Cays, Pigeon Island, Pigeon Island, Castries, Mayreau Island, Port Elizabeth, Bequia and Bridgetown

From £2,624pp

Plus substantial savings from Deluxe Cruises

8 Nights

Windward Island Delights

Departure Date
07 Mar 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Mayreau Island, Trois-Ilets and Bridgetown

From £2,161pp

Plus substantial savings from Deluxe Cruises