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 70)

7 Nights

7-Day Classic Caribbean Yacht Harbors

Departure Date
15 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 Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

14-Day Caribbean Yacht Explorer

Departure Date
15 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 Please Call

Plus substantial savings from Deluxe Cruises

10 Nights

San Juan to San Juan

Departure Date
15 Jan 28
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Dawn
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's, Canouan Island, Castries, Saint John's, Saint John Island and San Juan (Puerto Rico)

From £3,300pp

Plus substantial savings from Deluxe Cruises

10 Nights

Untouched Treasures

Departure Date
15 Jan 28
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Saint George's, Kingstown, Castries, Fort-de-France, Gustavia, Basseterre, Saint Kitts, Saint John's, Roseau and Bridgetown

From £4,909pp

Plus substantial savings from Deluxe Cruises

7 Nights

St. Barths & Caribbean Gems

Departure Date
16 Jan 28
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Bridgetown
Itinerary
Charlotte Amalie, Cruz Bay, Saint John, Marigot, Gustavia, Gustavia, Terre-de-Haut, Rodney Bay, Mayreau Island and Bridgetown

From £2,788pp

Plus substantial savings from Deluxe Cruises

10 Nights

Classic Panama Canal Passage

Departure Date
16 Jan 28
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Mars
Region Caribbean
Departure Port Fuerte Amador
Destination Port Fort Lauderdale, Florida
Itinerary
Fuerte Amador, Colón, Limon, Belize City, Cozumel, Progreso, Progreso and Fort Lauderdale, Florida

From £4,290pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey across Caribbean Culture & Volcanic Landscapes

Departure Date
16 Jan 28
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Port Elizabeth, Bequia, Castries, Bridgetown, Saint John's, Basseterre, Saint Kitts and San Juan (Puerto Rico)

From £2,725pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

Departure Date
16 Jan 28
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, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg

From £3,490pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
16 Jan 28
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

10 Nights

Golden Caribbean Beaches

Departure Date
17 Jan 28
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Prestige
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Philipsburg, Gustavia, Saint John's, Tortola and Miami, Florida

From £5,929pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
17 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), Philipsburg, Gustavia, 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 £3,545pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
17 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), Philipsburg, Gustavia, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,218pp

Plus substantial savings from Deluxe Cruises