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 78)

9 Nights

Vibrant Island Culture

Departure Date
27 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, Gustavia, Basseterre, Saint Kitts, Castries, Philipsburg and Miami, Florida

From £5,479pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
28 Jan 28
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sky
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)

From £4,490pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the Pearls of the Caribbean

Departure Date
29 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Philipsburg
Itinerary
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg

From £10,724pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean with St. Barths

Departure Date
29 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Bridgetown
Destination Port Philipsburg
Itinerary
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg

From £5,337pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Discovery

Departure Date
29 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port Saint John's
Destination Port San Juan (Puerto Rico)
Itinerary
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From £5,627pp

Plus substantial savings from Deluxe Cruises

7 Nights

Best of British Virgin Isles & St. Barths

Departure Date
29 Jan 28
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)

From £3,226pp

Plus substantial savings from Deluxe Cruises

7 Nights

A journey through the Vibrant Pulse of the Antilles

Departure Date
29 Jan 28
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA IV
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Basseterre, Saint Kitts and San Juan (Puerto Rico)

From £2,920pp

Plus substantial savings from Deluxe Cruises

7 Nights

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 £2,880pp

Plus substantial savings from Deluxe Cruises

7 Nights

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 £2,725pp

Plus substantial savings from Deluxe Cruises

14 Nights

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, Philipsburg, Falmouth, Falmouth, 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, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg and Philipsburg

From £3,490pp

Plus substantial savings from Deluxe Cruises

7 Nights

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, Philipsburg, Falmouth, Falmouth, 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 £2,149pp

Plus substantial savings from Deluxe Cruises

11 Nights

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