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 63)

7 Nights

Grenadines & Windwards yachting

Departure Date
04 Dec 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown

From £4,520pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean with St. Barths

Departure Date
04 Dec 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière and Bridgetown

From £4,519pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Hideaways

Departure Date
04 Dec 27
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Saint John's
Itinerary
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's

From £4,936pp

Plus substantial savings from Deluxe Cruises

7 Nights

Best of the Virgin Islands & St. Barths

Departure Date
04 Dec 27
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), Culebra Island, Esperanza, Vieques Island, Cruz Bay, Saint John, Gustavia, Gustavia, Norman Island, White Bay, Jost Van Dyke and San Juan (Puerto Rico)

From £3,007pp

Plus substantial savings from Deluxe Cruises

14 Nights

14-Day Windward & Leeward Islands

Departure Date
04 Dec 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Quest
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Cruz Bay, Saint John, Gustavia, South Friars Bay, Fort-de-France, Roseau, Montserrat, Antigua, Road Bay, Great Harbour, Jost Van Dyke and Miami, Florida

From £5,299pp

Plus substantial savings from Deluxe Cruises

9 Nights

A Journey of Palm-Shaded Elegance & Caribbean Cultural Fusion

Departure Date
04 Dec 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA IV
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Charlotte Amalie and Miami, Florida

From £3,520pp

Plus substantial savings from Deluxe Cruises

7 Nights

The Glorious Grenadines

Departure Date
05 Dec 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Le Marin, Rodney Bay, Soufrière, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Tobago Cays, Canouan Island, Mayreau Island and Bridgetown

From £3,007pp

Plus substantial savings from Deluxe Cruises

7 Nights

Southern Caribbean Cruise: Puerto Rico, British Virgin Islands & Grenada

Departure Date
05 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £1,359pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Cruise: Antigua, Grenada & Saint Lucia

Departure Date
05 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)

From £2,689pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

Departure Date
05 Dec 27
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 £3,272pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
05 Dec 27
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 £2,076pp

Plus substantial savings from Deluxe Cruises

13 Nights

Caribbean Calm

Departure Date
06 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sonata
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Tortola and Miami, Florida

From £4,789pp

Plus substantial savings from Deluxe Cruises