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 17)

18 Nights

An Extended Journey through Caribbean Beauty & Ocean Stillness

Departure Date
17 Nov 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Progreso, Roatán Island, Belize City, Ocean Cay, MSC Marine Reserve, Miami, Florida, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman and Miami, Florida

From £6,790pp

Plus substantial savings from Deluxe Cruises

8 Nights

A Journey through Mayan Marvels, Rich Reefs & Ocean Serenity

Departure Date
17 Nov 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Progreso, Roatán Island, Belize City, Ocean Cay, MSC Marine Reserve and Miami, Florida

From £3,360pp

Plus substantial savings from Deluxe Cruises

12 Nights

Miami to Miami

Departure Date
18 Nov 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Little Bay, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida

From £3,920pp

Plus substantial savings from Deluxe Cruises

16 Nights

Discover the Best of the Caribbean

Departure Date
20 Nov 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Marigot
Destination Port Bridgetown
Itinerary
Marigot, Gustavia, Saint Kitts, Falmouth, Îles des Saintes, Martinique, Soufrière, Mayreau Island, Tobago Cays, Tobago Cays, 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 £12,105pp

Plus substantial savings from Deluxe Cruises

9 Nights

Classic Caribbean

Departure Date
20 Nov 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Marigot
Destination Port Bridgetown
Itinerary
Marigot, Gustavia, Saint Kitts, Falmouth, Îles des Saintes, Martinique, Soufrière, Mayreau Island, Tobago Cays, Tobago Cays and Bridgetown

From £6,219pp

Plus substantial savings from Deluxe Cruises

8 Nights

8-Day Southern Caribbean Gems

Featured Cruise
Departure Date
20 Nov 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Miami, Florida
Destination Port Bridgetown
Itinerary
Miami, Florida, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia and Bridgetown

From £2,549pp

Plus substantial savings from Deluxe Cruises

15 Nights

15-Day Southern Caribbean In Depth

Departure Date
20 Nov 26
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Miami, Florida
Destination Port Sint Maarten
Itinerary
Miami, Florida, San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, South Friars Bay, Roseau, Port Elizabeth, Bequia, Bridgetown, Rodney Bay, Montserrat, Antigua, South Friars Bay, Virgin Gorda and Sint Maarten

From £4,844pp

Plus substantial savings from Deluxe Cruises

7 Nights

Miami, Florida to San Juan (Puerto Rico)

Departure Date
20 Nov 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Bimini Island, Nassau, Grand Turk Island, Puerto Plata, Samaná and San Juan (Puerto Rico)

From £6,300pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean escapade

Departure Date
21 Nov 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Grand Turk Island, Gordon's Beach, Long Island, San Salvador Island, Bahamas, Nassau and Miami, Florida

From £5,928pp

Plus substantial savings from Deluxe Cruises

7 Nights

The Glorious Grenadines

Departure Date
21 Nov 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Soufrière, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Tobago Cays, Mayreau Island, Saint George's and Bridgetown

From £3,664pp

Plus substantial savings from Deluxe Cruises

7 Nights

Southern Caribbean Cruise: Bequia, Grenada & Tobago

Departure Date
21 Nov 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
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 £1,349pp

Plus substantial savings from Deluxe Cruises

14 Nights

Caribbean Cruise: San Juan, Antigua & Barbados

Departure Date
21 Nov 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
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, Gustavia and San Juan (Puerto Rico)

From £2,919pp

Plus substantial savings from Deluxe Cruises