The Caribbean, a tropical paradise comprised of over 7,000 islands and islets, is celebrated for its rich cultural heritage, where a harmonious blend of African, European, and Indigenous influences has given rise to a unique tapestry of traditions, languages, and cuisines. From the reggae beats of Jamaica to the carnival extravaganzas of Trinidad and Tobago, each island carries its distinct character, yet all share a common thread of warm hospitality and laid-back charm. The crystalline waters that lap against pristine beaches host abundant marine life, making the Caribbean a haven for snorkelers and divers alike. Beyond the sun-soaked shores, the lush tropical rainforests, cascading waterfalls, and historic colonial architecture add depth to the region's allure, inviting travellers to explore a world where nature, history, and the rhythm of life converge in a symphony of sensory delights.
Caribbean Itineraries (Page 4)
Windward Island Delights
Departure Date
11 Jan 25
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, Trois-Ilets, Pigeon Island and Bridgetown
|
From £3,019pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
11 Jan 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Star Pride |
Region | Caribbean |
Departure Port | Bridgetown |
Destination Port | Oranjestad |
Itinerary |
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk and Oranjestad
|
From £4,405pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
11 Jan 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Star Pride |
Region | Caribbean |
Departure Port | Bridgetown |
Destination Port | Fuerte Amador |
Itinerary |
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk, Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro and Fuerte Amador
|
From £8,199pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
11 Jan 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Star Pride |
Region | Caribbean |
Departure Port | Bridgetown |
Destination Port | Fuerte Amador |
Itinerary |
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk, Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro and Fuerte Amador
|
From £7,142pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
11 Jan 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Wind Surf |
Region | Caribbean |
Departure Port | Philipsburg |
Destination Port | Philipsburg |
Itinerary |
Philipsburg, Falmouth, Gustavia, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Road Bay, Philipsburg, Roseau, Pigeon Island, Terre-de-Haut, Gustavia, Basseterre, Saint Kitts and Philipsburg
|
From £4,648pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
11 Jan 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Wind Surf |
Region | Caribbean |
Departure Port | Philipsburg |
Destination Port | Philipsburg |
Itinerary |
Philipsburg, Falmouth, Gustavia, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Road Bay and Philipsburg
|
From £2,135pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
11 Jan 25
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), Saint George's, Soufrière, Saint John's, Basseterre, Saint Kitts, Virgin Gorda and San Juan (Puerto Rico)
|
From £5,800pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
Departure Date
11 Jan 25
Cruise Line | Seabourn |
Cruise Type | Ocean |
Ship | Seabourn Ovation |
Region | Caribbean |
Departure Port | Sint Maarten |
Destination Port | Bridgetown |
Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Fort-de-France, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £3,530pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Caribbean Gems In Depth
14-Day Caribbean Gems In Depth
Departure Date
11 Jan 25
Cruise Line | Seabourn |
Cruise Type | Ocean |
Ship | Seabourn Ovation |
Region | Caribbean |
Departure Port | Sint Maarten |
Destination Port | Sint Maarten |
Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Fort-de-France, Port Elizabeth, Bequia, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Antigua, Great Harbour, Jost Van Dyke, South Friars Bay and Sint Maarten
|
From £8,226pp
Plus substantial savings from Deluxe Cruises
7 Nights
Joy Of The Islands
Joy Of The Islands
Departure Date
13 Jan 25
Cruise Line | Regent Seven Seas Cruises |
Cruise Type | Ocean |
Ship | Seven Seas Navigator |
Region | Caribbean |
Departure Port | San Juan (Puerto Rico) |
Destination Port | San Juan (Puerto Rico) |
Itinerary |
San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Roseau, Castries, Saint John's, Gustavia and San Juan (Puerto Rico)
|
From £5,519pp
Plus substantial savings from Deluxe Cruises
21 Nights
An Extended Journey to Southern Serenity and Caribbean Dreaming
An Extended Journey to Southern Serenity and Caribbean Dreaming
Departure Date
14 Jan 25
Cruise Line | Explora Journeys |
Cruise Type | Ocean |
Ship | Explora II |
Region | Caribbean |
Departure Port | Miami, Florida |
Destination Port | Miami, Florida |
Itinerary |
Miami, Florida, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Progreso, Progreso, Ocean Cay, MSC Marine Reserve, Miami, Florida, Gustavia, Pointe-à-Pitre, Port Elizabeth, Bequia, Castries, Saint John's, Spanish Town, Virgin Gorda and Miami, Florida
|
From £9,030pp
Plus substantial savings from Deluxe Cruises
31 Nights
A Grand Journey from the Mississippi Delta to Mayan Kingdoms
A Grand Journey from the Mississippi Delta to Mayan Kingdoms
Departure Date
14 Jan 25
Cruise Line | Explora Journeys |
Cruise Type | Ocean |
Ship | Explora II |
Region | Caribbean |
Departure Port | Miami, Florida |
Destination Port | Miami, Florida |
Itinerary |
Miami, Florida, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Progreso, Progreso, Ocean Cay, MSC Marine Reserve, Miami, Florida, Gustavia, Pointe-à-Pitre, Port Elizabeth, Bequia, Castries, Saint John's, Spanish Town, Virgin Gorda, Miami, Florida, Key West, Florida, Cayman Brac, Cozumel, Cozumel, Costa Maya, Progreso and Miami, Florida
|
From £11,490pp
Plus substantial savings from Deluxe Cruises