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 11)
21 Nights
Star Collector: A Lesser Antilles Odyssey
Star Collector: A Lesser Antilles Odyssey
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's and Bridgetown
|
From £7,401pp
Plus substantial savings from Deluxe Cruises
28 Nights
Star Collector: The Best of the Windward & Leeward Isles
Star Collector: The Best of the Windward & Leeward Isles
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Oranjestad |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad and Oranjestad
|
From £9,994pp
Plus substantial savings from Deluxe Cruises
55 Nights
Star Collector: Grand Caribbean Adventure
Star Collector: Grand Caribbean Adventure
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Cartagena, Cartagena, Bocas del Toro, Colón, Bocas del Toro, San Andrés Island, Roatán Island, Belize City, Costa Maya, Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke and Philipsburg
|
From £16,675pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £2,730pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,120pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Leeward & Windward Caribbean Havens
Star Collector: Leeward & Windward Caribbean Havens
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown and Bridgetown
|
From £3,371pp
Plus substantial savings from Deluxe Cruises
21 Nights
Star Collector: A Lesser Antilles Odyssey
Star Collector: A Lesser Antilles Odyssey
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's and Bridgetown
|
From £5,177pp
Plus substantial savings from Deluxe Cruises
28 Nights
Star Collector: The Best of the Windward & Leeward Isles
Star Collector: The Best of the Windward & Leeward Isles
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Oranjestad |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Kralendijk, Willemstad and Oranjestad
|
From £6,905pp
Plus substantial savings from Deluxe Cruises
55 Nights
Star Collector: Grand Caribbean Adventure
Star Collector: Grand Caribbean Adventure
Departure Date
04 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Santa Marta, Cartagena, Bocas del Toro, Colón, Colón, Bocas del Toro, San Andrés Island, Roatán Island, Belize City, Costa Maya, Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke and Philipsburg
|
From £14,751pp
Plus substantial savings from Deluxe Cruises
12 Nights
Azure Caribbean
Azure Caribbean
Departure Date
05 Jan 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Nautica |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Willemstad, Oranjestad, Kralendijk, Castries, Pointe-à-Pitre, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £2,669pp
Plus substantial savings from Deluxe Cruises
20 Nights
An Extended Journey from Panama's Gateway to Caribbean Paradise
An Extended Journey from Panama's Gateway to Caribbean Paradise
Departure Date
05 Jan 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Andrés Island, Colón, Bocas del Toro, Puerto Limón, Georgetown, Grand Cayman, Miami, Florida, Charlotte Amalie, Pointe-à-Pitre, Castries, Little Bay, Cruz Bay, Saint John and Miami, Florida
|
From £14,025pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey to the Land Bridge Connecting the Americas
A Journey to the Land Bridge Connecting the Americas
Departure Date
05 Jan 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Andrés Island, Colón, Bocas del Toro, Puerto Limón, Georgetown, Grand Cayman and Miami, Florida
|
From £4,250pp
Plus substantial savings from Deluxe Cruises