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)
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
24 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Spirit |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
From £2,161pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
24 Jan 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean Isles
14-Day Exotic Caribbean Isles
Departure Date
24 Jan 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £6,820pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward & Leeward Islands
Windward & Leeward Islands
Departure Date
25 Jan 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), White Bay, Jost Van Dyke, Sint Eustatius, Gustavia, Gustavia, Falmouth, Terre-de-Haut, Le Marin and Bridgetown
|
From £4,044pp
Plus substantial savings from Deluxe Cruises
20 Nights
An Extended Journey to Delightful Island Towns and Tropical Treasures
An Extended Journey to Delightful Island Towns and Tropical Treasures
Departure Date
25 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, Puerto Plata, Kralendijk, Oranjestad, Willemstad, Ocean Cay, MSC Marine Reserve, Miami, Florida, Charlotte Amalie, Pointe-à-Pitre, Castries, Little Bay, Cruz Bay, Saint John and Miami, Florida
|
From £14,300pp
Plus substantial savings from Deluxe Cruises
10 Nights
A Journey from Miami to Miami
A Journey from Miami to Miami
Departure Date
25 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, Puerto Plata, Kralendijk, Oranjestad, Willemstad, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £4,275pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
25 Jan 26
| 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), Soufrière, Canouan Island, Portsmouth, Sandy Ground, Gustavia and San Juan (Puerto Rico)
|
From £5,900pp
Plus substantial savings from Deluxe Cruises
15 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
25 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Colón |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro, Colón and Colón
|
From £4,199pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
25 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Oranjestad |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad and Oranjestad
|
From £2,216pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
25 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Oranjestad |
| Itinerary |
From £2,294pp
Plus substantial savings from Deluxe Cruises
15 Nights
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Islands & Spanish New World
Departure Date
25 Jan 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Colón |
| Itinerary |
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Santa Marta, Cartagena, Bocas del Toro, Colón and Colón
|
From £4,118pp
Plus substantial savings from Deluxe Cruises
9 Nights
Bridgetown to Cartagena
Bridgetown to Cartagena
Departure Date
25 Jan 26
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Cartagena |
| Itinerary |
Bridgetown, Castries, Canouan Island, Willemstad, Kralendijk, Oranjestad, Oranjestad, Santa Marta and Cartagena
|
From £10,620pp
Plus substantial savings from Deluxe Cruises