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 Cruising
Caribbean Cruising

Caribbean Itineraries (Page 71)

7 Nights

Charlotte Amalie to San Juan (Puerto Rico)

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Charlotte Amalie
Destination Port San Juan (Puerto Rico)
Itinerary
Charlotte Amalie, Cruz Bay, Saint John, Prickly Pear Island, Gustavia, Sandy Ground, South Friars Bay, Spanish Town, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From £3,707pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
7 Nights

Jewels of the Windward Islands

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, Pigeon Island and Bridgetown

From £2,206pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
14 Nights

Star Collector: Blue Seas of the Windward Islands

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, Pigeon Island, Bridgetown, Pigeon Island, Pigeon Island, Castries, Kingstown, Mayreau Island, Saint George's, Port Elizabeth, Bequia and Bridgetown

From £3,359pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

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, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £2,248pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
7 Nights

7-Day Yachtsman's Caribbean

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, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown

From £3,419pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
14 Nights

14-Day Yachtsman's Island Jewels

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, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Bridgetown, South Friars Bay, Pointe-à-Pitre, Trois-Ilets, Roseau, Rodney Bay and Bridgetown

From £6,119pp

Plus substantial savings from Deluxe Cruises

Departure Date
07 Mar 26
7 Nights

Charlotte Amalie Roundtrip

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Charlotte Amalie
Itinerary
Charlotte Amalie, Lovango Cay, Gustavia, Saba, Gustavia, Philipsburg, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and Charlotte Amalie

From £3,707pp

Plus substantial savings from Deluxe Cruises

Departure Date
08 Mar 26
10 Nights

West Indies Explorer

Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sea
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), San Juan (Puerto Rico), Road Town, Tortola, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico)

From £3,790pp

Plus substantial savings from Deluxe Cruises

Departure Date
09 Mar 26
12 Nights

Dutch Isles Delights

Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Allura
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Willemstad, Saint George's, Kingstown, Fort-de-France, Tortola and Miami, Florida

From £3,939pp

Plus substantial savings from Deluxe Cruises

Departure Date
09 Mar 26
7 Nights

Bridgetown to Bridgetown

Cruise Line Silversea
Cruise Type Ocean
Ship Silver Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Gustavia, Roseau, Saint George's, Castries and Bridgetown

From Please Call

Plus substantial savings from Deluxe Cruises

Departure Date
09 Mar 26
10 Nights

Fort Lauderdale to Fort Lauderdale

Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Grand Turk Island, Saint Thomas, Basseterre, Saint Kitts, Philipsburg, San Juan (Puerto Rico) and Fort Lauderdale, Florida

From £4,900pp

Plus substantial savings from Deluxe Cruises

Departure Date
10 Mar 26
7 Nights

"A Journey from San Juan to Miami"

Cruise Line Explora Journeys
Cruise Type Ocean
Ship Explora II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Road Bay, Saint John's, Philipsburg, Spanish Town, Virgin Gorda and Miami, Florida

From £2,680pp

Plus substantial savings from Deluxe Cruises

Departure Date
11 Mar 26