Caribbean Cruise Deals 2019, 2020 & 2021

We offer a fantastic selection of deals on Caribbean cruises. From tempting shore excursions and unique ports of calls to enriching daily activities and luxurious accommodation, there are plenty of reasons to book your Caribbean voyage today.

Just take a look through our impressive Caribbean cruise deals and take your pick. Or if you don’t see anything that you like then make sure you give our award-winning Cruise Concierge team a call and they will work hard to create your perfect getaway.

Caribbean Cruise Deals

Choosing your ideal itinerary can be tricky as this is such a diverse region to explore, but with our equally diverse Caribbean cruise deals, you needn’t worry. Here you will find 7 to 14-day sailings visiting each region, or you can embark on a longer adventure and visit East, West and South, all in one cruise holiday. The choice is completely up to you.

Top 5 places to discover in the Caribbean

  1. San Juan - Puerto RicoWhether you fancy a sunshine-filled beach holiday or want to explore a capital bursting with culture, San Juan offers both. Enjoy the Spanish architecture of the city or venture further in-land on a tour. One of the most popular excursions here is to the Rio Camuy Caves as they are an incredible sight.
  2. Bridgetown - BarbadosAs the capital of Barbados there are plenty of things to do here. You can enjoy duty-free shopping along Broad Street which offers luxury boutiques. Spend your time taking part in an array of water activities or visit the Barbados Museum and National Heroes Square.
  3. Ocho Rios - JamaicaYour stresses will truly melt away when you arrive in this laid-back port of call. Some of the most popular excursions to take include a visit to the beautiful Dunn’s River Falls or the White River, spending some time in the scenic Enchanted Gardens or simply kicking back and letting yourself unwind on some of the best beaches in the world including James Bond beach and Reggae beach.
  4. Oranjestad - ArubaThis is a great place to see Dutch colonial architecture, with brightly coloured buildings scattered throughout the city. You can spend your time as you wish, whether that’s enjoying a spot of boutique shopping throughout the city or visiting the butterfly farm, art galleries and historical sites.
  5. Castries - St. LuciaQuite possibly one of our favourite islands in the Caribbean, St. Lucia has a beautiful capital city with plenty to see and do. Take a walk through the city and you’ll be able to find bustling markets with local produce, arts and crafts. If you enjoy your Caribbean rum then you can enjoy a fascinating tour around the Bounty Rum Distillery, or you can spend your time visiting cultural sites including Fort Charlotte or the Government House.

5 The Americas & Chilean Fjords
10 October 2019 - 86 nights

New York, United States | New York, United States | Hamilton | Hamilton | St. John's, Antigua | Roseau | Basseterre | Basseterre | Philipsburg, St Maarten | Tortola | St. Thomas | San Juan | San Juan | San Juan | Bridgetown | French Guiana, France | Santarem | Parintins | Manaus, Brazil | Manaus, Brazil | Manaus, Brazil | Recife | Salvador De Bahia | Rio De Janeiro | Rio De Janeiro | Rio De Janeiro | Montevideo | Buenos Aires | Buenos Aires | Montevideo | Puerto Madryn | Falkland Islands, United Kingdom | Falkland Islands, United Kingdom | Ushuaia | Punta Arenas, Chile | Puerto Chacabuco | Puerto Montt | Valparaiso, Chile | Valparaiso, Chile | Valparaiso, Chile | Valparaiso, Chile | La Serena | Iquique | Arequipa | Pisco (San Martin) | Lima (Callao) | Quito (Manta) | Panama City (Fuerte Amador), Panama | Puntarenas, Costa Rica | Puerto Quetzal | Cabo San Lucas | San Diego | Los Angeles, California | Los Angeles, California | Los Angeles, California more

Fly Cruise£33695pp
Cruise OnlyCall
6 Island Dreams - Miami to Miami
12 October 2019 - 11 nights

Miami, Florida | Philipsburg, St Maarten | Fort De France | Castries | Basseterre, St Kitts/Nevis | St. John's, Antigua | San Juan, Puerto Rico | Nassau | Miami, Florida more

Fly Cruise£2079pp
Cruise Only£1269pp
7 Fort Lauderdale to Puntarenas
12 October 2019 - 17 nights

Ft. Lauderdale | Dangriga, Belize | Guanaja Cay, Honduras | Josh's Cay , Graham's Place, Honduras | Roatan | Pigeon Cays, Honduras | Providencia Island | Cartagena, Colombia | San Blas Island, Panama | Fuerte Amador | Darien Jungle | Quepos | Puntarenas, Costa Rica more

Fly Cruise£7129pp
Cruise Only£7129pp
8 West Indies Explorer - San Juan to San Juan
22 October 2019 - 10 nights

San Juan | San Juan | Tortola | St. John's, Antigua | Castries | Bridgetown | Roseau | Basseterre | Philipsburg, St Maarten | St. Thomas, U.S. Virgin Islands | San Juan more

Fly Cruise£2790pp
Cruise OnlyCall
9 Mayan Mosaic - Roundtrip Miami
23 October 2019 - 7 nights

Miami, Florida | Key West | Harvest Caye | Roatan | Costa Maya | Miami, Florida

Fly Cruise£1369pp
Cruise Only£859pp
10 Caribbean & South American Shores
24 October 2019 - 25 nights

San Juan | San Juan | Bridgetown | French Guiana, France | Santarem | Parintins | Manaus, Brazil | Manaus, Brazil | Recife | Salvador De Bahia | Rio De Janeiro | Rio De Janeiro | Montevideo | Buenos Aires more

Fly Cruise£5290pp
Cruise OnlyCall
11 West Indies, Amazon & South America
24 October 2019 - 46 nights

San Juan | San Juan | Bridgetown | French Guiana, France | Santarem | Parintins | Manaus, Brazil | Manaus, Brazil | Recife | Salvador De Bahia | Rio De Janeiro | Rio De Janeiro | Montevideo | Buenos Aires | Buenos Aires | Montevideo | Puerto Madryn | Falkland Islands, United Kingdom | Falkland Islands, United Kingdom | Ushuaia | Punta Arenas, Chile | Puerto Chacabuco | Puerto Montt | Valparaiso, Chile | Valparaiso, Chile more

Fly Cruise£11990pp
Cruise Only£18290pp
12 Eastern Caribbean
25 October 2019 - 8 nights

Ft. Lauderdale | San Juan, Puerto Rico | Philipsburg, St Maarten | Charlotte Amalie | Tortola | Nassau | Ft. Lauderdale more

Fly Cruise£4549pp
Cruise Only£2519pp
13 Seaside Symphony - Roundtrip Miami
30 October 2019 - 10 nights

Miami, Florida | Gustavia | Fort De France | Castries | St. John's, Antigua | San Juan, Puerto Rico | Nassau | Miami, Florida more

Fly Cruise£1899pp
Cruise Only£1199pp
14 West Indies Explorer - San Juan to San Juan
01 November 2019 - 10 nights

San Juan | San Juan | Tortola | St. John's, Antigua | Castries | Bridgetown | Roseau | Basseterre | Philipsburg, St Maarten | St. Thomas, U.S. Virgin Islands | San Juan more

Fly Cruise£2790pp
Cruise OnlyCall
15 Miami to Lima
01 November 2019 - 15 nights

Miami, Florida | Port Antonio | Willemstad | Oranjestad | Santa Marta, Colombia | Cartagena, Colombia | Panama Canal | Manta | Guayaquil | Salaverry | Lima (Callao) | Lima (Callao) more

Fly Cruise£7999pp
Cruise Only£6869pp
16 New York to San Juan
01 November 2019 - 10 nights

New York, United States | Hamilton | Hamilton | St John S, Antigua | Fort De France | Gustavia | Road Town, Tortola, BVI | San Juan, Puerto Rico more

Fly Cruise£4399pp
Cruise OnlyCall
17 Western Caribbean
02 November 2019 - 7 nights

Ft. Lauderdale | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Key West | Ft. Lauderdale

Fly Cruise£2359pp
Cruise OnlyCall
18 Atlantic Idyll
02 November 2019 - 14 nights

Lisbon | Funchal | Bridgetown | Roseau | St. Johns, Antigua And Barbuda | Basseterre | Philipsburg, St Maarten more

Fly Cruise£3519pp
Cruise Only£3199pp
19 Gems Of The Leeward Islands
04 November 2019 - 12 nights

Miami, Florida | San Juan, Puerto Rico | Gustavia | Terre-de-Haut, Guadeloupe | Fort De France | St John S, Antigua | Basseterre | Great Harbour, Jost Van Dyke, B.V.I | Miami, Florida more

Fly Cruise£3749pp
Cruise Only£2899pp
20 New York to Miami
04 November 2019 - 15 nights

New York, United States | St Georges, Bermuda | St Georges, Bermuda | Gustavia | St John S, Antigua | Castries | Saint George | Bonaire | Oranjestad | Santa Marta, Colombia | Miami, Florida more

Fly Cruise£5699pp
Cruise Only£5299pp
21 Westward Journey Voyage
05 November 2019 - 16 nights

Barcelona | Malaga | Gibraltar | Funchal | Hamilton | Hamilton | Miami, Florida more

Fly Cruise£2459pp
Cruise Only£2099pp
22 Southern Caribbean
08 November 2019 - 6 nights

Ft. Lauderdale | Georgetown (Grand Cayman) | Costa Maya | Cozumel | Ft. Lauderdale

Fly Cruise£1979pp
Cruise Only£1639pp
23 Eastern Caribbean
09 November 2019 - 7 nights

Ft. Lauderdale | San Juan, Puerto Rico | Charlotte Amalie | Tortola | Nassau | Ft. Lauderdale

Fly Cruise£2549pp
Cruise Only£1989pp
24 Charleston to Bridgetown
10 November 2019 - 11 nights

Charleston | San Juan, Puerto Rico | San Juan, Puerto Rico | Gustavia | Falmouth, Jamaica | Fort De France | Castries | Saint George | Port Of Spain | Bridgetown more

Fly Cruise£4369pp
Cruise OnlyCall
25 West Indies Explorer - San Juan to San Juan
11 November 2019 - 10 nights

San Juan | San Juan | Tortola | St. John's, Antigua | Castries | Bridgetown | Roseau | Basseterre | Philipsburg, St Maarten | St. Thomas, U.S. Virgin Islands | San Juan more

Fly Cruise£2790pp
Cruise OnlyCall
26 Crossing to the Caribbean
12 November 2019 - 12 nights

Lisbon | St. John's, Antigua | St. Thomas | Ft. Lauderdale

Fly Cruise£4069pp
Cruise Only£3649pp
27 Fort Lauderdale to Fort Lauderdale
15 November 2019 - 9 nights

Ft. Lauderdale | Georgetown (Grand Cayman) | Willemstad | Kralendijk | Oranjestad | Ft. Lauderdale

Fly Cruise£3929pp
Cruise Only£4749pp
28 Sun & Serenade - Miami to Miami
15 November 2019 - 10 nights

Miami, Florida | Cayo Levantado | San Juan, Puerto Rico | Philipsburg, St Maarten | St John S, Antigua | Castries | Gustavia | Miami, Florida more

Fly Cruise£2149pp
Cruise Only£1629pp
29 Western Caribbean
16 November 2019 - 7 nights

Ft. Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Ft. Lauderdale

Fly Cruise£2859pp
Cruise OnlyCall
30 Classic Yachtsman's Caribbean
16 November 2019 - 7 nights

Philipsburg, St Maarten | Sopers Hole (Frenchmans Cay) | Gustavia | Basseterre, St Kitts/Nevis | Terre-de-Haut, Guadeloupe | Castries | Saline Bay, Mayreau, St. Vincent And The Grenadine | Bridgetown more

Fly Cruise£2599pp
Cruise Only£1549pp
31 Gems Of The Leeward Islands
16 November 2019 - 12 nights

Miami, Florida | San Juan, Puerto Rico | Gustavia | Terre-de-Haut, Guadeloupe | Fort De France | St John S, Antigua | Basseterre | Great Harbour, Jost Van Dyke, B.V.I | Miami, Florida more

Fly Cruise£3469pp
Cruise Only£2699pp
32 Ultimate Caribbean
18 November 2019 - 11 nights

Ft. Lauderdale | Georgetown (Grand Cayman) | Cartagena, Spain | Colon | Puerto Limon | Costa Maya | Cozumel | Ft. Lauderdale more

Fly Cruise£3369pp
Cruise Only£1959pp
33 West Indies Explorer - San Juan to San Juan
21 November 2019 - 10 nights

San Juan | San Juan | Tortola | St. John's, Antigua | Castries | Bridgetown | Roseau | Basseterre | Philipsburg, St Maarten | St. Thomas, U.S. Virgin Islands | San Juan more

Fly Cruise£2790pp
Cruise OnlyCall
34 Bridgetown to San Juan
21 November 2019 - 10 nights

Bridgetown | Bridgetown | Saint George | Bequia | Fort De France | Les Saintes, Guadeloupe | Falmouth, Jamaica | Philipsburg, St Maarten | Philipsburg, St Maarten | Gustavia | Roadtown | San Juan, Puerto Rico more

Fly Cruise£4259pp
Cruise Only£3389pp
35 Fort Lauderdale round-trip
22 November 2019 - 14 nights

Ft. Lauderdale | Grand Turk | San Juan, Puerto Rico | San Juan, Puerto Rico | Basseterre | Les Saintes, Guadeloupe | Bridgetown | Fort De France | St John S, Antigua | Roadtown | Key West | Ft. Lauderdale more

Fly Cruise£5149pp
Cruise Only£6499pp
36 Fort Lauderdale to Barbados
22 November 2019 - 7 nights

Ft. Lauderdale | Grand Turk | San Juan, Puerto Rico | San Juan, Puerto Rico | Basseterre | Les Saintes, Guadeloupe | Bridgetown more

Fly Cruise£3149pp
Cruise Only£3289pp
37 Amazon Interlude - Miami to Miami
23 November 2019 - 25 nights

Miami, Florida | Gustavia | Castries | Port Of Spain | Santarem | Boca Da Valeria | Manaus | Manaus | Parintins | Alter Do Chao | Devils Island, French Guiana | Bridgetown | St John S, Antigua | San Juan, Puerto Rico | Punta Cana, Domnican Republic | Miami, Florida more

Fly Cruise£5199pp
Cruise Only£4429pp
38 Exotic Caribbean In-Depth
23 November 2019 - 14 nights

Bridgetown | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre, St Kitts/Nevis | Charlestown, Nevis | St John S, Antigua | Basseterre | Philipsburg, St Maarten | Sopers Hole (Frenchmans Cay) | Gustavia | Basseterre, St Kitts/Nevis | Terre-de-Haut, Guadeloupe | Castries | Saline Bay, Mayreau, St. Vincent And The Grenadine | Bridgetown more

Fly Cruise£4169pp
Cruise Only£4169pp
39 Classic Caribbean Yacht Harbors
23 November 2019 - 7 nights

Bridgetown | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre, St Kitts/Nevis | Charlestown, Nevis | St John S, Antigua | Basseterre | Philipsburg, St Maarten more

Fly Cruise£2349pp
Cruise Only£1939pp
40 Western Carribbean
24 November 2019 - 7 nights

Ft. Lauderdale | Key West | Puerto Costa Maya | Cozumel | Georgetown (Grand Cayman) | Ft. Lauderdale

Fly Cruise£2119pp
Cruise Only£1569pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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