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Caribbean Cruise Deals 2020, 2021 & 2022

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.

2 Classic Yachtsman's Caribbean
15 February 2020 - 7 nights

Bridgetown | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre | Charlestown, Nevis | St John's, Antigua And Barbuda | Basseterre | Philipsburg, St Maarten more

Fly Cruise £3699pp
Cruise Only £2369pp
3 Classic Yachtsman's Caribbean
29 February 2020 - 7 nights

Bridgetown | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre | Charlestown, Nevis | St John's, Antigua And Barbuda | Basseterre | Philipsburg, St Maarten more

Fly Cruise £2939pp
Cruise Only £2559pp
4 Classic Caribbean Yacht Harbors
07 March 2020 - 7 nights

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

Fly Cruise £3499pp
Cruise Only £2559pp
5 Eastern Caribbean
08 March 2020 - 7 nights

Ft. Lauderdale | San Juan | Tortola, B.V.I. | Philipsburg, St Maarten | Ft. Lauderdale

Fly Cruise £6899pp
Cruise Only £6359pp
6 Beaches & Bays - Roundtrip Miami
11 March 2020 - 10 nights

Miami | Great Stirrup Cay | Punta Cana, Dominican Republic | Philipsburg, St Maarten | Castries | St John's, Antigua And Barbuda | Gustavia | Miami more

Fly Cruise £2759pp
Cruise Only £2149pp
7 Gems of the Southern Caribbean - Miami to Miami
12 March 2020 - 12 nights

Miami | Oranjestad | Willemstad | Kralendijk | Saint George | Castries | St John's, Antigua And Barbuda | San Juan | Miami more

Fly Cruise £5729pp
Cruise Only £5389pp
8 Classic Yachtsman's Caribbean
14 March 2020 - 7 nights

Bridgetown | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre | Charlestown, Nevis | St John's, Antigua And Barbuda | Basseterre | Philipsburg, St Maarten more

Fly Cruise £3499pp
Cruise Only £2559pp
9 Exotic Caribbean In-Depth
14 March 2020 - 14 nights

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

Fly Cruise £5039pp
Cruise Only £4749pp
10 Western Caribbean
15 March 2020 - 7 nights

Ft. Lauderdale | Key West (Florida), United States | Costa Maya, Mexico | Cozumel, Mexico | George Town, Grand Cayman | Ft. Lauderdale

Fly Cruise £3519pp
Cruise Only £2939pp
11 Amazon & Caribbean Sunsets
15 March 2020 - 36 nights

Buenos Aires | Buenos Aires | Punta Del Este | Montevideo | Ilhabela (Sao Sebastiao), Brazil | Rio De Janeiro | Rio De Janeiro | Armacao Dos Búzios, Brazil | Recife | Natal | Santarem | Manaus | Manaus | Manaus | Boca Dos Botos | Parintins | Santarem | Guajara | Devil's Island | Bridgetown | Fort De France | Basseterre | Jost Van Dyke Bay | San Juan | Miami more

Fly Cruise Call
Cruise Only £8829pp
12 Tropical Breezes - Roundtrip Miami
18 March 2020 - 14 nights

Miami | Santa Marta | Oranjestad | Willemstad | Kralendijk | Saint George | Bridgetown | Castries | St John's, Antigua And Barbuda | Gustavia | Miami more

Fly Cruise £2799pp
Cruise Only £2239pp
13 Palms & Paradise - Roundtrip Miami
21 March 2020 - 10 nights

Miami | Nassau | Punta Cana, Dominican Republic | Philipsburg, St Maarten | St John's, Antigua And Barbuda | Castries | Gustavia | Miami more

Fly Cruise £5249pp
Cruise Only £2679pp
14 Classic Caribbean Yacht Harbors
21 March 2020 - 7 nights

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

Fly Cruise £3499pp
Cruise Only £2559pp
15 Southern Caribbean
27 March 2020 - 9 nights

Ft. Lauderdale | Oranjestad | Willemstad | Kralendijk | George Town, Grand Cayman | Ft. Lauderdale

Fly Cruise £3519pp
Cruise Only £2789pp
16 Bridgetown to Fort Lauderdale
27 March 2020 - 10 nights

Bridgetown | Castries | Saint George | Scarborough, Tobago | Bequia | Fort De France | Gustavia | Jost Van Dyke Bay | Ft. Lauderdale more

Fly Cruise £3849pp
Cruise Only Call
17 Eastern Caribbean
28 March 2020 - 7 nights

Ft. Lauderdale | San Juan | Charlotte Amalie, St Thomas | Samana | Nassau | Ft. Lauderdale

Fly Cruise £3269pp
Cruise Only £2539pp
18 Western Caribbean
29 March 2020 - 7 nights

Ft. Lauderdale | Key West (Florida), United States | Costa Maya, Mexico | Cozumel, Mexico | George Town, Grand Cayman | Ft. Lauderdale

Fly Cruise £3439pp
Cruise Only £2399pp
19 Ultimate Caribbean
03 April 2020 - 10 nights

Ft. Lauderdale | St John's, Antigua And Barbuda | Bridgetown | Castries | Basseterre | Philipsburg, St Maarten | Ft. Lauderdale more

Fly Cruise £3589pp
Cruise Only £2619pp
20 Miami To Barcelona
03 April 2020 - 14 nights

Miami | Royal Naval Dockyard, Bermuda | Royal Naval Dockyard, Bermuda | Funchal | Malaga | Alicante | Barcelona more

Fly Cruise £5149pp
Cruise Only £4649pp
21 Western Caribbean
04 April 2020 - 7 nights

Ft. Lauderdale | Key West (Florida), United States | Costa Maya, Mexico | Cozumel, Mexico | George Town, Grand Cayman | Ft. Lauderdale

Fly Cruise Call
Cruise Only Call
22 Southern Caribbean
05 April 2020 - 12 nights

Ft. Lauderdale | St. Croix , U.S.V.I | St John's, Antigua And Barbuda | Castries | Bridgetown | Saint George | Kingstown | Basseterre | Ft. Lauderdale more

Fly Cruise £5329pp
Cruise Only £3999pp
23 Southern Caribbean
11 April 2020 - 10 nights

Ft. Lauderdale | San Juan | Philipsburg, St Maarten | Basseterre | St John's, Antigua And Barbuda | Charlotte Amalie, St Thomas | Tortola, B.V.I. | Ft. Lauderdale more

Fly Cruise £4129pp
Cruise Only £3329pp
24 Southern Caribbean
13 May 2020 - 10 nights

Ft. Lauderdale | George Town, Grand Cayman | Oranjestad | Willemstad | Kralendijk | Key West (Florida), United States | Ft. Lauderdale more

Fly Cruise £3469pp
Cruise Only £4359pp
25 Southern Caribbean
04 September 2020 - 10 nights

Ft. Lauderdale | George Town, Grand Cayman | Willemstad | Kralendijk | Oranjestad | Key West (Florida), United States | Ft. Lauderdale more

Fly Cruise £3419pp
Cruise Only £3259pp
26 Ultimate Southern Caribbean
14 September 2020 - 11 nights

Ft. Lauderdale | Charlotte Amalie, St Thomas | St. Croix , U.S.V.I | St John's, Antigua And Barbuda | Bridgetown | Castries | Philipsburg, St Maarten | Ft. Lauderdale more

Fly Cruise £3719pp
Cruise Only £3229pp
27 Southern Caribbean
25 September 2020 - 10 nights

Ft. Lauderdale | George Town, Grand Cayman | Willemstad | Kralendijk | Oranjestad | Key West (Florida), United States | Ft. Lauderdale more

Fly Cruise £3299pp
Cruise Only £3029pp
28 Ultimate Southern Caribbean
05 October 2020 - 11 nights

Ft. Lauderdale | Charlotte Amalie, St Thomas | St. Croix , U.S.V.I | St John's, Antigua And Barbuda | Bridgetown | Castries | Philipsburg, St Maarten | Ft. Lauderdale more

Fly Cruise £3459pp
Cruise Only £3319pp
29 Mexico, Key West & Grand Cayman
20 October 2020 - 6 nights

Ft. Lauderdale | Key West (Florida), United States | George Town, Grand Cayman | Cozumel, Mexico | Ft. Lauderdale

Fly Cruise £2869pp
Cruise Only £2389pp
30 Ultimate Southern Caribbean
26 October 2020 - 11 nights

Ft. Lauderdale | Charlotte Amalie, St Thomas | St. Croix , U.S.V.I | St John's, Antigua And Barbuda | Bridgetown | Castries | Philipsburg, St Maarten | Ft. Lauderdale more

Fly Cruise £3759pp
Cruise Only £3659pp
31 New York City to Miami
30 October 2020 - 16 nights

New York | Saint George | Saint George | Gustavia | St John's, Antigua And Barbuda | Castries | Saint George | Kralendijk | Willemstad | Oranjestad | George Town, Grand Cayman | Miami more

Fly Cruise £6459pp
Cruise Only £4279pp
32 Aruba, Bonaire & Curacao Cruise
02 November 2020 - 11 nights

Ft. Lauderdale | Kralendijk | Willemstad | Oranjestad | Oranjestad | Cartagena, Colombia | George Town, Grand Cayman | Ft. Lauderdale more

Fly Cruise £4149pp
Cruise Only £3469pp
33 Caribbean Gems
04 November 2020 - 12 nights

Miami | San Juan | Gustavia | Terre-de-Haut, Guadeloupe | Fort De France | St John's, Antigua And Barbuda | Basseterre | Jost Van Dyke Bay | Miami more

Fly Cruise £3799pp
Cruise Only £3419pp
34 Aruba, Bonaire & Curacao
06 November 2020 - 9 nights

Ft. Lauderdale | George Town, Grand Cayman | Oranjestad | Kralendijk | Willemstad | Ft. Lauderdale

Fly Cruise £3559pp
Cruise Only £3229pp
35 Atlantic Odyssey
07 November 2020 - 14 nights

Lisbon | Funchal | St John's, Antigua And Barbuda | Basseterre | Fort De France | Bridgetown

Fly Cruise Call
Cruise Only £3319pp
36 Fort Lauderdale, Florida to Bridgetown
10 November 2020 - 10 nights

Ft. Lauderdale | San Juan | Jost Van Dyke Bay | St John's, Antigua And Barbuda | Fort De France | Mayreau Island, Saint Vincent And The Grenadines | Saint George | Bequia | Bridgetown more

Fly Cruise £2999pp
Cruise Only £3249pp
37 Miami Roundtrip
12 November 2020 - 9 nights

Miami | Cruising The Straits Of Florida | Cozumel, Mexico | Costa Maya, Mexico | Belize | George Town, Grand Cayman | Key West (Florida), United States | Miami more

Fly Cruise £3699pp
Cruise Only £2469pp
38 Aruba, Bonaire, Curacao
13 November 2020 - 9 nights

Ft. Lauderdale | George Town, Grand Cayman | Willemstad | Kralendijk | Oranjestad | Ft. Lauderdale

Fly Cruise £5239pp
Cruise Only £4469pp
39 Ultimate Southern Caribbean
13 November 2020 - 10 nights

Ft. Lauderdale | Philipsburg, St Maarten | Castries | Bridgetown | St John's, Antigua And Barbuda | Basseterre | Ft. Lauderdale more

Fly Cruise £3859pp
Cruise Only £3269pp
40 Miami to Miami
13 November 2020 - 10 nights

Miami | Gustavia | Fort De France | Castries | St John's, Antigua And Barbuda | San Juan | Puerto Plata/Dominican Republic | Miami more

Fly Cruise £2239pp
Cruise Only £1879pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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