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EXTENDED ESCAPES FOR 2026/2027!

14 Night Caribbean Cruises – Two Weeks in Paradise

14 night Caribbean cruises are perfect for UK travellers wanting a longer tropical escape with plenty of time to relax and explore. These itineraries often visit multiple islands, including Barbados, Antigua and St Lucia, combining beach days with vibrant Caribbean culture. Two-week cruises provide a more immersive experience, with scenic sea days and varied shore excursions. Ideal for winter sunshine holidays, 14 night Caribbean cruises deliver warm weather, turquoise waters and unforgettable island adventures.

14 Night Caribbean Cruises – Two Weeks in Paradise

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446 cruises

Indulge in the Caribbean with Miami Chic

Cruise1st Package

Cruise with Flight, Hotel

From / To Fort Lauderdale

Celebrity Ascent

9 Nov 2027

14 nights

No Alternative Dates

Inside from

£2,699

pp

Was £2,902

Outside from

£2,999

pp

Was £3,092

Balcony from

£3,299

pp

Was £3,401

The Retreat from

£5,499

pp

Was £5,611

Best Price Guarantee

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Southern Caribbean from Bridgetown, Barbados with the MSC World Europa

MSC Cruises

Cruise Only

From / To Barbados

MSC World Europa

Full board

Tips

from £29 – £112 off when you book online

12 Jan 2027

14 nights

Inside from

£1,430

pp

Was £1,589

MSC Yacht Club from

£5,588

pp

Was £6,209

St. Maarten, Tortola, San Juan with Magic City Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Miami

Brilliant Lady

Adults Only

Full board

27 Nov 2026

14 nights

Inside from

£1,799

pp

Outside from

£1,849

pp

Balcony from

£2,099

pp

Suite from

£4,399

pp

Was £5,300

St. Isles and Sun Soaked Seas with Magic City Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Miami

Brilliant Lady

Adults Only

Full board

22 Jan 2027

14 nights

Inside from

£1,899

pp

Outside from

£1,999

pp

Balcony from

£2,199

pp

Was £2,291

Southern Caribbean from Bridgetown, Barbados with the Arvia

P&O Cruises

Cruise Only

Up £350 On-Board Spending Money!

From / To Barbados

Arvia

21 Nov 2026

14 nights

Inside from

£1,169

pp

Was £1,285

Outside from

£1,266

pp

Was £1,603

Balcony from

£1,656

pp

Was £1,948

Suite from

£1,929

pp

Was £2,074

Southern Caribbean from Bridgetown, Barbados with the MSC World Europa

MSC Cruises

Cruise Only

From / To Barbados

MSC World Europa

Full board

Tips

from £30 – £113 off when you book online

23 Feb 2027

14 nights

No Alternative Dates

Inside from

£1,476

pp

Was £1,640

Outside from

£1,710

pp

Was £1,900

Balcony from

£1,962

pp

Was £2,180

Suite from

£3,384

pp

Was £3,760

MSC Yacht Club from

£5,651

pp

Was £6,279

Southern Caribbean from Bridgetown, Barbados with the MSC World Europa

MSC Cruises

Cruise Only

From / To Barbados

MSC World Europa

Full board

Tips

from £30 – £111 off when you book online

23 Mar 2027

14 nights

No Alternative Dates

Inside from

£1,475

pp

Was £1,639

Outside from

£1,709

pp

Was £1,899

Balcony from

£1,997

pp

Was £2,219

Suite from

£3,383

pp

Was £3,759

MSC Yacht Club from

£5,570

pp

Was £6,189

Southern Caribbean from Bridgetown, Barbados with the Arvia

P&O Cruises

Cruise Only

Up £350 On-Board Spending Money!

From / To Barbados

Arvia

20 Nov 2026

14 nights

Inside from

£1,169

pp

Was £1,443

Outside from

£1,412

pp

Was £1,661

Balcony from

£1,851

pp

Was £2,057

Suite from

£2,787

pp

Was £3,063

Caribbean Ocean Glamour & Miami Nights

Cruise1st Package

Cruise with Flight, Hotel

From / To Fort Lauderdale

Celebrity Ascent

23 Jan 2027

14 nights

No Alternative Dates

Outside from

£2,799

pp

Balcony from

£3,699

pp

Southern Caribbean Odyssey With New York Stay

Cruise1st Package

Cruise with Flight

From / To Cape Liberty (Bayonne)

Odyssey of the Seas

12 Jan 2027

14 nights

No Alternative Dates

Inside from

£1,999

pp

Outside from

£2,249

pp

Was £2,295

Balcony from

£2,249

pp

Was £2,295

Suite from

£4,099

pp

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Two Weeks in Paradise

A 14-night Caribbean cruise offers the luxury of time, allowing travellers to experience multiple islands at a relaxed pace. One week you’re wandering the colourful streets of San Juan in Puerto Rico; the next you’re relaxing on the white-sand beaches of Aruba or Barbados. These longer itineraries combine tropical scenery with cultural discoveries, from local markets and colonial architecture to crystal-clear waters perfect for swimming and snorkelling. Every destination adds a new flavour to an unforgettable Caribbean adventure.


Top Attractions and Activities on 14 Night Caribbean Cruises

  • Dunn’s River Falls, Ocho Rios, Jamaica – Climb the famous cascading waterfall that flows directly into the Caribbean Sea.
  • Magens Bay, St Thomas, US Virgin Islands – Relax on one of the Caribbean’s most celebrated beaches.
  • Stingray City, Grand Cayman, Cayman Islands – Interact with southern stingrays in crystal-clear shallow waters.
  • Pitons, Soufrière, Saint Lucia – Admire the volcanic peaks rising dramatically above the coastline.
  • Old San Juan, Puerto Rico – Explore colourful colonial streets, historic plazas, and El Morro Fortress.
  • Pink Sands Beach, Harbour Island, Bahamas – Enjoy one of the Caribbean’s most distinctive and photogenic beaches.

Commonly Visited Harbours on 14 Night Caribbean Cruises

  • Miami, Florida – A major departure port for longer Caribbean voyages, with attractions including South Beach, Bayside Marketplace and Vizcaya Museum.
  • San Juan, Puerto Rico – Frequently visited for El Morro Fortress, colourful colonial streets and the historic district of Old San Juan.
  • Bridgetown, Barbados – A key Southern Caribbean port featuring Carlisle Bay, St Nicholas Abbey and island-wide coastal excursions.
  • Castries, Saint Lucia – Known for the Pitons, Sulphur Springs and rainforest adventures through the island’s interior.
  • Philipsburg, Sint Maarten – Popular for Maho Beach, Front Street shopping and excursions to both Dutch and French sides of the island.
  • St John’s, Antigua – Frequently included on extended Caribbean itineraries, offering Nelson’s Dockyard and some of the region’s most beautiful beaches.

Benefits of 14 Night Caribbean Cruises

  • Extended Tropical Escape – Enjoy two weeks of sunshine, beaches and island exploration across the Caribbean.
  • Visit More Destinations – Longer itineraries often include a greater variety of islands and ports of call.
  • Relaxed Pace of Travel – Spend more time enjoying both onboard facilities and shore experiences.
  • Outstanding Beach Opportunities – Discover white-sand beaches, coral reefs and crystal-clear waters.
  • Diverse Cultural Experiences – Explore different Caribbean islands, each with its own history and traditions.
  • Excellent Value Longer Holiday – Combine accommodation, dining, transport and entertainment in one extended trip.

FAQs About 14 Night Caribbean Cruises

What is a 14 night Caribbean cruise?

A 14-night Caribbean cruise allows guests to explore multiple islands and destinations over a two-week holiday.

Which Caribbean destinations are commonly included?

Popular ports include St Lucia, Barbados, Antigua, St Maarten, Jamaica, Aruba and the Bahamas.

Are 14 night Caribbean cruises suitable for first-time cruisers?

Yes. The longer itinerary provides plenty of time to enjoy both the ship and the destinations.

Which cruise lines offer 14 night Caribbean cruises?

Many major cruise lines operate two-week Caribbean itineraries throughout the year.

Do 14 night Caribbean cruises include sea days?

Yes. Most itineraries combine multiple island visits with relaxing days at sea.

When is the best time for a Caribbean cruise?

Winter and spring are especially popular due to warm weather and sunny conditions.

Can I book a fly-cruise Caribbean holiday?

Yes. Many Caribbean cruises are available with flights and transfers included.

What are the highlights of a 14 night Caribbean cruise?

Highlights include tropical beaches, island culture, snorkelling opportunities and year-round sunshine.

Are Caribbean cruises suitable for families?

Absolutely. The Caribbean is one of the world’s most popular family cruise destinations.

Can 14 night Caribbean cruises include private islands?

Many itineraries feature destinations such as Ocean Cay MSC Marine Reserve or Coco Cay.


Looking for the ultimate two-week Caribbean escape? Call our Cruise Specialists and let us help you find your perfect 14 Night Caribbean cruise.

14 Night Caribbean Cruises

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