Caribbean Cruise and Stay up to -26%
Discover tropical paradise with Caribbean cruise and stay packages, perfect for relaxing on stunning beaches, with flight and hotel options available to complete your holiday.
Starting Port
4
66
32
8
2
Stopover
Arrival port
1
63
32
6
1
208 cruises
Sun Sea & Magic With Orlando Stay
Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
20 Jan 2027
11 nights
No Alternative Dates
Best Price Guarantee
Learn more
Magic Of Orlando with Sunsets of The Bahamas & Caribbean
Cruise with Flight, Hotel
From / To Port Canaveral
MSC Grandiosa
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
5 May 2027
11 nights
No Alternative Dates
Orlando Magic And Caribbean Shores
Cruise with Flight, Hotel
From / To Port Canaveral
MSC Seashore
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
18 Nov 2026
12 nights
No Alternative Dates
St. Maarten, Tortola, San Juan with Magic City Stay
Cruise with Flight, Hotel
From / To Miami
Brilliant Lady
Adults Only
Full board
27 Nov 2026
14 nights
Tropical Caribbean Experience With Miami Escape
Cruise with Flight, Hotel
From / To Miami
MSC World America
Full board
Tips
Cabins Sleeping up to 5!
Family Friendly
New Ship
27 Jan 2027
11 nights
ALL INCLUSIVE Bourbon Street to Blue Waters With New Orleans Stay
Cruise with Flight, Hotel
From / To New Orleans
Norwegian Breakaway
All Inclusive
Cabins Sleeping up to 5!
Family Friendly
26 Nov 2026
11 nights
No Alternative Dates
ALL INCLUSIVE Boston to New Orleans via Gems of the Caribbean
Cruise with Flight, Hotel
From Boston To New Orleans
Norwegian Breakaway
Cabins Sleeping up to 5!
Family Friendly
6 Nov 2026
20 nights
No Alternative Dates
Luxury Caribbean & San Juan Sunsets with Miami Stay
Cruise with Flight, Hotel
From / To Fort Lauderdale
Enchanted Princess
Family Friendly
Movies under the stars®
4 Apr 2027
13 nights
No Alternative Dates
Discover America's Musical Heritage With Caribbean Cruise
Cruise with Flight, Hotel
From / To New Orleans
Mariner of the Seas
Family Friendly
18 Nov 2026
18 nights
No Alternative Dates
Indulge in the Caribbean with Miami Chic
Cruise with Flight, Hotel
From / To Fort Lauderdale
Celebrity Ascent
Family Friendly
New Ship
9 Nov 2027
14 nights
No Alternative Dates
Caribbean cruise and stay holidays combine the best of both worlds — golden beaches, vibrant cultures, and relaxing days at sea. Enjoy extra nights on land before or after your voyage for a truly immersive tropical escape filled with sunshine, history, and island charm.
Popular Caribbean Cruise Options
- Caribbean Cruises from Southampton – sail directly from the UK to the sunshine of the Caribbean.
- Caribbean Cruises from the UK – enjoy a relaxed start to your island-hopping holiday.
- Caribbean Cruises from Miami – the gateway to both Eastern and Western Caribbean adventures.
- Cruises from New York to Caribbean – combine the buzz of the Big Apple with Caribbean calm.
Caribbean Fly & All-Inclusive Cruises
- Caribbean Fly Cruises – reach the tropics faster with convenient flight-inclusive packages.
- Caribbean Fly Cruises 2026 – plan ahead for seamless holidays under the sun.
- 2026 All Inclusive Caribbean Cruises – indulge in worry-free luxury with everything covered.
Caribbean Cruise & Stay Packages
- Caribbean Cruises and Stay 2026 – relax longer in your favourite island paradise.
- Caribbean Cruises and Stay 2027 – book early to secure top resorts and sailings.
Top Cruise Line Caribbean Sailings
- Caribbean 2026 Cruises with P&O Cruises – discover British favourites with tropical flair.
- Caribbean 2026 Cruises Aboard P&O Arvia – modern luxury meets Caribbean adventure.
- Caribbean 2027 Cruises Aboard P&O Arvia – the next generation of sun-soaked voyages.
- Princess Caribbean Cruises – elegant itineraries with world-class service and dining.
Want even more inspiration? Browse all upcoming itineraries with Caribbean Cruises and explore dream holidays across dazzling islands and turquoise seas.
Insider Tip: Visit islands like St. Lucia or Antigua in the spring or early winter for fewer crowds and ideal temperatures. These months also offer perfect sailing conditions for calm Caribbean waters.
Did you know: Caribbean Cruises remain the world’s most popular cruise destination, welcoming over 10 million visitors annually who seek its unbeatable blend of sunshine, scenery, and cultural rhythm.
Call our Cruise1st experts today to personalise your Caribbean cruise and stay holiday — from luxury beachfront hotels to exclusive onboard offers designed just for you.
Caribbean Cruise and Stay