Want a proper tropical break where you can wake up to a new beach (or a new rum bar) without packing your suitcase every second day? Caribbean Cruises 2027 are built for easy island-hopping, and they often come with strong early-release offers, bundle-style savings, plus the occasional last minute fare for flexible travellers.
Starting Port
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Arrival port
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1777 cruises
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$56 – A$120 off when you book online
7 Mar 2027
10 nights
Best Price Guarantee
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Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$49 – A$122 off when you book online
6 Jan 2027
10 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$54 – A$132 off when you book online
16 Jan 2027
10 nights
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$56 – A$102 off when you book online
5 Dec 2027
9 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$72 – A$133 off when you book online
14 Dec 2027
10 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$76 – A$152 off when you book online
17 Mar 2027
10 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$90 – A$169 off when you book online
24 Dec 2027
11 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Enchanted Princess


Cruise Only
From / To Fort Lauderdale
Enchanted Princess
Entertainment included
Family Friendly
Movies under the stars®
Premium Cruise Line
Starlink Internet
from A$92 – A$155 off when you book online
15 Feb 2027
10 nights
No Alternative Dates
Caribbean from Bridgetown, Barbados with the Azamara Quest


Cruise Only
From Bridgetown To San Juan
Azamara Quest
All Inclusive
All-Inclusive Ship
Entertainment included
Premium Cruise Line
Starlink Internet
from A$108 – A$251 off when you book online
14 Nov 2027
7 nights
Caribbean from Bridgetown, Barbados with the Azamara Quest


Cruise Only
From Bridgetown To San Juan
Azamara Quest
All Inclusive
All-Inclusive Ship
Entertainment included
Premium Cruise Line
Starlink Internet
from A$109 – A$252 off when you book online
28 Nov 2027
7 nights
No Alternative Dates
Caribbean Cruises 2027 typically run in loops through the Eastern, Western or Southern Caribbean, mixing sun-soaked port days with relaxed time at sea.
It’s the kind of holiday where you can keep it simple—swim, eat, explore, repeat – or layer in activities like snorkelling, waterfalls, cultural tours and beach clubs. Many cruisers like Carnival Cruise Line in the Caribbean for its fun, easy-going atmosphere, plenty of dining options and a holiday vibe that suits couples, families and groups.
The Caribbean is one of the few places where a week can feel like several holidays in one: different accents, different food, different shorelines, all within cruising distance. It’s also great value compared with booking multiple islands by air, especially when meals and entertainment are already included onboard.
Interesting fact: some Caribbean islands have two different coastlines – one facing the calm Caribbean Sea and the other facing the Atlantic – so the beaches and water conditions can look completely different depending on where you dock.
If your ideal trip is sunshine, warm water and a new island almost every day, this is the way to do it. You can also compare options with the previous season via Caribbean Cruises 2026 For current itineraries and sharp deals, check Cruise1st and book a cruise that matches your dates, budget and travel style.
Caribbean Cruises 2027
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