The Caribbean is one of the world's great cruise destinations, and 2027 is shaping up to be a busy year for it — with sailings from Florida, Puerto Rico and beyond across every month of the year. At Cruise1st, our Australian cruise experts are available seven days a week to help you find the right ship, the right cabin grade and the right fare inclusions for your trip. Because every departure here is from the United States, Puerto Rico or Barbados, we can put together a full Cruise1st Package — flights from Australia, pre- and post-cruise hotels, transfers and the cruise itself, all on one booking. Our Best Price Guarantee means you can book with confidence.
Stopover
Arrival port
11
8
2
19
3
Themes
259
224
12
353
125
1834 cruises
Southern Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
Easter Cruises
from A$84 – A$407 off when you book online
22 Mar 2027
11 nights
No Alternative Dates
Best Price Guarantee
Learn more
Southern Caribbean from San Juan, Puerto Rico with the Azamara Quest


Cruise Only
From San Juan To Bridgetown
Azamara Quest
All Inclusive
Luxury Cruise
Small Ship
from A$87 – A$196 off when you book online
21 Nov 2027
7 nights
Southern Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
from A$93 – A$564 off when you book online
11 Apr 2027
12 nights
Southern Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
Christmas Cruises
New Year Cruises
from A$138 – A$473 off when you book online
23 Dec 2027
13 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
from A$58 – A$233 off when you book online
14 Dec 2027
9 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
from A$92 – A$350 off when you book online
2 Apr 2027
9 nights
No Alternative Dates
Caribbean from Bridgetown, Barbados with the Azamara Quest


Cruise Only
From Bridgetown To San Juan
Azamara Quest
All Inclusive
Luxury Cruise
Small Ship
from A$86 – A$218 off when you book online
12 Dec 2027
7 nights
Caribbean from Bridgetown, Barbados with the Azamara Quest


Cruise Only
From Bridgetown To San Juan
Azamara Quest
All Inclusive
Luxury Cruise
Small Ship
from A$96 – A$220 off when you book online
28 Nov 2027
7 nights
No Alternative Dates
Caribbean from Fort Lauderdale (Port Everglades), Florida, USA with the Celebrity Eclipse


Cruise Only
From / To Fort Lauderdale
Celebrity Eclipse
Full board
from A$73 – A$297 off when you book online
4 Dec 2027
10 nights
No Alternative Dates
Caribbean from Bridgetown, Barbados with the Azamara Quest


Cruise Only
From Bridgetown To Miami
Azamara Quest
All Inclusive
Luxury Cruise
New Year Cruises
Small Ship
from A$144 – A$330 off when you book online
27 Dec 2027
9 nights
No Alternative Dates
Caribbean sailings in 2027 span the full year, with itineraries running from 4 to 17 nights and a median length of 7 nights — long enough to reach a good spread of islands without needing weeks of annual leave. The mix skews heavily towards round-trip itineraries, which means you board and disembark at the same port, keeping logistics simple. A smaller share are one-way voyages, where the ship finishes at a different port from where it started; if you book one of those, a short domestic flight in the US connects the two ends, and Cruise1st can arrange that leg along with everything else. Browse the full range on our cruises page or go straight to the Caribbean destination hub for more background on the region.
All departures are from the Americas, which means a flight from Australia is part of every trip here. The main embarkation ports are Fort Lauderdale (Port Everglades) and Miami — they sit about half an hour apart in South Florida, so it is worth checking both for dates and prices before you commit. Port Canaveral, on Florida’s Space Coast, is another well-served option, along with San Juan, Puerto Rico, which puts you into the southern and eastern Caribbean from the very first morning at sea. Galveston, Texas serves the western Caribbean, while Bridgetown, Barbados and Tampa, Florida round out the choice.
Cruise1st can book your international flights, your hotel the night before departure and your transfers to the pier — so there is no loose end to sort out yourself. That is what a Cruise1st Package is: the whole trip on one booking.
The broadest slice of Caribbean itineraries covers the region as a whole — a mix of eastern, western and southern routes that take in the arc of islands stretching from the Bahamas down to the southern island chains. Within that, the Western Caribbean is well represented, with ships typically calling at ports on the Yucatán Peninsula and Central America’s Caribbean coast. The Southern Caribbean features too, usually sailing from San Juan and reaching the smaller, less-visited islands further south. A handful of sailings also dip into the East Coast of America on repositioning or combination itineraries.
Royal Caribbean has the largest presence in 2027, making it the most popular line for this destination and year. Carnival Cruise Lines is close behind, followed by MSC Cruises, Norwegian Cruise Line, Princess Cruises and Celebrity Cruises. Each line has a different personality — Royal Caribbean goes big on activities and family experiences; Norwegian gives you flexibility with its approach to dining and schedules; Princess appeals to those who want a polished, mid-sized ship experience. Our Australian cruise experts can talk through the differences and match you to the right line for your style of holiday.
Several ships with strong Caribbean programmes are worth knowing about before you choose.
Adventure of the Seas has 33 Caribbean sailings in 2027. It carries a full-sized climbing wall, a water slide, an ice-skating rink and a roller-skating track — so it suits families and active travellers looking for more than sun loungers. The ship’s Royal Promenade runs through the centre of the vessel and hosts glittering figure-skating shows in the evenings. If you want to look at cabins before you decide, the Adventure of the Seas cabins and deck plans page has the full layout.
Harmony of the Seas organises itself into 7 distinct neighbourhoods, so different groups on the same ship can find their own corner of it. With 20 dining options on board, you are unlikely to eat in the same restaurant twice on a 7-night sailing. The Royal Promenade hosts parties and parades throughout the voyage. See the Harmony of the Seas cabins and deck plans for cabin grades and layouts.
MSC Opera’s Lirica-class size is genuinely useful in the Caribbean: it can call at smaller harbours that the mega-ships cannot reach. On board, the Teatro dell’Opera and the Cotton Club Jazz Bar cover evening entertainment, while LEGO, Chicco and Namco partnerships across 5 age-specific kids clubs make it one of the more complete family ships afloat. Classic Italian dining comes from La Caravella and L’Approdo. Cabin grades on MSC Opera include:
Explore the full layout on the MSC Opera cabins and deck plans page.
Arvia is P&O’s largest ship at 185,581 GT, delivered in 2022. Its defining feature is the SkyDome — a 970 m² retractable glass roof that covers a pool and a live performance stage, keeping the space usable in any weather. With more than 30 dining and bar venues on board, including Sindhu, The Epicurean, Keel & Cow and The Glass House, it suits anyone who treats eating as part of the holiday rather than a footnote. Cabin options on Arvia:
The full deck layout is on the Arvia cabins and deck plans page.
Regal Princess is a Royal-class ship carrying up to 4,250 guests across 19 decks. MedallionClass technology means crew know who you are from the moment you step aboard, and OceanNow lets you order food and drinks to wherever you happen to be on the ship. Dining ranges from the Salty Dog Gastropub and Crown Grill steakhouse to the International Café, which stays open around the clock. See the Regal Princess cabins and deck plans for the full cabin breakdown. If you are planning a Princess Cruises 2027–2028 season trip, Regal Princess is one of the ships to consider for the Caribbean.
Fare inclusions vary by cruise line and tier, so it is worth knowing what you are comparing when you look at prices.
Royal Caribbean offers fare types such as early-booking bonuses with onboard credit, last-minute offers and promotional rates for third and fourth guests. The base cruise fare covers accommodation and most on-board meals; drinks packages and Wi-Fi are generally optional extras unless a promotional fare bundles them in.
Norwegian Cruise Line sells a straightforward base fare for those who just want the cruise, alongside bundled tiers that add a premium beverage package, speciality dining meals, Wi-Fi and shore excursion credits — useful if you know you will want those things anyway.
Princess Cruises offers its Standard fare as the baseline — cruise only — with Princess Plus available as an upgrade. Princess Plus adds 4 casual dining meals per voyage, beverages up to US$15 each (up to 15 drinks per day), MedallionNet Max Wi-Fi, pre-paid crew appreciation, unlimited digital photos and 3 prints, and reserved theatre seating.
Our team can walk you through which tier makes sense for the way you cruise, so you are not paying for inclusions you will not use — or missing ones you will.
Every Caribbean departure in 2027 is from the US, Puerto Rico or Barbados, so a flight from Australia is part of every booking. If you are travelling from a capital city, that typically means an international flight to a US gateway and then a short domestic connection to the embarkation port — or a direct flight to Miami if your airline serves it. Cruise1st can book the whole journey: flights, pre-cruise hotel, transfers to the pier and the cruise itself, as a single Cruise1st Package. If you are combining a Caribbean cruise with time in the US before or after, we can put together a fully custom itinerary around that too.
If you are also considering itineraries closer to home, the South Pacific in 2027 and cruises from Brisbane in 2027 are good alternatives to look at alongside the Caribbean.
Caribbean sailings are the focus here, but 2027 has plenty of other options worth keeping in mind. Princess Cruises from Sydney in 2027 and Princess Cruises from Fremantle in 2027 sail without any international flight. Carnival in 2027 has a range of itineraries across multiple regions. For something further afield, all-inclusive Mediterranean cruises in 2027 are another direction entirely. And if timing matters, Easter cruises from Sydney in 2027 and Brisbane departures in September 2027 are worth a look. Royal Caribbean fans can also explore Royal Caribbean from Sydney in 2027 or Royal Caribbean from Brisbane in 2027 for sailings that start at home.
Can Cruise1st book my flights and hotel as well as the cruise?
What is the shortest Caribbean cruise available in 2027?
Which Florida ports do Caribbean cruises depart from in 2027?
Caribbean cruises in 2027