Popular Caribbean Cruises from Southampton

Want to experience the Caribbean without setting foot in an airport? A Caribbean cruise from Southampton is a wonderfully easy way to sail straight from the UK to paradise.

Find our fantastic range of handpicked Caribbean cruises from Southampton below. Plus, book today & earn Cruise Miles®.

Why Choose a Cruise from Southampton?

A cruise from Southampton is all about starting your holiday the easy way.

No flights, no luggage restrictions, no airport queues - just a straightforward journey to the port and you’re onboard. For many travellers, that’s a huge part of the appeal, especially if you prefer a more relaxed, stress-free start (and end) to your trip.

These sailings are also ideal if you enjoy the full cruise experience. Because the Caribbean is further afield, itineraries often include a good number of sea days along the way - giving you plenty of time to properly settle into ship life, enjoy the facilities, and slow down into holiday mode.

It’s not rushed. It’s the kind of cruise where you can enjoy the journey as much as the destinations.

Why Book a Caribbean Cruise?

The Caribbean is one of the world’s most popular cruise destinations for good reason.

You get that perfect mix of sunshine, scenery and variety, with a new island to explore every day. One stop might be all about snorkelling and beach time, another could be colourful towns, local markets and cultural landmarks - and you can enjoy it all without ever needing to pack and unpack between destinations.

It’s also a destination that suits every travel style. Whether you want a laid-back break filled with sunshine and sea views, or an active holiday with excursions and adventure, the Caribbean delivers.

Why Book with ROL Cruise?

When you book with ROL Cruise, you’ll have the peace of mind of ABTA and ATOL protection, plus the support of the UK’s No.1 Independent Cruise Specialist. We’ve won over 50 cruise industry awards in the last decade, and our friendly expert team brings more than 1,000 years of combined cruise experience - so you’ll always get tailored advice from people who genuinely know what they’re talking about.

We’ll help you find the right Caribbean cruise from Southampton based on what matters most to you - whether that’s itinerary length, the balance of sea days to island time, the best-value sailing, or choosing the cruise line and ship that suits you best. Plus, you’ll earn rewards through our exclusive Cruise Miles® programme, which has already helped customers save over £12 million on cruise holidays, alongside any loyalty points offered by your chosen cruise line - making your next adventure even more rewarding.