Caribbean cruises: Your most common questions answered

Dreaming of sun-soaked beaches, turquoise waters, and unforgettable island experiences? A Caribbean cruise is one of the most popular ways to explore this stunning region. You can expect to enjoy the perfect blend of relaxation, adventure, and ease. From the best time to sail and what to pack, to cruise lengths, ports of call, and what’s included, this guide answers the most common questions about Caribbean cruises to help you plan with confidence and look forward to every moment of your journey.

Thanks to its tropical climate, the Caribbean enjoys warm temperatures and sunny skies year-round. The region has two distinct seasons: a dry season from December to April and a wet season which runs from June to November. During the dry season, tourism peaks as travellers from across the globe seek an escape from colder climates, making it an especially popular time for Caribbean cruises. The wet season coincides with hurricane season and typically brings short, tropical rain showers. While this period is usually quieter and less crowded, it can be an appealing option for those seeking a more relaxed, peaceful Caribbean getaway. 

When visiting the Caribbean, it’s recommended that you have your standard vaccinations up to date. This includes tetanus, diphtheria, measles, mumps, and rubella (MMR). Some travellers may also choose to have vaccinations such as hepatitis A or B, too. Health advice can change, so it’s always best to consult your GP, a travel clinic, or the official government travel health guidance well before you sail to ensure you’re fully prepared and protected for your trip. 

Packing for a Caribbean cruise is all about staying cool, comfortable, and prepared for a mix of relaxation and adventure. Lightweight, breathable fabrics such as cotton or linen are ideal for warm days, while swimwear, a cover-up and practical footwear like sandals or flip-flops are essential for beach stops and poolside lounging. Evenings on board tend to be more refined, so it’s worth packing a mix of smart-casual outfits and formal evening wear, depending on the cruise line you’re sailing with. Checking dress codes in advance will help you feel confident and comfortable throughout your trip. Sun protection is a must in the Caribbean. Be sure to pack a high-SPF sunscreen, sunglasses, a wide-brimmed hat, and after-sun or moisturiser to protect your skin. Comfortable, supportive footwear is also essential, particularly if you plan to take part in shore excursions. If you’re travelling during the wetter months, a lightweight rain jacket can be helpful, as tropical showers are often short but heavy. Remember to pack any essential medication and travel necessities in your hand luggage. It might also be useful to pack a handbag or backpack for port days, along with a camera (or your smartphone) to capture unforgettable scenery and moments along the way. Most importantly, don’t forget any relevant travel documents. 

Yes, you can sail from Southampton to the Caribbean on a cruise holiday. Popular cruise lines such as Cunard, P&O Cruises, and Celebrity Cruises offer itineraries that depart directly from Southampton and head to the Caribbean. Some sailings are round-trip cruises, meaning you’ll start and end your journey in Southampton, which is an ideal option for travellers who prefer a no-fly holiday. Other itineraries may be one-way voyages, finishing in the Caribbean or the USA, where you’ll disembark and fly home. This option is particularly popular with those who may be looking to extend their holiday after their cruise or explore further destinations before returning. 

Many cruise lines offer optional all-inclusive packages that include drinks, gratuities, and additional perks such as speciality dining, Wi-Fi, and more. However, it’s important to note that not all Caribbean cruises are all-inclusive, and what’s included can vary by cruise line and fare. Most Caribbean cruises typically include accommodation, meals in main dining venues, onboard entertainment, and access to onboard amenities such as swimming pools and fitness centres. Our friendly and experienced team is on hand to help you find the best option tailored to your preferences, ensuring your Caribbean cruise is exactly as you imagine. 

You’ll find that Caribbean cruises vary in length, making it easy to find an option that suits your schedule and travel style. If you’re looking for a more in-depth exploration of the region, longer sailings are ideal, with many cruise lines offering voyages of 10 or 14 nights, as well as extended cruises lasting 21 nights or more. For those with limited time, or travellers flying to destinations such as the USA or the Caribbean itself to start their cruise, shorter itineraries are also available. These can range from four-night sailings to slightly longer options of up to nine nights, offering a great introduction to Caribbean cruising without committing to a longer holiday. 

Booking a Caribbean cruise with ROL Cruise is simple and stress-free. Our experienced and friendly team is here to help every step of the way. You can browse our website to explore a wide range of Caribbean sailings, then speak to our team to book your dream cruise with confidence. If you’re unsure which option is right for you, our knowledgeable team is on hand to offer personalised advice and help you find the sailing that best suits your preferences, budget, and travel plans.

The Caribbean is home to a wide range of vibrant and diverse cruise ports. Among the most popular is Bridgetown, Barbados, known for its beautiful beaches, rich heritage, and lively atmosphere. Castries, situated in the idyllic St. Lucia, is another favourite, celebrated for its dramatic Piton mountains, lush rainforests, and breathtaking natural scenery. St. John’s in Antigua is a true highlight for many travellers. Here, you can expect to witness colourful architecture, immerse yourself in the island’s rich history, and enjoy easy access to some of the island’s famous 365 beaches. Basseterre, St. Kitts, in St. Kitts and Nevis, appeals to those seeking a fantastic blend of laid-back Caribbean charm and historic landmarks, with attractions such as Brimstone Hill Fortress located close to the port. Finally, Nassau, Bahamas, is widely considered a lively and accessible destination, popular for its turquoise waters, white-sand beaches, and excellent shopping opportunities. These ports are frequently featured on Caribbean itineraries, offering a well-rounded introduction to the region’s natural beauty, culture, and unforgettable island experiences.