It feels like just about everyone is headed on a cruise ship, and for good reason. There’s a real appeal to embarking on a getaway where your travel plans are already sorted; you only have to unpack once and arrive each morning in an exciting port of call.

Plus, new ships are rolling out incredible bells and whistles that push the limits of fun at sea (think indoor skydiving, roller coasters, and go-karts). At the same time, the cruise industry has shifted towards sustainable efforts that have emerged as fundamental to modern cruising. 

Recent statistics from CLIA (the official Cruise Line International Association) show an increase of nearly two million passengers in 2023 (totaling 31.7 million) compared to pre-pandemic numbers in 2019.

And there’s no more popular cruising region than the Caribbean, where upwards of 37 cruise lines with 154 ships rove the idyllic paradise of islands. With so many options, sorting out which ship and itinerary fits you best can be confusing. 

Here’s a handy guide to help determine which cruises are best for you, along with tips and advice to ensure you’re setting yourself up for a smooth sail. 

Passengers relax as the Oasis of the Seas departs the Bahamas
Cruises that visit the Bahamas are great for families. Ruth Peterkin/Shutterstock

What Caribbean cruise is best for me?

Sailing for adventure

Whether you're into ziplining through the rainforest, scuba diving one of the world’s largest coral reefs or swimming at the base of a waterfall, cruises throughout the Caribbean offer excellent opportunities for adventure.

Cruise ports known for high-octane activities include St-Martin (known for its superb scuba diving), Belize (cave-tubing and ziplining throughout rainforest treetops) and St Lucia (the Sapphire Falls Hike). 

Celebrity Cruises, Princess Cruises and Holland America have cruises that frequent these ports.

Best ships for families

Look for larger ships with kid-friendly pools, expansive kids' clubs and family-friendly entertainment. Royal Caribbean’s fleet features action-packed decks great for families with water slides, laser tag and mini golf. 

Disney Cruise Line’s fleet sails extensively throughout the Caribbean to ports that span from Cozumel, Mexico, to Willemstad, Curaçao. The line’s most common Caribbean offerings are shorter 3- and 4-night itineraries that are perfect for families looking for a short trip.

Cruise lines with private islands operate predominantly in the Bahamas, including Royal Caribbean, Disney Cruise Line and Norwegian Cruise Line. These stops are great family destinations as they feature enclosed, private environments with kids' activities and the ease of charging everything to your sea pass card.  

Singles at sea

Cruises can be an excellent place for singles to mix and mingle. A standard cruise stateroom rate is usually calculated at a minimum two-adult rate. Singles wishing to book a standard stateroom are typically charged a single supplement fee ranging from 50% - 100% of their base fare. 

As the demand for single cruise accommodations grows, new ship builds include solo staterooms, both interior and with balconies. Look to Celebrity Cruises, Virgin Voyages, and Norwegian Cruise Lines for some of the best accommodations for solo travelers. 

Most relaxing getaways

The most relaxing cruises sailing through the Caribbean tend to be the smaller ships focusing on a more “resort at sea” vibe. The higher-end ships with all-inclusive rates offer the luxury of seamless vacations. Windstar, Seabourn and Viking are the best lines for a relaxing cruise.

On these ships you’ll find daily activities that swap dance parties and poolside games for fitness-oriented activities like yoga and strength training classes, lectures on upcoming ports and ample lounge chairs to soak up the sun by the pool.

From your first step onboard, all your food and drinks (except for certain vintage wines and spirits), activities and sometimes your port excursions are included in your rate. 

Itineraries like the Viking Ocean Cruises’ West Indies Explorer sail a 10-day itinerary roundtrip from San Juan, Puerto Rico, with stops that include Tortola, British Virgin Islands; St. Kitts, Saint Kitts & Nevis and Roseau, Dominica. Rates for Viking Ocean Cruises include one shore excursion per port.

The top of a Royal Caribbean cruise ship with a balcony looking down over a pool with people and lounge chairs.;
Cruises have come a long way – choose the one to match your vibe. Shutterstock / Joseph Hendrickson

Best parties at sea

As the classic notion of cruising sunsets – goodbye white glove service, shuffleboard, Baked Alaska – a new era of fun is afloat.

Large ships are built to maximize fun, whether you're hopping pool parties, dancing the night away at late-night discos or cheering your team at rousing sports bars. Special interest cruises are also an excellent option for the most immersive fun at sea, whether that’s a full ship charter rock concert like the Rock Legends Cruise, a trip dedicated to Golden Girls fans, or an LGBTQ+ charter like VACAYA

Favorite lines that feature an upbeat party vibe include Margaritaville at Sea (particularly on their new Islander), Virgin Voyages and Norwegian Cruise Line.

A quick getaway

You’ll find cruise lines are leaning into shorter itineraries that offer weekend getaways to nearby ports in the Caribbean. Most of these sailings are roundtrip from Florida’s top cruise ports: Miami, Fort Lauderdale and Orlando (Port Canaveral). These are often 3- and 4-night sailings featuring a stop in The Bahamas or Bermuda

The vibe onboard is often more upbeat and celebratory, as guests do their best to maximize their limited time at sea. 

A few favorite lines for this style of travel include Celebrity Cruises, Royal Caribbean (who is launching Utopia of the Seas this summer as its first-ever large-scale ship that will exclusively sail short getaways) and Disney Cruise Line.

An extended journey through the Caribbean

Smaller cruise lines offer longer, extensive itineraries throughout the Caribbean; smaller ships can port far off the beaten path at more remote destinations. Itineraries like Seabourn’s “25-Day Captivating Antillean Treasures” sail to some of the lesser trafficked parts of the Caribbean including Marigot, St. Martin; Carambola Beach, Saint Kitts and Nevis; and Sopers Hole (Frenchmans Cay), BVI. Lines like Silversea, Windstar Cruises and Azamara are favorites that route to these idyllic destinations. 

When should I go on my cruise?

There are sailings throughout the Caribbean year-round, with high season running from November through April. This period is known for its optimal sailing conditions and weather. 

You’ll find cheaper sailings during the hurricane season, typically July through September, though you risk the chance of your trip being canceled or rerouted to avoid inclement weather. 

Holiday sailings (particularly during Thanksgiving, Christmas and New Year’s Eve) are also excellent times to sail as cruise lines curate impressive decor and holiday-themed activities.

How do I know if my cruise line is operating sustainably? 

Conservation efforts have become a vital tenet of the future of cruising, with the industry gearing towards carbon-zero sailings by 2050. Efforts underway include ship engines that run cleaner on alternative fuels, advanced wastewater systems that can better clean sewage water and exhaust gas cleaning systems to improve air quality at sea and in port. 

Friends of the Earth’s Cruise Ship Report Card is a great resource to assess a ship’s sustainability efforts. 

A few lines at the forefront of sustainable sailing include Ponant, Disney Cruise Line and Hurtigruten. Ponant recently became the first maritime cruise line to receive Green Globe certification, which recognizes the line’s commitment to reducing its environmental footprint.  The line has shifted away from heavy fuel oil and installed catalytic systems to reduce atmospheric emissions.

Disney Cruise Line aims to operate with carbon emissions at net zero by 2030, in part by shifting to alternative fuels like liquefied natural gas (LNG) and hydrotreated vegetable oil. 

Hurtigruten is currently developing a zero-emission propulsion ship, which is aiming to be unveiled by 2030. 

There are still a large number of travelers who oppose the notion of cruise ships for not only their impact on the environment, but on local economies as well. Groups like Friends of the Earth, CLIA and Oceana are excellent organizations devoted to regulating the cruise industry.  

ruise ships docked at pier on the Dutch side of St. Maarten, with passengers walking on the pier
If you book independent excursions, make sure you get back to the boat on time! Ruth Peterkin/Shutterstock

Need to know before you go

Here are some helpful tips to keep in mind when you’re booking a Caribbean cruise. 

Book in advance...

Cruise lines offer better rates further from your sailing date, often making sailings available to book more than a year out. The earlier you book, the better the selection of staterooms to choose from. 

Or take advantage of last minute deals

Cruise Plum is our go-to with a comprehensive overview of discounted inventories if you're angling for a last-minute getaway. 

Opt for third-party travel insurance for hurricane season protection

Travel insurance is the best way to ensure smooth sailings on your Caribbean cruise. Typical cruise insurance rates hover around 5 to 10% of your total trip cost. 

Don’t just opt into the cruise line’s designated insurance option; shop around on a platform like Squaremouth for the most value. 

Look for a plan specific to cruise travel, with coverage that includes compensation for delays, cancellations (particularly helpful during hurricane season), emergency medical, and the premium option of canceling for any reason (CFAR). 

Be hurricane-aware

Hurricane season in the Caribbean is typically July through September. The outlook for the 2024 season from NOAA’s (National Oceanic and Atmospheric Administration) predicts an 85% chance of an above-normal season with the potential range of 8-13 hurricanes with winds of at least 74 mph. 

Cruise lines work expeditiously to avoid sailing into the path of any major tropical storm or hurricane, often rerouting or shortening itineraries as threats arise. Cruises rarely encounter major storms as they’re able to chart the course of the weather and route accordingly. 

In the event you encounter a major storm while at sea, head to the middle of the ship where you’ll feel the rolling of the ship less, take over-the-counter aids like Dramamine or Bonine and keep your eyes on the horizon for stability balance.

You don’t necessarily need a passport 

Passports are not required for closed-loop sailings that begin and end at a US port. All you need is a boarding pass, a government photo ID (if you’re 16 years or older) and a certified birth certificate or certificate of US naturalization. 

However, keep in mind that you might not be able to disembark the ship at certain ports (those ports include Barbados, Martinique and St-Barthélemy).

Third-party excursions can be a better value play

If you want to stretch your dollar further, consider booking with local tour operators before arriving at each port. It’s important to note that third-party excursions are the best when they’re morning-only activities. 

The ship won’t wait for you if you’re late returning from a third-party excursion. For full-day excursions, consider the line’s offerings, as the ship will wait for you, and there’s nothing worse than missing the boat.

Explore related stories

where-to-go-december.jpg

Tips & Advice

The best places to visit in December 2024

Sep 9, 2024 • 8 min read