Only have a couple of vacation days to spare? Plan a long weekend away with one of these 5-day cruises to some of the most enticing ports in the Caribbean. With multiple sailing dates to fit almost every schedule, you’re sure to find an itinerary that works for you.

Lounge on pristine beaches and swim in turquoise waters. Taste seafood fresh out of the ocean. Experience all of the luxurious amenities onboard. Cruise from Miami in modern luxury style on one of these unforgettable 5-day Caribbean cruises.

Western Caribbean

A 5-day Western Caribbean cruise itinerary sails to Key West, Florida, and Cozumel, Mexico. Along the way, you’ll be privy to gorgeous Atlantic and Caribbean Sea views and stunning sunsets from your stateroom’s veranda or one of the decks of the ship.

Huge signage of Southernmost Point Continental USA in Key West, Florida with ocean backdrop

Southernmost Point in Key West, Florida

When your cruise visits Key West, you’ll find a wealth of fun and fascinating things to do. Take selfies at the colorfully painted Southernmost Point Buoy, which marks the southernmost part of the continental United States. Visit Ernest Hemingway’s home, a National Historic Landmark in Old Town Key West. Stroll around Mallory Square and shop for everything seashell. Whether you like your key lime pie by the slice, as a dessert bar, or frozen on a stick, be sure to partake of the island’s famous dessert.

Cozumel, an island off the eastern coast of Mexico’s Yucatan Peninsula, is prized for the reef system that circles the island. Scuba divers come from around the world to explore the abundance of coral and sea life, including whales, sharks, eagle rays, hawksbill sea turtles, lobsters, nurse sharks, and the endemic-to-Cozumel Splendid Toadfish.

Scuba divers swimming with turtles and fishes in Cozumel, Mexico

Marine life in Cozumel, Mexico

If you’re scuba-certified, you can easily book a Cozumel shore excursion using Celebrity’s Cruise Planner. Swim among schools of tropical fish and other marine life, and marvel at the colorful coral. If you’re not certified, book a swim and snorkel shore excursion that lets you enjoy reefs and marine life in shallower and equally beautiful water.

There are many more things to do while you’re in port at Cozumel. You could visit Tulum, the one Mayan ruin that’s located on the coast rather than inland, making it easy to visit on the day you’re in port. See the starfish sanctuary at El Cielo, a secluded sandbar, where you can swim and snorkel in gorgeous turquoise water. Take an active tour of the island’s interior on an ATV or dune buggy along challenging trails.

If leisurely and laid back are your preferred mode of vacation, spend time in town shopping, walking along the waterfront, and enjoying the easy Cozumel lifestyle while eating and people-watching at a sidewalk cafe.

Key West & The Bahamas

Boardwalk leading to palm trees and white sand beach in Key West, Florida

Key West, Florida

Unwind and relax on one of our colorful and carefree 5-day cruises to the Florida Keys and Nassau on Celebrity Infinity or our newly revolutionized ship, Celebrity Millennium.

Explore all the exciting things to see and do onboard ship on your day at sea. Work out at the fitness center, then surrender to some major pampering at the redesigned spa. Savor dinner at one of the reimagined specialty restaurants, then see a show, try your luck at the casino, enjoy an after-dinner drink at one of the bars or lounges, and dance under the stars ‘til the wee hours.

In Key West, spend a day lazing on a palm tree-lined beach or bike around town to discover as much of this beautiful 4.2-square-mile island as you wish. Indulge in a delicious seafood lunch and try the island’s famous key lime pie.

Single motorboats parked along the shores of Nassau, Bahamas

Watch: Bahamas Cruise on Celebrity Cruises

Sun-kissed, white-sand beaches and sapphire blue water await in Nassau. Ferry over to Blue Lagoon for beach time on the sand or lazing in a hammock, enjoy watersports like snorkeling, and savor tasty conch fritters. Get up close and personal with playful dolphins at a dolphin swim excursion, and be sure to stop by the Straw Market downtown to watch artisans at work making straw hats, baskets, and other handicrafts before returning to your ship.

Grand Cayman

Cruise from Fort Lauderdale to George Town, Grand Cayman’s cosmopolitan capital, on a 5-day Caribbean cruise.

Tourists relaxing on Seven Mile Beach, Grand Cayman

Seven Mile Beach, Grand Cayman

Lounge on coral and white sand beaches, swim in calm, clear water, and revel in the quiet beauty of Seven Mile Beach, Grand Cayman’s most popular beach and one of the most beautiful beaches in the Caribbean.

People swimming with gentle stingrays in Grand Cayman

Stingrays in Grand Cayman

Scuba or snorkel around Cemetery Reef at the north end, book a shore excursion to swim with gentle stingrays, or savor a leisurely seafood lunch with an ocean view at any one of the restaurants or bars that line the beach.

Indulge in some retail therapy at duty-free shops selling luxury goods, and learn the finer points of rum cake production (with tastings) on a tour of a local rum producer.

Pamper yourself onboard during your days at sea with a massage at the spa, an afternoon gelato, or dining at one of the world-class specialty restaurants, just to name a few.

Christmas & New Years’ Eve Cruises to the Caribbean

You don’t need a lot of time off around the holidays to plan a quick getaway. If you choose to cruise over the winter holidays, you’re in luck. Sail to Key West and the Bahamas on a Christmas cruise onboard Celebrity Millennium from Fort Lauderdale, or a New Year’s Eve cruise from Miami on Celebrity Infinity.

Family eating holiday dinner onboard Celebrity Cruises

On a Christmas cruise, share a traditional holiday meal with your family, sing your favorite Christmas tunes with carolers, and watch a thrilling holiday show in the theater. If you’re bringing the kids along, they’ll even get presents from our onboard Santa.

Is exploring new destinations your new year’s resolution? Celebrate in style onboard a Celebrity Cruises ship with a party at sea. Get all decked out in your festive attire for a fun celebration onboard complete with a sparkling wine or champagne toast at midnight. Spend the first days of the new year sailing around the gorgeous islands of the Caribbean.

Find the Best 5-Day Cruise For You

If you’re excited and ready to book an unforgettable 5-day cruise to the Caribbean, browse our cruise itineraries and pick out your perfect itinerary date. Then, book your stateroom, airfare, and activities all in one easy-to-use booking platform.

Free Vacation Planning Services

Free Vacation Planning Services