The Best Caribbean Cruises to Book for 2026

Experience: Sailing roundtrip from Miami aboard the luxurious Seven Seas Grandeur, this 11-night journey offers an elegant and unhurried exploration of the Caribbean’s most captivating destinations. From the white sand beaches of the Dominican Republic’s Puerto Plata to the crystal-clear waters of Gustavia in St. Barts, where guests can cruise the harbor aboard a semi-submersible vessel, each port invites immersive discovery. Regent Seven Seas Cruises offers two levels of all-inclusive pricing: the standard all-inclusive cruise fare, which provides every onboard luxury with the flexibility to arrange your own flights, and the ultimate all-inclusive fare, which includes air travel in your preferred class where available, ground transfers between the airport and ship, and private chauffeur service for a seamless journey from start to finish.

Holland America Line

Itinerary: 9-Day Southern Caribbean & ABC Islands with History Channel
Departure: January 9, 2026

Experience: Part Caribbean surf, part jungle excursion, this nine-day roundtrip from Fort Lauderdale onboard Eurodam calls first at Bonaire for a taste of Holland America Line’s namesake Dutch culture before skirting off to Aruba and the Bahamas to take some time to enjoy the region’s renowned tropical wonders.

Norwegian Cruise Line

Itinerary: 7-Day Caribbean Round-Trip New Orleans: Harvest Caye, Cozumel & Roatan
Departure: January, February, March, and April 2026

Experience: In January 2026, the Norwegian Escape will begin sailing from one of our readers’ favorite cities, New Orleans. Before setting sail, it’s imperative that travelers spend some time in wandering the French Quarter, catch a jazz concert, and get their fill of beignets. In addition to the Crescent City, guests can look forward visiting Costa Maya, Mexico; Harvest Caye, Belize; and Roatan, Honduras. Guests have the opportunity to snorkel the Mesoamerican Reef—the second largest reef in the world—and take a moment to journey back in time while visiting the Tulum Mayan ruins just outside of Cozumel.