Cruise & Cruise Line

Virgin Voyages Caribbean Cruises 2026: New Itineraries, Ports and Sailings

Image: The Virgin Voyages beach club in Bimini. (Photo Credit: Virgin Voyages)
Image: The Virgin Voyages beach club in Bimini. (Photo Credit: Virgin Voyages)
Eraine Wessler
by Eraine Wessler
Last updated: 7:00 PM ET, Tue March 31, 2026

Virgin Voyages is turning up the heat on Caribbean travel with a fresh lineup of itineraries for 2026 through 2028, giving adults-only cruisers more ways than ever to explore sun-soaked islands, turquoise waters and vibrant port cities.

Southern Caribbean

The cruise line's Southern Caribbean offering sets sail on a seven-night roundtrip from San Juan, threading together five distinct island destinations in one seamless voyage. Departing the heart of Old San Juan, where the ship docks within walking distance of the city's most iconic spots, guests make their way to the colorful shores of St. Thomas, then on to Tortola, Basseterre in St. Kitts and Nevis, St. John's Antigua and finally St. Maarten before looping back to Puerto Rico. It's a port-a-day pace designed for the genuinely adventure-hungry, and Virgin Voyages leans into that energy by partnering with locals in each destination to surface the sides of these islands that most travelers never see.

Western Caribbean

For those departing from the mainland, the Western Caribbean and Bimini Beach Club itinerary offers a seven-night roundtrip from Miami with a different flavor entirely. The journey eases guests into Grand Cayman—where stingray swims and a thriving food scene compete for attention—before sailing on to Ocho Rios, Jamaica, a destination defined by cascading waterfalls and impossibly blue water.

The voyage wraps with a stop at Virgin Voyages' exclusive Beach Club at Bimini, a private resort-style escape with cabanas, pool parties and the kind of salty, unhurried atmosphere the brand has built its identity around. 

Virgin Bimini Beach Club Aerial Shot

An aerial view of the pool at Virgin’s Bimini Beach Club. (Photo via Virgin Voyages)

Travelers seeking something shorter can opt for the five-night Grand Cayman and Bimini Beach Club sailing, also departing roundtrip from Miami. It hits the same Grand Cayman highlights—reef swimming, Caribbean cuisine and golden beaches—before winding down at Bimini, making it an ideal choice for those with less time but no shortage of wanderlust.

Two itineraries depart from or connect through Virgin Voyages' Terminal V at PortMiami, a space designed to channel the electric energy of Miami itself before guests even step aboard. With pre-boarding handled through the Virgin Voyages app and a streamlined embarkation process, the vacation begins well before the ship leaves the dock.

From quick getaways to week-long island-hopping adventures, Virgin Voyages is making the case that the Caribbean has never looked better or sailed smoother.


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