If you’ve been dreaming of a winter escape that swaps snowflakes for sunshine and chilly winds for warm island breezes, then you’re in for something brilliant. Brilliant Lady’s new 2026/27 winter cruise itineraries are officially here, giving you the best of both worlds — whether you’re craving a quick sun-soaked cruise escape or an adventurous island-hopping getaway.
Short escapes, big adventures
Sometimes, all you need is a long weekend of sun, sea, and seriously good vibes. That’s why our 4-night getaway crusies are designed to pack maximum adventure into minimal time — featuring new onboard entertainment, next-level dining, and iconic Caribbean destinations.
These sailings are perfect for a quick recharge in paradise, swapping winter coats for beachside cocktails and ocean views.
See it all: 10-night island-hopping voyages
If you’re looking to go all in on adventure, our 10-night cruises bring you to up to six breathtaking Caribbean ports, featuring longer stays and exotic destinations. You’ll get more time to explore, indulge, and soak in the culture — without the hassle of flying beyond Miami.
Sail over the holidays
These cruise itineraries are already a dream — but imagine celebrating Thanksgiving, Christmas, New Year’s, or even Valentine’s Day while sipping a cocktail in paradise instead of layering up in the cold.
With themed holiday treats and special celebrations at sea, these voyages turn every moment into something extraordinary. No stress, no planning — just pure, sun-soaked indulgence.
The Beach Club at Bimini and more
The cherry on top? Trading frostbitten fingers for sun-warmed skin. While everyone else is bundled up, you’ll be stretched out on a lounger, tropical drink in hand, soaking in endless blue skies.
And on most winter cruises, that means a full day at The Beach Club at Bimini — where powdery white sand, DJ-led beats, and crystal-clear waters make paradise feel like your personal playground.
Book Early & Save
A Caribbean winter cruise escape is always a good idea — but locking in the best deal? Even better. Whether it’s a 4-night getaway or a 10-night adventure, the only thing better than sailing is knowing you got the best deal.
Book early to unlock:
- The best rates: Our lowest fares drop first with introductory pricing and a Best Price Guarantee. Plus, pay in full 365+ days out to save an extra 10% off our best offer.
- The most choice: Get first dibs on the best cabins at the best prices. Booking early means more options, from prime RockStar Quarters to Sea Terraces with unbeatable views.
- Exclusive perks: Sailing with a group? Book 180+ days out for discounts & extra benefits. Part of our Sailing Club? Keep an eye out for limited-time loyalty offers on our newest cruise itineraries.
Secure your spot now and start counting down to a winter that’s actually worth looking forward to.
